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Rentals for Seniors in Wailea, HI

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    Travelers to Wailea are booking December dates now. Secure your vacation rental today, and have the perfect trip.
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    $250
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    1 / 8
    5 of 5 stars (17) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 5
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    $190
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    1 / 17
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    $2,870
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    1 / 19
    5 of 5 stars (18) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    1 / 23
    4.5 of 5 stars (11) Very good
    1 Bedroom / 2 Bathrooms / Sleeps 4
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    • There Are Tennis...
    • Watersports Nearby
    • Internet Access
    • Waterfront
    • Satellite TV
    • DVD Player
    • Stereo System
    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • 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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    1 / 35
    5 of 5 stars (2) Excellent
    1 Bedroom / 3 Bathrooms / Sleeps 4
    traveler have booked this property
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    • Housekeeping...
    • Ocean Views
    • Watersports Nearby
    • Wi-Fi
    • Mountain Views
    • Staffed Property
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    We recently remodeled our condo with all new upgraded tumbled travertine-style flooring, new window shades and new furniture. Why stay in a resort hotel like the Four Season or the Grand Wailea when you can save 2/3 of the cost and not have to purchase every meal in a resort hotel? You'll have a... View all property information
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    Wailea, Maui 96753
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    $2,093
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    1 / 35
    5 of 5 stars (2) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 5
    travelers have booked this property
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    • Hot Tub
    • Water Views
    • Ocean Views
    • Mountain Views
    • Watersports Nearby
    • DVD Player
    • TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Experience the REAL 'Old Hawaii' in our private unattached HOUSE, NOT a noisy condo, ohana or part of a house. You will feel the ocean breeze, see it and clearly HEAR the ocean on this culdesac. From deck to ocean is about 200 yards in which you can walk to the beautiful Maluaka beach in about 1... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed May 15, 2014
    For me as an artist, staying at Sam and Rebecca's cottage, inspired a number of drawings, photographs and watercolors. My husband was able to disconnect from electronic media and...
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    1 / 14
    4.5 of 5 stars (6) Very good
    1 Bedroom / 2 Bathrooms / Sleeps 3
    traveler have booked this property
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    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • Water Views
    • Ocean Views
    • DVD Player
    • Waterfront
    • Mountain Views
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This house is not available until possibly this Fall however we have a guest house which is available for Easter etc. You can see & hear the ocean only 200 yards away. It's on this site as well with the heading Experience Old Hawaii. We are offering our personal house while away this Autumn. We... View all property information
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    Wailea, Maui 96753
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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
    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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    1 / 32
    5 of 5 stars (5) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (5) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Water Views
    • Mountain Views
    • Internet Access
    • Satellite TV
    • Children's Pool
    • DVD Player
    Suitability
    • 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
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    1 / 23
    5 of 5 stars (17) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Reviews (17) Make Inquiry
    Amenities & Details
    • 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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    1 / 30
    5 of 5 stars (18) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (18) Make Inquiry
    Amenities & Details
    • DVD Player
    • Washer
    • Water Views
    • Shared Outdoor Pool...
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    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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    $495
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    1 / 46
    5 of 5 stars (9) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (9) Make Inquiry
    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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    $225
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
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    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
    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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    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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    $400
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    1 / 19
    5 of 5 stars (40) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • 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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    $895
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    1 / 42
    5 of 5 stars (85) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (85) Make Inquiry
    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 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...
    5 of 5 stars Reviewed July 26, 2015
    Our family of 5 had an incredible stay on Maui at the Aloha Kai Suite at the Wailea Beach Villas. The villa is everything and more we had read about in other reviews. It is very...
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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
    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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    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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    $275
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    1 / 22
    4.5 of 5 stars (3) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveler have booked this property
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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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    1 / 21
    5 of 5 stars (14) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 5
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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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    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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    1 / 17
    5 of 5 stars (1) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Inquiry
    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 / 7
    4 of 5 stars (5) Very good
    1 Bedroom / 2 Bathrooms / Sleeps 4
    Overview Reviews (5) Make Inquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Stereo System
    • DVD Player
    • Washer
    • Satellite TV
    • Internet Access
    • Deck
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Location: Ekahi Village, Wailea, South Maui, Maui, Hawaii, USA (Maiu Airport & Town of Kahalui 12 mi. Kihei Town 6 mi.) Accommodations: Condo, 1 Bedroom + Convertible bed(s), 2 Baths (Sleeps 2-4) Keywords: Condominium This Wialea Ekahi unit is a one bedroom, two bath unit (with a queen... View all property information
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    Wailea, Maui 96753
    1 of 5 stars Reviewed January 27, 2015
    This was not a good place to stay. Location, location, location: it is right on a busy road. We could not spend time outside or even have the windows open due to the road noise...
    4 of 5 stars Reviewed December 23, 2014
    This is a wonderful condo - nicely decorated, well stocked kitchen, and comfortable. They also had a good supply of beach gear. The 2nd bathroom is a real benefit. It is a short...
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    1 / 24
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Make Inquiry
    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
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    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Inquiry
    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
    $210
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    1 / 17
    5 of 5 stars (4) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 4
    Overview Reviews (4) Make Inquiry
    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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    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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    $199
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    1 / 19
    4.5 of 5 stars (17) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (17) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Satellite TV
    • Stereo System
    • Hot Tub
    • Watersports Nearby
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Relax in the luxury and convenience of being in a world class resort, but enjoy the privacy and beauty of our fabulous 2 bd/2ba ground floor 'home away from home' that fronts the 7th Fairway of the famed Wailea Blue Course. Our spacious 1100 sq ft. unit has a tropical decor with world-class art... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed May 3, 2015
    Stayed here with my husband, toddler and my parents - and it was perfect. The location is right by beaches, shops and restaurants. Also, there are boogie boards, snorkeling...
    5 of 5 stars Reviewed November 7, 2011
    The condo and resort exceeded our expectations with the rental agent for the owners going above and beyond. Grand Champions is so convenient to the beautiful Shops of Wailea, the...
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    $1,288
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    1 / 45
    5 of 5 stars (1) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Mountain Views
    • Sauna
    • Satellite TV
    • Water Views
    • Children's Pool
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Modern Maui, our ocean view villa located in the heart of beautiful Wailea, combines all the best elements of a premium vacation home: Location, space, amenities and Grand Wailea Resort access. EXCLUSIVE GRAND WAILEA RESORT BENEFITS FOR OUR GUESTS: * On-demand, free transportation to and from... View all property information
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    Wailea, Maui 96753
    From
    $1,188
    Per Night
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    1 / 37
    5 of 5 stars (5) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (5) Make Inquiry
    Amenities & Details
    • Water Views
    • Air Conditioning
    • Children's Pool
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Sauna
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    GRAND WAILEA RENTAL PROGRAM BENEFITS FOR OUR GUESTS: * Complimentary on-demand transportation to and from The Grand Wailea Resort * Enjoy the use of all the pools, water slides, spa and restaurants at The Grand Wailea Resort * Exclusive charging privileges at The Grand Wailea Resort *... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed August 11, 2014
    I must say that this was one of the best vacation rentals I've stayed at. The house, staff and property was simply amazing. Everyone there was extremely courteous, friendly and...
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    $1,855
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    5 of 5 stars (23) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (23) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Water Views
    • Hot Tub
    • Stereo System
    • Mountain Views
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Our second story 3 bedroom villa with 1383 feet, is located in the beautiful Grand Champion Complex, located in the resort area of Wailea. Our corner villa offers a panoramic view of the West Maui Mountains as well as the ocean. The villa also overlooks the seventh farway of the Wailea Blue... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed June 15, 2014
    This is one of the best condos we have ever had the pleasure to stay in while visiting Maui. I read numerous reviews which had stated how well stocked the condo was. I would...
    5 of 5 stars Reviewed October 14, 2011
    Just ended our 9-day vacation on Maui. The condo was perfect for our group of 4 adults and two girls under 10. Everyone thought the condo was very nicely decorated, nice...
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    $725
    Per Night
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    1 / 42
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Sauna
    • Mountain Views
    • Hot Tub
    • Air Conditioning
    • Pool Table
    • Wi-Fi
    • Children's Pool
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Look no further!!!! Luxurious and exclusive 2 bedroom + den, penthouse unit, now offered at an AMAZING RATE!!!!!! Over 1900 sq. Ft + lanai! Panoramic ocean views, spectacular Hawaiian sunsets!!! Wailea Beach Villas VOTED #1 RESORT IN HAWAII BY CONDE NAST TRAVELER NOVEMBER 2014!!!!... View all property information
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    Wailea, Maui 96753
    From
    $105
    Per Night
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    1 / 14
    5 of 5 stars (21) Excellent
    Studio / 1 Bathroom / Sleeps 2
    Overview Reviews (21) Make Inquiry
    Amenities & Details
    • Hot Tub
    • Dryer
    • Wi-Fi
    • DVD Player
    • TV
    • Washer
    • Patio
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    NEXT AVAILABLE SHORT OPENINGS AS LISTED BELOW: SPECIAL, UNIQUE STUDIO IN THE HEART OF WAILEA. YOU MIGHT PAY LESS, BUT YOU CAN'T GET MORE FOR YOUR MONEY! LATE SUMMER RATES $105/NT + $75 CLEANING FEE + HI. TAX 13.42% AUG 1-18, 4 NIGHTS... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed October 1, 2013
    Secret Studio is ideal for two, comfortable, very well equipped and furnished and comes with exhaustive notes on everything inside and locally. The complex is very convenient for...
    5 of 5 stars Reviewed September 29, 2012
    We enjoyed every minute while staying at the condo. The facility provided everything we wanted or needed including beach toys that we would have had to purchase. The location was...
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    $629
    Per Night
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    1 / 12
    5 of 5 stars (4) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Watersports Nearby
    • Internet Access
    • Hot Tub
    • Water Views
    • Waterfront
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Reviews praise this 'EXCEPTIONAL OCEANFRONT CONDO' that's just a few steps to its soft sand beach! 'Sunsational' newly remodeled condo offers island living at its best in Maui's finest area. The penthouse is only available to ADULT NON SMOKERS... Enjoy Wailea-Makena and the resort's best... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed August 12, 2013
    My husband and 2 sons stayed in this beautiful condo last week. It is quite a place! Every attention to detail is incredible from the beginning correspondence from the owner until...
    5 of 5 stars Reviewed July 7, 2013
    Since our last review, we have stayed there twice. The owner has not only maintained the condo in pristine condition but has updated the master bedroom and bath. The owner is...
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    $140
    Per Night
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    1 / 23
    5 of 5 stars (19) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (19) Make Inquiry
    Amenities & Details
    • Washer
    • Hot Tub
    • Stereo System
    • DVD Player
    • Dryer
    • TV
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Great Deal for a luxury rental in wailea. Contact us soon BOOK 5 OR MORE NIGHTS, $140/NT + $90 CLEANING FEE + TAX NEXT AVAILABLE - : JUL 24-29, 5 NTS, $120/NT + $90 CLNG FEE + 13.42% TAX AUG 13-16, 3 NTS, $120/NT. + 13.42% Hi. Tax + $90 cleaning fee AUG 25-SEP 05, 11 NTS, $140/NT '... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed June 23, 2014
    Condo was very clean and with chocolates upon arrival. Beautiful island décor and kitchen was well stocked with basics to prepare meals. Plenty of furniture to store your...
    5 of 5 stars Reviewed June 21, 2014
    We loved very minute of our stay in the "Secret Garden" apartment. The property is spotlessly clean, well-equipped and beautifully furnished. We enjoyed breakfasts on the lanai...
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    $1,000
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    1 / 23
    5 of 5 stars (1) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Pool Table
    • Watersports Nearby
    • Hot Tub
    • Housekeeping...
    • Air Conditioning
    • Children's Pool
    • Wi-Fi
    • Staffed Property
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    If you prefer spaciousness and the utmost in comfort for your family, then instead of getting two or three hotel rooms, this property offers an ideal alternative. Every superlative applies to this property but let's just say it's the ultimate residence resort in all of Hawaii. Wailea Beach Villas... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed August 18, 2014
    From the moment we arrived with the greeter to the accommodations, the grounds and the concierge Tracy, it was perfect. Great condo, stocked better than our home, beautiful...
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    $700
    Per Night
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    1 / 14
    4 of 5 stars (1) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Shared Tennis Court
    • Waterfront
    • Mountain Views
    • Hot Tub
    • Watersports Nearby
    • Ocean Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    There's no doubt this is the best beachfront choice on Maui if you have 6-8 persons, This long-time favorite condo resort on Maui, Makena Surf, is now better than ever with recently renovated units and wonderful 'semi-private' kid-friendly beaches. Please be sure to tell us how many are in your... View all property information
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    Wailea, Maui 96753
    From
    $995
    Per Night
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    1 / 18
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Water Views
    • Watersports Nearby
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Hot Tub
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Trip Advisor Guests Describe L409 as 'Perfect & Well Worth the Money'. Visit our website for additional pictures to see why this villa is the most popular unit there based on travelers reviews. Luxurious 3000' Panoramic Oceanview Villa Available at Owner Direct Low Prices. This breath taking... View all property information
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    Wailea, Maui 96753
    From
    $200
    Per Night
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    1 / 17
    5 of 5 stars (3) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Deck
    • Shared Outdoor Pool...
    • Satellite TV
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This large 2 bedroom 2 bathroom villa has stunning views of the Old Blue Golf Course. Our spacious 2 bedroom 2 bathroom air conditioned condo has been tastefully furnished in modern decor with tropical accents. Our condo has has a great layout for two couples. Each couple has there own private... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed December 16, 2013
    My wife and I stayed in unit 29 at the Grande Champions Golf Villas for two weeks in December, 2013. The property manager Kathleen was fantastic to deal with and responded...
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    $175
    Per Night
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    1 / 26
    5 of 5 stars (5) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (5) Make Inquiry
    Amenities & Details
    • Deck
    • Air Conditioning
    • Water Views
    • Satellite TV
    • Hot Tub
    • DVD Player
    • Stereo System
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Our beautifully renovated spacious 2 bedroom air conditioned condo has been tastefully furnished in modern decor with tropical accents. The large air conditioned Master Bedroom features a king-size bed with high end linens and a large flat screen HDTV. There is also an iPod/iPhone charger and... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed July 23, 2014
    This home is absolutely everything you are looking for when staying in Maui. It has it all, location, privacy, amenities, comfort, security stay at what is considered an upscale...
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    From
    $495
    Per Night
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    1 / 34
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Private Outdoor...
    • Water Views
    • Hot Tub
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Come stay with us here in sunny south Maui at our beautiful, lovingly remodeled ocean view home with private pool. There are amazing ocean views from almost all rooms in the house and the wrap around covered deck is perfect for indoor/outdoor style island living. Several beautiful white sand... View all property information
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    Wailea, Maui 96753
    From
    $800
    Per Night
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    1 / 15
    5 of 5 stars (2) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Internet Access
    • Hot Tub
    • Waterfront
    • Water Views
    • Satellite TV
    • Watersports Nearby
    • Air Conditioning
    • Sauna
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    HO'OLEI VILLAS: 3-bedroom 3.5-bath luxury vacation villas Gated residential condo resort w/ maximum privacy and security in the Wailea area, Wailea Beach walking distance away Fully equipped gourmet kitchens Spacious living area with sliding doors that lead out to a large lanai Large deck area... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed April 20, 2015
    We shared the condo with our two daughters and another couple and their daughter. The villa is great, spacious, high end kitchen and amenities. We loved not being tied to a hotel...
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    $500
    Per Night
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    1 / 19
    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Water Views
    • Watersports Nearby
    • Mountain Views
    • Satellite TV
    • Hot Tub
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Choose from our selection of PREMIER oceanview units. This is our preferred property choice for those looking to be within walking distance to the beach and the other hotels, restaurants, and shops in Wailea for under $500/night. Please be sure to tell us how many are in your party, how many... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed May 31, 2015
    "This was a fantastic stay. The accommodation was booked through mauivacationadvisors.com. The agency represents many properties. They were a huge help, offering suggestions...
    5 of 5 stars Reviewed May 31, 2015
    The apartment was large, open, airy and spacious and as a mature couple travelling with another family with 2 kids, we were grateful not to be on top of one another. Tho not...
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    From
    $800
    Per Night
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    1 / 16
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Hot Tub
    • Watersports Nearby
    • Satellite TV
    • Wi-Fi
    • Ocean Views
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Choose from our selection of PREMIER beachfront units. This is our preferred property choice for those looking to be within walking distance of the other hotels, restaurants, and shops in Wailea for under $1000/night. Please be sure to tell us how many are in your party, how many adults and how... View all property information
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    Location Information
    Wailea, Maui 96753
    From
    $400
    Per Night
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    1 / 16
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Horse Riding Nearby
    • There Are Tennis...
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Quiet condos located in the heart of Wailea w/ golf and tennis “out the door”. Wailea Grand Champions is an 11 acre condo property amid the Wailea Blue Gold Course and next to the Wailea Tennis Club. Please be sure to tell us how many are your party, how many adults and how many children w/ their... View all property information
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    Location Information
    Wailea, Maui 96753
    From
    $895
    Per Night
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    1 / 28
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Deck
    • Air Conditioning
    • Internet Access
    • Stereo System
    • Satellite TV
    • Hot Tub
    • DVD Player
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Features of our 2500 sq oceanview condo include: Two full master suites Second bedroom can have two twins or king sized bed A den that closes off completely to sleep up two additional guests (either twin or king sized bed) Private Elevator Waterworks Bathrooms with large soaking tub Studio... View all property information
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    Wailea, Maui 96573
    From
    $1,095
    Per Night
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    1 / 24
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • DVD Player
    • Washer
    • Air Conditioning
    • Hot Tub
    • Gym
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Features of our four bedroom three bath villa include: Over 3000 sq ft of living space, sleep up to 8 guests Two separate master suites with large walk in closets Two bedrooms can have either two twins or king bed Dramatic Great Room with oversized sofa with surround sound system Waterworks... View all property information
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    Location Information
    Wailea, Maui 96753