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Condos and Vacation Rentals in Wailea, HI

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    Travelers to Wailea are booking February dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 23
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 15
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    5 of 5 bubbles (8) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    5 of 5 bubbles (1) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    50A is the perfect blend of luxury and value. Less than a 5 minute walk from Ekahi's beach front pool (or 1 minute to two other pools) and outfitted to offer the comforts of home, this condo is perfect for your Hawaii vacation. Ekahi 50A is a spacious 1BR/ 2 bath condo offering great comfort and... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 bubbles Reviewed 3 weeks ago
    Wailea is a little slice of Heaven. There are views galore from the lanai and sunsets like you wouldn’t believe. The beach accessible through the property has beautiful soft...
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    1 / 28
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Bring the most special person in your life to our beautiful condo. Our condo has one of the best ocean views in ekolu. Experience the pleasure of tropical living in a quiet and relaxing environment. Enjoy a tranquil retreat overlooking the ocean with breathtaking views of Molokini. Completely... View all property information
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    Wailea, Maui 96753
    1 / 22
    5 of 5 bubbles (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Children's Pool
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    About this property
    Live luxuriously while on vacation! Beautiful Hawaiian art, travertine floors, granite countertops, tall bath vanities, and elegant new furniture make this condo a place of comfort and serenity. The two bedrooms are private, each with an en suite bathroom. The master bedroom offers a California... View all property information
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    Wailea, Maui 96753
    5 of 5 bubbles Reviewed 3 weeks ago
    Between the location (walking distance to shopping, great restaurants, grocery stores, coffee and of course THE BEACH) and how nice the condo was made our vacation something our...
    5 of 5 bubbles Reviewed November 1, 2015
    Stayed in this really nice 2 bedroom/2 bath (upstairs) condo that was in a great location in Wailea, Maui. It is located near the Shops of Wailea, beaches, and restaurants (such...
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    1 / 24
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    TAKE ADVANTAGE OF THE BEST DEAL IN HOOLEI. SPECIAL CANCELLATION RATE IS FOR MINIMUM 7 NIGHT BOOKING DURING 5/7-17/2016. Check availability and BOOK before its gone! Newly built state-of-the-art luxury townhome. Beautiful three bedroom, three and one-half baths, 3363 square foot villa with large... View all property information
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    Wailea, Maui 96753
    5 of 5 bubbles Reviewed 5 days ago
    Well stocked kitchen, very nice bathrooms, ample sized bedrooms except the smaller one downstairs. Good location.
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    1 / 21
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    QUIET PRIVACY IN PARADISE This is a luxurious one-bedroom two-bath ground floor villa tucked away in a private and quiet corner in one of the nicest locations in the property. Often the only sound you will hear is the waves crashing on the nearby beaches. The Palms at Wailea is one of the upscale... View all property information
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    Wailea, Maui 96753
    1 / 25
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
    • Mountain Views
    • Ocean Views
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    • Pet-friendly
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    • x
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    About this property
    Beautifully furnished and well appointed, with gorgeous views and 3 large Lanais. This is a very comfortable "home away from home" with many special amenities, full kitchen and BBQ. Newly remodeled and next to the Quiet Upper Pool, it is private, quiet and very spacious 1550 sq ft. Surrounded by... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 bubbles Reviewed July 24, 2016
    This is the perfect place to stay while exploring Maui. The Condo is in a superb landscaped setting and is fully equiped with everything that you are likely to need. If you read...
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    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    About this property
    Beautiful 2BR/2BA Condo in Wailea located in the amazing Grand Champions Villas complex. Only a 5 minute walk to the beach, Grand Champions provides a luxurious, relaxed vibe in the beautiful town of Wailea. Close to numerous restaurants, shops and beaches. Relax in the two pools on property or... View all property information
    Location Information
    Wailea, Maui 96753
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    1 / 24
    5 of 5 bubbles (21) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 3 | Quick View
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    • Washer
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    About this property
    Enjoy sitting on your lanai enjoying spectacular ocean views in a peaceful, private 1 bedroom, 1 and 1/2 baths, 550 sq. ft. completely furnished cottage with full kitchen. This cottage has it all. Spectacular furnishings and ocean views! Completely remodeled 1 bedroom cottage in Maui Meadows... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 bubbles Reviewed October 4, 2016
    The service we received from Dennis from start to finish was top class, from the initial enquiry to follow-up questions Dennis was prompt and helpful. The additional information...
    5 of 5 bubbles Reviewed September 19, 2016
    This bungalow was EXACTLY what we had hoped for: privacy, not a resort, a Hawaiian home, a fully equipped kitchen that allowed us to choose between dining in and dining out, a...
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    1 / 74
    5 of 5 bubbles (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    About this property
    We are pleased to offer our new 1 bedroom,1 bath upper level condo for rental. It has been redecorated throughout, is newly furnished and equipped to high standards, is very comfortable and located in well maintained lush Ekahi Village. The condo is close to the best of everything we enjoy, 3+... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 bubbles Reviewed October 25, 2016
    This place is truly a paradise of sorts. Close to the beach and the condo itself is very clean, well kept and has everything you need to enjoy your stay. The Condo is stocked...
    5 of 5 bubbles Reviewed September 15, 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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    1 / 8
    4.5 of 5 bubbles (19) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 5 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    Located on world famous Keawakapu Beach in Wailea, Ekahi Village is one of the most sought after locations. Our totally renovated condo offers complete privacy, but is only steps to the beach. Unwind after a day at the beach or pool by watching our 46" Sony Bravia flat screen with surround sound... View all property information
    Location Information
    Wailea, Maui 96753
    4 of 5 bubbles Reviewed September 12, 2016
    A wonderful, spacious one bedroom condo. No view of water, just lush greenery since its a ground floor unit. Very close to pool and beach access. Wailea shopping just a short...
    4 of 5 bubbles Reviewed February 27, 2013
    My husband and I stayed in this unit for 3 weeks another couple joined us for 2 weeks. The owner was easy to work with and provided all the needed information to make our stay...
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    1 / 29
    5 of 5 bubbles (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
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    • x
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    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
    Location Information
    Wailea, Maui 96753
    5 of 5 bubbles Reviewed July 27, 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 bubbles Reviewed July 8, 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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    1 / 22
    5 of 5 bubbles (4) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
    • Mountain Views
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    This ground floor corner villa at Grand Champions Resort features three bedrooms, two baths, a fully equipped gourmet kitchen, and two lanais. Surrounded by the manicured fairways of Wailea's famed Blue Golf Course and the spectacular grounds of the Wailea Tennis Club, this quiet, well-managed... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 bubbles Reviewed September 6, 2016
    Travelled with my wife and two teenage sons. Condo was very roomy and was located on the fairway #2 of the Blue course. Was a quiet unit with very nice views towards the ocean...
    5 of 5 bubbles Reviewed April 20, 2015
    The condo was spacious, clean and homely. They had everything we needed and the complex was well maintained. very close to Wailea town centre and 15 min walk to resort area. BBQ...
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    1 / 12
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Tastefully remodeled, this two bedroom, two bath condominium has many upgrades including a new contemporary kitchen with granite counter tops and stainless steel appliances. The master bathroom and guest bathroom were beautifully remodeled in 2015. Vaulted ceilings in the living room add to the... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 bubbles Reviewed August 24, 2016
    Loved the location and amenities. Very nice kitchen and master bathroom. We would stay there again. Hope the TV gets fixed. Disappointed we were unable to watch the Olympics...
    5 of 5 bubbles Reviewed July 13, 2016
    Beautiful place, great view, great location. Spacious condo with a great floor plan and within walking distance to the Wailea Mall. The beach is a short drive away. I would love...
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    1 / 23
    4.5 of 5 bubbles (11) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Grill
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Wailea, Maui 96753
    5 of 5 bubbles Reviewed July 13, 2015
    I stayed for ten days with my two children 19 & 14. The condo is lovely, contains everything you need to make you feel that you are at home. Upon walking into the condo, you...
    5 of 5 bubbles Reviewed March 2, 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...
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    1 / 12
    5 of 5 bubbles (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
    • Balcony
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    • Waterfront
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    Reviews praise this "EXCEPTIONAL PRIME OCEANFRONT CONDO" that's just a few steps to its soft sand beach! "Sunsational" recently remodeled condo provides island living at its best in Maui's finest area, but only available to ADULT NON SMOKERS... Enjoy one of Polo's best situated and few prime... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 bubbles Reviewed August 12, 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 bubbles Reviewed July 7, 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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    1 / 35
    5 of 5 bubbles (3) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Mountain Views
    • Patio
    • DVD Player
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    • Wi-Fi
    • Porch
    • Grill
    • Ocean Views
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Experience the REAL 'Old Hawaii' in our private unattached HOUSE, NOT a noisy condo, ohana or part of a house. LEASE JUNE 1 - NOV 30 at $3,999/mo. You will feel the ocean breeze, see it and clearly HEAR the ocean on this culdesac. From deck to ocean is about 200 yards in which you can walk to the... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 bubbles Reviewed April 5, 2016
    My wife and I spent 10 days here and had a blast. It's located very close to the beach where you can hear the waves. The landscapping is beautiful and is grown up to keep you...
    5 of 5 bubbles Reviewed May 15, 2014
    For me as an artist, staying at Sam and Rebecca's cottage, inspired a number of drawings, photographs and watercolors. My husband was able to disconnect from electronic media and...
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    1 / 14
    5 of 5 bubbles (5) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Grill
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    About this property
    Fall Promo 2016 Super Specials - Please inquire !! All New Upgraded Kitchen and Baths. Grand Champions 54 offers a large 54" flat screen TV, DVD player, CD player, Ipod dock, high speed and wireless internet. The living room has air conditioning, ceiling fan and vaulted ceiling with a separate... View all property information
    Location Information
    Wailea, Maui 96753
    4 of 5 bubbles Reviewed November 23, 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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    1 / 35
    5 of 5 bubbles (2) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Waterfront
    • Satellite TV
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    • Mountain Views
    • Ocean Views
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
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    • 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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    Wailea, Maui 96753
    1 / 18
    5 of 5 bubbles (30) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
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    • Grill
    • Patio
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Ekahi 1BD/2BA 20B is a beautiful, spacious condo in the LOWER VILLAGE of Ekahi, at the bottom of the hill and closest to the beach. In fact it's only a 2 minute walk to world renowned Keawakapu Beach! And because the walk path is nearly level, you avoid hiking up the hill with all your beach gear... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 bubbles Reviewed July 24, 2016
    Great. Would return. Close to beach. Comfortable beds. Beautiful community. Nice pools. Shopped at costico close by. Great value. Great patio.
    5 of 5 bubbles Reviewed March 15, 2016
    This rental is fantastic, my wife and my 2 year old went in February. Not only was the rental a great space, with nice appliances (and the sharpest chef knife I've ever had in a...
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    1 / 24
    5 of 5 bubbles (14) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 5 | Quick View
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    • Ocean Views
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Maui Rendezvous, Wailea Ekahi 33A, is a luxury (beautiful, romantic, and family friendly) 1,100 square-foot 1 bedroom 2 bath condo that sleeps 5. It is in a magnificent, lush tropical paradise resort on spectacular Keawakapu beach. Views are of a tropical garden with partial ocean and mountain... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 bubbles Reviewed September 13, 2014
    We loved the condo and the owners are great. We also loved it as a base camp for exploring the island. Very convenient to other resorts and highways. They provide everything you...
    5 of 5 bubbles Reviewed September 10, 2013
    Our family of 3 stayed at Maui Rendezvous for 4 nights in August. We had a great time! The condo was clean and spacious. It was well equipped and everything was in good...
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    1 / 25
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Special Fall Promo 2016 ! Enjoy views of Kahoolawe, Molokini and Lana’i all from this condo’s wonderful location. Vaulted ceilings, fresh paint, and brand new furnishings throughout entire condo. Comfortable living room furniture for conversing, watching a movie, or enjoying the view. A desk to... View all property information
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    Wailea, Maui 96753
    1 / 16
    5 of 5 bubbles (16) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and rocky shoreline fronting the property is exceptional... View all property information
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    Wailea, Maui 96753
    4 of 5 bubbles Reviewed May 26, 2012
    We stayed in this corner condo unit with views of Chang's beach and the southern coast of Maui. The expansive view from the balcony (glass all around) was the best part....we've...
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    1 / 21
    5 of 5 bubbles (7) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Special Deals 2016 Fall Promo Code FALLPROMO !! 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... View all property information
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    Wailea, Maui 96753
    5 of 5 bubbles Reviewed July 23, 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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    1 / 13
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • x
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    About this property
    Fall Promo 2016 Specials - Please ask! Grand Champions 122 offers a large flat screen TV, DVD Player and CD Player. The living room has air conditioning, ceiling fan and vaulted ceiling. There is a separate dining area. The lanai also has a table and chairs to enjoy the outside view. The kitchen is... View all property information
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    Wailea, Maui 96753
    1 / 16
    5 of 5 bubbles (7) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • 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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    Wailea, Maui 96753
    5 of 5 bubbles Reviewed October 26, 2014
    We stayed at Wailea Elua 2107 for a week in October. The view from the front lanai is outstanding and the rear lanai is very private. We used the barbecue once and it worked fine...
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    1 / 19
    4 of 5 bubbles (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Grill
    • Waterfront
    • Wi-Fi
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
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    About this property
    Please ask about our Spring 2017 Discounted Rates! Wailea Ekahi Village #4E Second floor condominium is adjacent to a landscaped ravine and has beautiful tropical garden views. This location provides a quiet location, away from any road noise and a couple minutes' walk to the main swimming pool,... View all property information
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    Wailea, Maui 96753
    1 / 18
    5 of 5 bubbles (34) Excellent
    1 Bedroom, 3 Bathrooms, Sleeps 3 | Quick View
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    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • Shared Outdoor Pool...
    • Washer
    • Mountain Views
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    EXCELLENT LOCATION, BEAUTIFUL & PRIVATE OCEAN VIEW! Watch the surf, check out the beach and listen to the rhythm of the waves breaking onto black lava rock. Completely remodeled, refurnished & professionally decorated. Enjoy wonderful ocean, tropical gardens and Haleakala views. A true "Paradise... View all property information
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    Wailea, Maui 96753
    5 of 5 bubbles Reviewed February 19, 2016
    Every year we ask ourselves why staying in Ekahi 7G has become our favorite vacation spot? Could it be the beautiful decor we see every time we enter? Or perhaps it's because the...
    5 of 5 bubbles Reviewed July 26, 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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    1 / 16
    5 of 5 bubbles (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping. Beautiful Ulua Beach fronting the property is a... View all property information
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    Wailea, Maui 96753
    1 / 21
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Terrace
    • Balcony
    • DVD Player
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    • Spacious living room and bedroom with ocean view and vaulted ceiling • Brand new BeautyRest air-cool pillow-top king size mattress • Very quiet split ACs in living room and bedroom with separate controllers. • TV/DVD/Cable in living room and bedroom, queen-size sofa sleeper • Free Wi-Fi access,... View all property information
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    Wailea, Maui 96753
    1 / 16
    4.5 of 5 bubbles (8) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    About this condo: Wailea Elua Village #1510 is a spacious two-bedroom, two-bath ocean view condo in located just a short walk away from the property's central pool, Jacuzzi and paddle tennis courts. Newly replaced carpet, living room furniture, granite counter tops and refrigerator help make this... View all property information
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    Wailea, Maui 96753
    1 / 16
    4.5 of 5 bubbles (17) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Wi-Fi
    • DVD Player
    • Hot Tub
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    About this condo: Wailea Elua Village #1601 is an inviting ground floor one bedroom, two bath oceanfront condo plus sofa sleeper with a large wrap-around lanai: the perfect location for watching stunning Maui sunsets and enjoying the lush tropical landscaping. Imagine stepping off of your lanai and... View all property information
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    Wailea, Maui 96753
    1 / 16
    5 of 5 bubbles (16) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • DVD Player
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    A note from the owner: Welcome to Wailea Elua Village #307, our newly remodeled ground floor condo and our piece of paradise. With outstanding views, beach access through beautifully sculpted gardens, and Hawaiian-home class, it has everything you need for your Maui vacation. We've stocked our... View all property information
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    Wailea, Maui 96753
    1 / 23
    4 of 5 bubbles (3) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
    • Shared Outdoor Pool...
    • Waterfront
    • Satellite TV
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • ?
    About this property
    Great Spring 2017 Promo - Coupon Code: SPRINGSAVER Wailea Ekahi #38B is a charming condominium furnished with a King bed in the master bedroom, Queen pull out sofa sleeper in the living room, is fully air conditioned and has Free parking and wireless internet access. There are ceiling fans... View all property information
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    Wailea, Maui 96753
    1 / 16
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Private Outdoor...
    • Grill
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    A note from the owner: "Our unit overlooks a beautiful cove, where in the late afternoon, we can see the turtles swimming on the surface of the ocean and popping their heads out of the water. We especially like to see how the color of the ocean changes during the day as the sun makes it's way... View all property information
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    Wailea, Maui 96753
    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
    • Housekeeping...
    • Patio
    • Grill
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our beautiful two bedroom (with queen beds), two bath condo is in a 150-unit complex, unit #704. Our second (top) floor location allows for privacy and the ability to leave the doors wide open to welcome the tropical breezes. A short walk to fabulous Wailea beaches and an even shorter walk to the... View all property information
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    Wailea, Maui 96753
    1 / 14
    4 of 5 bubbles (18) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Balcony
    • DVD Player
    • Internet Access
    • Terrace
    • Shared Outdoor Pool...
    • Satellite TV
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • ?
    About this property
    Special Fall Promo 2016 Rates. Please Ask! A spacious two bedroom two bath condominium in beautiful Wailea. A partial ocean view, BBQ grill and comfortable lanai furniture to enjoy while relaxing in tropical breezes. The kitchen is well equipped, has granite counters and modern appliances.The... View all property information
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    Wailea, Maui 96753
    1 / 17
    5 of 5 bubbles (13) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Wi-Fi
    • Hot Tub
    • Shared Outdoor Pool...
    • Satellite TV
    • Grill
    • DVD Player
    • Air Conditioning
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • ?
    About this property
    Special Fall 2016 Promo - Please Ask ! Grand Champions #35 is an inviting third floor, two bedroom, two bath, Ocean View condo. The living room has sofa and love seat, A/C, Large Flat Screen TV, and Blu-Ray player. The newly updated kitchen has granite counters, new tile floor and full size modern... View all property information
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    Wailea, Maui 96753
    1 / 13
    4.5 of 5 bubbles (2) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Air Conditioning
    • Grill
    • Hot Tub
    • Satellite TV
    • Wi-Fi
    • Shared Outdoor Pool...
    • DVD Player
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • ?
    About this property
    Grand Champions 86 is perfect for two people. The living area is air conditioned and has ceiling fans, vaulted ceiling, comfortable sectional sofa, separate dining area, flat screen TV, DVD player, high speed and wireless internet. The oversize lanai offers beautiful ocean view while overlooking... View all property information
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    Wailea, Maui 96753
    5 of 5 bubbles Reviewed August 21, 2014
    A very well equipped condo with starter pack of coffee (essential) and other pantry basics. The condo also included new beach towels, decent beach chairs, umbrella, beach mats...
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    1 / 16
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Satellite TV
    • Balcony
    • Grill
    • Ocean Views
    • Washer
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Ekolu #1108. 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... View all property information
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    Wailea, Maui 96753
    5 of 5 bubbles Reviewed November 11, 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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    1 / 17
    5 of 5 bubbles (4) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
    • Internet Access
    • Shared Outdoor Pool...
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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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    Wailea, Maui 96753
    5 of 5 bubbles Reviewed November 14, 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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    1 / 16
    5 of 5 bubbles (10) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
    • Hot Tub
    • Wi-Fi
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    About this condo: Wailea Elua Village #2306 is a two bedroom, two bath second floor unit with beautiful ocean and mountain views that has been completely remodeled and upgraded with marble floors and granite counter tops, all new appliances, all new furniture, all new fixtures, top of the line Sony... View all property information
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    Wailea, Maui 96753
    5 of 5 bubbles Reviewed January 30, 2015
    The condo was extremely comfortable and very well equipped. The views of the ocean and the grounds were fantastic and the sounds of the waves crashing and the birds singing were...
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    1 / 16
    4.5 of 5 bubbles (20) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Private Outdoor...
    • Hot Tub
    • Wi-Fi
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and rocky shoreline fronting the property is exceptional... View all property information
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    Wailea, Maui 96753
    5 of 5 bubbles Reviewed June 9, 2015
    I wrote a more detailed review in the general "Makena Surf" area but just wanted to add here that we loved this unit and wouldn't hesitate to return. It was spacious, clean, and...
    5 of 5 bubbles Reviewed May 10, 2015
    This is a wonderful condo with an amazing view. We were thrilled with the location, amenities and would recommend it to anyone looking for a fabulous Maui getaway.
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    1 / 23
    5 of 5 bubbles (18) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Internet Access
    • Air Conditioning
    • Hot Tub
    • Patio
    • Shared Outdoor Pool...
    • Washer
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to our home! Enjoy the fantastic ocean views and luxury of our home in Wailea Elua Village - a gated, 24 acre, oceanfront community. Our home is perfectly situated in the center of the Wailea Elua Village property (Unit #701). We are 150 yards from Ulua Beach -- just a 90 second walk to... View all property information
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    Wailea, Maui 96753
    5 of 5 bubbles Reviewed October 11, 2015
    My sister and I stayed at this condo for five nights in September. The condo is in the perfect location within Elua Village. The beach and pool pavilion are only a few minutes...
    5 of 5 bubbles Reviewed August 6, 2014
    We stayed for five days in July with 2 children and 2 adults. The unit was exactly as advertised and had everything and more that we needed during our stay. The view from lanai...
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    1 / 16
    5 of 5 bubbles (12) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • Hot Tub
    • DVD Player
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    A note from the owner: Wailea Elua Village #1305 boasts 3 bedrooms (king bed in the master, queen bed in the 2nd bedroom and 2 twin beds in the 3rd bedroom) and a prime oceanfront ground floor location just steps from the white sands of Elua Beach. The master bedroom looks down over the living room... View all property information
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    Wailea, Maui 96753
    1 / 16
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Wi-Fi
    • Hot Tub
    • DVD Player
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and rocky shoreline fronting the property is exceptional... View all property information
    Location Information
    Wailea, Maui HI
    1 / 16
    5 of 5 bubbles (17) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Hot Tub
    • Wi-Fi
    • DVD Player
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Notes from the Owner: Wailea Elua Village #801 is located in the center of the Elua Village just across from the small pool and Jacuzzi area and just steps to the paddle court. Enjoy ocean views as well as secluded garden views from this quiet ground floor, two bedroom, two bath unit. The lanai... View all property information
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    Wailea, Maui 96753
    5 of 5 bubbles Reviewed May 11, 2016
    We stayed in the #801 condo in April 2016. In general, the Wailea Elua Village is a unique site. It is extremely well maintained, the surrounding park is beautiful, we had the...
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    1 / 16
    4.5 of 5 bubbles (10) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
    • Wi-Fi
    • DVD Player
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    A Note from the Owner: We chose Maui as the prefect location for our second home based on year around outstanding weather. Every day has highs in the 80s and generally bright sunshine. Our favorite hobby is golf. There are 5 courses within a few miles radius of Ekolu. Our favorites are the Wailea... View all property information
    Location Information
    Wailea, Maui 96753
    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.