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Condos in Wailea, HI

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All 196 Rentals in Wailea
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From
$875
Per Night
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1 / 14
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1 Bedroom, 2 Bathrooms, Sleeps 3
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$249
Per Night
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1 / 21
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1 Bedroom, 1 Bathroom, Sleeps 2
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$3,592
Per Week
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1 / 19
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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$250
Per Night
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1 / 23
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1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
We are pleased to offer our new 1 bedroom,1 bath upper level condo for rental. It has been redecorated throughout, is newly furnished and equipped to high standards, is very comfortable and located in well maintained lush Ekahi Village. The condo is close to the best of everything we enjoy, 3+... View all property information
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5 of 5 stars Reviewed 15 September 2014
I thoroughly enjoyed my time at the condo, a few little issues which were actually my fault but these were seen to immediately. All the facilities that you would want, Weather...
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From
$300
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1 / 35
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1 Bedroom, 3 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Ocean Views
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
We recently remodeled our condo with all new upgraded tumbled travertine-style flooring, new window shades and new furniture. Why stay in a resort hotel like the Four Season or the Grand Wailea when you can save 2/3 of the cost and not have to purchase every meal in a resort hotel? You'll have a... View all property information
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From
$2,315
Per Night
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1 / 78
3 Bedrooms, 3 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
In November 2014, Wailea Beach Villas was awarded three accolades by Conde Nast Traveler’s Readers Choice Awards. Newest designations for Wailea Beach Villas: No. 1 Resort in Hawaii with a rating of 94.242, No. 11 in the Top 25 Resorts in the U.S., and Top 100 Hotels & Resorts in... View all property information
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From
$213
Per Night
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1 / 23
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1 Bedroom, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Wailea Ekahi is a wonderful beachfront complex. It boasts 4 pools, a great beach side pavilion . It is part of the Wailea Golf association, so you can enjoy a discount at all the famous Wailea golf courses, or join the Wailea tennis club nearby. 43 B is a single-level, ground floor condominium... View all property information
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1 of 5 stars Reviewed 27 September 2014
I booked this condo in July as 3 of us are attending a conference. I was notified that my final payment was due, which I paid promptly. On Mon. I received a notification that my...
5 of 5 stars Reviewed 3 April 2014
We ran across this particular condo because we needed to fill in 3 additional days on our recent stay in Maui. The only regret is we didn't know about it earlier. The condo itself...
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From
$313
Per Night
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1 / 8
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1 Bedroom, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Located on world famous Keawakapu Beach in Wailea, Ekahi Village is one of the most sought after locations. Our totally renovated condo offers complete privacy, but is only steps to the beach. Unwind after a day at the beach or pool by watching our 46' Sony Bravia flat screen with surround sound... View all property information
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4 of 5 stars Reviewed 27 February 2013
My husband and I stayed in this unit for 3 weeks another couple joined us for 2 weeks. The owner was easy to work with and provided all the needed information to make our stay...
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From
$1,371
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1 / 84
3 Bedrooms, 4 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
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About this property
*As of March, 2015 the decor in E202 is being updated and improved. Some decor may be different than in the current photos. New photos coming soon. In November 2014, Wailea Beach Villas was awarded three accolades by Conde Nast Traveler’s Readers Choice Awards. Newest designations for Wailea Beach... View all property information
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From
$374
Per Night
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1 / 24
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1 Bedroom, 2 Bathrooms, Sleeps 5
Booking
Details Reviews (2) Make Enquiry
Amenities & Details
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
SEPTEMBER 2/3 OFF! 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... View all property information
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5 of 5 stars Reviewed 15 May 2014
For me as an artist, staying at Sam and Rebecca's cottage, inspired a number of drawings, photographs and watercolors. My husband was able to disconnect from electronic media and...
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From
$282
Per Night
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1 / 15
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1 Bedroom, Sleeps 2
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Looking for a completely remodeled, gorgeous condo? Experience one of Wailea's finest........... EVERYTHING in this beautifully appointed unit is BRAND NEW and is professionally decorated. The ground floor condo features high end finishes and furnishings which include: beautiful custom walnut... View all property information
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5 of 5 stars Reviewed 14 May 2014
We travelled to Maui in March, stayed for two weeks in a lovely condo at Grand Champions, Wailea. We went with 10 other friends, who also rented condos there. The manager...
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From
$446
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1 / 19
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
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About this property
Two bedrooms and two baths in this garden view condo. The Master bedroom has a king bed and the second bedroom has a queen bed, allowing this unit to sleep up to four people. This ground floor unit is tiled in all of the common areas and carpeted in the bedrooms. The living area is a great place to... View all property information
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3 of 5 stars Reviewed 26 November 2014
Grand Champions 033 is a spacious condo, but the décor and fittings are very tired. We had difficulty accessing the unit on the Sunday we arrived as the information on the website...
4 of 5 stars Reviewed 14 October 2014
Hospitality - very ok. The property had all the facilities described. Location ok. I liked best that it was quiet and clean.
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From
$459
Per Night
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1 / 19
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
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About this property
Beautifully furnished two bedroom Condo overlooking the Golf Course. The kitchen has been recently renovated. This unit offers many upgrades throughout and has many new furnishings. The bedrooms have all new furniture and the master bedroom features a beautiful wooden canopy bed. The accommodations... View all property information
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From
$238
Per Night
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1 / 11
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2 Bedrooms, 3 Bathrooms, Sleeps 8
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Our spacious Wailea Ekolu Condominium is fully appointed and includes phone, radio, CD/DVD player, cable TV, and WiFi Internet connection. Three flat screen TVs have been installed. Personal touches for your enjoyment and convenience. This unit is a 2,000-square-foot townhouse, occupying both the... View all property information
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From
$426
Per Night
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1 / 12
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Internet Access
  • Safe
  • Satellite TV
  • Shared Outdoor Pool...
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This luxury condo was designed to mirror a Balinese tree house. Completely remodeled with Hi-Tech Appliances. 2nd floor unit ~ stairs. 4 dining seats on Lanai, 3 indoor bar stools. This renovated 1 BR/ 1 BA unit features Italian plastered walls, mango and concrete counter tops, koa wood... View all property information
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3 of 5 stars Reviewed 17 November 2011
The condo was just fine, truly just average. We rented from Kumulani Vacations. I notice that since our visit, the unit is no longer on vrbo so we could not review on the vrbo...
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From
$300
Per Night
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1 / 25
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Deluxe Gorgeous 2 bdrm 2ba luxury condo in Wailea, World's Best award-winning island of Maui Excellent condition and location. Minutes from everything; beaches, golf, tennis, shopping, restaurants, beach-side walks, luxurious pool and park-like grounds * IMPORTANT* Please check link for website at... View all property information
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From
$363
Per Night
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1 / 17
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2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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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From
$181
Per Night
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1 / 25
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1 Bedroom, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Beautiful 1 BR/2 bath 908 square foot interior + 200 square foot lanai overlooking thed7th fairway of the Blue Golf Course in exclusive Wailea Maui. Maui's best beaches, top notch dining, golf and tennis are 5-10 minutes walking distance. Enjoy sunsets and ocean views from lanai! Our completely... View all property information
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From
$1,690
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1 / 23
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4 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Mountain Views
  • Private Outdoor...
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Welcome to Nani Pulelehua ('Beautiful Butterfly'), a luxurious panoramic ocean view estate. 1.5 miles from beaches, dining and shopping. A perfect spot for adults & kids! So close to everything yet private and spacious, away from any crowds. Features 4 bdrms w/ 4 King beds (2 masters), + queen... View all property information
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From
$5,632
Per Night
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1 / 21
4 Bedrooms, 5 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Grill
  • Gym
  • Internet Access
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Slip into your own personal haven on the south coast of Maui. Home to the most discerning guests, Andaz Maui at Wailea's oceanfront, residential-style beach villas offer a secluded hideaway, just steps from the sands of Mokapu Beach. With the ocean as your backdrop, entertain on your own outdoor... View all property information
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From
$247
Per Night
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1 / 38
1 Bedroom, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
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, whale watching and strolling. 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
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4 of 5 stars Reviewed 22 April 2014
We looked long and hard for an affordable condo rental in Wailea for 10 days (at the last minute). We've previously stayed at the Kea Lani (gorgeous beach location but no...
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From
$260
Per Night
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1 / 22
1 Bedroom, 2 Bathrooms, Sleeps 2
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
We are pleased that our properties at the Palms at Wailea have been chosen to be featured in the number 1 selling book 'Maui Revealed' and their website. These properties were chosen because of their superior quality and great rates! The fabulous Keawakapu Beach is just a short 10 minute stroll... View all property information
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5 of 5 stars Reviewed 24 November 2013
I helped my sister and brothers find these condos for our stay in Maui. It was shocking to our entire extended family how large and nice these condos are at the Palms of Wailea...
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From
$263
Per Night
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1 / 16
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Grill
  • Gym
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Waterfront
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Please ask about our Spring 2015 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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From
$407
Per Night
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1 / 23
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Beautiful three bedrooms, two bath condominium on the golf course with wrap around deck and ocean/golf views. Totally renovated in the fall of 2010 with granite throughout, stainless steel appliances, new carpet, paint and furniture. The living area is a large open floor plan with ceiling fans and... View all property information
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5 of 5 stars Reviewed 9 October 2014
My friends an i find the Grand Champions condos to be quiet an peaceful. It's close to three great golf courses and several good restaurants. We live in Honolulu, where we have...
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From
$1,446
Per Week
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1 / 22
1 Bedroom, 2 Bathrooms, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Ocean Views
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Relax and enjoy this spacious one bedroom condo with amazing Ocean and Golf Course Views. This modern and stylish one bedroom condo is over 900 square feet with a private lanai. Enjoy Vaulted Ceilings in this top floor unit in a two story building. New in 2015: - Master King Bedroom Furniture... View all property information
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From
$463
Per Night
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1 / 16
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
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 Masterbath 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 the... View all property information
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From
$4,381
Per Night
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1 / 35
4 Bedrooms, 5 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Designed by world-renowned architect Tan Hock Beng, Hale Kumulani is a magnificent home built around a grass courtyard. Boundaries between indoors and out are blurred, with walkways connecting bedroom suites to the main living areas. Located directly across the street from the exquisite white sand... View all property information
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From
$263
Per Night
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1 / 24
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Gym
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Pool closure notice: The pool will undergo renovations May 4 - June 8, 2015. During this time, there will be no access to the pool area. We are offering specials of 20% off all reservations at this time. This 2-bedroom condo is comfortably appointed, and located in a great spot on property. The... View all property information
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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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From
$282
Per Night
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1 / 24
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Gym
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Pool closure notice: The pool will undergo renovations May 4 - June 8, 2015. During this time, there will be no access to the pool area. We are offering specials of 20% off all reservations at this time. Welcome to your home away from home! This beautifully remodeled 2-bedroom condo is a guest... View all property information
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4 of 5 stars Reviewed 26 October 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...
2 of 5 stars Reviewed 19 April 2013
We stayed here April 11 - 20, 2013. This is actually a relatively nice unit. Great patio deck with pass through window from kitchen. Nice decorations and televisions. I like...
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From
$1,996
Per Night
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1 / 7
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Spend your vacation at Ho'olei luxury villas at Grand Wailea on Maui! Located just minutes from the world-class Grand Wailea Resort Hotel & Spa on Maui's southern shore, each two-story villa offers a luxurious home in paradise. Every villa has three bedrooms and 3.5 baths with finely appointed... View all property information
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From
$501
Per Night
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1 / 18
1 Bedroom, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Safe
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Aloha! 29F is located in the lower village and has arguably the best view in Ekahi Village. This professionally remodeled unit comes with all the amenities of a five star hotel, yet all the comforts of home. Ocean front gourmet kitchen, lanai and living room. Pool and beach are just steps away.... View all property information
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5 of 5 stars Reviewed 10 October 2013
My husband and I stayed at Unit 29F Oct. 1 - Oct. 6, 2013. It was our first trip to Maui and our first experience renting a condo vs. staying at a resort. We definitely made the...
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From
$310
Per Night
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1 / 25
1 Bedroom, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Dryer
  • Grill
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
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
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From
$412
Per Night
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1 / 31
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Beautiful place! You really thought of everything. Your condo was absolutely perfect for our family. Will highly recommend your condo to all. With a guest book filled with comments like these, unit 1507 is your choice for a lovely vacation stay. Unit 1507 was recently renovated and is well located... View all property information
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From
$562
Per Night
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1 / 38
2 Bedrooms, 2 Bathrooms, Sleeps 7
Details Reviews (14) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
The Wailea Elua is the premier ocean front property in Wailea. Situated right on Ulua Beach, it has one of the best locations in Wailea. There are miles of spectacular walking paths that follow the ocean as well as the gorgeous property; lush with tropical landscaping. There is a large pool and hot... View all property information
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4 of 5 stars Reviewed 9 April 2013
We stayed here for five nights in January. There are a lot of really wonderful things about the unit - the location in Wailea, the beach access through a quick trail (less than 5...
1 of 5 stars Reviewed 25 June 2011
The title says it all. We had made our reservations 4 months prior to our arrival, but the owner decided she wanted to stay in her unit with her friends the same week were...
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From
$233
Per Night
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1 / 37
1 Bedroom, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
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
Make Enquiry
From
$720
Per Night
View Details
1 / 41
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (18) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Nestled in a quiet lower village setting right on the green belt, our Maui home has recently undergone a complete professional remodel. The ceiling has a real Hawaiian feel with beams and matting, we've opened the kitchen to the living room and created two master suites with private bathrooms. The... View all property information
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5 of 5 stars Reviewed 22 November 2014
The Ekahi Village 11f has been beautifully updated; with lovely finishings, an extraordinarily well stocked kitchen and views from the shady Lani to enchant you, it is hard to...
5 of 5 stars Reviewed 1 October 2014
Communication and booking was very smooth and easy by working through Peggy the owner, she is very prompt and informative and a very nice person. The condo unit has obviously been...
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From
$274
Per Night
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1 / 25
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
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
Make Enquiry
From
$239
Per Night
View Details
1 / 29
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (13) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
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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From
$175
Per Night
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1 / 27
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (10) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
FREE HIGH SPEED WIRELESS INTERNET AND UNLIMITED PHONE CALLS TO US MAINLAND AND CANADA!! Experience island life in our luxury, spacious, one bedroom. This rental is offered to you directly from a local couple intent on providing you with the ultimate vacation rental... View all property information
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From
$401
Per Night
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1 / 16
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Grill
  • Gym
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Beautifully decorated three bedroom two bath condominium on the golf course with wrap around deck and ocean/golf views. Totally renovated the summer of 2011 with granite throughout, stainless appliances, new carpet, paint and furniture. The living area is an open floor plan with ceiling fans and... View all property information
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1 of 5 stars Reviewed 15 January 2015
Overall first impression looked good, until we started to unpack. We went to turn up the ceiling fan in the Master, and the fan was about to fly off the ceiling with the noise...
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From
$1,371
Per Night
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1 / 83
3 Bedrooms, 4 Bathrooms, Sleeps 8
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Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
In November 2014, Wailea Beach Villas was awarded three accolades by Conde Nast Traveler’s Readers Choice Awards. Newest designations for Wailea Beach Villas: No. 1 Resort in Hawaii with a rating of 94.242, No. 11 in the Top 25 Resorts in the U.S., and Top 100 Hotels & Resorts in... View all property information
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5 of 5 stars Reviewed 14 August 2014
We rented Castaway Cove, Unit C201 at the Wailea Beach Villas on Maui in July 2014. This unit is managed by Tropical Villas Vacations. Our first visit to Maui and "wow" what a...
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From
$412
Per Night
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1 / 42
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
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
Make Enquiry
5 of 5 stars Reviewed 4 November 2014
We absolutely loved our stay at the Palms in unit 1503. This 2 bedroom, 2 bathroom suite was perfectly located on the ground floor, with access from the patio to the large...
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From
$870
Per Night
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1 / 60
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (14) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
nd premium channel packages, krups, gourmet kitchen with an extensive range of equipment and supplies including many famous name brands such as williams sonoma, pottery barn, lutron lighting, luggage racks, desk with office supplies, reidel, fax/printer/scanner/copier, walk-in laundry room with... View all property information
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5 of 5 stars Reviewed 17 January 2012
Spending our 35th anniversary here, in the beautiful Island Oasis Villa, could not have been more perfect. The owners of this villa know what they’re doing. Heavenly beds...
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From
$313
Per Night
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1 / 11
1 Bedroom, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Wailea Ekahi Village - 1 bedroom, 2 bath condo with a calming garden view located in the Upper Village. Features a freshly remodeled kitchen, new King size bed, sofa sleeper, air conditioning, complimentary Wifi and bbq on your lanai. TAT #W 06219089-01 Additional amenities include: games, gas... View all property information
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From
$494
Per Night
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1 / 19
2 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Grill
  • Gym
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Waterfront
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Please ask for our Spring 2015 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 and... View all property information
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From
$175
Per Night
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1 / 25
1 Bedroom, 1 Bathroom, Sleeps 2
Details Reviews (19) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
HI. TAX ID# W70092255-01 Great Deal for a luxury rental in wailea. Contact us soon LAST MINUTE SPECIAL - : NOV 19-21, 2NIGHTS, $125/NT. + 13.42% Hi. Tax + $90 cleaning fee OTHER OPENINGS: PLEASE SEE OUR STUDIO PROPERTY, #132551 '.....Since we could only rent your... View all property information
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5 of 5 stars Reviewed 23 June 2014
Condo was very clean and with chocolates upon arrival. Beautiful island décor and kitchen was well stocked with basics to prepare meals. Plenty of furniture to store your...
5 of 5 stars Reviewed 21 June 2014
We loved very minute of our stay in the "Secret Garden" apartment. The property is spotlessly clean, well-equipped and beautifully furnished. We enjoyed breakfasts on the lanai...
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From
$343
Per Night
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1 / 34
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (25) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
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
Make Enquiry
2 of 5 stars Reviewed 2 March 2015
Location is wonderful, and the grounds are a welcome sight for vacationers. The unit is large and probably one of the best for ocean views. However, it could use a lot of...
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From
$363
Per Night
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1 / 19
1 Bedroom, 2 Bathrooms, Sleeps 4
Details Reviews (11) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
1 bedroom 2 bath unit, recently remodeled with high end finishes. Vaulted ceilings create bright, spacious surroundings with plenty of room for the whole family. The master bedroom has a cal king bed with a private bath and dressing area. There is also a private lanai off the bedroom.The living... View all property information
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From
$244
Per Night
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1 / 14
1 Bedroom, 1 Bathroom, Sleeps 2
Details Reviews (14) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Located on the second floor, this studio offers stunning ocean views! It is furnished with a queen size bed, new flat screen TV and DVD, full kitchen, washer/dryer, air conditioning and ceiling fan, and a gas grill on the lanai. A fully remodeled kitchen, bath and dressing area sets our Ekahi... View all property information
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5 of 5 stars Reviewed 11 December 2013
Wonderful, wonderful studio condo on second floor. Super clean, and newly refurnished and redecorated including the lanai which was fabulous for BBQing in the evening and...
5 of 5 stars Reviewed 2 August 2013
Gorgeous condo with walking distance to gorgeous beaches with great snorkeling, newly renovated kitchen including everything from soy sauce to Tupperware, a small gas BBQ grill...
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From
$274
Per Night
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1 / 32
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (8) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
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
Make Enquiry
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Wailea Vacation Rentals

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

A Wailea Vacation

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

Family-Friendly Wailea

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