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Condos and Vacation Rentals in Wailea, HI

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    Travelers to Wailea are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 23
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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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
    Location Information
    Wailea, Maui 96753
    5 of 5 stars 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...
    5 of 5 stars Reviewed March 19, 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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    1 / 20
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    About this property
    The Grand Champions Villas in Wailea are one of the fan favorite condominium properties in Wailea. Located minutes from five star resorts like the Four Seasons and Grand Wailea, this property is right where you want to be when vacationing on Maui. The Shops at Wailea, complete with high-end... View all property information
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    Wailea, Maui 96753
    1 / 41
    5 of 5 stars (25) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Grill
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    About this property
    Nestled in a quiet lower village setting right on the green belt, our Maui home has recently undergone a complete professional remodel. The ceiling has a real Hawaiian feel with beams and matting, we've opened the kitchen to the living room and created two master suites with private bathrooms. The... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed 4 weeks ago
    Probably one of the nicest vacation rentals we have experienced. Every amenity is provided from the kitchen appliances to the comfy beds and linens. A spectacular ocean view...
    5 of 5 stars Reviewed 4 weeks ago
    Our family was so impressed with our rental of Ekahi 11. It was just as it's pictured in the listing. Beautiful, clean and inviting. The owner Peggy was helpful, attentive and...
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    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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 / 20
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Look no further! This is the condo for you! The Wailea Grand Champions is one of the premier vacation rental properties on the south side of Maui in the town of Wailea. A few minutes from the property are high-end five star resorts like the Four Seasons and the Grand Wailea. Also within minutes... View all property information
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    Wailea, Maui 96753
    1 / 74
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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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
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    Wailea, Maui 96753
    5 of 5 stars 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 / 24
    5 of 5 stars (18) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 3 | Quick View
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    • Child-friendly
    • x
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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
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    Wailea, Maui 96753
    5 of 5 stars Reviewed May 21, 2016
    My other half and I decided to try this beautiful cottage for two weeks, once we found what we thought would fit our needs & wants, we booked it. Wow did we ever come across a...
    5 of 5 stars Reviewed March 1, 2016
    These photos don't do the cottage justice ! It's really special and highly recommended cottage for 2 to re-charge your batteries in. We spent 8 nights here unwinding, relaxing up...
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    1 / 15
    5 of 5 stars (1) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    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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    Wailea, Maui 96753
    5 of 5 stars Reviewed March 29, 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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    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Yard
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    • Pet-friendly
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    About this property
    This 2 bedroom 2 bath condo offers so much gracious space with its large bedrooms, the beach home offer exceptional ocean and sunset views along with breathtaking sunrise views Imagine yourself in it on the world famous sandy beache. This partial ocean view condo is the best valued vacation spot... View all property information
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    Wailea, Maui 96753
    1 / 25
    5 of 5 stars (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
    • Child-friendly
    • x
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    • x
    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
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    Wailea, Maui 96753
    5 of 5 stars 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 / 18
    5 of 5 stars (6) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 3 | Quick View
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    • Satellite TV
    • Balcony
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    • Washer
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
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    • 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. <BR><BR>Ocean front gourmet kitchen, lanai and living room. Pool and beach are just steps... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed October 10, 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 / 20
    5 of 5 stars (24) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Washer
    • DVD Player
    • Hot Tub
    • Balcony
    • Mountain Views
    • Internet Access
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our second story 3 bedroom villa with 1383 feet, is located in the beautiful Grand Champion Complex, located in the resort area of Wailea. Our corner villa offers a panoramic view of the West Maui Mountains as well as the ocean. The villa also overlooks the seventh farway of the Wailea Blue... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed June 30, 2016
    We had a fabulous time! Tony and Bev have taken well care of the home. Great advice on places to go and places to eat if you don't want to cook. Short walking distance to beach...
    5 of 5 stars Reviewed June 15, 2014
    This is one of the best condos we have ever had the pleasure to stay in while visiting Maui. I read numerous reviews which had stated how well stocked the condo was. I would...
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    1 / 26
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    The Wailea Grand Champions is minutes away from some of the nicest five-star resorts on Maui. The Four Seasons, Grand Wailea, and Fairmont Kea Lani are all within a five minute drive. That should give you a perspective on what kind of beaches, restaurants, golf courses, and shopping you are nearby!... View all property information
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    Wailea, Maui 96753
    1 / 17
    5 of 5 stars (4) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
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    • 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
    Location Information
    Wailea, Maui 96753
    5 of 5 stars 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 / 19
    5 of 5 stars (43) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Wow ! What a GREAT view! We've heard this comment many times from vacation rental guests and friends visiting our Maui Wailea, Ekahi Village condo (28D). Sweeping ocean views greet you as you enter, and are visible from nearly every room. The walk to the beach is less than four minutes.When you... View all property information
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    Wailea, Maui 96753 9532
    5 of 5 stars Reviewed May 15, 2016
    We just got back from staying in 28D and we found ourselves several times saying the condo was better than the website. The owners have done a great job outfitting the condo and...
    5 of 5 stars Reviewed March 23, 2016
    My stay at the Peabody's Condo was a visit to Paradise. The view from every room was stunning. The unit has been recently remodeled and you think you are walking into a brand...
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    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    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
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    Wailea, Maui 96753
    1 / 23
    4.5 of 5 stars (11) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
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    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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    Wailea, Maui 96753
    5 of 5 stars 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 stars 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 / 24
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Sauna
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    • Pet-friendly
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    • x
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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
    1 / 24
    5 of 5 stars (18) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Hot Tub
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    About this property
    Here's is your chance to experience this gorgeous condo at the Palms at Wailea. Newly renovated fully air conditioned, Charcoal grey bamboo floors, Whotel Pillow top Cal king mattress including the WHotel feather bed that makes you feel like your floating. There is also 2 flat screen TV's and the... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed May 26, 2016
    We loved our stay at Lawrence's condo. The condo is beautifully remodeled and well-equipped. It is located perfectly between the beaches of Wailea and the cute town of Kihei...
    5 of 5 stars Reviewed December 12, 2015
    1st off I have to say... I can't wait to go back to this space!!! My partner and I stayed In Lawrence's beautiful condo! Tasteful and stylish with its decor, with its...
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    1 / 21
    5 of 5 stars (14) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 5 | Quick View
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    • Ocean Views
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    • Pet-friendly
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    • x
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    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
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    Wailea, Maui 96753
    5 of 5 stars 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 stars 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 / 21
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Terrace
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    • Pet-friendly
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    • x
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    • 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 stars (21) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    About this condo: Wailea Elua Village #1402 is a 2nd story, one bedroom, one bath oceanfront condo complete with a fully remodeled kitchen, new carpet and a sofa sleeper. Enjoy the complimentary wireless internet service on your lanai as you enjoy the beautiful view of the sun-kissed Ulua Beach.... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed June 19, 2014
    My wife & I stayed at Elua #1402 from 5/31-6/7/14. This was our second stay in 1402 and we will undoubtedly be back. The unit is very well located within the complex as it has...
    5 of 5 stars Reviewed June 10, 2012
    My wife and I stayed at Wailea Elua 1402 from 5/27/12 to 6/4/12. We have stayed in Wailea during nearly 10 vacation trips over the past 20+ years, at the former Stouffers Resort...
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    1 / 27
    5 of 5 stars (10) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    FREE HIGH SPEED WIRELESS INTERNET AND UNLIMITED PHONE CALLS TO US MAINLAND AND CANADA!! Experience island life in our luxury, spacious, one bedroom. This rental is offered to you directly from a local couple intent on providing you with the ultimate vacation rental... View all property information
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    Wailea, Maui 96753
    1 / 35
    5 of 5 stars (3) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Mountain Views
    • Patio
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    • Porch
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    • Ocean Views
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    • Pet-friendly
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    • 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
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    Wailea, Maui 96753
    5 of 5 stars 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 stars 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 / 18
    5 of 5 stars (34) Excellent
    1 Bedroom, 3 Bathrooms, Sleeps 3 | Quick View
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    • x
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    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 stars 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 stars 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 / 18
    5 of 5 stars (2) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Grill
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    • Waterfront
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
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    About this property
    Special Spring 2016 Pricing - Please Ask. Wailea Ekahi Village 35B is where you want to be. It is the paradise you have been looking for. Walking through the landscaped grounds, you are surrounded by beautiful orchids, ginger, bougainvillea and hibiscus flowers. Both bedrooms are furnished with... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed September 15, 2015
    We stayed at Wailea Ekahi in unit 35B in October and really really enjoyed it. . A favourite happy hour spot was the upper balcony. We loved the ground floor patio and ate our...
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    1 / 20
    4.5 of 5 stars (2) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Waterfront
    • Shared Outdoor Pool...
    • Air Conditioning
    • Satellite TV
    • Balcony
    • Wi-Fi
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    This condominium home has been beautifully upgraded throughout and boasts a newly remodeled kitchen, dining room and living room. Summer 2014 new carpet was added throughout and new living room furniture greets you. The comfortable bedroom has a king bed and en-suite bathroom. There is free... View all property information
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    Wailea, Maui 96753
    1 / 16
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Hot Tub
    • Grill
    • DVD Player
    • Private Outdoor...
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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 our piece of paradise. We love time at our Makena Surf unit. Uniquely located on the second floor of B building, we see the spectacular beach and ocean view up-close-and-personal from the privacy of the second floor. Sitting on the lanai at sunset, we feel the... View all property information
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    Wailea, Maui 96753
    1 / 28
    5 of 5 stars (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Parking
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Hot Tub
    • Washer
    • Balcony
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Our beautifully renovated spacious 2 bedroom air conditioned condo has been tastefully furnished in modern decor with tropical accents. The large air conditioned Master Bedroom features a king-size bed with high end linens and a large flat screen HDTV. There is also an iPod/iPhone charger and... View all property information
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    Wailea, Maui 96753
    4 of 5 stars Reviewed August 31, 2015
    This 2 bedroom condominium has great updates with modern kitchen and bathroom facilities.Master shower is large 2 head walk in room. Washer and dryer on the lanai is a great...
    5 of 5 stars Reviewed July 23, 2014
    This home is absolutely everything you are looking for when staying in Maui. It has it all, location, privacy, amenities, comfort, security stay at what is considered an upscale...
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    1 / 23
    5 of 5 stars (20) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Parking
    • Wi-Fi
    • Washer
    • DVD Player
    • Outdoor Dining Area
    • Satellite TV
    • Hot Tub
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Great Deal for a luxury rental in Wailea. AIRFARES ARE GOING DOWN IN AUGUST....TAKE THE OPPORTUNITY TO ENJOY THE LUXURY AREA OF WAILEA FOR A GREAT RATE...... LAST MINUTE AVAILABILITY AUG 27-31 $119/NT + $100 CLEANING FEE + TAX ".....Since we could only rent your... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed April 23, 2016
    This unit was perfect for us because we did not have to bring anything else beside our basic clothes for our holidays. It has a full kitchen, washer-dryer, beach towels, beach...
    5 of 5 stars Reviewed June 23, 2014
    Condo was very clean and with chocolates upon arrival. Beautiful island décor and kitchen was well stocked with basics to prepare meals. Plenty of furniture to store your...
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    1 / 20
    5 of 5 stars (12) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
    • Mountain Views
    • DVD Player
    • Air Conditioning
    • Ocean Views
    • Washer
    • Internet Access
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Grand Champions #162 is a spacious, one-bedroom, two-bath, ocean view condo. Great 2nd floor, end-unit location for quiet and privacy. Vacation in sunny South Maui in a beautifully furnished, ocean-view condominium at Grand Champions Villas in exclusive Wailea, Maui's premier vacation destination.... View all property information
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    Wailea, Maui 96753
    4 of 5 stars Reviewed March 25, 2016
    #162 at Grand Champions was just as advertised. Nice view of the golf course with the ocean in the distance. Reasonably good view of the sunsets. The unit was very clean with...
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    1 / 23
    5 of 5 stars (10) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Grill
    • Satellite TV
    • Wi-Fi
    • Shared Outdoor Pool...
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • ?
    About this property
    Beautiful three bedrooms, two bath condominium on the golf course with wrap around deck and ocean/golf views. Totally renovated in the fall of 2010 with granite throughout, stainless steel appliances, new carpet, paint and furniture. The living area is a large open floor plan with ceiling fans and... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed October 9, 2014
    My friends an i find the Grand Champions condos to be quiet an peaceful. It's close to three great golf courses and several good restaurants. We live in Honolulu, where we have...
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    1 / 16
    5 of 5 stars (5) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Balcony
    • Waterfront
    • Shared Outdoor Pool...
    • Satellite TV
    • Grill
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Spring 2016 Specials - please inquire! Wailea Ekahi 3C is a charming one bedroom, one bath, first floor garden view condo. It is a great choice for singles or couples wanting a reasonably priced condo close to the beach. The private garden setting is great for relaxing and enjoying the soft sands... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed November 4, 2011
    We love staying at Ekahi Village condos. We have stayed here multiple times, this last time in 3C. What we love most is that there are no surprises, everything is exactly as...
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    1 / 21
    5 of 5 stars (1) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Wi-Fi
    • Outdoor Dining Area
    • Balcony
    • Ocean Views
    • Washer
    • Hot Tub
    • Air Conditioning
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Relax and Enjoy this spacious and modern one bedroom two bathroom condo with high end remodel. This condo is on the second floor in a two story building so you have amazing vaulted ceilings and no one above you. This is a completely private one bedroom condo with your own private lanai. There are... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed August 5, 2015
    We thoroughly enjoyed Kathleen's condo and her hospitality. The beds were comfortable. The condo had just been remodeled and was gorgeous. We could tell a lot of thought and...
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    1 / 42
    5 of 5 stars (88) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    • Balcony
    • DVD Player
    • Satellite TV
    • Washer
    • Grill
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Luxury awaits in this exquisite three bedroom, three full baths, 2500 square feet Penthouse Villa J205 with gorgeous ocean view. The Aloha Kai Suite is elegant and refined to the last detail--sophisticated furnishings and spectacular art. Formal entry hall. Spacious living room. Formal dining with... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed March 7, 2016
    What can I say? Stayed with some friends and everything, from the booking with Susan, to the welcome at the resort, to the finishes in the unit itself, the hi-spec TVs, the ocean...
    5 of 5 stars Reviewed August 11, 2015
    We stayed at this condo with another family for seven nights. This home surpassed our expectations. It was immaculate and easily fit our two families of four. The kitchen was...
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    1 / 30
    5 of 5 stars (18) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
    • Patio
    • DVD Player
    • Washer
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Unbelievable 2 bedroom plus den / 2 bath penthouse villa located in the prestigous Wailea Beach Villas. Second floor location with 2000 interior square feet and 375 square foot covered lanai. Formal entry hall with artwork. Spacious living room with Tommy Bahama furniture. Dining room with table... View all property information
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    Wailea, Maui 96753
    1 / 24
    5 of 5 stars (21) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Mountain Views
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Washer
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Located "down in front" on the water at Wailea Elua Village, this Second Floor AIR CONDITIONED Condominium has received a complete Custom-Designed Interior Renovation. Everything has been updated - flooring, furniture, artwork, lighting, and fixtures - including a fully upgraded kitchen with... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed September 23, 2013
    This is the condo to rent! I spent a long time looking at condos on various websites and I feel so fortunate to have found this condo! The owners are easy to work with and...
    5 of 5 stars Reviewed August 3, 2011
    This was a very beautiful, upscale condo with a wonderful, well-stocked kitchen; there was a grill so we had 3 meals in and enjoyed dining on the lanai -- gorgeous view. It was...
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    1 / 31
    5 of 5 stars (6) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Grill
    • DVD Player
    • Hot Tub
    • Shared Outdoor Pool...
    • Air Conditioning
    • Washer
    • Mountain Views
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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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    Wailea, Maui 96753
    4 of 5 stars Reviewed April 23, 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 September 10, 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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    1 / 19
    5 of 5 stars (21) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Grill
    • Internet Access
    • Patio
    • Waterfront
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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.<BR>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
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed May 17, 2016
    We love Maui and have been fortunate to stay in many beautiful condos there over the years. Ekahi 2A definitely falls into that category. Ocean views from this unit are to die...
    5 of 5 stars Reviewed December 28, 2015
    Ekahi Village 2A is an absolute dream. Bright and modern, clean and spacious, the owners have shown excellent taste in refurbishing this condo. There is nothing to improve on...
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    1 / 20
    5 of 5 stars (38) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Visit www.rainbowdeluxe.com for more info! Rainbow Deluxe is a standout 2 bedroom / 2 bath vacation home conveniently located in Maui Meadows, along the south shore of Maui, Hawaii. This 700 square foot luxury Polynesian pole cottage sits on its own quarter acre, private driveway entrance, ideally... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed May 22, 2015
    My wife and I spent the first week of our honeymoon in Rainbow Deluxe and could not have been happier! It was perfect! When we arrived there was a cornucopia of fruit, snacks and...
    5 of 5 stars Reviewed March 23, 2015
    We wanted to experience a part of our trip as the locals live and this house was perfect for our needs. Well appointed and comfortable! The beautiful garden with romantic view...
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    1 / 18
    4.5 of 5 stars (3) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Balcony
    • Waterfront
    • Grill
    • Shared Outdoor Pool...
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    This ground floor, Wailea Ekahi condominium has an ocean view. There is a king bed in the master bedroom and queen sofa sleeper in the living room. Air conditioning in both the bedroom and living room, ceiling fans throughout, portable stereo with CD player, 2 TV’s and DVD player. There are linens,... View all property information
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    Wailea, Maui 96753
    4 of 5 stars Reviewed May 7, 2014
    This was our first trip to Maui so we weren't quite sure what to expect. All I can say is that we loved it! The condo worked out brilliantly with lots of space; very well equipped...
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    1 / 35
    5 of 5 stars (2) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
    other travelers have booked this property
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    • Waterfront
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Mountain Views
    • Ocean Views
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 / 16
    4.5 of 5 stars (2) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Wi-Fi
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Wailea Ekahi 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 well-known... View all property information
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    Wailea, Maui 96753
    1 / 16
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
    • Hot Tub
    • Wi-Fi
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    About this condo: Wailea Elua Village #1702 is a newly remodeled, second floor, two bedroom- two bath condo designed with a living room, dining room and kitchen that openly flow together. New cabinets, granite counter tops, new living room carpet, two lanais and new appliances help make this unit a... View all property information
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    Wailea, Maui 96753
    1 / 18
    5 of 5 stars (30) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
    • Air Conditioning
    • Grill
    • Patio
    • Wi-Fi
    • Waterfront
    • DVD Player
    • Washer
    Suitability
    • 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 stars 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 stars 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 / 29
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Private Outdoor...
    • Washer
    • Ocean Views
    • Air Conditioning
    • Satellite TV
    • Grill
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Wailea, Maui 96753
    5 of 5 stars 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 stars 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 / 20
    5 of 5 stars (37) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Hot Tub
    • Air Conditioning
    • Washer
    • Satellite TV
    • Internet Access
    • Grill
    • Waterfront
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Our Prime Oceanfront 2 bedroom, 2 bathroom Makena Surf F304 condo in the Wailea area provides Unsurpassed Ocean Views from Molikini to West Maui Mountains. A major designer coordinated remodel and upgrade has been completed resulting in a home away from home with only highest quality finishes.... View all property information
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    Wailea, Maui 96753
    4 of 5 stars Reviewed February 27, 2016
    Welcome basket with tasty local treats greeted us! Makena Surf is a super location on Maui - front row seats to see whales in February (bring binoculars), steps from the beach...
    5 of 5 stars Reviewed February 25, 2015
    I was told about this condo in Australia and could not believe what I was told...then I arrived there and it was beyond what I could have imagined! The condo is fitted out...
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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.