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Vacation Rentals and Villas in Wailea, HI

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    1 / 17
    5 of 5 stars (3) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 / 27
    5 of 5 stars (10) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4
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    1 / 24
    5 of 5 stars (1) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4
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    1 / 25
    5 of 5 stars (11) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3
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    • Deck
    • Satellite TV
    • DVD Player
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    • Ocean Views
    • Air Conditioning
    • Washer
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    About this property
    Enjoy sitting on your lanai enjoying spectacular ocean views in a peaceful, private 1 bedroom, 1 bath, 500 sq. ft. completely furnished cottage with full kitchenThis cottage has it all. Spectacular furnishings and ocean views!Completely remodeled 1 bedroom cottage in Maui Meadows (Maui Meadows is... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed August 16, 2015
    Our stay in Maui was perfect! We liked this quiet environment! Everything in the cottage is new and so clean! The view from the picnic table is wonderful ! We recommend this...
    5 of 5 stars Reviewed July 26, 2015
    Alright, this is it ! Stop looking, you have just found the perfect place to stay in Maui ! The place is modern (a very rare qualitty for any accomodation in Hawaii at this...
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    $750
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    1 / 30
    5 of 5 stars (18) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • DVD Player
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    • Shared Outdoor Pool...
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    • Pet-friendly
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    About this property
    Unbelievable 2 bedroom plus den / 2 bath penthouse villa located in the prestigous Wailea Beach Villas. Second floor location with 2000 interior square feet and 375 square foot covered lanai. Formal entry hall with artwork. Spacious living room with Tommy Bahama furniture. Dining room with table... View all property information
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    Wailea, Maui 96753
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    $225
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    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Secure Parking
    • Hot Tub
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    • Ocean Views
    • Wi-Fi
    • Balcony
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    • Pet-friendly
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    • x
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    About this property
    Look no further! This is the condo for you! The Wailea Grand Champions is one of the premier vacation rental properties on the south side of Maui in the town of Wailea. A few minutes from the property are high-end five star resorts like the Four Seasons and the Grand Wailea. Also within minutes... View all property information
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    Wailea, Maui 96753
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    1 / 35
    5 of 5 stars (2) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8
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    • Satellite TV
    • Stereo System
    • Dishwasher
    • Hairdryer
    • Dryer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • x
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    About this property
    Designed by world-renowned architect Tan Hock Beng, Hale Kumulani is a magnificent home built around a grass courtyard. Boundaries between indoors and out are blurred, with walkways connecting bedroom suites to the main living areas. Located directly across the street from the exquisite white sand... View all property information
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    Wailea, Maui
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    $995
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    1 / 32
    5 of 5 stars (5) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8
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    • Air Conditioning
    • Hot Tub
    • Water Views
    • Mountain Views
    • Internet Access
    • Satellite TV
    • Children's Pool
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    'Wailea Beach Villas is the #1 Specialty Lodging in Wailea' - Trip Advisor 'Wailea Beach Villas is one of the top 100 hotels in the USA' - Conde Nast Readers Choice Award The Wailea Orchid is an amazing 3 bedroom / 3 full baths penthouse villa located in the prestigious Wailea Beach Villas.... View all property information
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    Wailea, Maui 96753
    From
    $183
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    1 Bedroom, 2 Bathrooms, Sleeps 2
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    • Watersports Nearby
    • Ocean Views
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • TV
    • There Are Tennis...
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    The Grand Champions Villas in Wailea are one of the fan favorite condominium properties in Wailea. Located minutes from five star resorts like the Four Seasons and Grand Wailea, this property is right where you want to be when vacationing on Maui. The Shops at Wailea, complete with high-end... View all property information
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    Wailea, Maui 96753
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    1 / 24
    4 of 5 stars (6) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (6) Make Inquiry
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    Amenities & Details
    • Gym
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
    • Water Views
    • Satellite TV
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This 2-bedroom condo is comfortably appointed, and located in a great spot on property. The spacious living room opens to the Lanai, where there is ample space for stretching out and relaxing in the sun, barbecuing on your own private grill, or admiring the tropical grounds of The Palms at Wailea.... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed February 15, 2015
    This is a terrific location for a visit to South Maui. We used the whale watch rafts from the Kehei ramp. Close to Safeway, beaches with full service and beach parking. Loved...
    4 of 5 stars Reviewed August 2, 2014
    We loved the location of the property. Maui Car and Condo was great to work with. They are very reliable, retuned my email every quickly and made the process to check in very...
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    From
    $185
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    1 / 29
    5 of 5 stars (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Washer
    • Water Views
    • Hot Tub
    • Satellite TV
    • Dryer
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Our professionally decorated spacious 2 bedroom 2 bathroom air conditioned condo has been tastefully furnished in modern decor with tropical accents. Our condo has a terrific layout with the bedrooms being on opposite sides of the condo. Each has its own private washroom, flat screen TV and... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed September 18, 2013
    Once again, I loved everything about this condo. Beautiful first class furnishings, close to wonderful beaches in Wailea & Makena, & great shopping. The extra touches like the...
    5 of 5 stars Reviewed November 20, 2012
    The condo was beautifully furnished. We appreciated all the extras that made this stay so relaxing like the Tommy Bahama beach chairs, boogie boards, beach towels, & beach...
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    $275
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    1 / 22
    4.5 of 5 stars (3) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Watersports Nearby
    • Hot Tub
    • Water Views
    • Mountain Views
    • TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This ground floor corner villa at Grand Champions Resort features three bedrooms, two baths, a fully equipped gourmet kitchen, and two lanais. Surrounded by the manicured fairways of Wailea's famed Blue Golf Course and the spectacular grounds of the Wailea Tennis Club, this quiet, well-managed... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed April 20, 2015
    The condo was spacious, clean and homely. They had everything we needed and the complex was well maintained. very close to Wailea town centre and 15 min walk to resort area. BBQ...
    4 of 5 stars Reviewed December 21, 2013
    We were a group of 6 adults and one toddler and we felt totally at home here and would definitely recommend this condo our friends. Set in an amazing area with world class...
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    $115
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    1 / 26
    4.5 of 5 stars (11) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2
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    • Washer
    • Hot Tub
    • Stereo System
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool...
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    FREE HIGH SPEED WIRELESS INTERNET AND UNLIMITED PHONE CALLS TO US MAINLAND AND CANADA!! NEWLY RENOVATED BATHROOM Enjoy sunny South Maui in one of our lovely and affordable Wailea studio units at the award-winning Wailea Grand Champions Villas. Both studios have been upgraded. Unit #22A has dark... View all property information
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    Wailea, Maui 96753
    4 of 5 stars Reviewed August 30, 2015
    This spacious studio was perfect for my needs. it was super comfortable and very very clean and there were little touches of extras like the chips and Karens bread in the...
    5 of 5 stars Reviewed May 3, 2015
    I loved this studio. It was very nice space with a deck. It has a stackable washer/dryer. The bed was super comfortable and owners were responsive to my needs. At the time I was...
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    $143
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    1 / 31
    5 of 5 stars (6) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4
    Overview Reviews (6) Make Inquiry
    Overview Reviews (6)
    Amenities & Details
    • Stereo System
    • TV
    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool...
    • Mountain Views
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Aloha, E Komo Mai..... Welcome to Hale Makamae-Maui, a recently renovated luxury first floor condo in Wailea's premier Grand Champions Villas. Our home is unit #103 on the east side of the complex. Spend your vacation enjoying this 1 bedroom, 2 bath unit that provides ample space to spread out,... View all property information
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    Wailea, Maui 96753
    4 of 5 stars Reviewed April 23, 2014
    I must say this was the best condo we have rented in Maui, for being very generous with stocking you up with supplies. Soaps and paper towels in kitchen, in bathrooms-shampoo and...
    5 of 5 stars Reviewed September 10, 2013
    I can't say enough great things about this condo. It is centrally located in Wailea (we mostly walked everywhere). Beyond what you'd expect from a Hawaii rental (i.e. wi-fi and...
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    $267
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    1 / 16
    2 Bedrooms, 3 Bathrooms, Sleeps 5
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    • Wi-Fi
    • Grill
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Wailea Ekolu Village is a tranquil terraced property located on the Wailea Blue Golf Course offering distant panoramic views of the Pacific. This quiet low density village consists of eighteen two-story buildings spread out over 18 acres of tropical landscaping and is conveniently located across... View all property information
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    Wailea, Maui 96753
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    1 / 19
    5 of 5 stars (40) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Shared Outdoor Pool...
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Stereo System
    • Water Views
    • Deck
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Wow ! What a GREAT view! We've heard this comment many times from vacation rental guests and friends visiting our Maui Wailea, Ekahi Village condo (28D). Sweeping ocean views greet you as you enter, and are visible from nearly every room. The walk to the beach is less than four minutes.When you... View all property information
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    Wailea, Maui 96753 9532
    5 of 5 stars Reviewed May 30, 2015
    This is a beautiful condo in Wailea. The location is a perfect point to easily access the convenience of Keihi and the beauty and elegance of Wailea. The condo is great for two...
    5 of 5 stars Reviewed April 10, 2015
    My family stayed at Sharon and Lynn's condo for 3 weeks in January. The place and the owners were fabulous. The condo was very clean and organized--with everything you could...
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    $290
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    1 / 10
    5 of 5 stars (1) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4
    Overview Reviews (1) Make Inquiry
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    Amenities & Details
    • Washer
    • Dryer
    • Shared Outdoor Pool...
    • Air Conditioning
    • Water Views
    • Satellite TV
    • Internet Access
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Please visit our personal website listed below to view comments from many of our previous guests!!!! We have photographed our guestbook so you can see for yourself how much our past guests have loved our condo. Click on the Guestbook tab of our personal website.Aloha!! Welcome to our home away from... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed January 15, 2015
    Three of us (2 adults and 16 yo) stayed in this condo for 2 weeks (Dec 2014) and had a relaxing and comfortable stay on our adventure filled vacation. The location of the condo is...
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    1 / 10
    5 of 5 stars (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • Washer
    • Stereo System
    • Air Conditioning
    • Water Views
    • Internet Access
    • Satellite TV
    • DVD Player
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Please visit our personal website listed below to view our guestbook with comments from many of our previous happy guests!!!! We have photographed our guestbook so you can see for yourself how much our past guests have loved our condo. Click on the Guestbook tab of our personal website .Welcome to... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed May 26, 2015
    We really enjoyed our stay in Wailea! Great location, with a 10 minute walk to the beach. The condo was very comfortable, with all of the amenities of home. The bedrooms were...
    5 of 5 stars Reviewed February 17, 2015
    Great Condo. Location was terrific. Jan was fantastic to work with, even transferred our deposit to the following year,due to us having to cancel!
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    $495
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    1 / 46
    5 of 5 stars (9) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • Waterfront
    • Water Views
    • DVD Player
    • Hot Tub
    • Private Outdoor...
    • Air Conditioning
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    2-5 Bedroom, on the sand in front of the Fairmont Kea Lani in Wailea / Makena Maui, Hawaii. Features: Beach Front - On the Sand! Snorkeling. Central Air conditioning We have correct HOTEL ZONING for Maui vacation rentals Sleeps 6 Two elevators By Owner Beachfront Pool and Spa On the Wailea... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed November 30, 2014
    The highlight of the stay for me was the back lanai. It was large enough for me to do my yoga in the morning and it had a wonderful breeze and an incredible view! The four of...
    5 of 5 stars Reviewed July 25, 2014
    Beautiful ocean view from balcony, living room and kitchen. My family loved unit # 306. Condo was better than photos. Very comfortable for a family of 5. Beds were comfortable...
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    $1,245
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    1 / 8
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Stereo System
    • DVD Player
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Dryer
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This 2-bedroom, 2.5-bath home features panoramic ocean views. Located on the upper elevations of the property, this spacious home (3200 sq. ft.) contains a king-sized bed in the master bedroom and additional bedding in the remaining bedrooms (varies). The residence also offers 2 lanais (balconies),... View all property information
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    Wailea, Maui
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    $250
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    1 / 8
    5 of 5 stars (17) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 5
    other traveler has booked this property
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    Amenities & Details
    • DVD Player
    • Waterfront
    • Washer
    • Dryer
    • Internet Access
    • Patio
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Located on world famous Keawakapu Beach in Wailea, Ekahi Village is one of the most sought after locations. Our totally renovated condo offers complete privacy, but is only steps to the beach. Unwind after a day at the beach or pool by watching our 46' Sony Bravia flat screen with surround sound... View all property information
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    Wailea, Maui 96753
    4 of 5 stars Reviewed February 27, 2013
    My husband and I stayed in this unit for 3 weeks another couple joined us for 2 weeks. The owner was easy to work with and provided all the needed information to make our stay...
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    1 / 23
    5 of 5 stars (17) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5
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    • Internet Access
    • Air Conditioning
    • Hot Tub
    • Stereo System
    • DVD Player
    • Shared Outdoor Pool...
    • Water Views
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Welcome to our home! Enjoy the fantastic ocean views and luxury of our home in Wailea Elua Village - a gated, 24 acre, oceanfront community. Our home is perfectly situated in the center of the Wailea Elua Village property (Unit #701). We are 150 yards from Ulua Beach -- just a 90 second walk to... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed August 6, 2014
    We stayed for five days in July with 2 children and 2 adults. The unit was exactly as advertised and had everything and more that we needed during our stay. The view from lanai...
    5 of 5 stars Reviewed April 27, 2014
    Stayed her with our 18 yr old daughter for a week -- everything was perfect. Kitchen couldn't have been better equipped, lanai as advertised was huge. Complex was quiet, well...
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    $356
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    1 / 19
    3.5 of 5 stars (3) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
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    About this property
    Two bedrooms and two baths in this garden view condo. The Master bedroom has a king bed and the second bedroom has a queen bed, allowing this unit to sleep up to four people. This ground floor unit is tiled in all of the common areas and carpeted in the bedrooms. The living area is a great place to... View all property information
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    Wailea, Maui 96753
    3 of 5 stars Reviewed November 26, 2014
    Grand Champions 033 is a spacious condo, but the décor and fittings are very tired. We had difficulty accessing the unit on the Sunday we arrived as the information on the website...
    4 of 5 stars Reviewed October 14, 2014
    Hospitality - very ok. The property had all the facilities described. Location ok. I liked best that it was quiet and clean.
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    $367
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    1 / 19
    2 of 5 stars (1) Poor
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Beautifully furnished two bedroom Condo overlooking the Golf Course. The kitchen has been recently renovated. This unit offers many upgrades throughout and has many new furnishings. The bedrooms have all new furniture and the master bedroom features a beautiful wooden canopy bed. The accommodations... View all property information
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    Wailea, Maui 96753
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    $1,595
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    1 / 7
    3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Overview
    Amenities & Details
    • Gym
    • Stereo System
    • Satellite TV
    • Grill
    • DVD Player
    • Dryer
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This 3-bedroom, 3.5-bath home features panoramic ocean views. Located on the upper elevations of the property, this spacious home (over 3200 sq.ft.) contains a king-sized bed in the master bedroom and additional bedding in the remaining bedrooms (varies). The residence also offers 2 lanais... View all property information
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    Wailea, Maui
    From
    $225
    / Night
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    1 / 20
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    other travelers have booked this property
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • Mountain Views
    • DVD Player
    • Air Conditioning
    • Staffed Property
    • Water Views
    • Ocean Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Beautiful Wailea - 1 Block from The Shops At Wailea, Several Restaurants, Beaches, Four Seasons Hotel, Tennis Across the Street, Golf right below Condo Bus Stop and close proximity to many places. Unique Condo fully remodeled with African Mahogany wood throughout, Granite counters in kitchen, Water... View all property information
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    Wailea, Maui 96753
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    $255
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    1 / 20
    4.5 of 5 stars (27) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4
    Overview Reviews (27) Make Inquiry
    Overview Reviews (27)
    Amenities & Details
    • Waterfront
    • Wi-Fi
    • Stereo System
    • DVD Player
    • Watersports Nearby
    • Air Conditioning
    • Water Views
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    20B is a delightful, spacious condo in the Lower Village of Ekahi, at the bottom of the hill and closest to the beach. In fact it's only a 2 minute walk to world renowned Keawakapu Beach! And because the walk path is nearly level, you avoid hiking up the hill after being at the beach all day --... View all property information
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    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed January 24, 2015
    We have stayed at Wailea Ekahi many times over the past 20 years and consider it the best value on the island. We usually have stayed along the large common green that slopes...
    5 of 5 stars Reviewed December 29, 2014
    We stayed for two weeks in this lovely unit in the Wailea Ekahi complex. The complex is set in the midst of a well tended and spectacular garden setting. We have stayed in the...
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    $225
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    1 / 23
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2
    other traveler has booked this property
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    Overview Reviews (1)
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Water Views
    • Shared Outdoor Pool...
    • Wi-Fi
    • Waterfront
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    We are pleased to offer our new 1 bedroom,1 bath upper level condo for rental. It has been redecorated throughout, is newly furnished and equipped to high standards, is very comfortable and located in well maintained lush Ekahi Village. The condo is close to the best of everything we enjoy, 3+... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed September 15, 2014
    I thoroughly enjoyed my time at the condo, a few little issues which were actually my fault but these were seen to immediately. All the facilities that you would want, Weather...
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    $750
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    1 / 17
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Amenities & Details
    • Hot Tub
    • DVD Player
    • Water Views
    • Children's Pool
    • Air Conditioning
    • Sauna
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    PLEASE NOTE: OUR CALENDAR APPEARS OPEN BECAUSE WE OWN 5 HOMES AT THE HO'OLEI RESORT. IN MOST CASES, I DO HAVE A HOME AVAILABLE! Come enjoy our Luxury Residence in what we call our Executive Model! This home is the Hibiscus Model, which is the largest home at Ho'olei (3,301 sq. ft. and a 686 sq.... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed August 12, 2013
    We stayed in unit 24-1. The accommodations were first class. There aren't enough words to describe the luxury. We took our adult kids and their children. There was lots of...
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    $1,395
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    1 / 8
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Gym
    • Grill
    • DVD Player
    • Dryer
    • Satellite TV
    • Internet Access
    • Stereo System
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This 2-bedroom, 2.5-bath home features panoramic, west-facing ocean views. Located on upper elevations of the property, the home (over 3200 sq.ft.) offers king-sized bed in the master bedroom and additional bedding in the remaining bedrooms (varies). The residence features 2 lanais (balconies),... View all property information
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    Wailea, Maui
    From
    $450
    / Night
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    1 / 41
    5 of 5 stars (19) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Reviews (19) Make Inquiry
    Overview Reviews (19)
    Amenities & Details
    • TV
    • Ocean Views
    • Water Views
    • Mountain Views
    • Wi-Fi
    • Ping Pong Table
    • Waterfront
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Nestled in a quiet lower village setting right on the green belt, our Maui home has recently undergone a complete professional remodel. The ceiling has a real Hawaiian feel with beams and matting, we've opened the kitchen to the living room and created two master suites with private bathrooms. The... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed June 4, 2015
    Fabulous location, quiet, short walk to beach, and too close to the best ice cream ever, Lapperts. Extremely well equipped unit even down to stored water and full emergency...
    5 of 5 stars Reviewed November 22, 2014
    The Ekahi Village 11f has been beautifully updated; with lovely finishings, an extraordinarily well stocked kitchen and views from the shady Lani to enchant you, it is hard to...
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    $2,870
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    1 / 19
    5 of 5 stars (19) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (19) Make Inquiry
    Overview Reviews (19)
    Amenities & Details
    • Satellite TV
    • Waterfront
    • Watersports Nearby
    • Stereo System
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    DIRECT PANORAMIC OCEAN VIEWS. IF OTHERS DON'T SHOW IT, CHANCES ARE THEY DON'T HAVE IT. THE PHOTO ABOVE TAKEN FROM THE DINING ROOM WINDOW. Stunning Ocean Views from recently renovated, lower village condominium. Two Master Suites, one with a King bed, the other with a King and twin brd, also a... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed August 17, 2015
    WOW! Our 4th visit to Maui and we have finally found our vacation spot. Our stay at Wailea Ekahi Village 2A from August 2-6 was absolutely Amazing! The condo was immaculate...
    5 of 5 stars Reviewed June 15, 2015
    An excellent unit: very clean, great layout, loads of space, well stocked kitchen amenities, and nice view. Its well situated close to one of the quiet pools and a short walk to...
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    $175
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    1 / 23
    4.5 of 5 stars (11) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4
    other travelers have booked this property
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    Amenities & Details
    • There Are Tennis...
    • Watersports Nearby
    • Internet Access
    • Waterfront
    • Satellite TV
    • DVD Player
    • Stereo System
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Wailea Ekahi is a wonderful beachfront complex. It boasts 4 pools, a great beach side pavilion . It is part of the Wailea Golf association, so you can enjoy a discount at all the famous Wailea golf courses, or join the Wailea tennis club nearby. 43 B is a single-level, ground floor condominium... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed July 13, 2015
    I stayed for ten days with my two children 19 & 14. The condo is lovely, contains everything you need to make you feel that you are at home. Upon walking into the condo, you...
    5 of 5 stars Reviewed March 2, 2015
    This is a spacious condo with all the amenities you'd want for your vacation -- including a washer and dryer inside the condo and a full patio with BBQ. The setting is beautiful...
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    $100
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    1 / 7
    5 of 5 stars (9) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2
    Overview Reviews (9) Make Inquiry
    Overview Reviews (9)
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Stereo System
    • Air Conditioning
    • Hot Tub
    • Dryer
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    SEPTEMBER AVAILABILITY: Arrive Aug. 30th depart Sept. 8th, OR Arrive Sept. 13th depart Sept. 23rd OR Arrive Sept. 27th depart Oct. 3rd. $100/night plus tax (13.416%) and cleaning $75. FREE TELEPHONE TO THE MAINLAND AND CANADA. This great one bedroom condo is offered as your home during your... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed January 25, 2014
    My partner and I came to Maui to run the Maui Oceanfront Marathon. We had booked a room at the Marriott for which the marathon had a room block. However, because we wanted to...
    5 of 5 stars Reviewed February 3, 2013
    Three of us (wife, toddler girl and myself) rented this place in early January. The condo is just the right size for us. We love the location. It's in an upscale area of Maui...
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    $1,245
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    1 / 8
    3 Bedrooms, 3 Bathrooms, Sleeps 6
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Satellite TV
    • Stereo System
    • DVD Player
    • Grill
    • Gym
    • Dryer
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This 3-bedroom, 3.5-bath home offers partial ocean and majestic Mount Haleakala views. The spacious home (3200 sq. ft.) has a king-sized bed in the master bedroom and additional bedding in the remaining bedrooms (varies). The home offers 2 private lanais (balconies), kitchen, stainless BBQ, private... View all property information
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    Wailea, Maui
    From
    $595
    / Night
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    1 / 24
    5 of 5 stars (21) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (21) Make Inquiry
    Overview Reviews (21)
    Amenities & Details
    • Waterfront
    • Shared Tennis Court
    • Air Conditioning
    • Watersports Nearby
    • Hot Tub
    • Staffed Property
    • Ocean Views
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Located 'down in front' on the water at Wailea Elua Village, this Second Floor AIR CONDITIONED Condominium has received a complete Custom-Designed Interior Renovation. Everything has been updated - flooring, furniture, artwork, lighting, and fixtures - including a fully upgraded kitchen with... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed September 24, 2013
    This is the condo to rent! I spent a long time looking at condos on various websites and I feel so fortunate to have found this condo! The owners are easy to work with and...
    5 of 5 stars Reviewed August 4, 2011
    This was a very beautiful, upscale condo with a wonderful, well-stocked kitchen; there was a grill so we had 3 meals in and enjoyed dining on the lanai -- gorgeous view. It was...
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    $400
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    1 / 18
    5 of 5 stars (6) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 3
    Overview Reviews (6) Make Inquiry
    Overview Reviews (6)
    Amenities & Details
    • Satellite TV
    • Deck
    • Water Views
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Waterfront
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Aloha! 29F is located in the lower village and has arguably the best view in Ekahi Village. This professionally remodeled unit comes with all the amenities of a five star hotel, yet all the comforts of home. Ocean front gourmet kitchen, lanai and living room. Pool and beach are just steps away.... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed October 10, 2013
    My husband and I stayed at Unit 29F Oct. 1 - Oct. 6, 2013. It was our first trip to Maui and our first experience renting a condo vs. staying at a resort. We definitely made the...
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    $395
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    1 / 29
    5 of 5 stars (3) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5
    Overview Reviews (3) Make Inquiry
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    Amenities & Details
    • Satellite TV
    • Water Views
    • Air Conditioning
    • Wi-Fi
    • Ocean Views
    • DVD Player
    • Private Outdoor...
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Note: *** Our calendar is always up to date. Low Season Rate (Apr 16 - Dec 15) $395.00 per night High Season Rate (Dec 16 - Apr 15) $450.00 per night Are you looking for a quiet peaceful alternative vacation experience away from the hotel zone but minutes away from South Maui's best beaches,... View all property information
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    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed July 27, 2014
    We were traveling with our three kids and we really liked the house. Very comfortable with enough space for every one. By looking at the pictures we knew what to expect and were...
    5 of 5 stars Reviewed July 8, 2014
    The wife and I and are 3 children (9, 9 and 3) stayed here for 8 nights! Looked at many homes in Maui and man did I nail it with this one! Perfect location, perfect owners...
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    $190
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    1 / 17
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    other travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Amenities & Details
    • Water Views
    • DVD Player
    • Satellite TV
    • Washer
    • Air Conditioning
    • Internet Access
    • Stereo System
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Live luxuriously while on vacation! Beautiful Hawaiian art, travertine floors, granite countertops, tall bath vanities, and elegant new furniture make this condo a place of comfort and serenity. The two bedrooms are private, each with an en suite bathroom. The master bedroom offers a California... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed March 19, 2015
    We spent a week in Maui for our son's first birthday. This condo was perfect for us, our little one, and my parents. The condo was clean and comfortable, beautifully furnished...
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    $225
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Ocean Views
    • TV
    • Water Views
    • Watersports Nearby
    • Mountain Views
    • Hot Tub
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Tastefully remodeled, this two bedroom, two bath condominium has many upgrades including a new contemporary kitchen with granite counter tops and stainless steel appliances. The master bathroom and guest bathroom were beautifully remodeled in 2015. Vaulted ceilings in the living room add to the... View all property information
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    Location Information
    Wailea, Maui 96753
    From
    $750
    / Night
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    1 / 25
    3 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Mountain Views
    • Children's Pool
    • Hot Tub
    • Water Views
    • Sauna
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This spacious, professionally decorated town home has all the comforts you expect from a five star experience. The world renowned Grand Wailea resort located across the street, offers a world class spa, shopping and beach. Whether you group has many children, adults or seniors, this home is... View all property information
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    Wailea, Maui 96753
    From
    $275
    / Night
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    1 / 21
    5 of 5 stars (14) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 5
    Overview Reviews (14) Make Inquiry
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    Amenities & Details
    • Staffed Property
    • Watersports Nearby
    • Air Conditioning
    • Wi-Fi
    • Shared Tennis Court
    • Housekeeping...
    • Hot Tub
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Maui Rendezvous, Wailea Ekahi 33A, is a luxury (beautiful, romantic, and family friendly) 1,100 square-foot 1 bedroom 2 bath condo that sleeps 5. It is in a magnificent, lush tropical paradise resort on spectacular Keawakapu beach. Views are of a tropical garden with partial ocean and mountain... View all property information
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    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed September 13, 2014
    We loved the condo and the owners are great. We also loved it as a base camp for exploring the island. Very convenient to other resorts and highways. They provide everything you...
    5 of 5 stars Reviewed July 24, 2014
    My husband and I stayed at 33a in Ekahi for a week long vacation. The condo and surroundings exceeded all of our expectations. It is very tastefully decorated, extremely clean...
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    $895
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    1 / 42
    5 of 5 stars (87) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Reviews (87) Make Inquiry
    Overview Reviews (87)
    Amenities & Details
    • Hot Tub
    • Washer
    • Water Views
    • Satellite TV
    • DVD Player
    • Stereo System
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Luxury awaits in this exquisite three bedroom, three full baths, 2500 square feet Penthouse Villa J205 with gorgeous ocean view. The Aloha Kai Suite is elegant and refined to the last detail--sophisticated furnishings and spectacular art. Formal entry hall. Spacious living room. Formal dining with... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed August 11, 2015
    We stayed at this condo with another family for seven nights. This home surpassed our expectations. It was immaculate and easily fit our two families of four. The kitchen was...
    5 of 5 stars Reviewed July 28, 2015
    My family and I truly enjoyed loved our stay at Aloha Kai Suite and the Wailea Beach Villas. Beautifully decorated, clean, kitchen had everything you needed, and of course the...
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    $250
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    1 / 24
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5
    Overview Reviews (2) Make Inquiry
    Overview Reviews (2)
    Amenities & Details
    • Stereo System
    • Satellite TV
    • Shared Tennis Court
    • Internet Access
    • Air Conditioning
    • Hot Tub
    • Shared Outdoor Pool...
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Aloha Maui vacation planners, Welcome to beautiful Wailea, a Master Planned Community which ensures good community planning and utilizes design guidelines to help preserve Maui's sophisticated island environment. Grand Champions Villas is located in the heart of Wailea and nestled between The... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed August 4, 2015
    We planned our first trip to Maui with our two children. We were so surprised when the owners helped plan our entire trip! They simply could not be more personable and answered...
    5 of 5 stars Reviewed July 30, 2015
    What a treat to stay at this well planned and meticulously maintained dwelling. Everything is ready for use, from a kitchen having whatever you might need to beach equipment to...
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    $440
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    1 / 16
    2 Bedrooms, 2 Bathrooms, Sleeps 2
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Hot Tub
    • Grill
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping. Beautiful Ulua Beach fronting the property is a... View all property information
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    Wailea, Maui 96753
    From
    $190
    / Night
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    1 / 11
    5 of 5 stars (1) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 8
    other travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Our spacious Wailea Ekolu Condominium is fully appointed and includes phone, radio, CD/DVD player, cable TV, and WiFi Internet connection. Three flat screen TVs have been installed. Personal touches for your enjoyment and convenience. This unit is a 2,000-square-foot townhouse, occupying both the... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed March 29, 2015
    We were very pleased with our stay. Condo fully stocked. Beautiful views. Convenient location. Comfortable and roomy. Would stay here again.
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    $340
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    1 / 18
    5 of 5 stars (32) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 3
    Overview Reviews (32) Make Inquiry
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    Amenities & Details
    • Mountain Views
    • Wi-Fi
    • Watersports Nearby
    • Air Conditioning
    • Satellite TV
    • Water Views
    • Staffed Property
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    GREAT LOCATION AND VIEW! Completely remodelled, refurnished & professionally decorated. A true 'Paradise in Maui' awaits you in our beautiful, ocean view, upper floor, 1 bedroom, 2 bath condo (1160 sf) in the Lower Village of Wailea's spectacular ocean front Ekahi Village. The condo can... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed June 28, 2015
    You will not be disappointed if you rent this condo! It has close proximity to the beach and pool, a great view and privacy. Maps of Ekahi can be deceptive as some of the...
    5 of 5 stars Reviewed June 15, 2015
    This past September I stayed for my third time in this lovely condo. This time I came alone which was just lovely as I knew what to expect and could just relax. This condo is a...
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    $235
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    1 / 19
    4.5 of 5 stars (23) Very good
    2 Bedrooms, 4 Bathrooms, Sleeps 6
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    Overview Reviews (23)
    Amenities & Details
    • DVD Player
    • Shared Outdoor Pool...
    • Hot Tub
    • Water Views
    • Air Conditioning
    • Satellite TV
    • Ocean Views
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Come enjoy our newly remodeled, 'PEACEFUL MAUI CONDO,' unit 164 Our Family-Friendly 2 Bedroom, 2 Bath Ocean & Fairway View condo awaits you. Perfect for families, or two couples! Fully Air-Conditioned Top Floor unit features Vaulted Ceilings 2 Master Suites with en-suite bathroom King size beds... View all property information
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    Location Information
    Wailea, Maui 96753
    4 of 5 stars Reviewed February 14, 2015
    My husband, son, daughter-in-law and 11 mo old grandson stayed in this unit while on the island for our daughter's wedding. The photos depicting the condo are spot on. The beds...
    5 of 5 stars Reviewed January 26, 2015
    We had two mother daughter pairs on our Maui vacation, so the two master suites were the perfect accommodation. Though the kitchen was fully equipped, the only thing we made was...
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    $210
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    1 / 17
    5 of 5 stars (4) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4
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    Overview Reviews (4)
    Amenities & Details
    • Stereo System
    • Internet Access
    • Shared Outdoor Pool...
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Washer
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Total renovation with high end finishes. All amenities: AC, HDTVs, free phone calls to US & Canada, free WIFI, Stainless Steel appliances, granite counters. Located in the upper part of Ekahi Village, an Ocean-Front community located on Keawakapu Beach, Wailea, South Maui. Non-Smoking ground floor... View all property information
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    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed November 14, 2014
    This condo was clean, well-equipped, and a five minute walk from the beach. The grounds were magnificent and even had an orchid garden. There was great snorkeling right off the...
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    $1,195
    / Night
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    1 / 7
    1 Bedroom, 1 Bathroom, Sleeps 2
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Grill
    • Internet Access
    • Stereo System
    • Gym
    • Satellite TV
    • DVD Player
    • Dryer
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This 1-bedroom, 1.5-bath home features panoramic, west-facing ocean views. Located on upper elevations of the property, the home (over 3200 sq.ft.) offers a king-sized bed in the master bedroom. The residence features 2 lanais (balconies), modern kitchen, BBQ, private elevator, attached garage,... View all property information
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    Location Information
    Wailea, Maui
    Wailea Vacation Rentals

    Wailea is a great destination if you are looking to relax, unwind, and soak up some sun. With its amazing beaches and luxurious spas, it is a pampering and refreshing vacation that you will never want to return from. Why go back to a simple hotel room when your accommodations can make you continue feeling like royalty even after the activities of the day are done? With a wide variety of vacation rentals, from cozy condos to large beachside villas, you can experience Wailea like one of the locals in your very own rental home no matter what your budget or space needs are.

    A Wailea Vacation

    No matter how you like to relax, there is sure to be a great place to do it in Wailea. From an indulgent day at the Spa Grande to tee time at Wailea Old Blue Course, it is full of ways to treat yourself and have a great time. If you're feeling adventurous, Hawaiian Sailing Canoe Adventures allows small groups to enjoy sailing in an outrigger canoe, or if you just want to relax on the beach, Keawakapu is a perfect choice for everything from sunning to snorkeling. Whatever the day's adventures bring, choosing a vacation rental to stay in means you can go back to the privacy and comfort of your very own rental home away from home for a truly authentic experience.

    Family-Friendly Wailea

    From exploring the beaches to catching a dinner show at Honua'ula Luau, there are a variety of great experiences for children when vacationing to Wailea. With vacation rentals, you can rent a property to accommodate nearly any size family, and it is a fantastic excuse to bring everyone along. Without having to pay for extra hotel rooms, it can also be a great money saver when traveling with a large group. Enjoying a Wailea vacation with the entire family at your very own rental home will be sure to create wonderful memories for years to come.