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Villas in Wailea, HI

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$695
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3 Bedrooms, 4 Bathrooms, Sleeps 10
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$995
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3 Bedrooms, 3 Bathrooms, Sleeps 8
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$695
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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$895
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3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Grill
  • TV
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  • Gym
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  • Pet-friendly
  • Wheelchair access
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  • Elder access
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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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From
$4,500
Per Night
1 / 21
4 Bedrooms, 5 Bathrooms, Sleeps 8
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  • Grill
  • Internet Access
  • DVD Player
  • Hairdryer
  • TV
  • Safe
  • Stereo System
  • Satellite TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
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  • ?
About this property
Slip into your own personal haven on the south coast of Maui. Home to the most discerning guests, Andaz Maui at Wailea's oceanfront, residential-style beach villas offer a secluded hideaway, just steps from the sands of Mokapu Beach. With the ocean as your backdrop, entertain on your own outdoor... View all property information
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From
$1,795
Per Night
1 / 31
3 Bedrooms, 4 Bathrooms, Sleeps 6
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Amenities & Details
  • DVD Player
  • Microwave
  • Satellite TV
  • Internet Access
  • TV
  • Ceiling Fans
  • Dryer
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
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  • Elder access
  • x
  • ?
About this property
Ocean Bliss is a stunning beachfront estate that provides the best of all worlds...Privacy and ocean access as the house borders South Maui's Polo Beach with it's golden sands and shallow swimming area on one side of the villa and a dramatic lava rock beach on the other side. The vistas of the sea... View all property information
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From
$200
Per Night
1 / 23
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Refrigerator
  • Ceiling Fans
  • Dishwasher
  • Washer
  • Parking
  • Stove
  • Safe
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This large 2 bedroom 2 bathroom villa has stunning views of the Old Blue Golf Course. Our spacious 2 bedroom 2 bathroom air conditioned condo has been tastefully furnished in modern decor with tropical accents. Our condo has has a great layout for two couples. Each couple has there own private... View all property information
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5 of 5 stars Reviewed December 16, 2013
My wife and I stayed in unit 29 at the Grande Champions Golf Villas for two weeks in December, 2013. The property manager Kathleen was fantastic to deal with and responded...
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From
$1,088
Per Night
1 / 37
3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • DVD Player
  • Washer
  • TV
  • Refrigerator
  • Hot Tub
  • Microwave
  • Gym
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
GRAND WAILEA RENTAL PROGRAM BENEFITS FOR OUR GUESTS: * Complimentary on-demand transportation to and from The Grand Wailea Resort * Enjoy the use of all the pools, water slides, spa and restaurants at The Grand Wailea Resort * Exclusive charging privileges at The Grand Wailea Resort *... View all property information
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5 of 5 stars Reviewed August 11, 2014
I must say that this was one of the best vacation rentals I've stayed at. The house, staff and property was simply amazing. Everyone there was extremely courteous, friendly and...
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From
$1,288
Per Night
1 / 45
3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Grill
  • Refrigerator
  • Gym
  • Garage
  • DVD Player
  • Hot Tub
  • Safe
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Modern Maui, our ocean view villa located in the heart of beautiful Wailea, combines all the best elements of a premium vacation home: Location, space, amenities and Grand Wailea Resort access. EXCLUSIVE GRAND WAILEA RESORT BENEFITS FOR OUR GUESTS: * On-demand, free transportation to and from... View all property information
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From
$725
Per Night
1 / 34
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Microwave
  • Safe
  • Dishwasher
  • Grill
  • Dryer
  • DVD Player
  • Sauna
  • Gym
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
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  • Smoking allowed
  • Elder access
  • x
About this property
WAILEA BEACH VILLA PENTHOUSE #306 (LUXURY 2 BR + DEN + 2 BA) PANORAMIC OCEAN VIEWS!!! LUXURY AND EXCLUSIVE 2 BR + DEN. NOW OFFERED AT AN AMAZING RATE!!! LOOK NO FURTHER! THIS IS THE NEWEST EXCLUSIVE, LUXURY WAILEA BEACHFRONT CONDO OFFERED AT AN AMAZING RATE!!! OVER 1900 SQ. FT + LANAI + BBQ... View all property information
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From
$1,250
Per Night
1 / 18
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4 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Washer
  • TV
  • Parking
  • Stove
  • Grill
  • Hot Tub
  • Refrigerator
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
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About this property
Trip Advisor Guests Describe L409 as 'Perfect & Well Worth the Money'. Visit our website for additional pictures to see why this villa is the most popular unit there based on travelers reviews. Luxurious 3000' Panoramic Oceanview Villa Available at Owner Direct Low Prices. This breath taking... View all property information
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From
$895
Per Night
1 / 77
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Number Of Bedrooms
  • Dishwasher
  • Grill
  • Air Conditioning
  • Refrigerator
  • Fax
  • Guest Count
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
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  • Smoking allowed
  • Elder access
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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
$1,595
Per Night
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
  • ?
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  • Smoking allowed
  • Elder access
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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
$995
Per Night
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
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
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About this property
Aloha and Welcome to M212 - Azure Azul Ocean View Villa at Wailea Beach Villas, a newly refreshed and re-decorated 3 bedroom 3 bath ocean view corner unit, located within the Wailea Beach Villas Resort on Wailea Beach, Maui Island. This spectacular all-new accommodation has an impressive large... View all property information
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From
$950
Per Night
1 / 66
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (10) Make Inquiry
Amenities & Details
  • # Of Bathrooms
  • Air Conditioning
  • Refrigerator
  • Stereo System
  • Dishwasher
  • Internet Access
  • Number Of Bedrooms
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
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  • Smoking allowed
  • 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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From
$1,350
Per Night
1 / 81
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • # Of Bathrooms
  • Guest Count
  • Air Conditioning
  • Grill
  • Fax
  • Dishwasher
  • Number Of Bedrooms
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
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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
$1,595
Per Night
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
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  • ?
  • ?
  • Smoking allowed
  • Elder access
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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
$1,325
Per Night
1 / 82
3 Bedrooms, 4 Bathrooms, Sleeps 6
Details Reviews (1) Make Inquiry
Amenities & Details
  • Stereo System
  • # Of Bathrooms
  • Dishwasher
  • Grill
  • Number Of Bedrooms
  • Refrigerator
  • Air Conditioning
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
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  • ?
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
$725
Per Night
1 / 60
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (14) Make Inquiry
Amenities & Details
  • Grill
  • Air Conditioning
  • Stereo System
  • Number Of Bedrooms
  • Internet Access
  • Guest Count
  • Dishwasher
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • 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
$1,395
Per Night
1 / 74
4 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Guest Count
  • Internet Access
  • Fax
  • Air Conditioning
  • Number Of Bedrooms
  • # Of Bathrooms
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
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  • ?
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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From
$1,495
Per Night
1 / 75
3 Bedrooms, 4 Bathrooms, Sleeps 6
Details Reviews (8) Make Inquiry
Amenities & Details
  • Internet Access
  • Patio
  • # Of Bathrooms
  • Number Of Bedrooms
  • Refrigerator
  • Grill
  • Air Conditioning
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
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  • Smoking allowed
  • Elder access
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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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From
$995
Per Night
1 / 75
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (8) Make Inquiry
Amenities & Details
  • Gym
  • Grill
  • Washer
  • Dishwasher
  • Microwave
  • Dryer
  • TV
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • 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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From
$1,995
Per Night
1 / 84
3 Bedrooms, 4 Bathrooms, Sleeps 6
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Amenities & Details
  • Internet Access
  • Number Of Bedrooms
  • # Of Bathrooms
  • Refrigerator
  • Guest Count
  • Air Conditioning
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • 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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From
$1,150
Per Night
1 / 84
3 Bedrooms, 4 Bathrooms, Sleeps 6
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Amenities & Details
  • Refrigerator
  • Air Conditioning
  • Dishwasher
  • Number Of Bedrooms
  • # Of Bathrooms
  • Internet Access
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
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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 already-affordable... View all property information
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From
$1,595
Per Night
1 / 12
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Grill
  • Dishwasher
  • Pool
  • Microwave
  • Stove
  • TV
  • Hot Tub
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Spend your vacation at Ho'olei luxury villas at Grand Wailea on Maui! Located just minutes from the world-class Grand Wailea Resort Hotel & Spa on Maui's southern shore, each two-story villa offers a luxurious home in paradise. Every villa has three bedrooms and 3.5 baths with finely appointed... View all property information
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From
$2,650
Per Night
1 / 95
3 Bedrooms, 4 Bathrooms, Sleeps 6
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Amenities & Details
  • Number Of Bedrooms
  • Refrigerator
  • Guest Count
  • Air Conditioning
  • Dishwasher
  • Internet Access
  • Fax
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • 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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1 / 17
3 Bedrooms, 4 Bathrooms, Sleeps 8
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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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