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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 / 16
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    1 / 30
    5 of 5 stars (18) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 18
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    1 / 7
    5 of 5 stars (10) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
    • DVD Player
    • Washer
    • Air Conditioning
    • Hot Tub
    • Grill
    • Patio
    • Wi-Fi
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    • Wheelchair access
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    About this property
    MARCH AVAILABILITY: Arrive Mar. 17th, depart Mar. 19th OR arrive Mar. 22nd depart Mar. 25th - $135/night plus tax and cleaning. FREE TELEPHONE TO THE MAINLAND AND CANADA. This great one bedroom condo is offered as your home during your stay on Maui. The entire unit is decorated in... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed 1 week ago
    We absolutely loved your unit. This our second time staying at Grand Champions. Everything was absolutely perfect. Nice big unit with tons of amenities. Use of the pool and...
    5 of 5 stars Reviewed January 25, 2014
    My partner and I came to Maui to run the Maui Oceanfront Marathon. We had booked a room at the Marriott for which the marathon had a room block. However, because we wanted to...
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    1 / 14
    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 / 13
    4.5 of 5 stars (2) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Air Conditioning
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    About this property
    Grand Champions 86 is perfect for two people. The living area is air conditioned and has ceiling fans, vaulted ceiling, comfortable sectional sofa, separate dining area, flat screen TV, DVD player, high speed and wireless internet. The oversize lanai offers beautiful ocean view while overlooking... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed August 21, 2014
    A very well equipped condo with starter pack of coffee (essential) and other pantry basics. The condo also included new beach towels, decent beach chairs, umbrella, beach mats...
    4 of 5 stars Reviewed August 22, 2013
    Our vacation was great starting with wonderful help from Jai! Thanks for being so gracious and helpful. Our home away from home had a patio that overlooked the #7 hole . Each day...
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    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
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    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
    Location Information
    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 February 1, 2013
    We have been staying at Elua Village every year the past 13 years. Of all the units we have rented, by far this is the best of the best. Great location and all I can say is wow...
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    1 / 24
    5 of 5 stars (1) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
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    • Satellite TV
    • Balcony
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    About this property
    Unit 181 is located in the heart of the beautiful and serene Grand Champions Villas. On the edge of the Wailea Blue Golf course, this condo is great for the golfing couple looking for a tropical getaway. Large green belts, manicured grounds and wide golf course fairways abound. Nearby shopping,... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed May 26, 2015
    This is a great condo. We were little unsure because it had no reviews but we are very happy that we booked it. It is renovated, with 2 bathrooms (each has a toilette as well...
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    1 / 78
    4.5 of 5 stars (3) Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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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
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed January 30, 2015
    We have been coming to Wailea for the past 15 years and the Golden Mandarin was by far the best place we have ever stayed. The Villa was exquisite and was stocked with every...
    5 of 5 stars Reviewed December 15, 2011
    The location and unit were perfect (except for the large sliding doors which never closed well.) We had little contact with your staff but what we had was great.
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    1 / 29
    5 of 5 stars (3) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Private Outdoor...
    • Washer
    • Ocean Views
    • Air Conditioning
    • Satellite TV
    • Grill
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    • Wi-Fi
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    • Pet-friendly
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    About this property
    Note: *** Our calendar is always up to date. Low Season Rate (Apr 16 - Dec 15) $395.00 per night High Season Rate (Dec 16 - Apr 15) $450.00 per night Are you looking for a quiet peaceful alternative vacation experience away from the hotel zone but minutes away from South Maui's best beaches,... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 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 / 16
    3 of 5 stars (2) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
    • Balcony
    • DVD Player
    • Grill
    • Shared Outdoor Pool...
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Beautifully decorated three bedroom two bath condominium on the golf course with wrap around deck and ocean/golf views. Totally renovated the summer of 2011 with granite throughout, stainless appliances, new carpet, paint and furniture. The living area is an open floor plan with ceiling fans and... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed June 7, 2012
    Everything worked perfectly (well almost). With six adults and three children under 3 1/2 using two units close by provided a perfect solution. Both units were well furnished and...
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    1 / 35
    5 of 5 stars (2) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 5 | Quick View
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    • Ocean Views
    • Shared Outdoor Pool...
    • Mountain Views
    • DVD Player
    • Wi-Fi
    • Patio
    • Washer
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Experience the REAL 'Old Hawaii' in our private unattached HOUSE, NOT a noisy condo, ohana or part of a house. 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 beautiful Maluaka beach in about 1... View all property information
    Location Information
    Wailea, Maui 96753
    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...
    5 of 5 stars Reviewed March 14, 2014
    My husband and I stayed in Rebecca and Sam's romantic cottage for our wedding/honeymoon. It was the experience of a lifetime! They were so extremely accommodating. When we arrived...
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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
    • Wheelchair access
    • Child-friendly
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    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
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed January 3, 2012
    This condo was perfect im so many ways. The location was ideal..beutiful grounds and a walk to the beach. Our unit was toward the top of the hill, but the walk was so...
    4 of 5 stars Reviewed September 13, 2011
    we liked the view and the overall condition of the condo. maui rentals was good to work with.
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    1 / 20
    4.5 of 5 stars (27) Very good
    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
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    LAST MINUTE SPECIAL $300/NIGHT FOR LAST WK IN JAN. Ekahi 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... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed January 24, 2015
    We have stayed at Wailea Ekahi many times over the past 20 years and consider it the best value on the island. We usually have stayed along the large common green that slopes...
    5 of 5 stars Reviewed December 29, 2014
    We stayed for two weeks in this lovely unit in the Wailea Ekahi complex. The complex is set in the midst of a well tended and spectacular garden setting. We have stayed in the...
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    1 / 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...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • 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
    Location Information
    Wailea, Maui 96753
    4 of 5 stars Reviewed March 26, 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 April 28, 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 / 16
    5 of 5 stars (1) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Hot Tub
    • DVD Player
    • Grill
    • Wi-Fi
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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
    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
    5 of 5 stars Reviewed February 13, 2014
    Accomodations were modern and clean. Resort is beautifully kept. I want to particualry praise the cleaning staff. The two women who came daily were amazing.
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    1 / 22
    4.5 of 5 stars (3) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
    • Mountain Views
    • Wi-Fi
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    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    This ground floor corner villa at Grand Champions Resort features three bedrooms, two baths, a fully equipped gourmet kitchen, and two lanais. Surrounded by the manicured fairways of Wailea's famed Blue Golf Course and the spectacular grounds of the Wailea Tennis Club, this quiet, well-managed... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed April 20, 2015
    The condo was spacious, clean and homely. They had everything we needed and the complex was well maintained. very close to Wailea town centre and 15 min walk to resort area. BBQ...
    4 of 5 stars Reviewed December 21, 2013
    We were a group of 6 adults and one toddler and we felt totally at home here and would definitely recommend this condo our friends. Set in an amazing area with world class...
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    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
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
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    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
    5 of 5 stars Reviewed August 21, 2013
    My Husband & I took our large family, we rented three condo's. All three were beautifully decorated, and very comfortable. We had coffee on the patio every morning, while...
    5 of 5 stars Reviewed April 18, 2012
    We had a wonderful stay at #1702 Elua. The condo was great...well-stocked kitchen, everything clean & working. The grounds were lovely & well-maintained, housekeeping was really...
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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
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    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
    Location Information
    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 / 16
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • DVD Player
    • Outdoor Dining Area
    • Balcony
    • Satellite TV
    • Grill
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Ekolu #1108. Two-bedroom, two bath Ekolu condo with breathtaking ocean view! 180 degrees spanning from West Maui, to Lanai, across Maalaea Bay, above the Wailea Resorts, past Molokini, and even beyond the island of Kahoolawe. Some condos provide fantastic sunsets part of the year, this one... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed November 11, 2011
    We booked this condo for 8 days. It was everything that had been described to us and more. The view was fantastic. Everything we needed was there, all we had to bring was our food...
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    1 / 33
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Balcony
    • Washer
    • Private Outdoor...
    • Terrace
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
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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 (2) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Grill
    • Internet Access
    • Waterfront
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool...
    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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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...
    5 of 5 stars Reviewed December 1, 2011
    Access was easy with the lock box and unit was clean and ready for our arrival. It was the perfect size for 2 couples with the king beds and the Lanai was great for Bbqing. The...
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    • Grill
    • DVD Player
    • Sauna
    • Patio
    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    TAKE ADVANTAGE OF THE BEST DEAL IN HOOLEI. 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 lanais located across from the Grand Wailea Resort and Spa on Wailea Beach.... View all property information
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    Wailea, Maui 96753
    1 / 23
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Satellite TV
    • DVD Player
    • Internet Access
    • Balcony
    • Air Conditioning
    • Private Outdoor...
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
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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
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed November 21, 2014
    What a find. Everything that was promised was delivered. Beautiful view of the ocean and neighboring islands. Quiet and relaxing. Very comfortable furnishings and beds...
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    1 / 16
    4 of 5 stars (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
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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
    Wailea Ekahi - Nicely appointed 2 bedroom, 2 bath condo with garden and partial oceanview in the Upper Village over looking the top pool. Kitchen along with both batrooms was just freshly renovated. There is a King, 2 twin beds and a queen sofa sleeper and 3 separate lanai's with a gas bbq on... View all property information
    Location Information
    Wailea, Maui 96753
    4 of 5 stars Reviewed October 31, 2012
    My family and I enjoyed our time at Ekahi. Loved the view from the balconies, and chairs and other beach equipment was there for our use. The property management was very...
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    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
    • Satellite TV
    • Hot Tub
    • Balcony
    • DVD Player
    • Washer
    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
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    About this property
    This open and spacious premium condo at The Palms at Wailea will be ideal for your island getaway! Major renovations throughout, a partial ocean view, and central A/C* are just some of the features of this gorgeous 2-Bedroom condo. Pride in ownership is apparent when entering this beautiful... View all property information
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    Wailea, Maui 96753
    1 / 77
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    • Satellite TV
    • Patio
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    • Hot Tub
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • 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 September 19, 2013
    This was a beautifully appointed rental in a wonderful location. For a family, this is fantastic as the Wailea Beach Villas are right on the beach and next door to a great...
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    1 / 25
    4.5 of 5 stars (16) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
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    About this property
    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. Keawakapu Beach is world famous for its long sandy beach, great snorkeling, and the most magnificent sunsets imaginable. In the winter the whales can be seen cavorting off of this beach as well as sea turtles... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed September 18, 2013
    Great accommodations! Comfortable and clean - just a hop skip and a jump away from a great beach. Chairs, beach mats, beach towels on hand - quiet property. Perfect hideaway for...
    5 of 5 stars Reviewed August 15, 2013
    Great place, close to beach, beautiful grounds. Management company is very efficient.
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    1 / 16
    5 of 5 stars (10) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • x
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    About this property
    About this condo: Wailea Elua Village #2306 is a two bedroom, two bath second floor unit with beautiful ocean and mountain views that has been completely remodeled and upgraded with marble floors and granite counter tops, all new appliances, all new furniture, all new fixtures, top of the line Sony... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed January 30, 2015
    The condo was extremely comfortable and very well equipped. The views of the ocean and the grounds were fantastic and the sounds of the waves crashing and the birds singing were...
    5 of 5 stars Reviewed January 16, 2014
    We had a perfect 14 day vacation at Wailea Elua. The complex is beautiful - well kept, manicured, clean and quiet.The location was perfect - we had easy access to all the other...
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    1 / 40
    4 of 5 stars (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Balcony
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    • Satellite TV
    • Shared Outdoor Pool...
    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 fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long walking beach. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is a large pool and hot tub that is perfect for... View all property information
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    Wailea, Maui 96753
    4 of 5 stars Reviewed June 25, 2013
    We loved the location and views from our units. The pool was warm and quite nice despite having many restrictions. The units were clean and nice looking however many of the...
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    1 / 41
    5 of 5 stars (21) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Grill
    • Mountain Views
    • Washer
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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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 October 26, 2015
    First, the Ekahi village of townhouses is an excellent place to stay. All units are minutes from the beach or one of 3 pools. Unit 11F is in one of the best locations: right...
    5 of 5 stars Reviewed September 17, 2015
    My wife and I are in our early fifties and stayed at Ekahi Village 11f with our son and his girlfriend for ten days in late August, 2015. We cannot say enough good things about...
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    1 / 22
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Hot Tub
    • Mountain Views
    • Outdoor Dining Area
    • Satellite TV
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    • Air Conditioning
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Come enjoy the pleasure of a private Maui vacation villa while getting the personal service of a five-star hotel at Wailea Beach Villas – Penthouse vacation home. Offering high-end private living, you will have the Hawaiian getaway of a lifetime! Become enchanted by over 10 acres of lush grounds,... View all property information
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    Wailea, Maui 96753
    1 / 26
    4.5 of 5 stars (5) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long walking beach. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is a large pool and hot tub that is perfect for... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed July 30, 2013
    Unit 604 definitely met and surpassed our expectations. The booking process, checking in, and checking out were a breeze. We were a large group, with 3 units rented (from...
    5 of 5 stars Reviewed April 27, 2013
    I was hesitant to book this condo because I couldn't find enough reviews. However, we were very happy with this 2 bed, 2 bath unit. The price for the size and the Wilea location...
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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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    • Elder access
    • x
    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 / 86
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • 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 / 26
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • 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
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    Wailea, Maui 96753
    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
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
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    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
    Location Information
    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...
    4 of 5 stars Reviewed May 8, 2014
    Rental facility was excellent. Capable of accomadating my family of 6 without feeling crowded. 10 Minute walk to the beach. 5 minute walk to shopping. Close to several restaurants...
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    1 / 27
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Shared Outdoor Pool...
    • Waterfront
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Special Spring 2016 Rates ! Please ask. Wailea Ekahi Village 53C is a fully renovated, 2 bedroom/2.5 bath townhouse with ocean views from the upstairs bedrooms and private downstairs lanai. It has 1575 sq. feet of living space. The master bedroom suite offers a king bed, sitting area, TV, DVD, a/c... View all property information
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    Wailea, Maui 96753
    1 / 24
    4 of 5 stars (6) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Internet Access
    • Hot Tub
    • DVD Player
    • Washer
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    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
    • x
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    About this property
    Welcome to your home away from home! This beautifully remodeled 2-bedroom condo is a guest favorite. You'll enjoy the open layout, as well as the many upgrades that this condo has to offer. Entering the condo, you'll find yourself in the spacious and bright living room, which has been newly... View all property information
    Location Information
    Wailea, Maui 96753
    4 of 5 stars Reviewed October 26, 2014
    We cannot seem to branch out from the Palms at Wailea having stayed here a dozen or more times in the last decade. We have used many units for many purposes bring anywhere from 2...
    5 of 5 stars Reviewed December 19, 2011
    Whats not to like in Paradise?! We had a great time! The condo was in a perfect location, a great to place to stay. Very comfortable, and relaxing.
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    1 / 19
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    • Waterfront
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Please ask for our Spring 2016 rates ! Wailea Ekahi 27B offers Ocean views from the upstairs master bedroom Living area and Lanai. The master bedroom has a king bed, ocean view and en-suite bath. The guest bedroom has a new Queen bed and beautiful garden view. Both bedrooms have air conditioning... View all property information
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    Wailea, Maui 96753
    1 / 16
    5 of 5 stars (12) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
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    • DVD Player
    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    About this property
    A note from the owner: Wailea Elua Village #1305 boasts 3 bedrooms (king bed in the master, queen bed in the 2nd bedroom and 2 twin beds in the 3rd bedroom) and a prime oceanfront ground floor location just steps from the white sands of Elua Beach. The master bedroom looks down over the living room... View all property information
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    Wailea, Maui 96753
    4 of 5 stars Reviewed July 13, 2014
    We really enjoyed our stay at Elua Village 1305. The proximity to the beach was outstanding as was the sunsets each and every night. Three beds and baths with 6 people make life...
    5 of 5 stars Reviewed July 4, 2013
    We stayed in #1305 and it was amazing!!! Fantastic location with an unobstructed view of the ocean. It's a two story 3 bedroom unit with each room having it's own bathroom. It...
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    1 / 42
    4 of 5 stars (33) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Balcony
    • Terrace
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    • Private Outdoor...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Unit #102 is located in the closest building to the beach in the entire complex. This condo has a fully equipped kitchen, AC and a washer and dryer. The condo has a king size bed in the master and two twin beds in the guest room that can be made up into a king bed upon request. There is a sofa bed... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed August 26, 2013
    We stayed at Ekolu #102 for 4 nights. It was probably the best property we stayed in for our 2 weeks in Hawaii. The property was close to all the sights and it was equipped with...
    5 of 5 stars Reviewed August 9, 2013
    We were scheduled to fly from Denver to Maui at the same time tropical storm Flossie was headed to Hawaii. Our flight got canceled and we could not get another flight to Maui...
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    1 / 13
    4 of 5 stars (7) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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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
    This is a great property with a real tropical 'Tommy Bahama' feel...Upscale furnishings and attention to detail complete this two bedroom two bath apartment. It is a first floor location with a spacious covered lanai-perfect for reading the latest novel or enjoying a nap . Each room has a ceiling... View all property information
    Location Information
    Wailea, Maui
    4 of 5 stars Reviewed July 19, 2013
    Stayed here with my son from June 19 to June 24, 2013. Condo is lovely and well furnished including more than adequate kitchen equipment. We enjoyed our stay - lanai is...
    3 of 5 stars Reviewed July 18, 2013
    A group of 50+ of us rented condos in Grand Champions or Wailea/Kihei, we compared several condos. #36 is nicer inside than other condos in Grand Champions or others in...
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    1 / 80
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • 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
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed March 12, 2014
    This villa is the most luxurious, well-equiped, and superbly located villas/hotels that we have stayed in in the Wailea area. The views from the penthouse building at WBV are...
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    1 / 27
    5 of 5 stars (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
    • Washer
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    • DVD Player
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    • Satellite TV
    • Parking
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
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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
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    Wailea, Maui 96753
    5 of 5 stars Reviewed September 18, 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 April 24, 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 / 19
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
    • Internet Access
    • Shared Outdoor Pool...
    • Hot Tub
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
    About this property
    Choose from our selection of PREMIER oceanview units. This is our preferred property choice for those looking to be within walking distance to the beach and the other hotels, restaurants, and shops in Wailea for under $500/night. Please be sure to tell us how many are in your party, how many... View all property information
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed May 31, 2015
    "This was a fantastic stay. The accommodation was booked through mauivacationadvisors.com. The agency represents many properties. They were a huge help, offering suggestions...
    5 of 5 stars Reviewed May 30, 2015
    The apartment was large, open, airy and spacious and as a mature couple travelling with another family with 2 kids, we were grateful not to be on top of one another. Tho not...
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    1 / 42
    5 of 5 stars (87) 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
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • 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 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...
    5 of 5 stars Reviewed July 28, 2015
    My family and I truly enjoyed loved our stay at Aloha Kai Suite and the Wailea Beach Villas. Beautifully decorated, clean, kitchen had everything you needed, and of course the...
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    1 / 33
    4.5 of 5 stars (31) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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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 nearby Ulua and Mokapu Beaches are a quick drive down the hill from the 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
    Location Information
    Wailea, Maui 96753
    5 of 5 stars Reviewed 3 weeks ago
    Stayed here for 1 week with my family and thoroughly enjoyed it. Very spacious - 2 big bedrooms, 2 washrooms, a huge living room and a kitchen stocked full of utensils. Having an...
    5 of 5 stars Reviewed October 6, 2014
    We stayed in unit 48 for 9 nights in mid-September. We were extremely pleased with our stay, and I'm hoping that this post is helpful for others. This unit was in much better...
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    1 / 46
    4.5 of 5 stars (6) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
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    • Child-friendly
    • x
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    • x
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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
    Location Information
    Wailea, Maui 96753
    4 of 5 stars Reviewed December 22, 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 August 21, 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 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Balcony
    • Satellite TV
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    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    Grand Champions 123 is located in a quiet setting in Wailea. Large green belts, manicured grounds and wide golf course fairways abound. To the east, views of Mt. Haleakala, the world’s largest dormant volcano. To the west, the sparkling blue Pacific Ocean. A quieter, more peaceful resort, this... View all property information
    Location Information
    Wailea, Maui 96753
    Wailea Vacation Rentals

    Wailea is a great destination if you are looking to relax, unwind, and soak up some sun. With its amazing beaches and luxurious spas, it is a pampering and refreshing vacation that you will never want to return from. Why go back to a simple hotel room when your accommodations can make you continue feeling like royalty even after the activities of the day are done? With a wide variety of vacation rentals, from cozy condos to large beachside villas, you can experience Wailea like one of the locals in your very own rental home no matter what your budget or space needs are.

    A Wailea Vacation

    No matter how you like to relax, there is sure to be a great place to do it in Wailea. From an indulgent day at the Spa Grande to tee time at Wailea Old Blue Course, it is full of ways to treat yourself and have a great time. If you're feeling adventurous, Hawaiian Sailing Canoe Adventures allows small groups to enjoy sailing in an outrigger canoe, or if you just want to relax on the beach, Keawakapu is a perfect choice for everything from sunning to snorkeling. Whatever the day's adventures bring, choosing a vacation rental to stay in means you can go back to the privacy and comfort of your very own rental home away from home for a truly authentic experience.

    Family-Friendly Wailea

    From exploring the beaches to catching a dinner show at Honua'ula Luau, there are a variety of great experiences for children when vacationing to Wailea. With vacation rentals, you can rent a property to accommodate nearly any size family, and it is a fantastic excuse to bring everyone along. Without having to pay for extra hotel rooms, it can also be a great money saver when traveling with a large group. Enjoying a Wailea vacation with the entire family at your very own rental home will be sure to create wonderful memories for years to come.