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Condos and Vacation Rentals 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.
    1 / 12
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 19
    5 of 5 stars (7) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    1 / 84
    5 of 5 stars (1) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Look no further! This is the condo for you! The Wailea Grand Champions is one of the premier vacation rental properties on the south side of Maui in the town of Wailea. A few minutes from the property are high-end five star resorts like the Four Seasons and the Grand Wailea. Also within minutes... View all property information
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    Wailea, Maui 96753
    1 / 23
    5 of 5 stars (18) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Internet Access
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    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
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed October 11, 2015
    My sister and I stayed at this condo for five nights in September. The condo is in the perfect location within Elua Village. The beach and pool pavilion are only a few minutes...
    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...
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    1 / 16
    5 of 5 stars (8) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • DVD Player
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    About this property
    Notes from the Owners: We love relaxing on our large, sunny lanai with its spectacular panorama of ocean, plumeria and palm trees, and the west Maui mountains in the distance. It feels like it is our yard! It is just a short walk to a magnificent beach. Listening to the chorus of birds in the... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed July 2, 2015
    We traveled to Wailea after spending many childhood and adult years in West Maui, Kapalua and Kaanapali. I do not plan on staying on that side of the island anymore after our...
    5 of 5 stars Reviewed September 4, 2013
    First time to Hawaii and fell in love with Maui. Our condo at Wailea Elua village was wonderful, the view of the ocean from the lanai was magical. The daily maid service was...
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    1 / 22
    4.5 of 5 stars (14) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Hot Tub
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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... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars 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...
    5 of 5 stars Reviewed May 22, 2013
    For those of us who hate living in hotels, or paying for services we don't use, this 1 bedroom/2 bathroom condo is perfect. It feels and looks even larger than the photos and is...
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    1 / 86
    5 of 5 stars (2) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    The Wailea Beach Villas is now ranked <b>No. 7 in the Top 25 Best Resorts in Hawaii</b> by Conde Nast Traveler's Readers' Choice Awards, published on October 20, 2015. In May 2015, the Wailea Beach Villas received TripAdvisor's prestigious Certificate of Excellence award that can only be earned... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed 4 weeks ago
    Really cannot think of any negatives. The location of the villa was terrrfic; it was well appointed and staff was superb.
    5 of 5 stars Reviewed August 14, 2014
    We rented Castaway Cove, Unit C201 at the Wailea Beach Villas on Maui in July 2014. This unit is managed by Tropical Villas Vacations. Our first visit to Maui and "wow" what a...
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    1 / 16
    5 of 5 stars (12) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
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    • Pet-friendly
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    About this property
    A note from the owner: Wailea Elua Village #1305 boasts 3 bedrooms (king bed in the master, queen bed in the 2nd bedroom and 2 twin beds in the 3rd bedroom) and a prime oceanfront ground floor location just steps from the white sands of Elua Beach. The master bedroom looks down over the living room... View all property information
    Location Information
    Wailea, Maui 96753
    4 of 5 stars Reviewed July 13, 2014
    We really enjoyed our stay at Elua Village 1305. The proximity to the beach was outstanding as was the sunsets each and every night. Three beds and baths with 6 people make life...
    5 of 5 stars Reviewed July 4, 2013
    We stayed in #1305 and it was amazing!!! Fantastic location with an unobstructed view of the ocean. It's a two story 3 bedroom unit with each room having it's own bathroom. It...
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    1 / 20
    5 of 5 stars (28) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
    • Air Conditioning
    • Grill
    • Patio
    • Wi-Fi
    • Waterfront
    • DVD Player
    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    LAST MINUTE SPECIAL $300/NIGHT FOR LAST WK IN JAN. Ekahi 20B is a beautiful, 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... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed 3 days ago
    We absolutely loved our stay at Ekahi 20B. We can't ain't to go back. The unit was spotless, well equipped and wonderfully located.
    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...
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    1 / 24
    4 of 5 stars (6) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    This 2-bedroom condo is comfortably appointed, and located in a great spot on property. The spacious living room opens to the Lanai, where there is ample space for stretching out and relaxing in the sun, barbecuing on your own private grill, or admiring the tropical grounds of The Palms at Wailea.... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed February 15, 2015
    This is a terrific location for a visit to South Maui. We used the whale watch rafts from the Kehei ramp. Close to Safeway, beaches with full service and beach parking. Loved...
    4 of 5 stars Reviewed August 2, 2014
    We loved the location of the property. Maui Car and Condo was great to work with. They are very reliable, retuned my email every quickly and made the process to check in very...
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    1 / 16
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Hot Tub
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    • Balcony
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    Please ask for our Special Spring 2016 Rates!! Grand Champions 118 is an inviting and cozy two bedroom two bath condominium. The kitchen and both baths have been remodeled spring 2013!! The condo has air conditioning, ceiling fans, a 54' flat screen TV, DVD player, iPod docks and free high speed... View all property information
    Location Information
    Wailea, Maui 96753
    4 of 5 stars Reviewed March 21, 2013
    Loved our condo. Everything was provided. Loved the pools and the barbecue grills. Condos furnished with all the amenities-- snorkel gear, beach chairs and towels, etc. Very...
    5 of 5 stars Reviewed March 14, 2013
    Four of us really enjoyed our visit to this very nice condo. I have stayed in multiple condos over the years and this one was in the top two or three. What made it so? Good...
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    1 / 26
    4.5 of 5 stars (24) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
    • DVD Player
    • Balcony
    • Satellite TV
    • Shared Outdoor Pool...
    • Air Conditioning
    • Internet Access
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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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... View all property information
    Location Information
    Wailea, Maui 96753
    4 of 5 stars Reviewed July 18, 2014
    Our first trip here and we were very happy with the accommodation selected by our travel agent. The condo comfortably sleeps 6 adults The staff and surrounds are great we...
    4 of 5 stars Reviewed June 21, 2013
    Very good
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    1 / 14
    4 of 5 stars (1) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
    • Waterfront
    • Ocean Views
    • Mountain Views
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    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
    Location Information
    Wailea, Maui 96753
    4 of 5 stars Reviewed November 19, 2013
    I recently stayed at Makena Surf and was very happy with the overall experience. I would recommend it to anyone. The condo was roomy and very comfortable. The property was...
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    1 / 19
    4 of 5 stars (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Grill
    • Waterfront
    • Wi-Fi
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    Please ask about our Spring 2016 Discounted Rates!! Wailea Ekahi Village 4E second floor condominium is adjacent to a landscaped ravine and has beautiful tropical garden views. This location provides a quiet location, away from any road noise and a couple minutes' walk to the main swimming pool,... View all property information
    Location Information
    Wailea, Maui 96753
    4 of 5 stars Reviewed March 26, 2012
    This condo was very comfortable, nicely decorated and well equipped. It had an ideal location - only a 2 minute walk to the pools and beach. The condo was secluded enough to be...
    4 of 5 stars Reviewed April 28, 2011
    Second time we've stayed there, and will come again. Great unit, well equipped kitchen, quiet, close to beach and pool. Bath tub drains very slowly, but it was the same last...
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    1 / 91
    4.5 of 5 stars (4) Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Patio
    • Hot Tub
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
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    About this property
    The Wailea Beach Villas is now ranked <b>No. 7 in the Top 25 Best Resorts in Hawaii</b> by Conde Nast Traveler's Readers' Choice Awards, published on October 20, 2015. In May 2015, the Wailea Beach Villas received TripAdvisor's prestigious Certificate of Excellence award that can only be earned... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed May 10, 2014
    Th villa was as beautiful as presented on line. Very spacious and , well appointed. The kitchen featured high end appliances not normally seen in rental units. Beautiful decor...
    5 of 5 stars Reviewed January 16, 2014
    The Villa was by far the best equipped and most stunning villa we have visited. We enjoyed cooking in the kitchen and using the BBQ. Everything that we needed was right where we...
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    1 / 28
    5 of 5 stars (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    Our professionally decorated spacious 2 bedroom 2 bathroom air conditioned condo has been tastefully furnished in modern decor with tropical accents. This spacious 1148 square foot condo has a great layout for privacy. The large bedrooms are on opposite sides of the condo with their own private... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed October 1, 2015
    Isn't it amazing when you step into a place and it's JUST like the pictures? Or even better? From the second we walked in we knew this was the place to be. Beautifully appointed...
    5 of 5 stars Reviewed March 20, 2013
    Our family of 4 stayed for one week in this condo. It is very modern with a wonderful kitchen and two very spacious bedrooms and two bathrooms. It has every amenity you could...
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    1 / 16
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Hot Tub
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping. Beautiful Ulua Beach fronting the property is a... View all property information
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    Wailea, Maui 96753
    1 / 16
    4.5 of 5 stars (15) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Wi-Fi
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    • Pet-friendly
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    • Child-friendly
    • x
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    About this property
    A note from the owner: You will love the elegance of this remodeled one-bedroom, two-bath Elua condo. You can spread out, relax and truly enjoy your stay in paradise. Our large lanai, living room and master bedroom are ocean facing, with a spectacular panorama of ocean and the west Maui mountains... View all property information
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    Wailea, Maui 96753
    3 of 5 stars Reviewed March 16, 2014
    Very dated and not comfortable especially bed. Exterior lounge chairs very uncomfortable. Kitchen not well equipped. Unit had musty mold odor. Plaster falling off at windows and...
    5 of 5 stars Reviewed February 5, 2014
    Was able to check in at 1:00 PM which was very helpful. The personnel from alii were, as usual very friendly and helpful. Condo comfortable and clean. Two bathrooms a good...
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    1 / 25
    4.5 of 5 stars (17) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
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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... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed August 27, 2013
    Enjoyed every minute of it!
    5 of 5 stars Reviewed August 7, 2013
    We were there for a 4 day swim meet. Our schedules required us to be at the County pool from early morning to evenings. We were so pleased the unit was so well equipped. We needed...
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    1 / 20
    5 of 5 stars (2) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
    • Air Conditioning
    • Grill
    • DVD Player
    • Satellite TV
    • Shared Outdoor Pool...
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    Special Spring 2016 Rates - Please inquire. This beautifully updated condominium offers ocean views and greenbelt views. It has a king bed, queen sofa sleeper, air conditioning in the living room and bedroom, ceiling fans throughout and an extended lanai that runs the length of the unit. Beautiful... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed September 12, 2015
    My wife and I were married in Maui and have had family members who lived on Maui for many years, so we have stayed in condos,and hotels all over the island and I can honestly say...
    5 of 5 stars Reviewed November 26, 2013
    We had a wonderful time in Maui. The condo was well equipped and had a nice view of the grounds and the ocean.
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    1 / 20
    5 of 5 stars (38) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
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    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    Visit www.rainbowdeluxe.com for more info! Rainbow Deluxe is a standout 2 bedroom / 2 bath vacation home conveniently located in Maui Meadows, along the south shore of Maui, Hawaii. This 700 square foot luxury Polynesian pole cottage sits on its own quarter acre, private driveway entrance, ideally... View all property information
    Location Information
    Wailea, Maui
    5 of 5 stars Reviewed June 12, 2015
    We just returned from a two week stay at this lovely cottage. The owners think of every detail from the welcoming treats to everything you could need to make your stay more...
    5 of 5 stars Reviewed May 22, 2015
    My wife and I spent the first week of our honeymoon in Rainbow Deluxe and could not have been happier! It was perfect! When we arrived there was a cornucopia of fruit, snacks and...
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    1 / 13
    5 of 5 stars (1) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Private Outdoor...
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    • Hot Tub
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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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, two spa tubs, restrooms, showers, and... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed March 13, 2013
    I love this property. We had looked at alot of places and time was running out. When this property popped up, I never thought it looked liked the way it did in person. It looked...
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    1 / 78
    4.5 of 5 stars (3) Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Wailea Beach Villas is now ranked <b>No. 7 in the Top 25 Best Resorts in Hawaii</b> by Conde Nast Traveler's Readers' Choice Awards, published on October 20, 2015. In May 2015, the Wailea Beach Villas received TripAdvisor's prestigious Certificate of Excellence award that can only be earned... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed January 30, 2015
    We have been coming to Wailea for the past 15 years and the Golden Mandarin was by far the best place we have ever stayed. The Villa was exquisite and was stocked with every...
    5 of 5 stars Reviewed December 15, 2011
    The location and unit were perfect (except for the large sliding doors which never closed well.) We had little contact with your staff but what we had was great.
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    1 / 43
    5 of 5 stars (16) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
    • Internet Access
    • DVD Player
    • Shared Outdoor Pool...
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    • Air Conditioning
    • Balcony
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    • Smoking allowed
    • Elder access
    • x
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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... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed September 14, 2013
    This was our third time on Maui and second time staying at Palms at Wailea. We love the location and ambiance of this condo complex, but the Unit #1508 definitely exceeded our...
    5 of 5 stars Reviewed July 31, 2013
    Very happy with the property, the unit and the property management company. Everything went very smoothly. The property is in a great location a short walk from the beach and...
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    1 / 17
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
    • Shared Outdoor Pool...
    • Satellite TV
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    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
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed October 26, 2015
    This is the second time I stay in this complex of apartments and I love it so much. It has everything; washing machine, dryer, dish washer, coffee maker and even boogie boards for...
    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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    1 / 16
    3 of 5 stars (2) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
    • Balcony
    • DVD Player
    • Grill
    • Shared Outdoor Pool...
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Beautifully decorated three bedroom two bath condominium on the golf course with wrap around deck and ocean/golf views. Totally renovated the summer of 2011 with granite throughout, stainless appliances, new carpet, paint and furniture. The living area is an open floor plan with ceiling fans and... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed June 7, 2012
    Everything worked perfectly (well almost). With six adults and three children under 3 1/2 using two units close by provided a perfect solution. Both units were well furnished and...
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    1 / 22
    4.5 of 5 stars (3) Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Grill
    • Balcony
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • Satellite TV
    • Shared Outdoor Pool...
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Special Spring 2016 Rates. Please ask ! Relax and spread out in more than 3300 interior feet of custom home with designer furnishings. The tropically furnished living area with vaulted ceiling offers HD TV, DVD, IPod dock, and wireless internet, all in an intimate yet spacious room. The gourmet... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed January 8, 2016
    Our family of seven thoroughly enjoyed our vacation here! The place was spacious, comfortable, clean and exactly as pictured online. The wireless internet worked great (which I...
    5 of 5 stars Reviewed March 1, 2015
    We rented this Villa to vacation with our adult children, son, daughter and son in law for a week in February. It was exactly as I pictured it online and was lovely, very clean (I...
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    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
    • Satellite TV
    • Hot Tub
    • Balcony
    • DVD Player
    • Washer
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    This open and spacious premium condo at The Palms at Wailea will be ideal for your island getaway! Major renovations throughout, a partial ocean view, and central A/C* are just some of the features of this gorgeous 2-Bedroom condo. Pride in ownership is apparent when entering this beautiful... View all property information
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    Wailea, Maui 96753
    1 / 39
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Terrace
    • Balcony
    • Satellite TV
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Ocean Bliss is a stunning beachfront estate that provides the best of all worlds...Privacy and ocean access as the house borders South Maui's Polo Beach with it's golden sands and shallow swimming area on one side of the villa and a dramatic lava rock beach on the other side. The vistas of the sea... View all property information
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    Wailea, Maui
    1 / 16
    5 of 5 stars (21) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Private Outdoor...
    • Wi-Fi
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Notes from the Owner: Come relax in the luxury and tropical splendor of Maui's premier resort, Wailea. Featuring miles of pristine beaches, magnificent sunsets and renowned cuisine, Wailea will surely be your ultimate vacation experience! The active vacationer can tee it up on one of five... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed September 25, 2014
    Ali'i Resorts welcome you when you arrive at the condo. They are gracious and informative. This is one of the cleanest and beautiful condos on the island. The view from the lanai...
    5 of 5 stars Reviewed May 7, 2014
    The staff at ali'i Resorts were very helpful and great to work with. Ekolu 312 gives you a great view of the water, especially since its on the 2nd floor. You can also see the...
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    1 / 16
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
    • Hot Tub
    • Wi-Fi
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    About this condo: Wailea Elua Village #1702 is a newly remodeled, second floor, two bedroom- two bath condo designed with a living room, dining room and kitchen that openly flow together. New cabinets, granite counter tops, new living room carpet, two lanais and new appliances help make this unit a... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed August 21, 2013
    My Husband & I took our large family, we rented three condo's. All three were beautifully decorated, and very comfortable. We had coffee on the patio every morning, while...
    5 of 5 stars Reviewed April 18, 2012
    We had a wonderful stay at #1702 Elua. The condo was great...well-stocked kitchen, everything clean & working. The grounds were lovely & well-maintained, housekeeping was really...
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    1 / 16
    5 of 5 stars (7) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • DVD Player
    • Hot Tub
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    A Note From the Owner: You will love the extra space in this remodeled supersized two-bedroom, two-bath Elua condo. With nearly 300 square feet more than the typical Elua two-bedroom unit, you can spread out, relax and truly enjoy your stay in paradise. Our large lanai, living room and master... View all property information
    Location Information
    Wailea, Maui 96753
    4 of 5 stars Reviewed August 2, 2015
    Very nice, comfortable 2 BR condo. In the upper tier of buildings in the development, so short walk down the hill to the beachwalk. Though nearer to the road, no noise in unit...
    5 of 5 stars Reviewed October 26, 2014
    We stayed at Wailea Elua 2107 for a week in October. The view from the front lanai is outstanding and the rear lanai is very private. We used the barbecue once and it worked fine...
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    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Washer
    • Satellite TV
    • DVD Player
    • Grill
    • Mountain Views
    • Internet Access
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    WE MANAGE OTHER SIMILAR BEAUTIFUL CONDOS IN WAILEA. IF THIS IS NOT AVAILABLE PLEASE CALL OR EMAIL FOR AVAILABILITY! If you are looking for a perfect get away in paradise, this is it! This luxury Palms at Wailea unit is located near the spectacular pool and Jacuzzi and all the amenities this... View all property information
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    Wailea, Maui 96753
    1 / 14
    5 of 5 stars (21) Excellent
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Hot Tub
    • Parking
    • Wi-Fi
    • Washer
    • DVD Player
    • Patio
    • Outdoor Dining Area
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    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! APR 12-16; APR 23-30; MAY 5-11 ARE OUR NEXT SHORT OPENINGS IN THE STUDIO. SEE CALENDAR FOR OTHER AVAILABLE... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed November 2, 2013
    My husband and I enjoyed 10 days in this lovely studio. It is absolutely quiet (no street or neighbor noise) and peaceful. The location is perfect...minutes from the best...
    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...
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Hot Tub
    • Sauna
    • Patio
    • Washer
    • DVD Player
    • Waterfront
    • Ocean Views
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    Located across the street from the world renowned Wailea Beach, Ho'olei 81-1 is unequaled in splendor, elegance and convenience. Let this exceptional three bedroom, three and a half bath, two-level residence be your home away from home for your dream Hawaiian vacation. Every aspect of this... View all property information
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    Wailea, Maui 96753
    1 / 20
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
    • Satellite TV
    • Waterfront
    • DVD Player
    • Wi-Fi
    • Shared Outdoor Pool...
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Two bedroom Two bath, second floor condominium right on the Beach. It is perfect for two couples or a family of four. You are literally steps from the beach! This condominium is at the front of the building closest to the ocean making for spectacular views! Upgraded kitchen and baths, central air... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed November 11, 2013
    Just loved my stay! Condo with a stunning view of the beach. Very confortable beds, we had everything we needed! The lauau was perfect. We loved it. We were two couples visiting.
    5 of 5 stars Reviewed May 30, 2013
    I have vacationed on Maui about a dozen times over the years so I speak with experience when I say that Wailea Beach is the best location on the island. And the best location in...
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    1 / 16
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    • Wi-Fi
    • Grill
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Wailea Ekolu Village is a tranquil terraced property located on the Wailea Blue Golf Course offering distant panoramic views of the Pacific. This quiet low density village consists of eighteen two-story buildings spread out over 18 acres of tropical landscaping and is conveniently located across... View all property information
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    Wailea, Maui 96753
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Mountain Views
    • Patio
    • Hot Tub
    • Grill
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    The Palms at Wailea condo complex is one of the most elegant developments in the exclusive and breathtaking resort community of Wailea, Maui. Our condo (Unit #1603) was custom remodeled, designed, and decorated as our personal home, hence it is exquisitely upgraded and superior to typical rentals.... View all property information
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    Wailea, Maui 96753
    1 / 33
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
    • Air Conditioning
    • Shared Outdoor Pool...
    • Washer
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    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... View all property information
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    Wailea, Maui 96753
    1 / 94
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    The Wailea Beach Villas is now ranked <b>No. 7 in the Top 25 Best Resorts in Hawaii</b> by Conde Nast Traveler's Readers' Choice Awards, published on October 20, 2015. In May 2015, the Wailea Beach Villas received TripAdvisor's prestigious Certificate of Excellence award that can only be earned... View all property information
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    Wailea, Maui 96753
    1 / 36
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Internet Access
    • Private Outdoor...
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    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... View all property information
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    Wailea, Maui 96753
    1 / 14
    4 of 5 stars (18) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Balcony
    • DVD Player
    • Internet Access
    • Terrace
    • Shared Outdoor Pool...
    • Satellite TV
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Special Spring 2016 Rates. Please Ask ! A spacious two bedroom two bath condominium in beautiful Wailea. A partial ocean view, barbeque grill and comfortable lanai furniture to enjoy while relaxing in tropical breezes. The kitchen is well equipped, has granite counters and modern appliances.The... View all property information
    Location Information
    Wailea, Maui 96753
    4 of 5 stars Reviewed June 28, 2015
    We spent 7 days at this beautiful location. The sunsets were amazing from the picture window. Plenty of room, large kitchen, and comfortable bed just to mention a few of the...
    5 of 5 stars Reviewed January 30, 2014
    This unit is spacious, bright and wonderfully located. Easy walk to the beach, hotels and shops. The views from the main living space, including the lanai, are beautiful. The...
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    1 / 18
    5 of 5 stars (4) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
    • Air Conditioning
    • Satellite TV
    • Shared Outdoor Pool...
    • DVD Player
    • Hot Tub
    • Internet Access
    • Sauna
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • 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
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed January 6, 2016
    Our family of seven thoroughly enjoyed our vacation here! The place was spacious, comfortable, clean and exactly as pictured online. The wireless internet worked great (which I...
    5 of 5 stars Reviewed August 7, 2015
    My wife and I took our two adult children (24&26) to Maui with their girlfriends and instead of staying in a hotel as usual, we decided to book a condo. The HO'OLEI Villas were...
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    1 / 88
    5 of 5 stars (5) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Hot Tub
    • Grill
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    The Wailea Beach Villas is now ranked <b>No. 7 in the Top 25 Best Resorts in Hawaii</b> by Conde Nast Traveler's Readers' Choice Awards, published on October 20, 2015. In May 2015, the Wailea Beach Villas received TripAdvisor's prestigious Certificate of Excellence award that can only be earned... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed August 12, 2013
    This villa was the perfect accommodation for our family of 7 adults. The ocean view from the spacious and well equipped lanai was amazing. The beautiful furnishings, luxury...
    5 of 5 stars Reviewed August 7, 2013
    We came to Maui for our daughter's Sweet 16. This condo was everything that was advertised & more. The staff at the villas were very nice and helpful. The location was great and...
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Internet Access
    • Washer
    • Private Outdoor...
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • x
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    • 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
    1 / 14
    5 of 5 stars (5) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    Amenities & Details
    • Grill
    • Balcony
    • Satellite TV
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool...
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Spring 2016 Super Specials - Please inquire !! All New Upgraded Kitchen and Baths. Grand Champions 54 offers a large 54' flat screen TV, DVD player, CD player, Ipod dock, high speed and wireless internet. The living room has air conditioning, ceiling fan and vaulted ceiling with a separate dining... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed March 29, 2013
    My husband and I just returned from a month in Unit #54. What a wonderful condo, nicely updated and even had beach chairs for us to use!! It was very centrally located, close to...
    5 of 5 stars Reviewed October 29, 2012
    Very, very nice unit...I've stayed at Grand Champions on several other occasions, and this was the nicest unit I've stayed in...upgraded kitchen and bathrooms...nice view from...
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    1 / 82
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Wailea Beach Villas is now ranked <b>No. 7 in the Top 25 Best Resorts in Hawaii</b> by Conde Nast Traveler's Readers' Choice Awards, published on October 20, 2015. In May 2015, the Wailea Beach Villas received TripAdvisor's prestigious Certificate of Excellence award that can only be earned... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed April 23, 2013
    We had a blast on our first trip to Hawaii. The condo was spectacular. We had plenty of rooms and every possible amenity. I would highly recommend the condo we stayed in. Wailea...
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    1 / 17
    5 of 5 stars (13) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Wi-Fi
    • Hot Tub
    • Shared Outdoor Pool...
    • Satellite TV
    • Grill
    • DVD Player
    • Air Conditioning
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Special Spring 2016 Rates - Please ask ! Grand Champions #35 is an inviting third floor, two bedroom, two bath, Ocean View condo. The living room has sofa and love seat, A/C, Large Flat Screen TV, CD stereo, and DVD player. The newly updated kitchen has granite counters, new tile floor and full... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed April 5, 2012
    We really enjoyed our stay at this unit. The location is very convenient, unit is nice, the grounds are pretty. The beach chairs, boogie boards and a cooler were a big plus. We...
    5 of 5 stars Reviewed March 30, 2012
    Relaxing and peaceful with a perfect view of the whales!
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    1 / 41
    5 of 5 stars (21) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Amenities & Details
    • Grill
    • Mountain Views
    • Washer
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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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... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed October 26, 2015
    First, the Ekahi village of townhouses is an excellent place to stay. All units are minutes from the beach or one of 3 pools. Unit 11F is in one of the best locations: right...
    5 of 5 stars Reviewed September 17, 2015
    My wife and I are in our early fifties and stayed at Ekahi Village 11f with our son and his girlfriend for ten days in late August, 2015. We cannot say enough good things about...
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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.