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Holiday Rentals and Apartments Wailea, HI

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    Travellers to Wailea are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 75
    5 of 5 stars (11) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 43
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 28
    4.5 of 5 stars (19) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 33
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
    • Satellite TV
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    • Balcony
    • Washer
    • Private Outdoor...
    • Terrace
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    About this property
    Wailea Ekolu is one of most sought after properties in Wailea as it is nestled on the Wailea Golf Course. The property has a quiet and private atmosphere as the buildings are spread out across the lush tropical foliage. Wailea Ekolu has two lovely pool areas as well as a large pavilion area for... View all property information
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    Wailea, Maui 96753
    1 / 16
    5 of 5 stars (21) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Private Outdoor...
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    About this property
    Notes from the Owner: Come relax in the luxury and tropical splendor of Maui's premier resort, Wailea. Featuring miles of pristine beaches, magnificent sunsets and renowned cuisine, Wailea will surely be your ultimate vacation experience! The active vacationer can tee it up on one of five... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed 25 September 2014
    Ali'i Resorts welcome you when you arrive at the condo. They are gracious and informative. This is one of the cleanest and beautiful condos on the island. The view from the lanai...
    5 of 5 stars Reviewed 7 May 2014
    The staff at ali'i Resorts were very helpful and great to work with. Ekolu 312 gives you a great view of the water, especially since its on the 2nd floor. You can also see the...
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    1 / 42
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Sauna
    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Mountain Views
    • Wi-Fi
    • Children's Pool
    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Look no further!!!! Luxurious and exclusive 2 bedroom + den, penthouse unit, now offered at an AMAZING RATE!!!!!! Over 1900 sq. Ft + lanai! Panoramic ocean views, spectacular Hawaiian sunsets!!! Wailea Beach Villas VOTED #1 RESORT IN HAWAII BY CONDE NAST TRAVELER NOVEMBER 2014!!!!... View all property information
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    Wailea, Maui 96753
    1 / 16
    4 of 5 stars (9) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Wi-Fi
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    About this property
    Wailea Ekahi Village is a beautifully terraced property located at the entrance to the resort community of Wailea. This relaxing low-density property consists of 54 two-story buildings spread out over thirty-four acres of immaculate tropical landscaping. Keawakapu Beach fronting the property is... View all property information
    Location Information
    Wailea, Maui 96753
    4 of 5 stars Reviewed 12 March 2014
    We had a great time. The Ekahi condos are in a great location, the pool and gardens are one of the best in Wailea. The condo is very good with a wonderful kitchen. It is a...
    4 of 5 stars Reviewed 5 February 2014
    Nice, clean unit. As described, a bit of road noise but didn't cause any problems for us. Will try and book this unit in the future. I did leave a note that I felt the bed is too...
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    1 / 27
    3.5 of 5 stars (8) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
    • Washer
    • Satellite TV
    • Air Conditioning
    • Shared Outdoor Pool...
    • DVD Player
    • Internet Access
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
    • x
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    About this property
    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long stretch of beach. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is a large pool and hot tub that is perfect for... View all property information
    Location Information
    Wailea, Maui 96753
    4 of 5 stars Reviewed 28 April 2013
    The Palms is our favourite place to stay in Maui. Room 603 was in very good shape but we had an incident the second to last day with water from the room above but the property...
    4 of 5 stars Reviewed 29 December 2012
    Nice Condo but it's too loud, next to the road!
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    1 / 16
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
    • Hot Tub
    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    About this property
    About this condo: Wailea Elua Village #106 is a second floor, two bedroom-two bath, ocean view condo with a large lanai complete with a sun shade screen. It has a king bed in the master bedroom and a queen bed in the guest bedroom. This unit can be rented as a one bedroom during non peak periods.... View all property information
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    Wailea, Maui 96753
    1 / 23
    5 of 5 stars (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
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • x
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    • Elder access
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    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
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed 11 October 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 stars Reviewed 6 August 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 / 31
    4.5 of 5 stars (13) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
    • Hot Tub
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    The nearby Ulua and Mokapu Beaches are a quick drive down the hill from the Grand Champions Villas in Wailea. The complex is surrounded by lovely tropical gardens. It is located in the exclusive Wailea Resort. The complex offers two swimming pools, sundecks, spa tubs, restrooms, showers and... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed 18 September 2013
    From the moment we arrived we were amazed at the way the condos we rented (we had #48 as well) were decorated, furnished and stocked with anything we could possibly have wanted...
    5 of 5 stars Reviewed 13 May 2013
    We realy enjoyed our stay at the Grand Champion.The condo was well located and safe. The pools were great.The view of the sunset was fantastic from the lanai.
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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
    • DVD Player
    • Washer
    • Internet Access
    • Air Conditioning
    • Waterfront
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    Aloha! 29F is located in the lower village and has arguably the best view in Ekahi Village. This professionally remodeled unit comes with all the amenities of a five star hotel, yet all the comforts of home. Ocean front gourmet kitchen, lanai and living room. Pool and beach are just steps away.... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed 10 October 2013
    My husband and I stayed at Unit 29F Oct. 1 - Oct. 6, 2013. It was our first trip to Maui and our first experience renting a condo vs. staying at a resort. We definitely made the...
    5 of 5 stars Reviewed 29 April 2013
    This condo is in a great location with a lovely view of the ocean as you look out over flowering bougainvillea; it is spotless and beautifully and thoughtfully equipped. We had...
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    1 / 24
    5 of 5 stars (16) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 3 | Quick View
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    • Hot Tub
    • Satellite TV
    • Grill
    • DVD Player
    • Internet Access
    • Washer
    • Air Conditioning
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • x
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    • Smoking allowed
    • Elder access
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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
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed 12 December 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...
    5 of 5 stars Reviewed 20 July 2015
    The owner of this condo, Lawrence Daluz was easily available and great to work with! The condo is clean, beautiful and comfortable in most every way. This condo is placed in a...
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    1 / 25
    4.5 of 5 stars (15) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
    • Satellite TV
    • Washer
    • Shared Outdoor Pool...
    • Hot Tub
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long white sandy shoreline. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is a large pool and hot tub that is perfect... View all property information
    Location Information
    Wailea, Maui 96753
    3 of 5 stars Reviewed 27 October 2015
    Great location in complex, but unit is 25 years old and has not been updated. Needs major work and a good cleaning. Will not stay in this unit again and I recommend you don't...
    3 of 5 stars Reviewed 17 April 2015
    i wish I read the reviews as the 2012 reviews are the same as mine 3 YEARS LATER. The unit is filthy. Old gross carpet, dirty in the corners, carpet in bathroom, bathroom matts...
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    1 / 16
    5 of 5 stars (16) 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
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    • Smoking allowed
    • Elder access
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    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
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed 29 August 2014
    This was a fantastic stay. The accommodation was booked through mauivacationadvisors.com. The agency represents many properties. They were a huge help, offering suggestions...
    4 of 5 stars Reviewed 22 August 2013
    We had a wonderful stay. The service was responsive and timely, the condo very nice and the Elua Village itself is a perfect getaway for a family. The only thing I didn't like...
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    1 / 86
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Parking
    • Air Conditioning
    • Hot Tub
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Wailea Beach Villas is now ranked <b>No. 7 in the Top 25 Best Resorts in Hawaii</b> by Conde Nast Traveler's Readers' Choice Awards, published on October 20, 2015. In May 2015, the Wailea Beach Villas received TripAdvisor's prestigious Certificate of Excellence award that can only be earned... View all property information
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    Wailea, Maui 96753
    1 / 27
    5 of 5 stars (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
    • Washer
    • Balcony
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Parking
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    Our professionally decorated spacious 2 bedroom 2 bathroom air conditioned condo has been tastefully furnished in modern decor with tropical accents. Our condo has a terrific layout with the bedrooms being on opposite sides of the condo. Each has its own private washroom, flat screen TV and... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed 18 September 2013
    Once again, I loved everything about this condo. Beautiful first class furnishings, close to wonderful beaches in Wailea & Makena, & great shopping. The extra touches like the...
    5 of 5 stars Reviewed 24 April 2013
    Aloha everyone, I wanted to take the time to tell everyone who is considering to stay on Maui for some R&R; to stay at this awesome vacation rental. It is beautifully decorated...
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    1 / 74
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Wailea Beach Villas is now ranked <b>No. 7 in the Top 25 Best Resorts in Hawaii</b> by Conde Nast Traveler's Readers' Choice Awards, published on October 20, 2015. In May 2015, the Wailea Beach Villas received TripAdvisor's prestigious Certificate of Excellence award that can only be earned... View all property information
    Location Information
    Wailea, Maui 96753
    1 / 10
    4.5 of 5 stars (2) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Grill
    • Balcony
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool...
    • Satellite TV
    • Internet Access
    • Patio
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    Please visit our personal website listed below to view comments from many of our previous guests!!!! We have photographed our guestbook so you can see for yourself how much our past guests have loved our condo. Click on the Guestbook tab of our personal website.Aloha!! Welcome to our home away from... View all property information
    Location Information
    Wailea, Maui 96753
    4 of 5 stars Reviewed 15 October 2015
    Spent 7 days and nights in this condo. It is well appointed, has.nice furnishings and all that you need to have a comfortable stay. The air conditioning needs work but the owner...
    5 of 5 stars Reviewed 15 January 2015
    Three of us (2 adults and 16 yo) stayed in this condo for 2 weeks (Dec 2014) and had a relaxing and comfortable stay on our adventure filled vacation. The location of the condo is...
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • x
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    • Smoking allowed
    • Elder access
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    About this property
    Come stay with us here in sunny south Maui at our beautiful, lovingly remodeled ocean view home with private pool. There are amazing ocean views from almost all rooms in the house and the wrap around covered deck is perfect for indoor/outdoor style island living. Several beautiful white sand... View all property information
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    Wailea, Maui 96753
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    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Grill
    • Parking
    • Internet Access
    • Balcony
    • Patio
    • Satellite TV
    • Terrace
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    RECENT UPDATES INCLUDE: all new carpeting throughout, new microwave, new kitchen accessories (china, glassware, utensils, etc.), new bed linens, and powerful new air conditioner!! Welcome to Haleakala Shores: a wonderful island community with the perfect mix of owner occupied and vacation rented... View all property information
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    Wailea, Maui
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • Satellite TV
    • Secure Parking
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    • Pet-friendly
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    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Surround yourself with the lush, natural beauty of Hawaii, starting with your choice in accommodations. Maui Breeze Retreat is a luxurious, privately-owned townhome nestled in Ho’olei, located near the Grand Wailea Hotel & Spa and Four Seasons Resorts on the beautiful island of Maui. Your... View all property information
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    Wailea, Maui 96753
    1 / 10
    5 of 5 stars (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
    • Grill
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Please visit our personal website listed below to view our guestbook with comments from many of our previous happy guests!!!! We have photographed our guestbook so you can see for yourself how much our past guests have loved our condo. Click on the Guestbook tab of our personal website .Welcome to... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed 26 May 2015
    We really enjoyed our stay in Wailea! Great location, with a 10 minute walk to the beach. The condo was very comfortable, with all of the amenities of home. The bedrooms were...
    5 of 5 stars Reviewed 17 February 2015
    Great Condo. Location was terrific. Jan was fantastic to work with, even transferred our deposit to the following year,due to us having to cancel!
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    1 / 22
    4 of 5 stars (4) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    About this property
    A rare find! This 3 bedroom 3 bath multi level condominium apartment is like a private home! From the entry you can step up to the open living area with a ocean view lanai. The spacious living area can easily accommodate a family get together with the entertainment area and comfortable dining... View all property information
    Location Information
    Wailea, Maui
    4 of 5 stars Reviewed 8 July 2015
    We got married in Maui and rented this condo for my husband, his 2 grown kids and my 3 grown kids. The place is 3 levels. You walk in the front door. There are 2 bedrooms...
    3 of 5 stars Reviewed 13 February 2015
    Spacious condo located close to one of the smaller beaches. Pleasant but somewhat dated. The upkeep of smaller details could be improved/made to function.Could do with a solid...
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    1 / 26
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long sansy beach. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is a large pool and hot tub that is perfect for... View all property information
    Location Information
    Wailea, Maui 96753
    1 / 37
    5 of 5 stars (6) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Hot Tub
    • Air Conditioning
    • Housekeeping...
    • Mountain Views
    • Children's Pool
    • Sauna
    • Internet Access
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
    About this property
    GRAND WAILEA RENTAL PROGRAM BENEFITS FOR OUR GUESTS: * Complimentary on-demand transportation to and from The Grand Wailea Resort * Enjoy the use of all the pools, water slides, spa and restaurants at The Grand Wailea Resort * Exclusive charging privileges at The Grand Wailea Resort *... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed 26 November 2015
    Aloha! We have stayed at Hoku Ho'Olei for the past 4 years and I have already booked my trip for July, 2016! Love this villa and the owners. Very beautiful, comfortable and all...
    5 of 5 stars Reviewed 11 August 2014
    I must say that this was one of the best vacation rentals I've stayed at. The house, staff and property was simply amazing. Everyone there was extremely courteous, friendly and...
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    1 / 9
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Hot Tub
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    • Pet-friendly
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    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
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    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 / 36
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • Child-friendly
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    About this property
    Wailea Ekolu has several lovely pool areas as well as a large pavilion area for larger groups. There are also additional barbecue and picnic areas on the grounds with panoramic views of the ocean and the sunsets. The beautiful Mokapu and Ulua Beaches are just a 10 minute stroll down the hill from... View all property information
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    Wailea, Maui 96753
    1 / 19
    4 of 5 stars (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
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    Please ask about our Spring 2016 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
    4 of 5 stars Reviewed 27 March 2012
    This condo was very comfortable, nicely decorated and well equipped. It had an ideal location - only a 2 minute walk to the pools and beach. The condo was secluded enough to be...
    4 of 5 stars Reviewed 29 April 2011
    Second time we've stayed there, and will come again. Great unit, well equipped kitchen, quiet, close to beach and pool. Bath tub drains very slowly, but it was the same last...
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    1 / 86
    5 of 5 stars (6) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
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    • Elder access
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    About this property
    The Wailea Beach Villas is now ranked <b>No. 7 in the Top 25 Best Resorts in Hawaii</b> by Conde Nast Traveler's Readers' Choice Awards, published on October 20, 2015. In May 2015, the Wailea Beach Villas received TripAdvisor's prestigious Certificate of Excellence award that can only be earned... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed 24 April 2015
    Our family of 6, 2 teen boys and 2 teen girls, had the pleasure of staying at Bella Luna in March. It was even better than the pictures. Sure it was a splurge, but there is...
    5 of 5 stars Reviewed 16 August 2013
    One of the best vacation rentals we've ever had the pleasure of enjoying. When you calculate the price of nearby hotels, this 3 bedroom/3.5 bath condo was well worth the price...
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    1 / 19
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travellers have booked this property
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    • DVD Player
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    • Parking
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    • Internet Access
    • Balcony
    • Hot Tub
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
    About this property
    Live luxuriously while on vacation! Beautiful Hawaiian art, travertine floors, granite countertops, tall bath vanities, and elegant new furniture make this condo a place of comfort and serenity. The two bedrooms are private, each with an en suite bathroom. The master bedroom offers a California... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed 1 November 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 19 March 2015
    We spent a week in Maui for our son's first birthday. This condo was perfect for us, our little one, and my parents. The condo was clean and comfortable, beautifully furnished...
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    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Washer
    • Satellite TV
    • DVD Player
    • Grill
    • Mountain Views
    • Internet Access
    • Hot Tub
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    WE MANAGE OTHER SIMILAR BEAUTIFUL CONDOS IN WAILEA. IF THIS IS NOT AVAILABLE PLEASE CALL OR EMAIL FOR AVAILABILITY! If you are looking for a perfect get away in paradise, this is it! This luxury Palms at Wailea unit is located near the spectacular pool and Jacuzzi and all the amenities this... View all property information
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    Wailea, Maui 96753
    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Wi-Fi
    • Satellite TV
    • Patio
    • Air Conditioning
    • Ocean Views
    • Washer
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    Beautiful Wailea - 1 Block from The Shops At Wailea, Several Restaurants, Beaches, Four Seasons Hotel, Tennis Across the Street, Golf right below Condo Bus Stop and close proximity to many places. Unique Condo fully remodeled with African Mahogany wood throughout, Granite counters in kitchen, Water... View all property information
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    Wailea, Maui 96753
    1 / 46
    4.5 of 5 stars (6) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • Child-friendly
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    About this property
    Unit #805 has a fully equipped kitchen, AC in the living room, guest bedroom, and master bedroom. The unit is equipped with a washer and dryer. The condo has a California king size bed in the master bedroom and two twin beds that can be made into a king in the guest bedroom. This property features... View all property information
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    Wailea, Maui 96753
    4 of 5 stars Reviewed 22 December 2013
    Have stayed in several of the other key areas in Maui over the years...first time in Wailea and liked this location the best hands down. Condo and the whole complex very clean...
    5 of 5 stars Reviewed 21 August 2013
    Wailea Ekolu Unit 805 is a comfortable, clean, spacious, beautifully updated two bedroom/two bath condo. This first floor unit with a nice lanai has a partial view of the ocean...
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    1 / 25
    4 of 5 stars (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Unit 143 at the Wailea Grand Champions is a RARE 3 bedroom 2 bath unit with magnificent golf course views. It has been recently renovated with all new furnishings. It has a fully equipped kitchen, washer and dryer, room AC in each room as well as ceiling fans throughout. The master bedroom has a... View all property information
    Location Information
    Wailea, Maui 96753
    4 of 5 stars Reviewed 8 February 2015
    We were a group of 3 couples needing a 3 bdrm condo which can be hard to find in Maui. This is a lovely property albeit not beach side. It is much easier to drive than to walk to...
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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
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • 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
    5 of 5 stars Reviewed 3 September 2013
    Dear Helen and Steve, We had a wonderful time at your Wailea Beach Villa condo. This was our second stay (first was in 2010) and we had an even better trip this time having...
    5 of 5 stars Reviewed 29 April 2013
    My husband, two children (14 &12) and I stayed at this beautiful, Tommy Bahama decorated condo over spring break. We couldn't have been happier...the condo was everything we...
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    1 / 78
    5 of 5 stars (8) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Children's Pool
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Washer
    • Mountain Views
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    The Wailea Beach Villas is now ranked <b>No. 7 in the Top 25 Best Resorts in Hawaii</b> by Conde Nast Traveler's Readers' Choice Awards, published on October 20, 2015. In May 2015, the Wailea Beach Villas received TripAdvisor's prestigious Certificate of Excellence award that can only be earned... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed 17 September 2014
    A wonderful condo with 3 bedrooms & 3 bathrooms for six adults that was decorated with a modern touch & clean facilities. The beach is walking distance & the private pool very...
    5 of 5 stars Reviewed 10 July 2014
    We booked Aqua Lani J305 through Cary Ritt at Maui Vacation Advisers, and the villa management is provided throught Tropical Villa Vacations. From beginning to end, top to...
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    1 / 16
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • DVD Player
    • Grill
    • Hot Tub
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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
    Location Information
    Wailea, Maui 96753
    1 / 20
    5 of 5 stars (23) 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
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • 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
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    Wailea, Maui 96753
    5 of 5 stars Reviewed 15 June 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...
    5 of 5 stars Reviewed 2 August 2013
    Bev and Tony's condo at Grand Champion Villas was everything that we expected and more. The condo was very comfortable, the directions for how to get there from the airport were...
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    1 / 88
    5 of 5 stars (5) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Hot Tub
    • Grill
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    • Internet Access
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Wailea Beach Villas is now ranked <b>No. 7 in the Top 25 Best Resorts in Hawaii</b> by Conde Nast Traveler's Readers' Choice Awards, published on October 20, 2015. In May 2015, the Wailea Beach Villas received TripAdvisor's prestigious Certificate of Excellence award that can only be earned... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed 12 August 2013
    This villa was the perfect accommodation for our family of 7 adults. The ocean view from the spacious and well equipped lanai was amazing. The beautiful furnishings, luxury...
    5 of 5 stars Reviewed 7 August 2013
    We came to Maui for our daughter's Sweet 16. This condo was everything that was advertised & more. The staff at the villas were very nice and helpful. The location was great and...
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    1 / 19
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
    • Shared Outdoor Pool...
    • DVD Player
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    • Wi-Fi
    • Balcony
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    About this property
    Special Spring 2016 Rates! Please inquire. Grand Champions 163 is a delightful ground floor two bedroom tiled throughout with the exception of the bedrooms. Beautiful, Kitchen and Vanity Cabinets with Granite Counter tops. The Living room has a cozy sectional sofa, flat screen TV, DVD, wireless... View all property information
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    Wailea, Maui 96753
    4 of 5 stars Reviewed 28 August 2013
    Just right for us. Two couples that just wanted to relax and enjoy Maui. First day we bought some breakfast stuff and coffee for the week. Found the beach chairs and a Bogie...
    5 of 5 stars Reviewed 4 May 2011
    The condo was beautiful and comfortable. It had everything we needed. The area it is in is great. The development very picturesque and has beautiful views and a great pool...
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    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
    • x
    About this property
    Quiet condos located in the heart of Wailea w/ golf and tennis “out the door”. Wailea Grand Champions is an 11 acre condo property amid the Wailea Blue Gold Course and next to the Wailea Tennis Club. Please be sure to tell us how many are your party, how many adults and how many children w/ their... View all property information
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    Wailea, Maui 96753
    1 / 61
    5 of 5 stars (14) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Wailea Beach Villas is now ranked <b>No. 7 in the Top 25 Best Resorts in Hawaii</b> by Conde Nast Traveler's Readers' Choice Awards, published on October 20, 2015. In May 2015, the Wailea Beach Villas received TripAdvisor's prestigious Certificate of Excellence award that can only be earned... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed 16 January 2014
    Our condo was absolutely beautiful. Very well stocked with supplies and kitchen utensils. Also loved the beach service with chaise lounges, towels and umbrellas. Absolutely will...
    5 of 5 stars Reviewed 23 April 2013
    We loved the Island Oasis. It is beautifully decorated, stocked with everything we needed and it very close to a gorgeous beach. Tropical Villa Vacations was outstanding in...
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    1 / 24
    5 of 5 stars (11) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
    • Wi-Fi
    • Housekeeping...
    • Hot Tub
    • Satellite TV
    • Waterfront
    • DVD Player
    • Ocean Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Polo Beach Club sits on quiet Polo Beach. It is a unique building located within feet of the beach. Our home is a completely remodeled 2 bedroom 2 bath unit. We always provide daily maid service and upon arrival you will receive a complimentary fruit basket. When you first enter our home look... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed 10 December 2014
    My wife and I have stayed in many locations in Hawaii in general and Maui in particular, but, overall, none can compare to the Polo Beach Club and in particular THIS unit. While...
    5 of 5 stars Reviewed 28 November 2014
    We had seen positive reviews for #408 Polo Beach Club and really loved the pictures of the unit, so we had high expectations when we arrived at the unit. I'll have to say that...
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    1 / 25
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Mountain Views
    • Children's Pool
    • Hot Tub
    • DVD Player
    • Sauna
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This spacious, professionally decorated villa has all the comforts you expect from a five star experience. The world renowned Grand Wailea and Four Seasons Resorts are located across the street, offers a world class spa, shopping and beach. Whether you group has many children, adults or seniors,... View all property information
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    Wailea, Maui 96753
    1 / 18
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Shared Outdoor Pool...
    • Hot Tub
    • DVD Player
    • Washer
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
    About this property
    Trip Advisor Guests Describe L409 as 'Perfect & Well Worth the Money'. Visit our website for additional pictures to see why this villa is the most popular unit there based on travelers reviews. Luxurious 3000' Panoramic Oceanview Villa Available at Owner Direct Low Prices. This breath taking... View all property information
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    Wailea, Maui 96753
    1 / 12
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
    • Balcony
    • Hot Tub
    • Waterfront
    • Air Conditioning
    • Washer
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Reviews praise this 'EXCEPTIONAL OCEANFRONT CONDO' that's just a few steps to its soft sand beach! 'Sunsational' newly remodeled condo offers island living at its best in Maui's finest area. The penthouse is only available to ADULT NON SMOKERS... Enjoy Wailea-Makena and the resort's best... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed 12 August 2013
    My husband and 2 sons stayed in this beautiful condo last week. It is quite a place! Every attention to detail is incredible from the beginning correspondence from the owner until...
    5 of 5 stars Reviewed 7 July 2013
    Since our last review, we have stayed there twice. The owner has not only maintained the condo in pristine condition but has updated the master bedroom and bath. The owner is...
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    1 / 19
    3 of 5 stars (1) Average
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Shared Outdoor Pool...
    • Satellite TV
    • Waterfront
    • Terrace
    • Air Conditioning
    • Internet Access
    • Balcony
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • ?
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    About this property
    Wailea Ekahi 14D is an Ocean View condominium in Wailea Ekahi's acclaimed Lower Village. There are amazing panoramic ocean views from this condominium home ! You will feel like you are on top of the world as you look out from the second floor onto the Greenbelt and over the blue Pacific Ocean. The... View all property information
    Location Information
    Wailea, Maui 96753
    3 of 5 stars Reviewed 18 August 2011
    Good: Terrific location and view of ocean. Good value compared to adjacent places to stay, both high end and low. Bad: Air conditioner did not work on check in. Had to buy...
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    1 / 24
    4 of 5 stars (6) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Parking
    • Hot Tub
    • Internet Access
    • Washer
    • DVD Player
    • Satellite TV
    • Shared Outdoor Pool...
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    This 2-bedroom condo is comfortably appointed, and located in a great spot on property. The spacious living room opens to the Lanai, where there is ample space for stretching out and relaxing in the sun, barbecuing on your own private grill, or admiring the tropical grounds of The Palms at Wailea.... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed 15 February 2015
    This is a terrific location for a visit to South Maui. We used the whale watch rafts from the Kehei ramp. Close to Safeway, beaches with full service and beach parking. Loved...
    4 of 5 stars Reviewed 2 August 2014
    We loved the location of the property. Maui Car and Condo was great to work with. They are very reliable, retuned my email every quickly and made the process to check in very...
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    1 / 78
    5 of 5 stars (7) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The Wailea Beach Villas is now ranked <b>No. 7 in the Top 25 Best Resorts in Hawaii</b> by Conde Nast Traveler's Readers' Choice Awards, published on October 20, 2015. In May 2015, the Wailea Beach Villas received TripAdvisor's prestigious Certificate of Excellence award that can only be earned... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed 26 April 2013
    This was our second time in renting from Tropical Villa Vacations. They are always helpful with anything that we have asked. They had boogie boards ready for the boys at our...
    5 of 5 stars Reviewed 24 April 2013
    We had a wonderful time staying here. Tropical Villa Vacations does such a great job of taking care of the details. We loved the condo. So much so we had a hard time getting...
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    Wailea Holiday Rentals

    If you're flying halfway around the world to visit Hawaii then you'll want to have a comfortable stay once you get there, and there are a huge number of holiday rental properties where you can make yourself at home completely and relax and enjoy your holiday in the volcanic island paradise. Wailea is in the south of Maui, Hawaii's second biggest island, and you will need at least a week to sample all the activities that the region has to offer. Hawaii is probably not the first place you would think of for a family friendly holiday, but with beachfront condos and villas available for less than $1,000 a week, and dozens of amazing beaches all around, Wailea is great for kids and can certainly work out as a money saving option compared to the highly expensive hotels of Wailea resort.

    Things to do in Wailea

    Obviously you will be wanting to hit the beach in Hawaii, and there are many from which you can choose, such as Keawakapu Beach, surrounded by golf courses. If you don't want to spend all your time lying on one of the many south-facing beaches but aren't quite brave enough to go and climb a volcano, Wailea has many things to do for all ages, from playing golf and tennis to the inevitable shops and restaurants, all in an incredible Pacific climate. Wailea is fairly sparsely populated, with around 6,000 inhabitants, so you can also have a great time exploring the countryside nearby.

    Renting villas and condos in Wailea

    Wailea Resort is a wonderful place to visit and stay, but its planning is a bit contrived - the Wailea Community Association issue guidelines for new buildings aiming to preserve the island feel of Maui. With the additional aim of low population density, this does mean that prices even for holiday rentals may be higher than in other parts of the Hawaii island chain. But with the scary prices charged by hotels, and the extra flexibility associated with renting your own villa or condo for your family, Wailea holiday rentals still represent fantastic value for money. With air conditioning thankfully coming as virtually standard, and difficult choices of whether you'd prefer views of a volcano, a golf course, or perhaps a beach, it's an idyllic place to enjoy a great family holiday. And if you are looking for a low cost Pacific break, nothing beats buying local produce and cooking it up in your very own kitchen for the week, rather than relying on a hotel's expensive restaurants.