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Vacation Rentals in Wailea, HI

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All 227 Rentals in Wailea
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From
$356
Per Night
1 / 19
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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From
$199
Per Night
1 / 21
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1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
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From
$190
Per Night
1 / 23
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1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
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From
$369
Per Night
1 / 19
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (1) Make Inquiry
Amenities & Details
  • Internet Access
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • 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
$190
Per Night
1 / 11
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2 Bedrooms, 3 Bathrooms, Sleeps 8
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Details Make Inquiry
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • 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
$5,985
Per Week
1 / 19
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (6) Make Inquiry
Amenities & Details
  • Wi-Fi
  • DVD Player
  • Satellite TV
  • Air Conditioning
  • Hot Tub
  • Grill
  • Pool
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Fall 2014 - Super Special Rates for Ocean's Invitation! Please Inquire by E-Mail or Phone. Enjoy more than 2700 feet of comfortable yet lavish, uniquely and professionally decorated living space. The great room is aptly named with vaulted ceiling, HD TV, DVD, wireless internet and formal dining... View all property information
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5 of 5 stars Reviewed July 23, 2014
Our vacation rental was clean, spacious, quiet and most importantly, had great views. If you are looking for a great family rental on your vacation, I highly recommend Ho'Olei!
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From
$695
Per Night
1 / 44
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3 Bedrooms, 4 Bathrooms, Sleeps 10
Details Reviews (27) Make Inquiry
Amenities & Details
  • Microwave
  • Hot Tub
  • Stove
  • Washer
  • Parking
  • Dishwasher
  • DVD Player
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Our luxury ocean view town home is located in the gated community of Ho'olei, across the street from the Grand Wailea Resort. Our 3 bedroom/3bath home comfortably accommodates up to 10 guests. Our home features a finely appointed interior, private elevator, and attached garage. Built in 2007,... View all property information
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5 of 5 stars Reviewed April 12, 2014
Our first trip to Maui, Hawaii for our Daughters wedding. We were a family of 8 (including grandparents).Plenty of room,Condo is immaculate, amazing, beautiful, photo's were...
5 of 5 stars Reviewed December 30, 2013
Upon our arrival, we immediately knew we hit the jackpot! The spacious condo was beautiful and full of every necessity needed for our vacation. The views from the lanai were...
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From
$290
Per Night
1 / 17
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2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Make Inquiry
Amenities & Details
  • Washer
  • Microwave
  • Stove
  • Stereo System
  • Refrigerator
  • Ceiling Fans
  • Dishwasher
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Live luxuriously while on vacation! Beautiful Hawaiian art, travertine floors, granite countertops, tall bath vanities, and elegant new furniture make this condo a place of comfort and serenity. The two bedrooms are private, each with an en suite bathroom. The master bedroom offers a California... View all property information
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From
$230
Per Night
1 / 16
1 Bedroom, 2 Bathrooms, Sleeps 4
Details Reviews (1) Make Inquiry
Amenities & Details
  • Linens Provided
  • Air Conditioning
  • Grill
  • Pool
  • Microwave
  • Satellite TV
  • Toaster
  • Waterfront
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Great Fall 2014 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
$195
Per Night
1 / 13
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1 Bedroom, 2 Bathrooms, Sleeps 2
Details Reviews (1) Make Inquiry
Amenities & Details
  • DVD Player
  • Hot Tub
  • Dryer
  • Washer
  • Dishwasher
  • Refrigerator
  • Patio
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • 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 May 14, 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
$210
Per Night
1 / 24
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (1) Make Inquiry
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
THE VIEW FROM THIS CONDOMINIUM IS A MUST SEE!!! And we've reduced the rate to the LOW SEASON RATE FOR THE REST OF THE SUMMER!!! One of Wailea’s most popular resort properties, Wailea Ekolu Village is located very close to several awesome beaches such as Mokapu and Ulua which are just a short... View all property information
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4 of 5 stars Reviewed November 11, 2014
I was a little worried to about renting this condo as it had no reviews, but it was better than I expected. The condo is clean, very nicely decorated and has a great covered...
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From
$215
Per Night
1 / 13
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1 Bedroom, 2 Bathrooms, Sleeps 4
Details Make Inquiry
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
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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From
$1,250
Per Night
1 / 22
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4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • DVD Player
  • Grill
  • Washer
  • Refrigerator
  • Stove
  • Dishwasher
  • Hot Tub
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
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
$195
Per Night
1 / 15
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1 Bedroom, 2 Bathrooms, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Stove
  • Grill
  • Washer
  • Safe
  • Pool
  • Dryer
  • Refrigerator
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
SPECTACULAR OCEAN VIEWS of Molokini and the neighboring island of Kahoolawe. Located on the ground floor of the HIGHLY DESIRED BUILDING #3 of Ekolu Village. FREE LOCAL AND LONG DISTANCE TELEPHONE CALLS TO THE U.S. MAINLAND AND CANADA. FREE WI-FI, HIGH SPEED INTERNET PROVIDED. Located on the 15th... View all property information
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From
$1,850
Per Night
1 / 78
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3 Bedrooms, 3 Bathrooms, Sleeps 5
Details Reviews (1) Make Inquiry
Amenities & Details
  • Grill
  • Air Conditioning
  • Stereo System
  • Internet Access
  • Spa/Whirlpool
  • Refrigerator
  • Fax
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
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!Our posted “Affordable Luxury” rates apply for... View all property information
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From
$149
Per Night
1 / 25
Payment Protection
1 Bedroom, 2 Bathrooms, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Stove
  • Grill
  • DVD Player
  • Patio
  • Refrigerator
  • Dryer
  • Microwave
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • 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
$295
Per Night
1 / 7
Payment Protection
1 Bedroom, 2 Bathrooms, Sleeps 3
Details Make Inquiry
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • 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
$210
Per Night
1 / 24
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (6) Make Inquiry
Amenities & Details
  • DVD Player
  • Refrigerator
  • Linens Provided
  • Grill
  • Hot Tub
  • Ceiling Fans
  • Microwave
  • Pool
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
This 2 bedroom 2 bath condo is an amazingly comfortable place to stay while enjoying your trip to Maui. Tile flooring, beautiful new light fixtures and ceiling fans, newer appliances including washer/dryer, newer modern furnishings and a fully equipped kitchen, air conditioning in the master... View all property information
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4 of 5 stars Reviewed October 26, 2014
We cannot seem to branch out from the Palms at Wailea having stayed here a dozen or more times in the last decade. We have used many units for many purposes bring anywhere from 2...
2 of 5 stars Reviewed April 19, 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
$200
Per Night
1 / 24
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (5) Make Inquiry
Amenities & Details
  • DVD Player
  • Refrigerator
  • Satellite TV
  • Air Conditioning
  • Balcony
  • Stereo System
  • Microwave
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
The Palms at Wailea is located in Wailea, known as the "Beverly Hills of Maui." The Palms are two story stucco apartments situated on the sloping hillside facing the Wailea coast....GORGEOUS! This condo is spacious, clean, and bright. It is tucked back from the road, and has a partial ocean view... View all property information
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4 of 5 stars Reviewed August 2, 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 July 25, 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
$325
Per Night
1 / 10
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (2) Make Inquiry
Amenities & Details
  • VCR
  • TV
  • Ceiling Fans
  • Grill
  • Dishwasher
  • Air Conditioning
  • Pool
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
A rare find! This 3 bedroom 3 bath multi level condominium apartment is like a private home! From the entry you can step up to the open living area with a ocean view lanai. The spacious living area can easily accommodate a family get together with the entertainment area and comfortable dining... View all property information
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From
$995
Per Night
1 / 32
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (5) Make Inquiry
Amenities & Details
  • DVD Player
  • Microwave
  • Pool
  • Refrigerator
  • Washer
  • Safe
  • Hot Tub
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
"Wailea Beach Villas is the #1 Specialty Lodging in Wailea" - Trip Advisor "Wailea Beach Villas is one of the top 100 hotels in the USA" - Conde Nast Readers Choice Award The Wailea Orchid is an amazing 3 bedroom / 3 full baths penthouse villa located in the prestigious Wailea Beach Villas.... View all property information
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From
$695
Per Night
1 / 30
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (18) Make Inquiry
Amenities & Details
  • Washer
  • Microwave
  • DVD Player
  • Parking
  • Refrigerator
  • Hot Tub
  • Grill
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Unbelievable 2 bedroom plus den / 2 bath penthouse villa located in the prestigous Wailea Beach Villas. Second floor location with 2000 interior square feet and 375 square foot covered lanai. Formal entry hall with artwork. Spacious living room with Tommy Bahama furniture. Dining room with table... View all property information
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From
$200
Per Night
1 / 14
1 Bedroom, 2 Bathrooms, Sleeps 4
Details Reviews (10) Make Inquiry
Amenities & Details
  • Parking
  • Refrigerator
  • Dishwasher
  • DVD Player
  • Grill
  • Stove
  • Stereo System
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Renovated 1 bedroom / 2 bathroom upstairs end unit with high-end furnishings and decorations. View is towards the island of Lanai, the West Maui coastline, and Ma'alaea Bay. Oversized master bedroom has a King size bed with study and sitting area. Large living/dining room area that harbors a... View all property information
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4 of 5 stars Reviewed November 9, 2014
We had a great week at Wailea Ekahi, enjoying both the unit we rented and the location of the Ekahi resort. Would highly recommend for a couple or a family with young children...
4 of 5 stars Reviewed August 17, 2014
Skip and Mickey were fantastic from the beginning. They have taken special care to stock the condo with everything you might need for a relaxing, fun trip to the beach. From...
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From
$130
Per Night
1 / 25
1 Bedroom, 1 Bathroom, Sleeps 2
Details Reviews (19) Make Inquiry
Amenities & Details
  • Refrigerator
  • Dishwasher
  • DVD Player
  • Stereo System
  • Hot Tub
  • Air Conditioning
  • Microwave
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
HI. TAX ID# W70092255-01 Great Deal for a luxury rental in wailea. Contact us soon LAST MINUTE SPECIAL - : NOV 19-21, 2NIGHTS, $125/NT. + 13.42% Hi. Tax + $90 cleaning fee OTHER OPENINGS: PLEASE SEE OUR STUDIO PROPERTY, #132551 ".....Since we could only rent your... View all property information
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5 of 5 stars Reviewed June 23, 2014
Condo was very clean and with chocolates upon arrival. Beautiful island décor and kitchen was well stocked with basics to prepare meals. Plenty of furniture to store your...
5 of 5 stars Reviewed June 21, 2014
We loved very minute of our stay in the "Secret Garden" apartment. The property is spotlessly clean, well-equipped and beautifully furnished. We enjoyed breakfasts on the lanai...
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From
$1,150
Per Night
1 / 83
Payment Protection
3 Bedrooms, 4 Bathrooms, Sleeps 6
Details Reviews (1) Make Inquiry
Amenities & Details
  • Pool
  • Patio
  • Refrigerator
  • Microwave
  • Dishwasher
  • Fax
  • Hot Tub
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Reserve this villa C201 Castaway Cove and receive all of the following newly expanded and enhanced benefits (and more) now!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... View all property information
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5 of 5 stars Reviewed August 14, 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
$115
Per Night
1 / 7
1 Bedroom, 1 Bathroom, Sleeps 2
Details Reviews (9) Make Inquiry
Amenities & Details
  • DVD Player
  • Dishwasher
  • Washer
  • Parking
  • Refrigerator
  • Patio
  • Stove
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
NOVEMBER AVAILABILITY: Arrive Nov. 22nd, depart Nov. 27th $115/night plus tax (13.416%) and cleaning of $75. DECEMBER AVAILABILITY: Arrive. Dec. 15th depart Dec. 18th = 3 nights. Call for pricing (888) 320-0898. JANUARY AVAILABILITY: Arrive Jan. 5th, depart Jan 9th - Call for pricing. (808)... View all property information
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5 of 5 stars Reviewed January 25, 2014
My partner and I came to Maui to run the Maui Oceanfront Marathon. We had booked a room at the Marriott for which the marathon had a room block. However, because we wanted to...
5 of 5 stars Reviewed February 3, 2013
Three of us (wife, toddler girl and myself) rented this place in early January. The condo is just the right size for us. We love the location. It's in an upscale area of Maui...
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From
$115
Per Night
1 / 14
Studio, 1 Bathroom, Sleeps 2
Details Reviews (21) Make Inquiry
Amenities & Details
  • DVD Player
  • Refrigerator
  • Ceiling Fans
  • Washer
  • Dryer
  • Patio
  • Hot Tub
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
HI. TAX ID# W70092255-01 NEXT AVAILABLE SHORT OPENINGS AS LISTED ABOVE: SPECIAL, UNIQUE STUDIO IN THE HEART OF WAILEA. YOU MIGHT PAY LESS, BUT YOU CAN'T GET MORE FOR YOUR MONEY! SEE CALENDAR FOR NEXT AVAILABL DATES. Add $75 one time cleaning fee and 13.42% Hi.... View all property information
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5 of 5 stars Reviewed October 1, 2013
Secret Studio is ideal for two, comfortable, very well equipped and furnished and comes with exhaustive notes on everything inside and locally. The complex is very convenient for...
5 of 5 stars Reviewed September 29, 2012
We enjoyed every minute while staying at the condo. The facility provided everything we wanted or needed including beach toys that we would have had to purchase. The location was...
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From
$595
Per Night
1 / 24
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (9) Make Inquiry
Amenities & Details
  • Safe
  • Stove
  • Dishwasher
  • Washer
  • DVD Player
  • Refrigerator
  • Microwave
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Polo Beach Club sits on quiet Polo Beach. It is a unique building located within feet of the beach. Our home is a completely remodeled 2 bedroom 2 bath unit. We always provide daily maid service and upon arrival you will receive a complimentary fruit basket. When you first enter our home look... View all property information
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5 of 5 stars Reviewed November 22, 2012
My mother, wife, and I stayed here from Nov. 11th till Nov. 16th, 2012. This is a lovely and nice place you should definately consider staying when making a trip to Wailea, Maui...
5 of 5 stars Reviewed January 12, 2012
My thank you note to the owners: I just want to say thank you for opening up your Maui home to fortunate people such as us. Your home there is lovely! You did a beautiful job...
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From
$240
Per Night
1 / 21
1 Bedroom, 2 Bathrooms, Sleeps 4
Details Reviews (2) Make Inquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Stereo System
  • Ceiling Fans
  • Internet Access
  • Balcony
  • Parking
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
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
$195
Per Night
1 / 13
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (7) Make Inquiry
Amenities & Details
  • TV
  • Ceiling Fans
  • VCR
  • Internet Access
  • Air Conditioning
  • Dishwasher
  • Stereo System
  • Pool
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This is a great property with a real tropical "Tommy Bahama" feel...Upscale furnishings and attention to detail complete this two bedroom two bath apartment. It is a first floor location with a spacious covered lanai-perfect for reading the latest novel or enjoying a nap . Each room has a ceiling... View all property information
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From
$250
Per Night
1 / 21
1 Bedroom, 2 Bathrooms, Sleeps 5
Details Reviews (14) Make Inquiry
Amenities & Details
  • Dishwasher
  • Microwave
  • Patio
  • Grill
  • Safe
  • Washer
  • DVD Player
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • 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 September 13, 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 July 24, 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
$250
Per Night
1 / 8
Payment Protection
1 Bedroom, 2 Bathrooms, Sleeps 5
Details Reviews (17) Make Inquiry
Amenities & Details
  • Dishwasher
  • DVD Player
  • Parking
  • Dryer
  • Refrigerator
  • VCR
  • Patio
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
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 February 27, 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
$750
Per Night
1 / 17
3 Bedrooms, 4 Bathrooms, Sleeps 8
Details Reviews (1) Make Inquiry
Amenities & Details
  • Microwave
  • Hot Tub
  • Grill
  • Safe
  • Patio
  • Garage
  • Parking
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
PLEASE NOTE: OUR CALENDAR APPEARS OPEN BECAUSE WE OWN 5 HOMES AT THE HO'OLEI RESORT. IN MOST CASES, I DO HAVE A HOME AVAILABLE! Come enjoy our Luxury Residence in what we call our Executive Model! This home is the Hibiscus Model, which is the largest home at Ho'olei (3,301 sq. ft. and a 686 sq.... View all property information
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5 of 5 stars Reviewed August 12, 2013
We stayed in unit 24-1. The accommodations were first class. There aren't enough words to describe the luxury. We took our adult kids and their children. There was lots of...
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From
$345
Per Night
1 / 37
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (8) Make Inquiry
Amenities & Details
  • Microwave
  • Washer
  • Grill
  • Refrigerator
  • Garage
  • Hot Tub
  • Patio
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
2-5 Bedroom, on the sand in front of the Fairmont Kea Lani in Wailea / Makena Maui, Hawaii. Features: Beach Front - On the Sand! Snorkeling. Central Air conditioning We have correct HOTEL ZONING for Maui vacation rentals Sleeps 6 Two elevators By Owner Beachfront Pool and Spa On the Wailea... View all property information
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5 of 5 stars Reviewed July 25, 2014
Beautiful ocean view from balcony, living room and kitchen. My family loved unit # 306. Condo was better than photos. Very comfortable for a family of 5. Beds were comfortable...
5 of 5 stars Reviewed July 20, 2014
My husband, daughter, sister and brother-in-law rented Unit 306 at Polo Beach Club in Wailea, Maui. It was a wonderful experience! We were on the 3rd floor with a corner unit that...
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From
$440
Per Night
1 / 16
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (6) Make Inquiry
Amenities & Details
  • Hot Tub
  • Grill
  • Wi-Fi
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping. Beautiful Ulua Beach fronting the property is a... View all property information
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From
$900
Per Night
1 / 20
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (1) Make Inquiry
Amenities & Details
  • Grill
  • Washer
  • Microwave
  • Safe
  • Dishwasher
  • Hot Tub
  • DVD Player
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
If you prefer spaciousness and the utmost in comfort for your family, then instead of getting two or three hotel rooms, this property offers an ideal alternative. Every superlative applies to this property but let's just say it's the ultimate residence resort in all of Hawaii. Wailea Beach Villas... View all property information
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5 of 5 stars Reviewed August 18, 2014
From the moment we arrived with the greeter to the accommodations, the grounds and the concierge Tracy, it was perfect. Great condo, stocked better than our home, beautiful...
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From
$700
Per Night
1 / 14
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (1) Make Inquiry
Amenities & Details
  • Pool
  • Refrigerator
  • Hot Tub
  • Dishwasher
  • Parking
  • DVD Player
  • Microwave
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
There's no doubt this is the best beachfront choice on Maui if you have 6-8 persons, This long-time favorite condo resort on Maui, Makena Surf, is now better than ever with recently renovated units and wonderful "semi-private" kid-friendly beaches. Please be sure to tell us how many are in your... View all property information
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From
$755
Per Night
1 / 15
3 Bedrooms, 4 Bathrooms, Sleeps 8
Details Reviews (1) Make Inquiry
Amenities & Details
  • Washer
  • Hot Tub
  • DVD Player
  • Dishwasher
  • Microwave
  • Pool
  • Safe
  • Garage
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
HO'OLEI VILLAS: 3-bedroom 3.5-bath luxury vacation villas Gated residential condo resort w/ maximum privacy and security in the Wailea area, Wailea Beach walking distance away Fully equipped gourmet kitchens Spacious living area with sliding doors that lead out to a large lanai Large deck area... View all property information
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From
$250
Per Night
1 / 10
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (4) Make Inquiry
Amenities & Details
  • Stereo System
  • Microwave
  • Refrigerator
  • Pool
  • Stove
  • DVD Player
  • Dishwasher
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Please visit our personal website listed below to view our guestbook with comments from many of our previous happy guests!!!! We have photographed our guestbook so you can see for yourself how much our past guests have loved our condo. Click on the Guestbook tab of our personal website . Welcome... View all property information
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5 of 5 stars Reviewed April 7, 2013
We spent 8 wonderful nights in Grand Champions. Location was perfect, 5 minutes to Big Beach and Shops at Waliea. Condo was clean and tons of space. We had two teenage girls and...
5 of 5 stars Reviewed January 27, 2012
We stayed here in early December 2011 for 12 nights. There were 4 adults and 2 children ages 8 years and 21 months. The property was perfect and had everything for our needs...
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From
$349
Per Night
1 / 35
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 7
Details Reviews (14) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Pool
  • Satellite TV
  • Stereo System
  • Microwave
  • Ceiling Fans
  • Hot Tub
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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 April 9, 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 June 25, 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
$450
Per Night
1 / 16
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (5) Make Inquiry
Amenities & Details
  • DVD Player
  • Washer
  • Microwave
  • Dishwasher
  • Pool
  • Hot Tub
  • Grill
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This long-time oceanfront favorite condo rental on Maui, Makena Surf, is now better than ever with recently renovated units and wonderful "semi-private" kid-friendly beaches. Featuring beachfront, oceanfront and oceanview condo accommodations. 2-8 person occupancy. Please be sure to tell us how... View all property information
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5 of 5 stars Reviewed November 13, 2014
From the moment we walked in the door, we were in love with our condo. The furnishings were perfect, the view was spectacular, the beach was fabulous, and the management was very...
5 of 5 stars Reviewed August 2, 2012
The place, location, beach was perfect for my family. We had three little kids and it was ideal. I will be back.
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From
$170
Per Night
1 / 23
Payment Protection
1 Bedroom, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (9) Make Inquiry
Amenities & Details
  • Microwave
  • Refrigerator
  • Washer
  • Dishwasher
  • Dryer
  • Stove
  • VCR
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • 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 September 27, 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 April 3, 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
$340
Per Night
1 / 18
1 Bedroom, 2 Bathrooms, Sleeps 3
Details Reviews (29) Make Inquiry
Amenities & Details
  • Washer
  • Microwave
  • Grill
  • TV
  • Refrigerator
  • Parking
  • Safe
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
COMPLETELY REMODELED, REFURNISHED & PROFESSIONALLY DECORATED. A true 'Paradise in Maui' awaits you in our beautiful, ocean view, upper floor, 1 bedroom, 2 bath condo (1160 sf) in the Lower Village of Wailea's spectacular ocean front Ekahi Village. The condo can accommodate up to 3 guests, but is... View all property information
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4 of 5 stars Reviewed October 24, 2014
What a lovely appointed condo with so many wonderful attributes. We found the unit in perfect condition with comfy beds & large bathooms.The Lanaii was a great size & we had...
5 of 5 stars Reviewed July 26, 2014
Just returned from Maui and Wailea Ekahi 7G delivers everything promised. The unit is beautifully decorated and has every imaginable amenity. The kitchen is extremely well...
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From
$159
Per Night
1 / 31
1 Bedroom, 2 Bathrooms, Sleeps 4
Details Reviews (6) Make Inquiry
Amenities & Details
  • Microwave
  • Stove
  • Hot Tub
  • Grill
  • Washer
  • Safe
  • Refrigerator
  • Pool
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Aloha, E Komo Mai..... Welcome to Hale Makamae-Maui, a recently renovated luxury first floor condo in Wailea's premier Grand Champions Villas. Our home is unit #103 on the east side of the complex. Spend your vacation enjoying this 1 bedroom, 2 bath unit that provides ample space to spread out,... View all property information
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4 of 5 stars Reviewed April 23, 2014
I must say this was the best condo we have rented in Maui, for being very generous with stocking you up with supplies. Soaps and paper towels in kitchen, in bathrooms-shampoo and...
5 of 5 stars Reviewed September 10, 2013
I can't say enough great things about this condo. It is centrally located in Wailea (we mostly walked everywhere). Beyond what you'd expect from a Hawaii rental (i.e. wi-fi and...
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From
$266
Per Night
1 / 15
1 Bedroom, 2 Bathrooms, Sleeps 4
Details Reviews (1) Make Inquiry
Amenities & Details
  • Hot Tub
  • Grill
  • Wi-Fi
  • Stereo System
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping. Beautiful Ulua Beach fronting the property is a... View all property information
Make Inquiry
From
$395
Per Night
1 / 19
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (36) Make Inquiry
Amenities & Details
  • Microwave
  • Refrigerator
  • Dryer
  • Washer
  • Grill
  • Dishwasher
  • DVD Player
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Wow ! What a GREAT view! We've heard this comment many times from vacation rental guests and friends visiting our Maui Wailea, Ekahi Village condo (28D). Sweeping ocean views greet you as you enter, and are visible from nearly every room. The walk to the beach is less than four minutes.When you... View all property information
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5 of 5 stars Reviewed September 21, 2014
I have been to Ekahi for 5 years, staying in other condos. None compare with this one. Stunning views of the vegetation, ocean, and small pool. The condo is very cozy and has...
5 of 5 stars Reviewed July 18, 2014
We enjoyed our stay at this condo. It is nicely furnished and the owners supplied amenities to make our beach time much more pleasant. They also supplied numerous books about the...
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From
$200
Per Night
1 / 24
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Ceiling Fans
  • Hot Tub
  • Linens Provided
  • Satellite TV
  • Internet Access
  • DVD Player
  • Microwave
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Grand Champions 123 is located in a quiet setting in Wailea. Large green belts, manicured grounds and wide golf course fairways abound. To the east, views of Mt. Haleakala, the world’s largest dormant volcano. To the west, the sparkling blue Pacific Ocean. A quieter, more peaceful resort, this... View all property information
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From
$800
Per Night
1 / 16
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Microwave
  • Hot Tub
  • Parking
  • Patio
  • Pool
  • Grill
  • Refrigerator
  • Safe
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Choose from our selection of PREMIER beachfront units. This is our preferred property choice for those looking to be within walking distance of the other hotels, restaurants, and shops in Wailea for under $1000/night. Please be sure to tell us how many are in your party, how many adults and how... View all property information
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From
$750
Per Night
1 / 25
3 Bedrooms, 4 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Parking
  • Hot Tub
  • Safe
  • Refrigerator
  • Garage
  • Patio
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
This spacious, professionally decorated town home has all the comforts you expect from a five star experience. The world renowned Grand Wailea resort located across the street, offers a world class spa, shopping and beach. Whether you group has many children, adults or seniors, this home is... View all property information
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From
$199
Per Night
1 / 32
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (8) Make Inquiry
Amenities & Details
  • Dishwasher
  • Satellite TV
  • Fitness Room
  • TV
  • Internet Access
  • Microwave
  • Ceiling Fans
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long 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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Suitability

  • Wheelchair access (16)
  • Elder access (60)
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  • Grill (189)
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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.