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Wailea Villas

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    Travelers to Wailea are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    18 Reviews
    1 Bedroom, Sleeps 4Quick View
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    8 Reviews
    1 Bedroom, Sleeps 4Quick View
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    1 Review
    3 Bedrooms, Sleeps 8Quick View
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    2 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Ocean Views
    • Mountain Views
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed August 24, 2016
    Loved the location and amenities. Very nice kitchen and master bathroom. We would stay there again. Hope the TV gets fixed. Disappointed we were unable to watch the...
    Excellent of 5 bubbles
    Reviewed July 13, 2016
    Beautiful place, great view, great location. Spacious condo with a great floor plan and within walking distance to the Wailea Mall. The beach is a short drive away. I would love...
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    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...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Reviews
    1 Bedroom, Sleeps 4Quick View
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    • Waterfront
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Mountain Views
    • Ocean Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed December 11, 2016
    The owner, Cara, was great to deal with by email, everything that was represented of the property was true. It was a lovely home away from home, very comfortable and great...
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    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...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    1 Review
    1 Bedroom, Sleeps 4Quick View
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    Amenities & Details
    • Air Conditioning
    • Patio
    • Wi-Fi
    • Secure Parking
    • Children's Pool
    • DVD Player
    • Grill
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed October 6, 2016
    This was a wonderful vacation for myself, husband and daughter. We were delighted with our stay and all the tips left by Paul and Jessica. So close to beaches and excellent...
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    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...
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    Wailea, Maui 96753
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    37 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    Amenities & Details
    • Hot Tub
    • Air Conditioning
    • Washer
    • Satellite TV
    • Internet Access
    • Grill
    • Waterfront
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed February 27, 2016
    Welcome basket with tasty local treats greeted us! Makena Surf is a super location on Maui - front row seats to see whales in February (bring binoculars), steps from the beach...
    Excellent of 5 bubbles
    Reviewed February 25, 2015
    I was told about this condo in Australia and could not believe what I was told...then I arrived there and it was beyond what I could have imagined! The condo is fitted out...
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    About this property
    Our Prime Oceanfront 2 bedroom, 2 bathroom Makena Surf F304 condo in the Wailea area provides Unsurpassed Ocean Views from Molikini to West Maui Mountains. A major designer coordinated remodel and upgrade has been completed resulting in a home away from home with only highest quality finishes....
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, Sleeps 4Quick View
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    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LOCATION LOCATION LOCATION! This was the reason my investment dream stopped here,.... I had found Island Surf! You can not help to fall in love with the southern part of Kihei. Park your rental car and walk to EVERYTHING. The convenient amenities of this condo are very inviting with beach gear and...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Children's Pool
    • Air Conditioning
    • Satellite TV
    • Washer
    • Patio
    • Housekeeping Included
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed August 17, 2016
    Me and my family had a wonderful visit at Ekahi 20F! The view was beautiful and th beach was so close! The condo was amazing and we had so much fun hanging out and using all of...
    Excellent of 5 bubbles
    Reviewed August 17, 2016
    This condo worked out great for our family of four. I do a lot of research when booking a rental, and I know what I want. So, the best outcome is when the place turns out to be...
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    About this property
    Wailea Ekahi 20F is a 2 bedroom unit featuring panoramic ocean views, a great, quiet location with a short, 2 minute walk to Keawakapu Beach. As new owners, we welcome you to enjoy our condo and all that it has to offer! Wailea Ekahi Village is a premier ocean front condominium community located...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Children's Pool
    • Balcony
    • Hot Tub
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed November 9, 2016
    Between the location (walking distance to shopping, great restaurants, grocery stores, coffee and of course THE BEACH) and how nice the condo was made our vacation something our...
    Excellent of 5 bubbles
    Reviewed November 1, 2015
    Stayed in this really nice 2 bedroom/2 bath (upstairs) condo that was in a great location in Wailea, Maui. It is located near the Shops of Wailea, beaches, and restaurants...
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    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...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    8 Reviews
    2 Bedrooms, Sleeps 8Quick View
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    Amenities & Details
    • DVD Player
    • Ocean Views
    • Hot Tub
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Patio
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed November 10, 2016
    There were 7 adults why stayed in this place. It was dated, but clean and lovely! Would stay again!!
    Very good of 5 bubbles
    Reviewed October 30, 2016
    A lovely comfortable condo with plenty of space for two couples, equal standard rooms and bathrooms for each. A couple of minutes walk to an uncrowded extremely clean beach, and...
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    About this property
    SUMMER SPECIAL: Stay 2 weeks in June/July for only $175/night. Simply request the special rate when you inquire. If you love to swim in the ocean, if you have kids who like to play in the sand and go wading, if you want to stroll on a beach holding hands as the sun sets, then our well-equipped,...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Reviews
    1 Bedroom, Sleeps 2Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Washer
    • Wi-Fi
    • Waterfront
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed January 22, 2017
    This condo was great for location and proximity to good walking in Wailea. The pool and beach area was amazing. The Barbecue facilities were at the opposite side of the...
    Excellent of 5 bubbles
    Reviewed October 25, 2016
    This place is truly a paradise of sorts. Close to the beach and the condo itself is very clean, well kept and has everything you need to enjoy your stay. The Condo is stocked...
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    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+...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Review
    2 Bedrooms, Sleeps 8Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    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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    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...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, Sleeps 6Quick View
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    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a great 2 bedroom and 2 full bath unit for 'the island explorer' and guests who come to enjoy the outdoors of Hawaii with all its beaches, waterfalls, tropical forests or pineapple fields and Luaus . This condo has everything you might need on your vacation< (yes even a washer and dryer)...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    24 Reviews
    1 Bedroom, Sleeps 3Quick View
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    Amenities & Details
    • Washer
    • Mountain Views
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Patio
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed February 26, 2017
    We arrived at Maui Hale Olina (Maui House Of Joy) as Dennis and Cynthia, the wonderful hosts have named the cottage, on February 8th, 2017 and what a beautiful surprise that day...
    Excellent of 5 bubbles
    Reviewed January 25, 2017
    Such a beautiful cottage!! Pictures do not do it justice. Dennis was amazing and very helpful upon arrival, even brought us fresh fruit from his trees. Very clean well cared for...
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    About this property
    Enjoy sitting on your lanai enjoying spectacular ocean views in a peaceful, private 1 bedroom, 1 and 1/2 baths, 550 sq. ft. completely furnished cottage with full kitchen. This cottage has it all. Spectacular furnishings and ocean views! Completely remodeled 1 bedroom cottage in Maui Meadows...
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    Wailea, Maui 96753
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 3
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    1 Bedroom, Sleeps 4Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
    • Ocean Views
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    QUIET PRIVACY IN PARADISE This is a luxurious one-bedroom two-bath ground floor villa tucked away in a private and quiet corner in one of the nicest locations in the property. Often the only sound you will hear is the waves crashing on the nearby beaches. The Palms at Wailea is one of the upscale...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    1 Review
    1 Bedroom, Sleeps 4Quick View
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    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Patio
    • Washer
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our condo in Ekolu Village also has beautiful sweeping views of the ocean and the islands. We are located on the Blue Golf Course and just a short walk to the shops and restaurants in Wailea. Just beyond the shops and restaurants is a beautiful walkway along the beach and hotels. Our condo is...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    19 Reviews
    1 Bedroom, Sleeps 5Quick View
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    Amenities & Details
    • DVD Player
    • Waterfront
    • Washer
    • Patio
    • Internet Access
    • Grill
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed September 12, 2016
    A wonderful, spacious one bedroom condo. No view of water, just lush greenery since its a ground floor unit. Very close to pool and beach access. Wailea shopping just a short...
    Very good of 5 bubbles
    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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    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...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 5
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    31 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Satellite TV
    • Washer
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed January 13, 2016
    Stayed here for 1 week with my family and thoroughly enjoyed it. Very spacious - 2 big bedrooms, 2 washrooms, a huge living room and a kitchen stocked full of utensils. Having...
    Excellent of 5 bubbles
    Reviewed October 6, 2014
    We stayed in unit 48 for 9 nights in mid-September. We were extremely pleased with our stay, and I'm hoping that this post is helpful for others. This unit was in much better...
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    About this property
    The nearby Ulua and Mokapu Beaches are a quick drive down the hill from the The Grand Champions Villas in Wailea. The complex is surrounded by lovely tropical gardens. It is located in the exclusive Wailea Resort. The complex offers two swimming pools, sundecks, spa tubs, restrooms, showers and...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    15 Reviews
    1 Bedroom, Sleeps 2Quick View
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    Amenities & Details
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed December 20, 2016
    The staff were so helpful and even booked our Hana Road excursions for us we were picked up at bought back no worries The pool was great The gardens were beautiful It was...
    Excellent of 5 bubbles
    Reviewed November 24, 2013
    I helped my sister and brothers find these condos for our stay in Maui. It was shocking to our entire extended family how large and nice these condos are at the Palms of Wailea...
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    About this property
    We are pleased that our properties at the Palms at Wailea have been chosen to be featured in the number 1 selling book "Maui Revealed" and their website. These properties were chosen because of their superior quality and great rates! The fabulous Keawakapu Beach is just a short 10 minute stroll...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    19 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Hot Tub
    • Washer
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed April 22, 2013
    What a gorgeous spot!! We absolutely loved it !" Perfect location, very close to our favourite "Big Beach". The grounds were immaculate, and the setting with the view of the...
    Excellent of 5 bubbles
    Reviewed March 1, 2013
    Booking this was property was easy & Kathy Englert was very helpful with this. The condo was very clean & the location was great. Close to everything you would want. Sitting on...
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    About this property
    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long walking beach. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is a large pool and hot tub that is perfect for...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Reviews
    1 Bedroom, Sleeps 4Quick View
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    • Grill
    • Parking
    • Satellite TV
    • Air Conditioning
    • Washer
    • Children's Pool
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Average of 5 bubbles
    Reviewed February 2, 2012
    This one-bedroom condo (with hide-a-bed couch in living room) was obviously recently updated - the kitchen, bathroom and bedroom all had nice, tasteful, simple furniture...
    Excellent of 5 bubbles
    Reviewed May 4, 2011
    I don't know about you, but if I wanted to stay in a resort with a million it other people and had a 3 mile treck to the beach or pool....I could stay anywhere! Valley Isle #302...
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    About this property
    Ask us about our other Ekahi Village condos for rent Aloha ! Condo # 50-C - Luxury at an affordable price - perfect for a getaway or honeymoon. (4maximum) Low Season rate (Apr 16 - Dec 15) $175.00 per night High Season rate (Dec 16 - Apr 15) $275.00 per night This is a romantic 1bed/1bath,...
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    Wailea, Maui 96753 9533
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Review
    3 Bedrooms, Sleeps 8Quick View
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    Amenities & Details
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed February 8, 2015
    We were a group of 3 couples needing a 3 bdrm condo which can be hard to find in Maui. This is a lovely property albeit not beach side. It is much easier to drive than to walk...
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    About this property
    Unit 143 at the Wailea Grand Champions is a RARE 3 bedroom 2 bath unit with magnificent golf course views. It has been recently renovated with all new furnishings. It has a fully equipped kitchen, washer and dryer, room AC in each room as well as ceiling fans throughout. The master bedroom has a...
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    Wailea, Maui 96753
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • DVD Player
    • Hot Tub
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long walking beach. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is a large pool and hot tub that is perfect for...
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    Location Information
    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Review
    2 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Ocean Views
    • Air Conditioning
    • Housekeeping Included
    • Satellite TV
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed July 24, 2016
    This is the perfect place to stay while exploring Maui. The Condo is in a superb landscaped setting and is fully equiped with everything that you are likely to need. If you read...
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    About this property
    Beautifully furnished and well appointed, with gorgeous views and 3 large Lanais. This is a very comfortable "home away from home" with many special amenities, full kitchen and BBQ. Newly remodeled and next to the Quiet Upper Pool, it is private, quiet and very spacious 1550 sq ft. Surrounded by...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    26 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • DVD Player
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed October 7, 2016
    This condo is beautiful, fully equipped and in a great location. Has a great layout with the bedrooms on opposite sides of the condo. Traveled with another couple so the...
    Excellent of 5 bubbles
    Reviewed August 1, 2016
    Probably one of the nicest vacation rentals we have experienced. Every amenity is provided from the kitchen appliances to the comfy beds and linens. A spectacular ocean view...
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    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...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, Sleeps 4Quick View
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    • Satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    If you love sitting on a large, comfortable lanai and luxuriating in multi-million dollar views with the most amazing sunsets imaginable, there is no better place for you than Wailea Ekolu 406! This unit offers one of the best views in the entire complex and all of South Maui -- 180-degree...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long walking beach. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is a large pool and hot tub that is perfect for...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, Sleeps 6Quick View
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    Pet friendly
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    Excellent of 5 bubbles
    Reviewed March 11, 2017
    We loved seeing a whale breach in a perfect arch way out of the water at sunset directly out from our balcony! We spent many hours on our balcony eating and enjoying the beach...
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    About this property
    This amazing newly renovated two bedroom condo has breathtaking ocean views, brand-new everything including appliances and top of the line luxury mattresses and bedding! Located on the fifth floor giving you stellar ocean views. The property is oceanfront situated on one of the most beautiful...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, Sleeps 4Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wailea Ekolu has several lovely pool areas as well as a large pavilion area for larger groups. There are also additional barbecue and picnic areas on the grounds with panoramic views of the ocean and the sunsets. The beautiful Mokapu and Ulua Beaches are just a 10 minute stroll down the hill from...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the World Class Beaches and many shops and restaurants as you soak up the Maui sun. Endless opportunities for fun an excitement abound as this unit's location puts you in the heart of it all. Sleep in comfort as the A/C keeps you cool and comfortable. Wake up to amazing ocean views and...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    12 Reviews
    1 Bedroom, Sleeps 3Quick View
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    • Grill
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    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed December 7, 2016
    Steve and Tamara's studio was just what I was looking for. A gated community central to everything in Wailea area. Nicely appointed studio, includes washer/dryer on lanai. Large...
    Very good of 5 bubbles
    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...
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    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...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    14 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    • Internet Access
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed May 25, 2016
    I took my 94 years old mother to Maui for a family wedding, we loved the condo from the minute we entered, it's spacious and clean, the balcony is perfect for having breakfast...
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    About this property
    The nearby Ulua and Mokapu Beaches are a quick drive down the hill from the Grand Champions Villas in Wailea. The complex is surrounded by lovely tropical gardens. It is located in the exclusive Wailea Resort. The complex offers two swimming pools, sundecks, spa tubs, restrooms, showers and...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    19 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed August 3, 2015
    We rented this 2-bedroom unit over spring break. We have 3 elementary school-aged children. ROOMS Master: Very large and comfortable. Nice big window overlooking lawn...
    Average of 5 bubbles
    Reviewed March 23, 2014
    We are just finishing up our stay at the Palms 1902. We thought the layout was great although the wall of shutters for the second bedroom doesn't do a lot for noise level in the...
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    About this property
    Enjoy your stay in paradise at The Palms at Wailea, a gorgeous property with lush, tropical landscaping and expansive lawn areas. The complex is conveniently located within short walking distance of popular restaurants, shops, and a spectacular beach. Play in the sand and surf at Keawakapu Beach,...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    13 Reviews
    1 Bedroom, Sleeps 4Quick View
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    • Grill
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    • Waterfront
    • Satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed February 23, 2017
    This the second time we have rented this unit in the last 2 years. We have been very satisfied with our experience. Well maintained and good prices. Easy walk or drive to beach...
    Excellent of 5 bubbles
    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...
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    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...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    8 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
    • Balcony
    • Air Conditioning
    • Terrace
    • Satellite TV
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed January 26, 2015
    Six Adults stayed here comfortably. We found the condo easily and it was more than we expected. It was spacious, clean, fully equipped, large kitchen. One of the bedrooms was...
    Excellent of 5 bubbles
    Reviewed April 21, 2014
    This condo was incredible, clean, well equipped. We had access to the pool, jacuzzi, tennis courts, it was across the street from the medical conference I went to at the Marriot...
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    About this property
    The nearby Ulua and Mokapu Beaches are a quick drive down the hill from The Grand Champions Villas in Wailea. The complex is surrounded by lovely tropical gardens. It is located in the exclusive Wailea Resort. The complex offers two swimming pools, sundecks, spa tubs, restrooms, showers and...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Average of 5 bubbles
    Reviewed March 30, 2015
    The unit and service was as advertised, in fact the service was very accomodating, the unit was however run down, splits in woodwork, bathroom grouting and tiles in very poor...
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    About this property
    Note from the Owner: Nothing Beats Living in Paradise; Catch that Mahalo Feeling. Picture yourself here! And a sigh escapes your lips as you walk through the door. Postcard Perfect 'South Pacific' sunsets await you. Swaying palm trees silhouetted against the ocean a bright azure sky from your...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    36 Reviews
    1 Bedroom, Sleeps 3Quick View
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    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Mountain Views
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed February 27, 2017
    We stayed here on our Honeymoon. It was in a perfect location and probably the most beautiful rental we have ever stayed in!! It had everything you could possibly need and want...
    Excellent of 5 bubbles
    Reviewed January 20, 2017
    We stayed at this condo for 3 nights in December 2016 and wished we could have stayed longer. Beautifully decorated with everything you could possibly need. Amazing view from...
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    About this property
    EXCELLENT LOCATION, BEAUTIFUL & PRIVATE OCEAN VIEW! Watch the surf, check out the beach and listen to the rhythm of the waves breaking onto black lava rock. Completely remodeled, refurnished & professionally decorated. Enjoy wonderful ocean, tropical gardens and Haleakala views. A true "Paradise...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 3
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    12 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • Air Conditioning
    • Wi-Fi
    • Housekeeping Included
    • Hot Tub
    • Mountain Views
    • Waterfront
    • Satellite TV
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed January 22, 2017
    Entering this condo takes your breath away. The palm trees, waves, beach, and whales! Yes, whales were waving welcome to us. Perfectly appointed from art to kitchen...
    Excellent of 5 bubbles
    Reviewed December 10, 2014
    My wife and I have stayed in many locations in Hawaii in general and Maui in particular, but, overall, none can compare to the Polo Beach Club and in particular THIS unit...
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    About this property
    Polo Beach Club sits on quiet Polo Beach. It is a unique building located within feet of the beach. Our home is a completely remodeled 2 bedroom 2 bath unit. We always provide daily maid service and upon arrival you will receive a complimentary fruit basket. When you first enter our home look...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    16 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    A note from the owner: Welcome to Wailea Elua Village #307, our newly remodeled ground floor condo and our piece of paradise. With outstanding views, beach access through beautifully sculpted gardens, and Hawaiian-home class, it has everything you need for your Maui vacation. We've stocked our...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    11 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    • Waterfront
    • DVD Player
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    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed August 9, 2016
    All units at Polo Beach Club are not created equally. Our unit, 103, was ideally located. It is on the ground floor but away from the hotel beach bath so there were no privacy...
    Excellent of 5 bubbles
    Reviewed June 30, 2016
    Pictures don't do it justice. This is a corner condo off one of the best beaches in Maui. Great beach for body surfing, great beach for swimming, also great area for...
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    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...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Review
    1 Bedroom, Sleeps 4Quick View
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    • Satellite TV
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    • Ocean Views
    • Patio
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed April 18, 2017
    We LOVE Maui and while we've only stayed in West Maui, this was the first time we stayed in South Maui and this is definitely a Wailea...wow! So many beaches to choose and only...
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    About this property
    Unit: Wailea Ekolu 507 | Maui Guidebook Summary Sweeping ocean and breathtaking neighbor island views from the living, dining, kitchen, bedroom and both lanais. Private ground floor corner location. Minutes from the very best beaches in Maui. Minutes from both luxury and down to earth shopping and...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    1 Review
    1 Bedroom, Sleeps 2Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wailea Ekolu Unit 407 is a fabulous ocean view 1 bedroom 2 bath condo with a fully equipped kitchen, granite countertops, and GE Profile appliances. There are panoramic ocean views from the living room, kitchen and the master bedroom. The condo is completely air conditioned with units that are...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Mana Kai Maui Resort has been a fan favorite condo property in South Maui for decades. The property is so highly praised because of its superb location at the start of Keawakapu Beach. The white sand beach stretches for over a mile, right into Wailea, ending in front of the high-end Andaz...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    6 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • DVD Player
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    • Private Outdoor Pool (Heated)
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    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed December 22, 2013
    Have stayed in several of the other key areas in Maui over the years...first time in Wailea and liked this location the best hands down. Condo and the whole complex very clean...
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    About this property
    Unit #805 has a fully equipped kitchen, AC in the living room, guest bedroom, and master bedroom. The unit is equipped with a washer and dryer. The condo has a California king size bed in the master bedroom and two twin beds that can be made into a king in the guest bedroom. This property features...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Review
    2 Bedrooms, Sleeps 6Quick View
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    • Washer
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    • Balcony
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    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long walking beach. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is a large pool and hot tub that is perfect for...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Satellite TV
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Ocean Views
    • Grill
    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our beautiful ocean view unit is situated in upper Wailea Ekahi Village. It is a 952 square foot unit on the second floor with one bedroom and two full bathrooms. It comfortably sleeps 4 guests. Two in the bedroom and two on the memory foam sofa sleeper. It is conveniently located near one of the...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    18 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    • Shared Outdoor Pool (Unheated)
    • Patio
    • DVD Player
    • Washer
    • Satellite TV
    • Hot Tub
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Wailea, Maui 96753
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, Sleeps 10Quick View
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    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • DVD Player
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    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Wailea, Maui 96753
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    14 Reviews
    1 Bedroom, Sleeps 5Quick View
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    • Ocean Views
    • Wi-Fi
    • Waterfront
    • Housekeeping Included
    • Mountain Views
    • Hot Tub
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    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...
    Excellent of 5 bubbles
    Reviewed September 10, 2013
    Our family of 3 stayed at Maui Rendezvous for 4 nights in August. We had a great time! The condo was clean and spacious. It was well equipped and everything was in good...
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    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...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 5
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    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.

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