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Vacation Rentals in Wailea, HI

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$356
Per Night
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1 / 19
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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$369
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1 / 19
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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$190
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1 / 11
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2 Bedrooms, 3 Bathrooms, Sleeps 8
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$295
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1 / 7
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1 Bedroom, 2 Bathrooms, Sleeps 3
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  • Number Of Bedrooms
  • Guest Count
  • # Of Bathrooms
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • 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
$290
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1 / 17
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Hot Tub
  • TV
  • Washer
  • Dryer
  • Microwave
  • Stereo System
  • DVD Player
  • Dishwasher
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
$750
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1 / 22
3 Bedrooms, 3 Bathrooms, Sleeps 6
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  • Hot Tub
  • Air Conditioning
  • Telephone
  • Dryer
  • Refrigerator
  • Microwave
  • Parking
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Ho'olei is located in the center of the best resort on the best island in the world. With its sunny, temperate climate, variety of activities, upscale amenities and excellent design, Ho'olei is a truly exceptional retreat to enjoy year round. This is one of the finest units within this brand... View all property information
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$190
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1 / 23
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1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Dryer
  • Microwave
  • Grill
  • Washer
  • Dishwasher
  • Hot Tub
  • DVD Player
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
We are pleased to offer our new 1 bedroom,1 bath upper level condo for rental. It has been redecorated throughout, is newly furnished and equipped to high standards, is very comfortable and located in well maintained lush Ekahi Village. The condo is close to the best of everything we enjoy, 3+... View all property information
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5 of 5 stars Reviewed September 15, 2014
I thoroughly enjoyed my time at the condo, a few little issues which were actually my fault but these were seen to immediately. All the facilities that you would want, Weather...
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$199
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1 / 21
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1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • TV
  • DVD Player
  • Washer
  • Dryer
  • Grill
  • Patio
  • Refrigerator
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • 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 December 22, 2014
This beautiful cottage was very well kept (clean and modern) in a great location close to the beach and just a short drive from amenities, shops and restaurants. We had a...
5 of 5 stars Reviewed November 28, 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...
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$5,670
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1 / 27
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Refrigerator
  • Wi-Fi
  • DVD Player
  • Stereo System
  • Microwave
  • Grill
  • Hot Tub
  • Satellite TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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 October 29, 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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$199
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1 / 17
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1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • # Of Bathrooms
  • Guest Count
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • 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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$695
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1 / 44
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3 Bedrooms, 4 Bathrooms, Sleeps 10
Details Reviews (27) Make Inquiry
Amenities & Details
  • TV
  • Gym
  • Hot Tub
  • Dishwasher
  • Refrigerator
  • Safe
  • Parking
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • 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
$139
Per Night
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1 / 25
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1 Bedroom, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Stove
  • Grill
  • DVD Player
  • Patio
  • Microwave
  • Dryer
  • TV
  • 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
$225
Per Night
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1 / 15
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1 Bedroom, Sleeps 2
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Amenities & Details
  • Parking
  • Dishwasher
  • Stove
  • Hot Tub
  • Grill
  • Microwave
  • Washer
  • Refrigerator
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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$1,250
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1 / 23
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4 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Parking
  • DVD Player
  • Hot Tub
  • Microwave
  • Patio
  • Safe
  • Dishwasher
  • Washer
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
$325
Per Night
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1 / 16
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Hot Tub
  • Gym
  • Ceiling Fans
  • Air Conditioning
  • Refrigerator
  • Wi-Fi
  • Grill
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Please ask for our Special Fall 2014 Rates!! Grand Champions 118 is an inviting and cozy two bedroom two bath condominium. The kitchen and both baths have been remodeled spring 2013!! The condo has air conditioning, ceiling fans, a 54' flat screen TV, DVD player, iPod docks and free high speed... View all property information
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From
$725
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1 / 60
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Grill
  • Air Conditioning
  • Stereo System
  • Number Of Bedrooms
  • Internet Access
  • Guest Count
  • Dishwasher
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • ?
  • ?
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 January 17, 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
$1,195
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1 / 83
3 Bedrooms, 4 Bathrooms, Sleeps 6
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Amenities & Details
  • Refrigerator
  • Washer
  • Microwave
  • TV
  • Gym
  • Dryer
  • Dishwasher
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • 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... 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
$995
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1 / 32
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3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (5) Make Inquiry
Amenities & Details
  • Parking
  • TV
  • DVD Player
  • Microwave
  • Hot Tub
  • Safe
  • Dishwasher
  • Refrigerator
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
$1,850
Per Night
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1 / 78
3 Bedrooms, 3 Bathrooms, Sleeps 5
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Amenities & Details
  • Number Of Bedrooms
  • Dishwasher
  • Air Conditioning
  • Internet Access
  • Guest Count
  • # Of Bathrooms
  • Refrigerator
  • Fax
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • 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!
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From
$220
Per Night
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1 / 13
1 Bedroom, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Gym
  • Microwave
  • Linens Provided
  • Refrigerator
  • Internet Access
  • Wi-Fi
  • Satellite TV
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Fall 2014 Specials - Please Ask. Grand Champions 121 offers a flat screen TV, DVD player, CD player and high speed wireless internet access. The living area has air conditioning, and a ceiling fan. There is a separate dining area with seating for four. The lanai also has a table and chairs to enjoy... View all property information
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From
$995
Per Night
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1 / 76
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (1) Make Inquiry
Amenities & Details
  • Microwave
  • TV
  • Parking
  • Hot Tub
  • Patio
  • Safe
  • Dishwasher
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
eiling fans, juicer, direct walk-in access, various condiments and cooking supplies including sugar packets, ceran glass cooktop, answering machine, full assortment of bar ware, service ware, oil, herbs & spices., live green plants, mixer, lutron lighting, european cabinetry, desk with office... View all property information
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From
$1,595
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1 / 82
3 Bedrooms, 4 Bathrooms, Sleeps 6
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Amenities & Details
  • Stereo System
  • # Of Bathrooms
  • Dishwasher
  • Grill
  • Number Of Bedrooms
  • Refrigerator
  • Air Conditioning
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Reserve this villa C301 Sun Splash, you 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... View all property information
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From
$1,595
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1 / 71
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (9) Make Inquiry
Amenities & Details
  • Dishwasher
  • # Of Bathrooms
  • Refrigerator
  • Grill
  • Air Conditioning
  • Fax
  • Number Of Bedrooms
  • Wi-Fi
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
In all of Hawai'i, Mer Et Soleil Villa K408, is one of the most spectacular private residences available for visitor accommodations. This elegantly contemporary residence boasts over 3,300 square feet of indoor and outdoor prime 'Tower Building' living space. With 4 bedrooms, a wine fridge, a baby... View all property information
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From
$1,450
Per Night
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1 / 81
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Guest Count
  • Number Of Bedrooms
  • Air Conditioning
  • Grill
  • Fax
  • Dishwasher
  • # Of Bathrooms
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
In all of Hawai'i, Sandy Surf Villa K508, with over 3,000 square feet and 3 bedrooms and 3 bathrooms on the top floor (5th) in a premiere panoramic ocean view setting, is one of the most spectacular private residences available for visitor accommodations in a resort setting. Situated on the top... View all property information
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From
$225
Per Night
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1 / 25
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (16) Make Inquiry
Amenities & Details
  • Washer
  • Dryer
  • VCR
  • Satellite TV
  • Hot Tub
  • Ceiling Fans
  • DVD Player
  • Refrigerator
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. Keawakapu Beach is world famous for its long sandy beach, great snorkeling, and the most magnificent sunsets imaginable. In the winter the whales can be seen cavorting off of this beach as well as sea turtles... View all property information
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3 of 5 stars Reviewed May 24, 2013
The Palms at Wailea is well maintained with attractive grounds, quiet and has a lovely swimming pool. Unit 1204 has an excellent position with views over the gardens, a good...
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From
$1,095
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1 / 77
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • # Of Bathrooms
  • Dishwasher
  • Grill
  • Air Conditioning
  • Refrigerator
  • Fax
  • Guest Count
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
M511, Regal Mandalay, a top floor full ocean view 3 bedroom 2 bath residence offers close to 2,300 square feet of contemporary living space and decorator-perfect serene ambiance. Regal Mandalay is the perfect combination of modern living in the midst of tropical splendor - topped off with a little... View all property information
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5 of 5 stars Reviewed April 24, 2013
We had a wonderful time staying here. Tropical Villa Vacations does such a great job of taking care of the details. We loved the condo. So much so we had a hard time getting...
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From
$695
Per Night
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1 / 30
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (18) Make Inquiry
Amenities & Details
  • Hot Tub
  • TV
  • Parking
  • Refrigerator
  • Microwave
  • Dishwasher
  • Grill
  • Garage
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • 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
$1,195
Per Night
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1 / 78
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Hot Tub
  • Number Of Bedrooms
  • Fax
  • # Of Bathrooms
  • Guest Count
  • Parking
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
J405 Sea Breeze Suite (3 bedrooms and 3 bathrooms), set on the 4th floor at the beachfront Wailea Beach Villas villa resort on Maui Island, was recently launched as one of the newest members of an exclusive collection of exceptional accommodations that are privately owned and managed within the... View all property information
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From
$132
Per Night
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1 / 7
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1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • DVD Player
  • Dishwasher
  • Washer
  • Parking
  • Refrigerator
  • Patio
  • Stove
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
JANUARY AVAILABILITY: Arrive Jan. 5th, depart Jan 9th AND arrive Jan. 26th, depart Jan. 29th - Call for pricing. MARCH AVAILABILITY: Arrive Mar. 5th depart Mar. 7th AND arrive Mar. 14th, depart March 16th - Call for pricing APRIL AVAILABILITY: Arrive Apr. 8th, depart April 15th - $135/night... 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
$200
Per Night
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1 / 24
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Refrigerator
  • Microwave
  • Internet Access
  • Satellite TV
  • Number Of Bedrooms
  • Dishwasher
  • TV
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • x
  • Smoking allowed
  • Elder access
  • ?
  • ?
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 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
$1,595
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1 / 77
3 Bedrooms, 4 Bathrooms, Sleeps 6
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Amenities & Details
  • Shared Outdoor Pool...
  • Air Conditioning
  • Wi-Fi
  • Number Of Bedrooms
  • Dishwasher
  • # Of Bathrooms
  • Refrigerator
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Reserve this villa D102 Golden Mandarin 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... View all property information
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From
$895
Per Night
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1 / 66
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • # Of Bathrooms
  • Air Conditioning
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  • Pet-friendly
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  • Child-friendly
  • x
  • x
  • x
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  • Elder access
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About this property
The aptly named Grand Seascape at Wailea Beach Villas, also known as K407, is a three bedroom, two bath, exceptional quality vacation residence with truly grand coastal and ocean views. With more than 2,300 square feet of stylish indoor and outdoor living space this well appointed, comfortable, and... View all property information
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$1,095
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3 Bedrooms, 3 Bathrooms, Sleeps 6
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  • Gym
  • Grill
  • Washer
  • Dishwasher
  • Microwave
  • Dryer
  • TV
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
ezer with ice maker, office supplies, service ware, oil, juicer, two coffee makers with timers, digital true high definition television and video via 1080p over-sized televisions, lutron lighting, a dvr in the living room, ipod dock, walk-in laundry room with full-size washer/dryer, double pane... View all property information
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5 of 5 stars Reviewed September 17, 2014
A wonderful condo with 3 bedrooms & 3 bathrooms for six adults that was decorated with a modern touch & clean facilities. The beach is walking distance & the private pool very...
5 of 5 stars Reviewed July 10, 2014
We booked Aqua Lani J305 through Cary Ritt at Maui Vacation Advisers, and the villa management is provided throught Tropical Villa Vacations. From beginning to end, top to...
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
K308 Blue Horizons 4 bedroom Ocean View Villa was recently updated, upgraded and refreshed including sparkling polished marble floors, new decor, furniture, wall art, lighting, state-of-art electronics including large flat panel Samsung televisions, live plants, rich wool area rugs, capiz shell... View all property information
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$198
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1 Bedroom, 2 Bathrooms, Sleeps 4
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Notes from the Owner: Come relax in the luxury and tropical splendor of Maui’s premier resort, Wailea. Featuring miles of pristine beaches, magnificent sunsets and renowned cuisine, Wailea will surely be your ultimate vacation experience! The active vacationer can tee it up on one of five... View all property information
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5 of 5 stars Reviewed September 25, 2014
Ali'i Resorts welcome you when you arrive at the condo. They are gracious and informative. This is one of the cleanest and beautiful condos on the island. The view from the lanai...
5 of 5 stars Reviewed August 6, 2012
With the sunset over the golf course every night, this was a magic place to stay in Maui. We stayed at a resort the week before, but we just wanted some time to ourselves to...
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From
$1,150
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3 Bedrooms, 4 Bathrooms, Sleeps 6
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  • Refrigerator
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Reserve this villa E202 Ocean Pearl 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... View all property information
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From
$1,995
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3 Bedrooms, 4 Bathrooms, Sleeps 6
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Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
t interaction, gaggenau gas cooking range.... View all property information
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5 of 5 stars Reviewed August 16, 2013
One of the best vacation rentals we've ever had the pleasure of enjoying. When you calculate the price of nearby hotels, this 3 bedroom/3.5 bath condo was well worth the price...
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1 / 87
4 Bedrooms, 3 Bathrooms, Sleeps 8
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  • Number Of Bedrooms
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Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
ldquo;Affordable Luxury” rates apply for all reservations. Reserve at anytime, subject to availability. If we have availability, you get our posted already-affordable special reduced rates, even for last minute reservations. Rates vary by season, but are always an exceptional value for the quality... View all property information
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From
$1,450
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1 / 89
3 Bedrooms, 4 Bathrooms, Sleeps 8
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  • Washer
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  • Patio
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Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Reserve this villa F102 Bali Hai Pool Villa 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... View all property information
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From
$540
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1 / 16
1 Bedroom, 2 Bathrooms, Sleeps 2
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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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$1,695
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1 / 82
3 Bedrooms, 4 Bathrooms, Sleeps 8
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
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  • Elder access
  • ?
  • ?
About this property
Reserve this villa D101 Coco Palms 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... View all property information
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1 / 42
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 8
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  • Grill
  • TV
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  • DVD Player
  • Gym
  • Garage
  • Dishwasher
  • Hot Tub
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Luxury awaits in this exquisite three bedroom, three full baths, 2500 square feet Penthouse Villa J205 with gorgeous ocean view. The Aloha Kai Suite is elegant and refined to the last detail--sophisticated furnishings and spectacular art. Formal entry hall. Spacious living room. Formal dining with... View all property information
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5 of 5 stars Reviewed December 5, 2014
the first words out of my moms' mouth when we got inside the condo was that she had never seen a place like this in her 65 years!!! There was 3 generations of family on this...
5 of 5 stars Reviewed August 24, 2014
We were so thrilled with our stay at unit J205 Wailai Villas. From the moment we arrived and were met with a lovely welcome basket, we felt right at home. It was a perfect amount...
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3 Bedrooms, 4 Bathrooms, Sleeps 6
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  • Internet Access
  • Patio
  • Number Of Bedrooms
  • # Of Bathrooms
  • Refrigerator
  • Grill
  • Air Conditioning
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Floral Gardens Villa G102- the epitome of great affordable luxury! This villa is a recent addition to the collection of extraordinary Wailea Beach Villas. G102 Floral Gardens was just upgraded and enhanced with many new furnishings, decorations, guest amenities, artwork, HD Samsung televisions, HD... View all property information
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5 of 5 stars Reviewed October 30, 2013
Very spacious, perfect for a family. This villa is finished with high quality furniture/appliances etc. it had everything you need and more! the property is secure, quiet and...
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$1,195
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1 / 71
3 Bedrooms, 3 Bathrooms, Sleeps 6
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
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  • Elder access
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About this property
Reserve this villa J505 Orient Pacific Villa, a top floor ultra-premiere panoramic ocean view 3 bedroom villa, and receive all of the following newly expanded and enhanced benefits (and more) now!
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From
$252
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1 / 16
2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Wi-Fi
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  • DVD Player
  • Number Of Bedrooms
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Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Wailea Ekolu Village is a tranquil terraced property located on the Wailea Blue Golf Course offering distant panoramic views of the Pacific. This quiet low density village consists of eighteen two-story buildings spread out over 18 acres of tropical landscaping and is conveniently located across... View all property information
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1 / 83
3 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
sliding glass doors, full assortment of bar ware, herbs & spices. extensive assortment of soap and paper products and cleaning supplies are well stocked., studio becker imported european cabinetry, ipod docks, free high speed internet wired and wirelesss, digital HDTV.... View all property information
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$2,650
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1 / 95
3 Bedrooms, 4 Bathrooms, Sleeps 6
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  • Number Of Bedrooms
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Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Reserve this villa A201 The Royal Ilima, and receive all of the following newly expanded and enhanced benefits (and more) now!
  • Complimentary light hotel-style daily housekeeping at NO extra cost
  • Our posted “Affordable Luxury” rates apply for all reservations. Reserve at... View all property information
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From
$210
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1 / 24
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Refrigerator
  • Microwave
  • Blender
  • Dishwasher
  • Stereo System
  • Ceiling Fans
  • TV
  • Gym
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • 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 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
$159
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1 / 31
1 Bedroom, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Microwave
  • Dryer
  • Washer
  • Safe
  • Stove
  • Dishwasher
  • Refrigerator
  • Grill
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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$199
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1 / 46
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Microwave
  • VCR
  • Satellite TV
  • Washer
  • Patio
  • Grill
  • Dishwasher
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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 December 22, 2013
Have stayed in several of the other key areas in Maui over the years...first time in Wailea and liked this location the best hands down. Condo and the whole complex very clean...
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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.