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Vacation rentals in Wailea, HI

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    All 183 Rentals in Wailea
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    $3,808
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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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    $2,214
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    1 / 35
    5 of 5 stars (2) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 5
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    $253
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    1 / 21
    5 of 5 stars (7) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
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    $3,645
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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
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    $254
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    1 / 23
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    We are pleased to offer our new 1 bedroom,1 bath upper level condo for rental. It has been redecorated throughout, is newly furnished and equipped to high standards, is very comfortable and located in well maintained lush Ekahi Village. The condo is close to the best of everything we enjoy, 3+... View all property information
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    5 of 5 stars Reviewed 15 September 2014
    I thoroughly enjoyed my time at the condo, a few little issues which were actually my fault but these were seen to immediately. All the facilities that you would want, Weather...
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    $997
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    1 / 19
    5 of 5 stars (7) Excellent
    3 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Enjoy more than 2700 feet of comfortable yet lavish, uniquely and professionally decorated living space. The great room is aptly named with vaulted ceiling, HD TV, DVD, wireless internet and formal dining area. Tropical blue and turquoise colors convey a serene ambiance comparable to the pristine... View all property information
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    5 of 5 stars Reviewed 28 December 2014
    Definitely a great condo. Ho'oeli isn't a wonderful property. Pool is outstanding. Massage poolside-definitely get one! Mercedes is amazing. Condo has comfy beds, elevator if...
    5 of 5 stars Reviewed 23 July 2014
    Our vacation rental was clean, spacious, quiet and most importantly, had great views. If you are looking for a great family rental on your vacation, I highly recommend Ho'Olei!
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    $305
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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
    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Ocean Views
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    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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    $216
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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
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    $273
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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
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
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    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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    $318
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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
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    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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    $305
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    1 / 15
    5 of 5 stars (1) Excellent
    1 Bedroom / Sleeps 2
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • 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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    $452
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    1 / 19
    3.5 of 5 stars (3) Average
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • 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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    $466
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    1 / 19
    2 of 5 stars (1) Poor
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • 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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    $241
    / Night
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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
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    $502
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    1 / 19
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Waterfront
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Please ask for our Spring 2015 rates! Wailea Ekahi 27B offers Ocean views from the upstairs master bedroom Living area and Lanai. The master bedroom has a king bed, ocean view and en-suite bath. The guest bedroom has a new Queen bed and beautiful garden view. Both bedrooms have air conditioning and... View all property information
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    $305
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    1 / 25
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    From
    $1,715
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    1 / 23
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Mountain Views
    • Private Outdoor...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    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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    $1,518
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    1 / 78
    5 of 5 stars (1) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    an glass cooking range, juicer, two coffee makers with timers, integrated sub-zero wine/refrigerator with dual-climate wine storage and two sub-zero refrigerator/freezers with ice maker, various condiments and cooking supplies including sugar packets, answering machine, wool berber carpets, full... View all property information
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    $265
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    1 / 30
    5 of 5 stars (5) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 2
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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
    $1,264
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    1 / 66
    5 of 5 stars (10) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (10) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    of soap and paper products and cleaning supplies stocked., in villa security and alarm system. double pane windows and glass doors, dvr in great room, private elevator, espresso machine, various condiments and cooking supplies including sugar packets, answering machine, wool berber carpets, ceran... View all property information
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    $253
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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
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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
    $470
    / Night
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    1 / 16
    4 of 5 stars (1) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Wailea Ekahi - Nicely appointed 2 bedroom, 2 bath condo with garden and partial oceanview in the Upper Village over looking the top pool. Kitchen along with Masterbath was just freshly renovated. There is a King, 2 twin beds and a queen sofa sleeper and 3 separate lanai's with a gas bbq on the... View all property information
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    $375
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    1 / 16
    5 of 5 stars (2) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 2
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • 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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    $432
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    1 / 12
    4 of 5 stars (2) Very good
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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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    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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    $380
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    1 / 27
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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
    $159
    / Night
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    1 / 7
    5 of 5 stars (9) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (9) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    FREE TELEPHONE TO THE MAINLAND AND CANADA. APRIL AVAILABILITY: Arrive Apr. 8th, depart April 12th - Call or email for pricing . SUMMER PRCING BEGINS: MAY AVAILABILITY: Arrive May 7th, depart May 23rd OR Arrive May 27th, depart June 13th. $125/night plus tax (13.416%) and cleaning. For... View all property information
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    5 of 5 stars Reviewed 25 January 2014
    My partner and I came to Maui to run the Maui Oceanfront Marathon. We had booked a room at the Marriott for which the marathon had a room block. However, because we wanted to...
    5 of 5 stars Reviewed 3 February 2013
    Three of us (wife, toddler girl and myself) rented this place in early January. The condo is just the right size for us. We love the location. It's in an upscale area of Maui...
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    $235
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    1 / 29
    5 of 5 stars (6) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Our professionally decorated spacious 2 bedroom 2 bathroom air conditioned condo has been tastefully furnished in modern decor with tropical accents. Our condo has a terrific layout with the bedrooms being on opposite sides of the condo. Each has its own private washroom, flat screen TV and... View all property information
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    5 of 5 stars Reviewed 18 September 2013
    Once again, I loved everything about this condo. Beautiful first class furnishings, close to wonderful beaches in Wailea & Makena, & great shopping. The extra touches like the...
    5 of 5 stars Reviewed 20 November 2012
    The condo was beautifully furnished. We appreciated all the extras that made this stay so relaxing like the Tommy Bahama beach chairs, boogie boards, beach towels, & beach...
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    $267
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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
    • Balcony
    • Dishwasher
    • Dryer
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • ?
    • ?
    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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    1 / 27
    5 of 5 stars (10) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    FREE HIGH SPEED WIRELESS INTERNET AND UNLIMITED PHONE CALLS TO US MAINLAND AND CANADA!! Experience island life in our luxury, spacious, one bedroom. This rental is offered to you directly from a local couple intent on providing you with the ultimate vacation rental... View all property information
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    $177
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    1 / 24
    1 Bedroom / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
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    • ?
    About this property
    Unit 181 is located in the heart of the beautiful and serene Grand Champions Villas. On the edge of the Wailea Blue Golf course, this condo is great for the golfing couple looking for a tropical getaway. Large green belts, manicured grounds and wide golf course fairways abound. Nearby shopping,... View all property information
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    $279
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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
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    $508
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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
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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 of 5 stars (6) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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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    $406
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    1 / 15
    5 of 5 stars (21) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 4
    Overview Reviews (21) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Completely remodeled, this is the spot you dream of when you think ocean front island luxury. Fall asleep listening to the waves. Sweeping, close in ocean views from every room- even the shower! Our exceptional 1090 sf 1+ bedroom, 2 bath condo is unique at Wailea Ekahi Village offering premier... View all property information
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    5 of 5 stars Reviewed 27 November 2014
    We finished a five week vacation in Australia & New Zealand and were looking for a condo we can rest & relax for a week,before going home to New York. Well we found it in 11E .It...
    5 of 5 stars Reviewed 1 July 2014
    Beautiful 1 bedroom 2 Bath condo. Fully stocked with everything needed from Beach Chairs and towels to all linens and appliances. Super clean and comfortable. The master bedroom...
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    $406
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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
    • Air Conditioning
    • Balcony
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • 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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    $1,264
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    1 / 32
    5 of 5 stars (5) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Gym
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    About this property
    'Wailea Beach Villas is the #1 Specialty Lodging in Wailea' - Trip Advisor 'Wailea Beach Villas is one of the top 100 hotels in the USA' - Conde Nast Readers Choice Award The Wailea Orchid is an amazing 3 bedroom / 3 full baths penthouse villa located in the prestigious Wailea Beach Villas.... View all property information
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    From
    $368
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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
    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    From
    $349
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    1 / 14
    5 of 5 stars (1) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    About this property
    Aloha! Welcome to magical, mystical, mythical Maui. My intimate, meticulously maintained one bedroom two bath condo is located on the 15th hole of the legendary Wailea Old Blue Golf Course. If you are searching for a first class yet budget friendly Wailea Resort accommodation, you will find that... View all property information
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    From
    $253
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    1 / 26
    4.5 of 5 stars (17) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (17) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • ?
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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
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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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    $1,556
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    1 / 22
    1 Bedroom / 2 Bathrooms / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Ocean Views
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Relax and enjoy this spacious one bedroom condo with amazing Ocean and Golf Course Views. This modern and stylish one bedroom condo is over 900 square feet with a private lanai. Enjoy Vaulted Ceilings in this top floor unit in a two story building. New in 2015: - Master King Bedroom Furniture... View all property information
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    $146
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    1 / 14
    5 of 5 stars (21) Excellent
    Studio / 1 Bathroom / Sleeps 2
    Overview Reviews (21) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Hot Tub
    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    NEXT AVAILABLE SHORT OPENINGS AS LISTED ABOVE: SPECIAL, UNIQUE STUDIO IN THE HEART OF WAILEA. YOU MIGHT PAY LESS, BUT YOU CAN'T GET MORE FOR YOUR MONEY! SEE CALENDAR FOR NEXT AVAILABLE DATES. Add $75 one time cleaning fee and 13.42% Hi. tax to all nightly rates.... View all property information
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    5 of 5 stars Reviewed 1 October 2013
    Secret Studio is ideal for two, comfortable, very well equipped and furnished and comes with exhaustive notes on everything inside and locally. The complex is very convenient for...
    5 of 5 stars Reviewed 29 September 2012
    We enjoyed every minute while staying at the condo. The facility provided everything we wanted or needed including beach toys that we would have had to purchase. The location was...
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    $225
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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
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    From
    $240
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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
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • ?
    • ?
    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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    $380
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    1 / 31
    5 of 5 stars (3) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Beautiful place! You really thought of everything. Your condo was absolutely perfect for our family. Will highly recommend your condo to all. With a guest book filled with comments like these, unit 1507 is your choice for a lovely vacation stay. Unit 1507 was recently renovated and is well located... View all property information
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    From
    $1,645
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    1 / 71
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    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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    From
    $324
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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
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • 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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    $2,214
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    1 / 31
    5 of 5 stars (16) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (16) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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
    $870
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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
    • Air Conditioning
    • Balcony
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • 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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    $311
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    1 / 19
    5 of 5 stars (1) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 2
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Please ask for our Spring 2015 Special Rates!! This beautiful condo has been upgraded throughout. It has a king bed, air conditioning in the living room, bedroom and ceiling fans throughout. The extended lanai runs the full length of the condo. Conveniently located, this condo is just a short walk... View all property information
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    5 of 5 stars Reviewed 16 July 2014
    Very well appointed unit and beautifully maintained grounds. Went over for my niece's wedding. We had a pre-wedding function with 15 people and everything had we needed...
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    $426
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    1 / 19
    3 of 5 stars (1) Average
    1 Bedroom / 2 Bathrooms / Sleeps 2
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Wailea Ekahi 14D is an Ocean View condominium in Wailea Ekahi's acclaimed Lower Village. There are amazing panoramic ocean views from this condominium home ! You will feel like you are on top of the world as you look out from the second floor onto the Greenbelt and over the blue Pacific Ocean. The... 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.