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Vacation Rentals in Wailea, HI

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    All 185 Rentals in Wailea
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    Travellers to Wailea are booking December dates now. Secure your vacation rental today, and have the perfect trip.
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    $3,653
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    1 / 14
    4.5 of 5 stars (6) Very good
    1 Bedroom / 2 Bathrooms / Sleeps 3
    traveller have booked this property
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    $244
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    1 / 23
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
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    $2,551
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    1 / 35
    5 of 5 stars (2) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 5
    travellers have booked this property
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    1 / 23
    5 of 5 stars (7) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Grill
    • DVD Player
    • Dryer
    • Ocean Views
    • Deck
    • Air Conditioning
    • Satellite TV
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Enjoy sitting on your lanai enjoying spectacular ocean views in a peaceful, private 1 bedroom, 1 bath, 500 sq. ft. completely furnished cottage with full kitchen This cottage has it all. Spectacular furnishings and ocean views! Completely remodeled 1 bedroom cottage in Maui Meadows (Maui Meadows... View all property information
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    5 of 5 stars Reviewed 28 December 2014
    My husband and I stayed at this beautiful ohana for almost 3 weeks. Dennis and Cynthia thought of everything to make our stay comfortable and enjoyable. First, the cottage was...
    5 of 5 stars Reviewed 22 December 2014
    This beautiful cottage was very well kept (clean and modern) in a great location close to the beach and just a short drive from amenities, shops and restaurants. We had a...
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    $3,497
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    1 / 19
    5 of 5 stars (16) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (16) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Watersports Nearby
    • DVD Player
    • Waterfront
    • Stereo System
    • Air Conditioning
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    DIRECT PANORAMIC OCEAN VIEWS. IF OTHERS DON'T SHOW IT, CHANCES ARE THEY DON'T HAVE IT. THE PHOTO ABOVE TAKEN FROM THE DINING ROOM WINDOW. Stunning Ocean Views from recently renovated, lower village condominium. Two Master Suites, one with a King bed, the other with a King and twin brd, also a... View all property information
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    5 of 5 stars Reviewed 27 February 2015
    Great unit, well equipped... the gorgeous sunsets.. clean and great location.. loved it.. We'll be back!
    5 of 5 stars Reviewed 22 December 2014
    This was our 4th stay in Ekahi 2A. This year family from Rhode Island, Southern CA, Montana and Oregon all met in Kiehi and Wailea, but we had the best condo out of everyone...
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    $262
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    1 / 16
    5 of 5 stars (1) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Linens Provided
    • Refrigerator
    • Waterfront
    • Microwave
    • Gym
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Great Spring 2015 Rates - Please Ask! Wailea Ekahi 45B is a ground floor, 1 bedroom/2 bathroom garden view condo located in the upper village. The bedroom is furnished with a king size bed, air conditioning and new flat screen TV. Wailea Ekahi Village boasts 34 tropical landscaped acres bordering... View all property information
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    $292
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    1 / 35
    5 of 5 stars (2) Excellent
    1 Bedroom / 3 Bathrooms / Sleeps 4
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Mountain Views
    • Water Park Nearby
    • DVD Player
    • Watersports Nearby
    • Satellite TV
    • Water Views
    • Stereo System
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    We recently remodeled our condo with all new upgraded tumbled travertine-style flooring, new window shades and new furniture. Why stay in a resort hotel like the Four Season or the Grand Wailea when you can save 2/3 of the cost and not have to purchase every meal in a resort hotel? You'll have a... View all property information
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    $232
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    1 / 11
    5 of 5 stars (1) Excellent
    2 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Our spacious Wailea Ekolu Condominium is fully appointed and includes phone, radio, CD/DVD player, cable TV, and WiFi Internet connection. Three flat screen TVs have been installed. Personal touches for your enjoyment and convenience. This unit is a 2,000-square-foot townhouse, occupying both the... View all property information
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    5 of 5 stars Reviewed 29 March 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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    $225
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    1 / 14
    5 of 5 stars (5) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 4
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Grill
    • Gym
    • Hot Tub
    • Stereo System
    • Wi-Fi
    • Shared Outdoor Pool...
    • Refrigerator
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Spring 2015 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
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    4 of 5 stars Reviewed 23 November 2011
    We had stayed at Grand Champions last year so we were familiar with the complex and the location.....both reasons why we chose to come back here. This upstairs unit is pretty much...
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    $232
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    1 / 17
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Refrigerator
    • Air Conditioning
    • Balcony
    • Water Views
    • DVD Player
    • Dryer
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Live luxuriously while on vacation! Beautiful Hawaiian art, travertine floors, granite countertops, tall bath vanities, and elegant new furniture make this condo a place of comfort and serenity. The two bedrooms are private, each with an en suite bathroom. The master bedroom offers a California... View all property information
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    5 of 5 stars Reviewed 19 March 2015
    We spent a week in Maui for our son's first birthday. This condo was perfect for us, our little one, and my parents. The condo was clean and comfortable, beautifully furnished...
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    $305
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    1 / 8
    5 of 5 stars (17) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 5
    Overview Reviews (17) Make Enquiry
    Amenities & Details
    • Refrigerator
    • Internet Access
    • Cooker
    • Patio
    • DVD Player
    • Dryer
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Located on world famous Keawakapu Beach in Wailea, Ekahi Village is one of the most sought after locations. Our totally renovated condo offers complete privacy, but is only steps to the beach. Unwind after a day at the beach or pool by watching our 46' Sony Bravia flat screen with surround sound... View all property information
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    4 of 5 stars Reviewed 27 February 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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    $292
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    1 / 15
    5 of 5 stars (1) Excellent
    Amenities & Details
    • Washer
    • DVD Player
    • Hot Tub
    • Dryer
    • Air Conditioning
    • Patio
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Looking for a completely remodeled, gorgeous condo? Experience one of Wailea's finest........... EVERYTHING in this beautifully appointed unit is BRAND NEW and is professionally decorated. The ground floor condo features high end finishes and furnishings which include: beautiful custom walnut... View all property information
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    5 of 5 stars Reviewed 14 May 2014
    We travelled to Maui in March, stayed for two weeks in a lovely condo at Grand Champions, Wailea. We went with 10 other friends, who also rented condos there. The manager...
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    $207
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    1 / 23
    4.5 of 5 stars (10) Very good
    1 Bedroom / 2 Bathrooms / Sleeps 4
    travellers have booked this property
    Overview Reviews (10) Make Enquiry
    Amenities & Details
    • DVD Player
    • Dryer
    • Washer
    • Patio
    • There Are Tennis...
    • Internet Access
    • Satellite TV
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Wailea Ekahi is a wonderful beachfront complex. It boasts 4 pools, a great beach side pavilion . It is part of the Wailea Golf association, so you can enjoy a discount at all the famous Wailea golf courses, or join the Wailea tennis club nearby. 43 B is a single-level, ground floor condominium... View all property information
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    5 of 5 stars Reviewed 2 March 2015
    This is a spacious condo with all the amenities you'd want for your vacation -- including a washer and dryer inside the condo and a full patio with BBQ. The setting is beautiful...
    1 of 5 stars Reviewed 27 September 2014
    I booked this condo in July as 3 of us are attending a conference. I was notified that my final payment was due, which I paid promptly. On Mon. I received a notification that my...
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    $434
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    1 / 19
    3.5 of 5 stars (3) Average
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (3) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Two bedrooms and two baths in this garden view condo. The Master bedroom has a king bed and the second bedroom has a queen bed, allowing this unit to sleep up to four people. This ground floor unit is tiled in all of the common areas and carpeted in the bedrooms. The living area is a great place to... View all property information
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    3 of 5 stars Reviewed 26 November 2014
    Grand Champions 033 is a spacious condo, but the décor and fittings are very tired. We had difficulty accessing the unit on the Sunday we arrived as the information on the website...
    4 of 5 stars Reviewed 14 October 2014
    Hospitality - very ok. The property had all the facilities described. Location ok. I liked best that it was quiet and clean.
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    $506
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    1 / 27
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Linens Provided
    • Grill
    • Wi-Fi
    • Waterfront
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Microwave
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Special Spring 2015 Rates ! Please ask. Wailea Ekahi Village 53C is a fully renovated, 2 bedroom/2.5 bath townhouse with ocean views from the upstairs bedrooms and private downstairs lanai. It has 1575 sq. feet of living space. The master bedroom suite offers a king bed, sitting area, TV, DVD, a/c... View all property information
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    $447
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    1 / 19
    2 of 5 stars (1) Poor
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Beautifully furnished two bedroom Condo overlooking the Golf Course. The kitchen has been recently renovated. This unit offers many upgrades throughout and has many new furnishings. The bedrooms have all new furniture and the master bedroom features a beautiful wooden canopy bed. The accommodations... View all property information
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    $292
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    1 / 25
    Amenities & Details
    • Hot Tub
    • Water Views
    • Dryer
    • Stereo System
    • DVD Player
    • Air Conditioning
    • Mountain Views
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Deluxe Gorgeous 2 bdrm 2ba luxury condo in Wailea, World's Best award-winning island of Maui Excellent condition and location. Minutes from everything; beaches, golf, tennis, shopping, restaurants, beach-side walks, luxurious pool and park-like grounds * IMPORTANT* Please check link for website at... View all property information
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    $1,645
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    1 / 23
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Washer
    • Water Views
    • DVD Player
    • Deck
    • Hot Tub
    • Children's Pool
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Welcome to Nani Pulelehua ('Beautiful Butterfly'), a luxurious panoramic ocean view estate. 1.5 miles from beaches, dining and shopping. A perfect spot for adults & kids! So close to everything yet private and spacious, away from any crowds. Features 4 bdrms w/ 4 King beds (2 masters), + queen... View all property information
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    $243
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    1 / 25
    4.5 of 5 stars (17) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (17) Make Enquiry
    Amenities & Details
    • Hot Tub
    • Towels Provided
    • Cooker
    • Washer
    • Satellite TV
    • Linens Provided
    • Refrigerator
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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
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    1 of 5 stars Reviewed 29 March 2013
    The air conditioner didn't work properly. The unit was not very clean. The kitchen had ants so they came in and sprayed. There was no porch light outside so you had to walk...
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    $206
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    Amenities & Details
    • Satellite TV
    • Grill
    • Washer
    • DVD Player
    • Dishwasher
    • Dryer
    • Hot Tub
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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 sansy 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
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    $303
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    1 / 32
    4.5 of 5 stars (26) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (26) Make Enquiry
    Amenities & Details
    • Washer
    • Satellite TV
    • Dishwasher
    • Dryer
    • Refrigerator
    • Linens Provided
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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
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    2 of 5 stars Reviewed 2 March 2015
    Location is wonderful, and the grounds are a welcome sight for vacationers. The unit is large and probably one of the best for ocean views. However, it could use a lot of...
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    $1,456
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    1 / 84
    5 of 5 stars (2) Excellent
    3 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    *As of March, 2015 the decor in E202 is being updated and improved. Some decor may be different than in the current photos. New photos coming soon. In November 2014, Wailea Beach Villas was awarded three accolades by Conde Nast Traveler’s Readers Choice Awards. Newest designations for Wailea Beach... View all property information
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    $2,011
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    1 / 71
    5 of 5 stars (9) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (9) Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Dishwasher
    • Refrigerator
    • Grill
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    In November 2014, Wailea Beach Villas was awarded three accolades by Conde Nast Traveler’s Readers Choice Awards. Newest designations for Wailea Beach Villas: No. 1 Resort in Hawaii with a rating of 94.242, No. 11 in the Top 25 Resorts in the U.S., and #51 of the Top 100 Hotels &... View all property information
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    $359
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    1 / 16
    5 of 5 stars (2) Excellent
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Dryer
    • Water Views
    • Satellite TV
    • Watersports Nearby
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Live large outdoors in this beautifully remodeled, lovingly cared for 1 bedroom, 2 bath condo with huge lanai. One of Ekahi's larger 1 bedroom floor plans, 10E features soaring Cathedral ceilings, tropical garden setting with good ocean and West Maui Mountain views a nearly level 2 minute walk from... View all property information
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    5 of 5 stars Reviewed 2 July 2014
    This was a beautiful Condo with all the amenities. It had a beautiful view of the garden an ocean. Great lanai to sit and have breakfast and dinner at. Even had a gas grill to...
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    $390
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    1 / 16
    3 of 5 stars (2) Average
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Balcony
    • Refrigerator
    • Gym
    • Grill
    • Air Conditioning
    • Shared Outdoor Pool...
    • Linens Provided
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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
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    1 of 5 stars Reviewed 15 January 2015
    Overall first impression looked good, until we started to unpack. We went to turn up the ceiling fan in the Master, and the fan was about to fly off the ceiling with the noise...
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    $256
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    1 / 24
    4 of 5 stars (6) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Gym
    • Balcony
    • Shared Outdoor Pool...
    • Hot Tub
    • Washer
    • Refrigerator
    • Water Views
    • Cooker
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Pool closure notice: The pool will undergo renovations May 4 - June 8, 2015. During this time, there will be no access to the pool area. We are offering specials of 20% off all reservations at this time. This 2-bedroom condo is comfortably appointed, and located in a great spot on property. The... View all property information
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    5 of 5 stars Reviewed 15 February 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 2 August 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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    $359
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    1 / 12
    4.5 of 5 stars (3) Very good
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Waterfront
    • DVD Player
    • Microwave
    • Shared Outdoor Pool...
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This luxury condo was designed to mirror a Balinese tree house. Completely remodeled with Hi-Tech Appliances. 2nd floor unit ~ stairs. 4 dining seats on Lanai, 3 indoor bar stools. This renovated 1 BR/ 1 BA unit features Italian plastered walls, mango and concrete counter tops, koa wood... View all property information
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    5 of 5 stars Reviewed 6 April 2015
    Wailea is our favorite area on Maui and Ekahi is our favorite place to stay when we vacation there. The beaches and grounds are fabulous. The 39D condo is a beautiful unit, very...
    3 of 5 stars Reviewed 17 November 2011
    The condo was just fine, truly just average. We rented from Kumulani Vacations. I notice that since our visit, the unit is no longer on vrbo so we could not review on the vrbo...
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    $274
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    1 / 24
    4 of 5 stars (6) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Stereo System
    • Washer
    • Gym
    • Hot Tub
    • Shared Outdoor Pool...
    • Dryer
    • Balcony
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Pool closure notice: The pool will undergo renovations May 4 - June 8, 2015. During this time, there will be no access to the pool area. We are offering specials of 20% off all reservations at this time. Welcome to your home away from home! This beautifully remodeled 2-bedroom condo is a guest... View all property information
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    4 of 5 stars Reviewed 26 October 2014
    We cannot seem to branch out from the Palms at Wailea having stayed here a dozen or more times in the last decade. We have used many units for many purposes bring anywhere from 2...
    2 of 5 stars Reviewed 19 April 2013
    We stayed here April 11 - 20, 2013. This is actually a relatively nice unit. Great patio deck with pass through window from kitchen. Nice decorations and televisions. I like...
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    1 / 17
    5 of 5 stars (4) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 4
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Internet Access
    • Patio
    • Grill
    • Shared Outdoor Pool...
    • Satellite TV
    • Washer
    • Air Conditioning
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Total renovation with high end finishes. All amenities: AC, HDTVs, free phone calls to US & Canada, free WIFI, Stainless Steel appliances, granite counters. Located in the upper part of Ekahi Village, an Ocean-Front community located on Keawakapu Beach, Wailea, South Maui. Non-Smoking ground floor... View all property information
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    5 of 5 stars Reviewed 14 November 2014
    This condo was clean, well-equipped, and a five minute walk from the beach. The grounds were magnificent and even had an orchid garden. There was great snorkeling right off the...
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    $305
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    Amenities & Details
    • Shared Outdoor Pool...
    • Dryer
    • Hot Tub
    • Water Views
    • Balcony
    • Gym
    • Washer
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Pool closure notice: The pool will undergo renovations May 4 - June 8, 2015. During this time, there will be no access to the pool area. We are offering specials of 20% off all reservations at this time. This open and spacious premium condo at The Palms at Wailea will be ideal for your island... View all property information
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    $487
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    1 / 18
    5 of 5 stars (6) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 4
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Waterfront
    • Water Views
    • Internet Access
    • Grill
    • Deck
    • Satellite TV
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Aloha! 29F is located in the lower village and has arguably the best view in Ekahi Village. This professionally remodeled unit comes with all the amenities of a five star hotel, yet all the comforts of home. Ocean front gourmet kitchen, lanai and living room. Pool and beach are just steps away.... View all property information
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    5 of 5 stars Reviewed 10 October 2013
    My husband and I stayed at Unit 29F Oct. 1 - Oct. 6, 2013. It was our first trip to Maui and our first experience renting a condo vs. staying at a resort. We definitely made the...
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    $4,265
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    1 / 35
    5 of 5 stars (2) Excellent
    4 Bedrooms / 5 Bathrooms / Sleeps 8
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Dryer
    • Stereo System
    • Grill
    • Washer
    • DVD Player
    • Hairdryer
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Designed by world-renowned architect Tan Hock Beng, Hale Kumulani is a magnificent home built around a grass courtyard. Boundaries between indoors and out are blurred, with walkways connecting bedroom suites to the main living areas. Located directly across the street from the exquisite white sand... View all property information
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    $353
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    1 / 19
    5 of 5 stars (11) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 4
    Overview Reviews (11) Make Enquiry
    Amenities & Details
    • Deck
    • Mountain Views
    • Stereo System
    • Internet Access
    • Satellite TV
    • DVD Player
    • Water Views
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    1 bedroom 2 bath unit, recently remodeled with high end finishes. Vaulted ceilings create bright, spacious surroundings with plenty of room for the whole family. The master bedroom has a cal king bed with a private bath and dressing area. There is also a private lanai off the bedroom.The living... View all property information
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    $230
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    1 / 41
    4 of 5 stars (33) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (33) Make Enquiry
    Amenities & Details
    • Washer
    • Dryer
    • Refrigerator
    • Shared Outdoor Pool...
    • Grill
    • Stereo System
    • Cooker
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Unit #102 is located in the closest building to the beach in the entire complex. This condo has a fully equipped kitchen, AC and a washer and dryer. The condo has a new king size bed in the master and two twin beds in the guest room that can be made up into a king bed upon request. The large... View all property information
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    5 of 5 stars Reviewed 9 August 2013
    We were scheduled to fly from Denver to Maui at the same time tropical storm Flossie was headed to Hawaii. Our flight got canceled and we could not get another flight to Maui...
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    $243
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    1 / 32
    3.5 of 5 stars (8) Average
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Hot Tub
    • Dishwasher
    • Internet Access
    • Cooker
    • DVD Player
    • Washer
    • Satellite TV
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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 stretch of 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
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    $766
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    1 / 12
    5 of 5 stars (4) Excellent
    Amenities & Details
    • Hot Tub
    • Stereo System
    • There Are Tennis...
    • Air Conditioning
    • DVD Player
    • Washer
    • Internet Access
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Reviews praise this 'EXCEPTIONAL OCEANFRONT CONDO' that's just a few steps to its soft sand beach! 'Sunsational' newly remodeled condo offers island living at its best in Maui's finest area. The penthouse is only available to ADULT NON SMOKERS... Enjoy Wailea-Makena and the resort's best... View all property information
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    5 of 5 stars Reviewed 12 August 2013
    My husband and 2 sons stayed in this beautiful condo last week. It is quite a place! Every attention to detail is incredible from the beginning correspondence from the owner until...
    5 of 5 stars Reviewed 7 July 2013
    Since our last review, we have stayed there twice. The owner has not only maintained the condo in pristine condition but has updated the master bedroom and bath. The owner is...
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    $243
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    1 / 25
    4.5 of 5 stars (5) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Grill
    • Linens Provided
    • Washer
    • DVD Player
    • Cooker
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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
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    From
    $243
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    1 / 19
    4.5 of 5 stars (16) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (16) Make Enquiry
    Amenities & Details
    • Dryer
    • Washer
    • Stereo System
    • Mountain Views
    • Air Conditioning
    • Satellite TV
    • Hot Tub
    • There Are Tennis...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Relax in the luxury and convenience of being in a world class resort, but enjoy the privacy and beauty of our fabulous 2 bd/2ba ground floor 'home away from home' that fronts the 7th Fairway of the famed Wailea Blue Course. Our spacious 1100 sq ft. unit has a tropical decor with world-class art... View all property information
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    5 of 5 stars Reviewed 7 November 2011
    The condo and resort exceeded our expectations with the rental agent for the owners going above and beyond. Grand Champions is so convenient to the beautiful Shops of Wailea, the...
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    $216
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    1 / 20
    5 of 5 stars (11) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 4
    Overview Reviews (11) Make Enquiry
    Amenities & Details
    • Deck
    • Dryer
    • Water Views
    • Air Conditioning
    • Internet Access
    • Hot Tub
    • Mountain Views
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Grand Champions #162 is a spacious, one-bedroom, two-bath, ocean view condo. Great 2nd floor, end-unit location for quiet and privacy. Vacation in sunny South Maui in a beautifully furnished, ocean-view condominium at Grand Champions Villas in exclusive Wailea, Maui's premier vacation destination.... View all property information
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    $1,578
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    1 / 71
    Amenities & Details
    • Grill
    • Internet Access
    • Air Conditioning
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    In November 2014, Wailea Beach Villas was awarded three accolades by Conde Nast Traveler’s Readers Choice Awards. Newest designations for Wailea Beach Villas: No. 1 Resort in Hawaii with a rating of 94.242, No. 11 in the Top 25 Resorts in the U.S., and #51 of the Top 100 Hotels &... View all property information
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    $311
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    1 / 16
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Grill
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Dryer
    • Stereo System
    • Refrigerator
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Two-bedroom, two bath Ekolu condo with breathtaking ocean view! 180 degrees spanning from West Maui, to Lanai, across Maalaea Bay, above the Wailea Resorts, past Molokini, and even beyond the island of Kahoolawe. Some condos provide fantastic sunsets part of the year, this one guarantees you'll... View all property information
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    5 of 5 stars Reviewed 11 November 2011
    We booked this condo for 8 days. It was everything that had been described to us and more. The view was fantastic. Everything we needed was there, all we had to bring was our food...
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    $835
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    1 / 22
    4.5 of 5 stars (2) Very good
    3 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • DVD Player
    • Refrigerator
    • Gym
    • Balcony
    • Hot Tub
    • Stereo System
    • Wi-Fi
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    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 kitchen is outfitted with a Wolf 30'gas... View all property information
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    5 of 5 stars Reviewed 1 March 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...
    4 of 5 stars Reviewed 26 January 2014
    Had a great stay at 24-6 Ho'olei and on Maui. The condo was very large, clean, and well appointed, everything we needed for a base of our stay. A 5 minute walk to the beach...
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    $212
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    1 / 29
    4.5 of 5 stars (13) Very good
    Amenities & Details
    • DVD Player
    • Satellite TV
    • Internet Access
    • Cooker
    • Air Conditioning
    • Hot Tub
    • Balcony
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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... View all property information
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    $396
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    1 / 23
    5 of 5 stars (10) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (10) Make Enquiry
    Amenities & Details
    • DVD Player
    • Terrace
    • Refrigerator
    • Grill
    • Hot Tub
    • Balcony
    • Gym
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Beautiful three bedrooms, two bath condominium on the golf course with wrap around deck and ocean/golf views. Totally renovated in the fall of 2010 with granite throughout, stainless steel appliances, new carpet, paint and furniture. The living area is a large open floor plan with ceiling fans and... View all property information
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    5 of 5 stars Reviewed 9 October 2014
    My friends an i find the Grand Champions condos to be quiet an peaceful. It's close to three great golf courses and several good restaurants. We live in Honolulu, where we have...
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    From
    $274
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    1 / 21
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Wi-Fi
    • Washer
    • Water Views
    • Mountain Views
    • Ocean Views
    • Stereo System
    • Air Conditioning
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Beautiful Wailea - 1 Block from The Shops At Wailea, Several Restaurants, Beaches, Four Seasons Hotel, Tennis Across the Street, Golf right below Condo Bus Stop and close proximity to many places. Unique Condo fully remodeled with African Mahogany wood throughout, Granite counters in kitchen, Water... View all property information
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    $230
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    1 / 38
    4.5 of 5 stars (17) Very good
    1 Bedroom / 2 Bathrooms / Sleeps 4
    Overview Reviews (17) Make Enquiry
    Amenities & Details
    • Internet Access
    • Washer
    • Refrigerator
    • Hot Tub
    • Dryer
    • Dishwasher
    • Linens Provided
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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, whale watching and strolling. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is a large pool and hot tub that is perfect... View all property information
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    4 of 5 stars Reviewed 22 April 2014
    We looked long and hard for an affordable condo rental in Wailea for 10 days (at the last minute). We've previously stayed at the Kea Lani (gorgeous beach location but no...
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    $311
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    1 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Private Outdoor...
    • Cooker
    • Satellite TV
    • Internet Access
    • Dryer
    • Linens Provided
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Wailea Ekolu is one of most sought after properties in Wailea as it is nestled on the Wailea Golf Course. The property has a quiet and private atmosphere as the buildings are spread out across the lush tropical foliage. Wailea Ekolu has two lovely pool areas as well as a large pavilion area for... View all property information
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    5 of 5 stars Reviewed 21 November 2014
    What a find. Everything that was promised was delivered. Beautiful view of the ocean and neighboring islands. Quiet and relaxing. Very comfortable furnishings and beds...
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    $230
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    1 / 26
    4.5 of 5 stars (24) Very good
    1 Bedroom / 2 Bathrooms / Sleeps 4
    Overview Reviews (24) Make Enquiry
    Amenities & Details
    • Linens Provided
    • Satellite TV
    • DVD Player
    • Refrigerator
    • Internet Access
    • Balcony
    • Dryer
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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
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    4 of 5 stars Reviewed 18 July 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...
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    $372
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    1 / 16
    5 of 5 stars (4) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 4
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Waterfront
    • Gym
    • Satellite TV
    • Refrigerator
    • Air Conditioning
    • Wi-Fi
    • Microwave
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Please ask for our Spring 2015 Specials! Come enjoy condominium living at its finest at Wailea Ekahi 17D. Located in the heart of Wailea, Maui - Wailea Ekahi 17D is a one bedroom, two bath deluxe condominium on the 2nd floor with panoramic ocean views. Enjoy fabulous ocean and outer island views... View all property information
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    5 of 5 stars Reviewed 25 October 2014
    Stayed at Wailea Ekahi 17D.Everything about this condo was PERFECT. It was well kept; pristine....the view was breathtaking. This whole community was WONDERFUL. Pool area and...
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    $2,187
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    1 / 34
    3 Bedrooms / 4 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Microwave
    • Satellite TV
    • Terrace
    • Balcony
    • Patio
    • Washer
    • Dishwasher
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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 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.