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Vacation rentals in Wailea, HI

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All 223 Rentals in Wailea
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From
$261
Per Night
1 / 18
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1 Bedroom, 2 Bathrooms, Sleeps 2
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From
$221
Per Night
1 / 23
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1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
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From
$808
Per Night
1 / 44
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3 Bedrooms, 4 Bathrooms, Sleeps 10
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From
$231
Per Night
1 / 21
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1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Enjoy sitting on your lanai enjoying spectacular ocean views in a peaceful, private 1 bedroom, 1 bath, 500 sq. ft. completely furnished cottage with full kitchen This cottage has it all. Spectacular furnishings and ocean views! Completely remodeled 1 bedroom cottage in Maui Meadows (Maui Meadows... View all property information
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5 of 5 stars Reviewed 28 November 2014
This is an amazing place to stay. 15 minutes from almost a dozen beaches and less than 5 minutes from the closest one, with a great view above the fray of the resort area. Very...
5 of 5 stars Reviewed 11 September 2014
Many people visit Maui every year with the idea of having grand island adventures. It's the perfect place for all kinds of outdoor fun. Whether you are in the mood for scuba...
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From
$429
Per Night
1 / 19
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
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
$231
Per Night
1 / 21
2 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Gym
  • 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 Ekolu is one of most sought after properties in Wailea.. 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... View all property information
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From
$221
Per Night
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
$337
Per Night
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
$302
Per Night
1 / 16
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Grill
  • Gym
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • Wheelchair access
  • Elder access
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About this property
Fall 2014 Specials - please inquire! Wailea Ekahi 3C is a charming one bedroom, one bath, first floor garden view condo. It is a great choice for singles or couples wanting a reasonably priced condo close to the beach. The private garden setting is great for relaxing and enjoying the soft sands of... View all property information
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5 of 5 stars Reviewed 4 November 2011
We love staying at Ekahi Village condos. We have stayed here multiple times, this last time in 3C. What we love most is that there are no surprises, everything is exactly as...
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From
$231
Per Night
1 / 17
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1 Bedroom, 1 Bathroom, Sleeps 2
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Enjoy sitting on your lanai enjoying spectacular ocean views in a peaceful, private 1 bedroom, 1 bath, 500 sq. ft. completely furnished cottage with full kitchen This cottage has it all. Spectacular furnishings and ocean views! Completely remodeled 1 bedroom cottage in Maui Meadows (Maui Meadows... View all property information
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From
$1,453
Per Night
1 / 23
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4 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Housekeeping...
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
** $$$ DISCOUNTS for SPRING 2015! Rate is based on number of guests and nights. Please inquire now! Great for family vacation/reunions and adult getaways! Welcome to Nani Pulelehua ('Beautiful Butterfly'), a luxurious panoramic ocean view estate. 1.5 miles from beaches, dining and shopping. A... View all property information
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From
$162
Per Night
1 / 25
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1 Bedroom, 2 Bathrooms, Sleeps 4
Details Make Enquiry
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
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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
$343
Per Night
1 / 7
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1 Bedroom, 2 Bathrooms, Sleeps 3
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Over 1100 square feet of an exquisite & total remodel of our one bedroom, two bath condo in Wailea, Maui, HI provides a fabulous vacation spot as well as our Maui winter home. First floor, designer furnished with central AC, select comfort sleep number king bed, walk in showers, sophisticated AV... View all property information
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From
$6,589
Per Week
1 / 27
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (7) Make Enquiry
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
  • x
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  • Wheelchair access
  • Elder access
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About this property
Special Fall 2014 Rates - Please inquire ! Enjoy more than 2700 feet of comfortable yet lavish, uniquely and professionally decorated living space. The great room is aptly named. Vaulted ceiling, HD TV, DVD, IPod dock, wireless internet, and formal dining area are a few of the many features. The... View all property information
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3 of 5 stars Reviewed 29 October 2014
We stayed here with a total of 3 couples. The condo is spacious (even for 6), well furnished and well appointed with kitchen and dining requirements. Two bedrooms had king sized...
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From
$232
Per Night
1 / 24
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (5) Make Enquiry
Amenities & Details
  • Dishwasher
  • Gym
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • x
  • Wheelchair access
  • Elder access
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About this property
This 2-bedroom condo is comfortably appointed, and located in a great spot on property. The spacious living room opens to the Lanai, where there is ample space for stretching out and relaxing in the sun, barbecuing on your own private grill, or admiring the tropical grounds of The Palms at Wailea.... View all property information
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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...
4 of 5 stars Reviewed 25 July 2014
This was our first trip with our grandaughters. The location is ideal for the snorkling beaches with lifegaurds. The location is also close to all types of dining and fine...
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From
$2,150
Per Night
1 / 78
3 Bedrooms, 3 Bathrooms, Sleeps 5
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
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  • Wheelchair access
  • Elder access
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About this property
Reserve this villa H501 Wailea Paradise, set on the top floor in the premiere corner location within Wailea Beach Villas, with the best views in all of Wailea Resort, and receive all of the following newly expanded and enhanced benefits (and more) now!
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From
$842
Per Night
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
  • ?
  • ?
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  • Wheelchair access
  • Elder access
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About this property
M111 Island Oasis Villa at Wailea Beach Villas provides two California king bedrooms, a third den bedroom sleeping space with queen bed and two marble bathrooms. This beautiful villa has more than 1,900 square feet of indoor living, that features elegantly contemporary 'Tommy Bahama' style decor,... 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
$464
Per Night
1 / 31
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (16) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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About this property
The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long walking beach. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is a large pool and hot tub that is perfect for... View all property information
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From
$511
Per Night
1 / 16
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (8) Make Enquiry
Amenities & Details
  • Grill
  • Hot Tub
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
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About this property
About this condo: Wailea Elua Village #1510 is a spacious two-bedroom, two-bath oceanview condo in located just a short walk away from the property's central pool, Jacuzzi and paddle tennis courts. Newly replaced carpet, living room furniture, granite counter tops and refrigerator help make this... View all property information
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From
$267
Per Night
1 / 24
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Gym
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • x
  • Wheelchair access
  • Elder access
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About this property
Look no further! This open and spacious premium condo at The Palms at Wailea will be ideal for your island getaway! Major renovations throughout, a partial ocean view, and central A/C* are just some of the features of this gorgeous 2-Bedroom condo. Pride in ownership is apparent when entering this... View all property information
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From
$397
Per Night
1 / 16
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (3) Make Enquiry
Amenities & Details
  • Grill
  • Hot Tub
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • Wheelchair access
  • Elder access
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About this property
Notes from the Owner: Nothing Beats Living in Paradise; Catch that Mahalo Feeling. Picture yourself here! And a sigh escapes your lips as you walk through the door. Postcard Perfect 'South Pacific' sunsets await you. Swaying palm trees silhouetted against the ocean a bright azure sky from your... View all property information
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From
$232
Per Night
1 / 23
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • Wheelchair access
  • Elder access
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About this property
This large 2 bedroom 2 bathroom villa has stunning views of the Old Blue Golf Course. Our spacious 2 bedroom 2 bathroom air conditioned condo has been tastefully furnished in modern decor with tropical accents. Our condo has has a great layout for two couples. Each couple has there own private... View all property information
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5 of 5 stars Reviewed 16 December 2013
My wife and I stayed in unit 29 at the Grande Champions Golf Villas for two weeks in December, 2013. The property manager Kathleen was fantastic to deal with and responded...
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From
$476
Per Night
1 / 19
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (14) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
DIRECT PANORAMIC OCEAN VIEWS. IF OTHERS DON'T SHOW IT, CHANCES ARE THEY DON'T HAVE IT. THE PHOTO TO THE LEFT TAKEN IN THE DINING ROOM. Stunning Ocean Views from recently renovated, lower village condominium. Two Master Suites, one with a King bed, the other with a King and twin brd, also a Queen... View all property information
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5 of 5 stars Reviewed 30 September 2014
This is a well maintained, spacious two bedroom unit that was ideal for our family of four, with two girls aged 10 and 13. There was a short walk to the beach and pool, and the...
5 of 5 stars Reviewed 26 June 2014
Our party of two adult couples stayed for a week at 2A at the beginning of May, and thoroughly enjoyed this lovely and immaculately-maintained condo. The location allows easy...
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From
$279
Per Night
1 / 21
Payment Protection
1 Bedroom, 2 Bathrooms, Sleeps 4
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
We recently remodeled our condo with all new upgraded tumbled travertine flooring and tropical faux painting through out. Why stay in a resort hotel like the Four Season or the Grand Wailea when you can save 2/3rds 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
$231
Per Night
1 / 35
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Grill
  • Gym
  • Shared Outdoor Pool...
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
$430
Per Night
1 / 16
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (1) Make Enquiry
Amenities & Details
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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About this property
Wailea Ekahi - Nicely appointed 2 bedroom, 2 bath condo with garden and partial oceanview in the Upper Village over looking the top pool. Kitchen along with Masterbath was just freshly renovated. There is a King, 2 twin beds and a queen sofa sleeper and 3 separate lanais with a gas bbq on the... View all property information
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From
$227
Per Night
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
$244
Per Night
1 / 24
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (6) Make Enquiry
Amenities & Details
  • Dishwasher
  • Gym
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Welcome to your home away from home! This beautifully remodeled 2-bedroom condo is a guest favorite. You'll enjoy the open layout, as well as the many upgrades that this condo has to offer. Entering the condo, you'll find yourself in the spacious and bright living room, which has been newly tiled... 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
$395
Per Night
1 / 12
1 Bedroom, 1 Bathroom, Sleeps 2
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • 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
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
$511
Per Night
1 / 16
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Grill
  • Hot Tub
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
NEW TO OUR PROGRAM! UPDATES & IMPROVEMENTS ... Wailea Elua Village #2010 is located on one of the buildings corners, giving you ocean views and property from the master lanai and the main lanai which may also be accessed via the guest bedroom. Recently added to the condo area large new flat screen... View all property information
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From
$231
Per Night
1 / 19
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (16) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Relax in the luxury and convenience of being in a world class resort, but enjoy the privacy and beauty of our fabulous 2 bd/2ba ground floor 'home away from home' that fronts the 7th Fairway of the famed Wailea Blue Course. Our spacious 1100 sq ft. unit has a tropical decor with world-class art... View all property information
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5 of 5 stars Reviewed 7 November 2011
The condo and resort exceeded our expectations with the rental agent for the owners going above and beyond. Grand Champions is so convenient to the beautiful Shops of Wailea, the...
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From
$1,264
Per Night
1 / 37
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Gym
  • Internet Access
  • Mountain Views
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
GRAND WAILEA RENTAL PROGRAM BENEFITS FOR OUR GUESTS: * Complimentary on-demand transportation to and from The Grand Wailea Resort * Enjoy the use of all the pools, water slides, spa and restaurants at The Grand Wailea Resort * Exclusive charging privileges at The Grand Wailea Resort *... View all property information
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5 of 5 stars Reviewed 11 August 2014
I must say that this was one of the best vacation rentals I've stayed at. The house, staff and property was simply amazing. Everyone there was extremely courteous, friendly and...
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From
$273
Per Night
1 / 19
2 Bedrooms, 4 Bathrooms, Sleeps 6
Details Reviews (21) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Ocean Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Come enjoy our newly remodeled, 'PEACEFUL MAUI CONDO,' unit 164 Our Family-Friendly 2 Bedroom, 2 Bath Ocean & Fairway View condo awaits you. Perfect for families, or two couples! Fully Air-Conditioned Top Floor unit features Vaulted Ceilings 2 Master Suites with en-suite bathroom King size beds... View all property information
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4 of 5 stars Reviewed 15 May 2014
This was our first stop on our trip to the Hawaiian Islands and we wish we could have stayed longer. The condo was spacious and well appointed with almost everything you would...
5 of 5 stars Reviewed 25 September 2013
I stayed at the Grand Champions Villa for five nights and let me tell you WOW!!! It was so comfortable and amazing. You wake up in the morning and you have this fantastic view of...
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From
$215
Per Night
1 / 28
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Our professionally decorated spacious 2 bedroom 2 bathroom air conditioned condo has been tastefully furnished in modern decor with tropical accents. Our condo has a terrific layout with the bedrooms being on opposite sides of the condo. Each has its own private washroom, flat screen TV and... View all property information
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5 of 5 stars Reviewed 18 September 2013
Once again, I loved everything about this condo. Beautiful first class furnishings, close to wonderful beaches in Wailea & Makena, & great shopping. The extra touches like the...
5 of 5 stars Reviewed 20 November 2012
The condo was beautifully furnished. We appreciated all the extras that made this stay so relaxing like the Tommy Bahama beach chairs, boogie boards, beach towels, & beach...
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From
$680
Per Night
1 / 27
2 Bedrooms, 2 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
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Special Fall 2014 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
$308
Per Night
1 / 26
1 Bedroom, 2 Bathrooms, Sleeps 4
Details Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Beautifully remodeled 1 bedroom 1.5 bath Ekahi Townhouse Condo. Enjoy outdoor living on our large ground floor lanai with peaceful ocean views just 20 seconds from a quiet pool or take breakfast or year round sunset breaks on the upstairs lanai with sweeping ocean views. Completely remodeled in... View all property information
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5 of 5 stars Reviewed 18 December 2014
The condo was everything we hoped it would be. It was very spacious, well maintained and equipped. We didn't even need the air conditioning! It tended to be a little noisy...
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From
$459
Per Night
1 / 23
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2 Bedrooms, 2 Bathrooms, Sleeps 5
Details Reviews (17) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Welcome to our home! Enjoy the fantastic ocean views and luxury of our home in Wailea Elua Village - a gated, 24 acre, oceanfront community. Our home is perfectly situated in the center of the Wailea Elua Village property (Unit #701). We are 150 yards from Ulua Beach -- just a 90 second walk to... View all property information
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5 of 5 stars Reviewed 6 August 2014
We stayed for five days in July with 2 children and 2 adults. The unit was exactly as advertised and had everything and more that we needed during our stay. The view from lanai...
5 of 5 stars Reviewed 27 April 2014
Stayed her with our 18 yr old daughter for a week -- everything was perfect. Kitchen couldn't have been better equipped, lanai as advertised was huge. Complex was quiet, well...
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From
$215
Per Night
1 / 20
2 Bedrooms, 2 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
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Our professionally decorated spacious 2 bedroom 2 bathroom air conditioned condo has been tastefully furnished in modern decor with tropical accents. This spacious 1148 square foot condo has a great layout for privacy. The large bedrooms are on opposite sides of the condo with their own private... View all property information
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From
$231
Per Night
1 / 25
1 Bedroom, 2 Bathrooms, Sleeps 4
Details Reviews (13) Make Enquiry
Amenities & Details
  • Grill
  • Satellite TV
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
$842
Per Night
1 / 34
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
WAILEA BEACH VILLA PENTHOUSE #306 (LUXURY 2 BR + DEN + 2 BA) PANORAMIC OCEAN VIEWS!!! LUXURY AND EXCLUSIVE 2 BR + DEN. NOW OFFERED AT AN AMAZING RATE!!! LOOK NO FURTHER! THIS IS THE NEWEST EXCLUSIVE, LUXURY WAILEA BEACHFRONT CONDO OFFERED AT AN AMAZING RATE!!! OVER 1900 SQ. FT + LANAI + BBQ... View all property information
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From
$465
Per Night
1 / 18
Payment Protection
1 Bedroom, 2 Bathrooms, Sleeps 4
Details Reviews (6) Make Enquiry
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
$476
Per Night
1 / 21
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Safe
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Beautifully remodeled and updated, our 1500 sf 2-Bedroom luxury condo in Wailea Resort's popular ocean front Wailea Ekahi Village is a few steps from gorgeous Keawakapu Beach. Fall asleep listening to the sounds of the surf . We are about a 5 iron (level 1-2 min walk) from the beach and Ekahi’s... View all property information
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5 of 5 stars Reviewed 16 November 2014
Very nicely maintained and equipped, right down to the candles. No complaints - only compliments. The TV went out in one of the bedrooms and it was replaced the next day with a...
4 of 5 stars Reviewed 19 August 2014
Highly recommend this condo unit. would have given it an "excellent" if it had a good ocean view-- which it once did, until some new construction between it and the ocean...
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From
$511
Per Night
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
  • 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
$459
Per Night
1 / 29
2 Bedrooms, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Note: *** Our calendar is always up to date. Low Season Rate (Apr 16 - Dec 15) $395.00 per night High Season Rate (Dec 16 - Apr 15) $450.00 per night Are you looking for a quiet peaceful alternative vacation experience away from the hotel zone but minutes away from South Maui's best beaches,... View all property information
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5 of 5 stars Reviewed 27 July 2014
We were traveling with our three kids and we really liked the house. Very comfortable with enough space for every one. By looking at the pictures we knew what to expect and were...
5 of 5 stars Reviewed 8 July 2014
The wife and I and are 3 children (9, 9 and 3) stayed here for 8 nights! Looked at many homes in Maui and man did I nail it with this one! Perfect location, perfect owners...
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From
$5,229
Per Night
1 / 21
4 Bedrooms, 5 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Grill
  • 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
$273
Per Night
1 / 20
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (37) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
You will 'LOVE OUR MAUI CONDO!' Unit 166… PLEASE NOTE THAT FLIPKEY HAS MADE CHANGES TO THEIR SITE. PLEASE INQUIRE DIRECTLY TO THE OWNER FOR ACCURATE RATES AND POLICIES. Jackie@LoveOurMauiCondo.com Completely remodeled and redecorated, our unit is CLEAN & QUIET! Our 2 bedroom/ 2 bath Ocean &... View all property information
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5 of 5 stars Reviewed 26 January 2014
My husband and I, along with our 1 year-old daughter, stayed at this condo for a week Jan 14 - 21, 2014. The condo was clean and very well appointed. The lanai overlooks the...
5 of 5 stars Reviewed 6 September 2013
The photos are accurate and show a beautifully decorated home, but they don't show you how well stocked this home is. It's not "just a rental" with low quality/bare minimum...
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From
$291
Per Night
1 / 21
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1 Bedroom, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Mountain Views
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Maui Rendezvous, Wailea Ekahi 33A, is a luxury (beautiful, romantic, and family friendly) 1,100 square-foot 1 bedroom 2 bath condo that sleeps 5. It is in a magnificent, lush tropical paradise resort on spectacular Keawakapu beach. Views are of a tropical garden with partial ocean and mountain... View all property information
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5 of 5 stars Reviewed 13 September 2014
We loved the condo and the owners are great. We also loved it as a base camp for exploring the island. Very convenient to other resorts and highways. They provide everything you...
5 of 5 stars Reviewed 24 July 2014
My husband and I stayed at 33a in Ekahi for a week long vacation. The condo and surroundings exceeded all of our expectations. It is very tastefully decorated, extremely clean...
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From
$231
Per Night
1 / 46
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Dishwasher
  • Grill
  • Gym
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Unit #805 has a fully equipped kitchen, AC in the living room, guest bedroom, and master bedroom. The unit is equipped with a washer and dryer. The condo has a California king size bed in the master bedroom and two twin beds that can be made into a king in the guest bedroom. This property features... View all property information
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4 of 5 stars Reviewed 22 December 2013
Have stayed in several of the other key areas in Maui over the years...first time in Wailea and liked this location the best hands down. Condo and the whole complex very clean...
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From
$231
Per Night
1 / 30
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (6) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Grill
  • Gym
  • 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 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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5 of 5 stars Reviewed 21 April 2014
This condo was incredible, clean, well equipped. We had access to the pool, jacuzzi, tennis courts, it was across the street from the medical conference I went to at the Marriot...
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From
$231
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
  • Satellite TV
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
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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.