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Vacation Rentals in Wailea, HI

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    All 193 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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    $3,646
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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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    $2,546
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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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    $304
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    1 / 8
    5 of 5 stars (17) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 5
    Overview Reviews (17) Make Enquiry
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    $242
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    1 / 23
    5 of 5 stars (8) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (8) 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 27 April 2015
    We cannot say enough great things about our stay at this property. Dennis does an amazing job with the details. Everything from fresh fruit everyday, to many of the basic...
    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...
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    $231
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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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    $263
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    1 / 16
    4 of 5 stars (9) Very good
    1 Bedroom / 2 Bathrooms / Sleeps 4
    Overview Reviews (9) Make Enquiry
    Amenities & Details
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Wailea Ekahi Village is a beautifully terraced property located at the entrance to the resort community of Wailea. This relaxing low-density property consists of 54 two-story buildings spread out over thirty-four acres of immaculate tropical landscaping. Keawakapu Beach fronting the property is... View all property information
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    5 of 5 stars Reviewed 15 February 2013
    We stayed at 24B in Ekahi in October and had a great stay. It is about a 200 yard walk from the condo down to what I would have to say is one of the best beaches on Maui. We...
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    $243
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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
    Amenities & Details
    • Stereo System
    • DVD Player
    • Shared Outdoor Pool...
    • Satellite TV
    • Wi-Fi
    • Mountain Views
    • Waterfront
    • There Are Tennis...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • 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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    $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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    $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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    $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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    $231
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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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    $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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    $3,491
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    1 / 19
    5 of 5 stars (17) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (17) 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 28 April 2015
    Beautiful view and spacious condo perfect for family of young or older children. Kids' bedroom has queen bed and single bed so was great for our three children. Short walk to...
    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!
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    $433
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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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    $833
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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
    Special Spring and Fall 2015 Rates. Please ask ! Relax and spread out in more than 3300 interior feet of custom home with designer furnishings. The tropically furnished living area with vaulted ceiling offers HD TV, DVD, IPod dock, and wireless internet, all in an intimate yet spacious room. The... 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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    $446
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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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    From
    $1,642
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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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    $242
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    1 / 30
    5 of 5 stars (7) Excellent
    Amenities & Details
    • Cooker
    • Dryer
    • Shared Outdoor Pool...
    • Linens Provided
    • Balcony
    • Washer
    • DVD Player
    • Air Conditioning
    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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    5 of 5 stars Reviewed 26 January 2015
    Six Adults stayed here comfortably. We found the condo easily and it was more than we expected. It was spacious, clean, fully equipped, large kitchen. One of the bedrooms was...
    5 of 5 stars Reviewed 21 April 2014
    This condo was incredible, clean, well equipped. We had access to the pool, jacuzzi, tennis courts, it was across the street from the medical conference I went to at the Marriot...
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    $505
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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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    $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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    $416
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    1 / 11
    5 of 5 stars (6) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Hot Tub
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    A Note From the Owner: You will love the extra space in this remodeled supersized two-bedroom, two-bath Elua condo. With nearly 300 square feet more than the typical Elua two-bedroom unit, you can spread out, relax and truly enjoy your stay in paradise. Our large lanai, living room and master... View all property information
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    5 of 5 stars Reviewed 26 October 2014
    We stayed at Wailea Elua 2107 for a week in October. The view from the front lanai is outstanding and the rear lanai is very private. We used the barbecue once and it worked fine...
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    $1,210
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    1 / 76
    5 of 5 stars (1) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Gym
    • Dryer
    • Shared Outdoor Pool...
    • Deck
    • Internet Access
    • Water Views
    • DVD Player
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    le reminder that our posted “Affordable Luxury” rates apply for all reservations. Reserve at anytime, subject to availability. If we have availability, you get our posted already-affordable special reduced rates, even for last minute reservations. Rates vary by season, but are always an exceptional... View all property information
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    $967
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    1 / 60
    5 of 5 stars (14) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (14) Make Enquiry
    Amenities & Details
    • Refrigerator
    • Stereo System
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    le boxes with netflix hbo and premium channel packages, krups, gourmet kitchen with an extensive range of equipment and supplies including many famous name brands such as williams sonoma, pottery barn, lutron lighting, luggage racks, desk with office supplies, reidel, fax/printer/scanner/copier,... View all property information
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    5 of 5 stars Reviewed 17 January 2012
    Spending our 35th anniversary here, in the beautiful Island Oasis Villa, could not have been more perfect. The owners of this villa know what they’re doing. Heavenly beds...
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    $424
    / Night
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    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Dryer
    • Waterfront
    • Hot Tub
    • Deck
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The Wailea Elua is the premier ocean front property in Wailea. Situated right on Ulua Beach, it has one of the best locations in Wailea. There are miles of spectacular walking paths that follow the ocean In addition the property has two swimming pools with hot tubs. It has an ocean front barbecue/... 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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    $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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    1 / 18
    4.5 of 5 stars (27) Very good
    1 Bedroom / 2 Bathrooms / Sleeps 4
    Overview Reviews (27) Make Enquiry
    Amenities & Details
    • Waterfront
    • Air Conditioning
    • TV
    • Wi-Fi
    • DVD Player
    • Washer
    • There Are Tennis...
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    20B is a delightful, spacious condo in the Lower Village of Ekahi, at the bottom of the hill and closest to the beach. In fact it's only a 2 minute walk to world renowned Keawakapu Beach! And because the walk path is nearly level, you avoid hiking up the hill after being at the beach all day --... View all property information
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    5 of 5 stars Reviewed 24 January 2015
    We have stayed at Wailea Ekahi many times over the past 20 years and consider it the best value on the island. We usually have stayed along the large common green that slopes...
    5 of 5 stars Reviewed 29 December 2014
    We stayed for two weeks in this lovely unit in the Wailea Ekahi complex. The complex is set in the midst of a well tended and spectacular garden setting. We have stayed in the...
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    1 / 16
    4.5 of 5 stars (15) Very good
    1 Bedroom / 2 Bathrooms / Sleeps 4
    Overview Reviews (15) Make Enquiry
    Amenities & Details
    • Grill
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    About this condo: You will love the elegance of this remodeled one-bedroom, two-bath Elua condo. You can spread out, relax and truly enjoy your stay in paradise. Our large lanai, living room and master bedroom are ocean facing, with a spectacular panorama of ocean and the west Maui mountains framed... View all property information
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    5 of 5 stars Reviewed 30 January 2012
    Managed by Destination Resorts, Maui, the Elua village rental unit was on a spectacular , beach, in a beautiful, low-rise[2 story] low density, gated , luxury condo development...
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    $389
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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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    $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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    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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    $4,257
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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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    From
    $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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    From
    $242
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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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    From
    $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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    $242
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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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    $765
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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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    $310
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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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    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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    From
    $242
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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
    $254
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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
    • Satellite TV
    • Dishwasher
    • Dryer
    • Linens Provided
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Internet Access
    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
    $193
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    1 / 31
    5 of 5 stars (6) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 4
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • DVD Player
    • Dryer
    • Shared Outdoor Pool...
    • Hot Tub
    • TV
    • Mountain Views
    • Stereo System
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Aloha, E Komo Mai..... Welcome to Hale Makamae-Maui, a recently renovated luxury first floor condo in Wailea's premier Grand Champions Villas. Our home is unit #103 on the east side of the complex. Spend your vacation enjoying this 1 bedroom, 2 bath unit that provides ample space to spread out,... View all property information
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    4 of 5 stars Reviewed 23 April 2014
    I must say this was the best condo we have rented in Maui, for being very generous with stocking you up with supplies. Soaps and paper towels in kitchen, in bathrooms-shampoo and...
    5 of 5 stars Reviewed 10 September 2013
    I can't say enough great things about this condo. It is centrally located in Wailea (we mostly walked everywhere). Beyond what you'd expect from a Hawaii rental (i.e. wi-fi and...
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    $480
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    1 / 29
    5 of 5 stars (3) Excellent
    Amenities & Details
    • There Are Tennis...
    • Watersports Nearby
    • Dryer
    • Air Conditioning
    • Satellite TV
    • Washer
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Note: *** Our calendar is always up to date. Low Season Rate (Apr 16 - Dec 15) $395.00 per night High Season Rate (Dec 16 - Apr 15) $450.00 per night Are you looking for a quiet peaceful alternative vacation experience away from the hotel zone but minutes away from South Maui's best beaches,... View all property information
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    5 of 5 stars Reviewed 27 July 2014
    We were traveling with our three kids and we really liked the house. Very comfortable with enough space for every one. By looking at the pictures we knew what to expect and were...
    5 of 5 stars Reviewed 8 July 2014
    The wife and I and are 3 children (9, 9 and 3) stayed here for 8 nights! Looked at many homes in Maui and man did I nail it with this one! Perfect location, perfect owners...
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    From
    $1,332
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    Amenities & Details
    • Hot Tub
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    change until you secure your villa of choice with a partial deposit payment and a completed rental agreement. Additional amenities include: marble floors, and umbrellas. gourmet kitchen with an extensive range of equipment and supplies including an espresso-maker, good quality cutting knives,... View all property information
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    From
    $322
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    1 / 10
    4.5 of 5 stars (10) Very good
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Stereo System
    • DVD Player
    • Watersports Nearby
    • Washer
    • Waterfront
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • x
    About this property
    Welcome to our piece of Maui Paradise. We are the new (December 2010) proud owners of this wonderfully remodeled 1 bed 2 bath Ekahi Village Condo. Living on the U.S. East Coast, Maui is our Tropical escape from the cold winters and hot humid summers, we have fallen in love with South Maui's sun,... View all property information
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    3 of 5 stars Reviewed 4 March 2015
    We arrived for a 2 week stay and by the end of the third day, we couldn't stand the road noise. You couldn't enjoy any time on the lanai reading,or lounging. We could barely...
    4 of 5 stars Reviewed 8 September 2014
    The condo was very nice , well maintained with quality renovations. The BQ was electric and I am a chef so that was one thing I didn't like and the towels were not very clean. The...
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    $304
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    1 / 10
    5 of 5 stars (5) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • DVD Player
    • Dryer
    • Water Views
    • Stereo System
    • Grill
    • Shared Outdoor Pool...
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Please visit our personal website listed below to view our guestbook with comments from many of our previous happy guests!!!! We have photographed our guestbook so you can see for yourself how much our past guests have loved our condo. Click on the Guestbook tab of our personal website . Welcome... View all property information
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    5 of 5 stars Reviewed 17 February 2015
    Great Condo. Location was terrific. Jan was fantastic to work with, even transferred our deposit to the following year,due to us having to cancel!
    5 of 5 stars Reviewed 7 April 2013
    We spent 8 wonderful nights in Grand Champions. Location was perfect, 5 minutes to Big Beach and Shops at Waliea. Condo was clean and tons of space. We had two teenage girls and...
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    $547
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    1 / 41
    5 of 5 stars (18) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (18) Make Enquiry
    Amenities & Details
    • Wi-Fi
    • Water Views
    • Stereo System
    • Washer
    • TV
    • Ocean Views
    • Ping Pong Table
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Nestled in a quiet lower village setting right on the green belt, our Maui home has recently undergone a complete professional remodel. The ceiling has a real Hawaiian feel with beams and matting, we've opened the kitchen to the living room and created two master suites with private bathrooms. The... View all property information
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    5 of 5 stars Reviewed 22 November 2014
    The Ekahi Village 11f has been beautifully updated; with lovely finishings, an extraordinarily well stocked kitchen and views from the shady Lani to enchant you, it is hard to...
    5 of 5 stars Reviewed 1 October 2014
    Communication and booking was very smooth and easy by working through Peggy the owner, she is very prompt and informative and a very nice person. The condo unit has obviously been...
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    $414
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    1 / 18
    5 of 5 stars (29) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 3
    Overview Reviews (29) Make Enquiry
    Amenities & Details
    • Watersports Nearby
    • Air Conditioning
    • Staffed Property
    • Satellite TV
    • Waterfront
    • Stereo System
    • Water Views
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    COMPLETELY REMODELED, REFURNISHED & PROFESSIONALLY DECORATED. A true 'Paradise in Maui' awaits you in our beautiful, ocean view, upper floor, 1 bedroom, 2 bath condo (1160 sf) in the Lower Village of Wailea's spectacular ocean front Ekahi Village. The condo can accommodate up to 3 guests, but is... View all property information
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    4 of 5 stars Reviewed 24 October 2014
    What a lovely appointed condo with so many wonderful attributes. We found the unit in perfect condition with comfy beds & large bathooms.The Lanaii was a great size & we had...
    5 of 5 stars Reviewed 26 July 2014
    Just returned from Maui and Wailea Ekahi 7G delivers everything promised. The unit is beautifully decorated and has every imaginable amenity. The kitchen is extremely well...
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    $407
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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
    • Balcony
    • Internet Access
    • Shared Outdoor Pool...
    • Waterfront
    • Microwave
    • Refrigerator
    • Satellite TV
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • 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.