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Condos in Wailea, HI

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All 192 Rentals in Wailea
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From
$870
Per Night
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1 / 14
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1 Bedroom, 2 Bathrooms, Sleeps 3
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From
$248
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1 / 21
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1 Bedroom, 1 Bathroom, Sleeps 2
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$249
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1 / 23
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1 Bedroom, 1 Bathroom, Sleeps 2
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$299
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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
$311
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1 / 8
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1 Bedroom, 2 Bathrooms, Sleeps 5
Details Reviews (17) Make Enquiry
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
$1,488
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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
  • ?
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
$212
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
$372
Per Night
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1 / 24
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1 Bedroom, 2 Bathrooms, Sleeps 5
Booking
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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
$2,304
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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
$280
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
$443
Per Night
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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
  • ?
  • ?
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
$457
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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
  • ?
  • ?
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
$237
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
$361
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1 / 17
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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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
$5,604
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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
$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
$1,681
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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
$299
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
$217
Per Night
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1 / 29
2 Bedrooms, 2 Bathrooms, Sleeps 6
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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
$423
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
$235
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
$461
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
$853
Per Night
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1 / 22
3 Bedrooms, 4 Bathrooms, Sleeps 8
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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
Relax and spread out in more than 3300 interior feet of custom home with designer furnishings. The tropically furnished living area with vaulted ceiling offers HD TV, DVD, IPod dock, and wireless internet, all in an intimate yet spacious room. The gourmet kitchen is outfitted with a Wolf 30'gas... View all property information
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4 of 5 stars Reviewed 26 January 2014
Had a great stay at 24-6 Ho'olei and on Maui. The condo was very large, clean, and well appointed, everything we needed for a base of our stay. A 5 minute walk to the beach...
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From
$268
Per Night
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1 / 16
1 Bedroom, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Grill
  • Gym
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Great Spring 2015 Rates - Please Ask! Wailea Ekahi 45B is a ground floor, 1 bedroom/2 bathroom garden view condo located in the upper village. The bedroom is furnished with a king size bed, air conditioning and new flat screen TV. Wailea Ekahi Village boasts 34 tropical landscaped acres bordering... View all property information
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From
$1,438
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
$4,359
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
$262
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
$280
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
$361
Per Night
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1 / 19
1 Bedroom, 2 Bathrooms, Sleeps 4
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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
$311
Per Night
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1 / 35
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Wailea Ekolu has several lovely pool areas as well as a large pavilion area for larger groups. There are also additional barbecue and picnic areas on the grounds with panoramic views of the ocean and the sunsets. The beautiful Mokapu and Ulua Beaches are just a 10 minute stroll down the hill from... View all property information
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From
$498
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
$410
Per Night
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1 / 31
2 Bedrooms, 2 Bathrooms, Sleeps 4
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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
$280
Per Night
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1 / 25
1 Bedroom, 2 Bathrooms, Sleeps 4
Details Reviews (13) Make Enquiry
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
$248
Per Night
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1 / 25
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (5) Make Enquiry
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
$1,986
Per Night
View Details
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
  • ?
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  • ?
  • 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
$559
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
$865
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
x hbo and 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... 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
$311
Per Night
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1 / 13
1 Bedroom, 2 Bathrooms, Sleeps 4
Details Reviews (2) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
This wonderful one bedroom, two bath, Ground Floor condo will satisfy even the most discriminating visitor. Located in quiet Wailea. It features designer finishes throughout. From the slate tile entry to the glass block shower, gourmet cook's kitchen and king-size master retreat, every luxury has... View all property information
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5 of 5 stars Reviewed 21 February 2015
It is not often you get a rental unit that had so many amenities. Loved all the special details from makeup remover pads to baggies in the kitchen. Two batGrooms were special...
5 of 5 stars Reviewed 11 February 2015
Much more than we expected. Felt like being at home. Very peaceful stay! The sunsets are Unbelievable from the lanai. Very close to the shops of Wailea.
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From
$372
Per Night
View Details
1 / 37
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (19) 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 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
5 of 5 stars Reviewed 22 April 2013
What a gorgeous spot!! We absolutely loved it !" Perfect location, very close to our favourite "Big Beach". The grounds were immaculate, and the setting with the view of the ocean...
5 of 5 stars Reviewed 1 March 2013
Booking this was property was easy & Kathy Englert was very helpful with this. The condo was very clean & the location was great. Close to everything you would want. Sitting on...
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From
$517
Per Night
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1 / 27
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
Special Spring 2015 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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From
$235
Per Night
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1 / 22
1 Bedroom, 2 Bathrooms, Sleeps 2
Details Reviews (14) Make Enquiry
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
$1,239
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
$716
Per Night
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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
$1,488
Per Night
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1 / 78
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Hot Tub
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
g range, juicer, two coffee makers with timers, integrated sub-zero wine/refrigerator with dual-climate wine storage and two sub-zero refrigerator/freezers with ice maker, various condiments and cooking supplies including sugar packets, answering machine, wool berber carpets, full assortment of bar... View all property information
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From
$3,300
Per Night
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1 / 95
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
  • ?
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
$311
Per Night
View Details
1 / 11
1 Bedroom, 2 Bathrooms, Sleeps 4
Details Reviews (3) Make Enquiry
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
$341
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
From
$1,613
Per Night
View Details
1 / 89
3 Bedrooms, 4 Bathrooms, Sleeps 8
Details Reviews (4) 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
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
Make Enquiry
From
$1,239
Per Night
View Details
1 / 76
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
er that our posted “Affordable Luxury” rates apply for all reservations. Reserve at anytime, subject to availability. If we have availability, you get our posted already-affordable special reduced rates, even for last minute reservations. Rates vary by season, but are always an exceptional value... View all property information
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From
$248
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.