Wailea Villas
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24 Matching Rentals in WaileaView all 325 rentals
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3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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Amenities & Details
- Parking
- Cable/satellite TV
- Wi-Fi
- Air Conditioning
- Shared Outdoor Pool (Unheated)
- Private Garden
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 5 weeks ago
This Ho'olei villa was huge, clean and had everything we needed. Our family of 7 had a wonderful time. We could eat and drink whatever and whenever we wanted and spends lots...
About this property
Come relax and enjoy the good life at our spectacular ocean-view luxury villa, located directly across from the Grand Wailea Hotel & Spa on the beautiful island of Maui.
Situated on the third row at Ho'olei, this beautiful two-story villa boasts dramatic Pacific Ocean views from both upper and...
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Wailea, Maui 96753
Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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Payment Protection
Amenities & Details
- Washer
- Hot Tub
- Internet Access
- Housekeeping Included
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
With its stunning Pacific views and sought-after location, Hale Makena Maui is one of the most impressive 4-bedroom Maui villas available. This resplendent villa is found beachside in Makena, just south of the ultra-luxurious enclave of Wailea; escape the crowds in favor of a more tranquil, yet...
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Wailea, Maui 96753
Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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Amenities & Details
- Air Conditioning
- Hot Tub
- DVD Player
- Mountain Views
- Internet Access
- Cable/satellite TV
- Children's Pool
- Washer
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 17 June 2018
We've just returned from our trip. We had an amazing stay at this property in Wailea. It is so spacious, the kitchen was stocked with EVERYTHING we needed for daily meal prep...
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....
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Wailea, Maui 96753
Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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Amenities & Details
- Cable/satellite TV
- Air Conditioning
- Wi-Fi
- Parking
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Beautiful 2BR/2BA Condo in Wailea located in the amazing Grand Champions Villas complex. Only a 5 minute walk to the beach, Grand Champions provides a luxurious, relaxed vibe in the beautiful town of Wailea. Close to numerous restaurants, shops and beaches. Relax in the two pools on property or...
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Wailea, Maui 96753
Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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Amenities & Details
- Washer
- Private Outdoor Pool (Heated)
- Grill
- DVD Player
- Hot Tub
- Internet Access
- Cable/satellite TV
- Air Conditioning
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 1 February 2015
My husband and I, along with our baby stayed in this luxury unit in November. The unit has fabulous access to outside lanai's and grass areas. The kitchen was equipped as if it...
Reviewed 30 October 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...
About this property
State of Hawaii Transient Accommodations Tax License #TA-*******-1168-01
Floral Gardens Pool Villa G102 is located on Maui island, ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19, 2018! Maui island was also voted #2 Best...
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Wailea, Maui 96753
Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
Amenities & Details
- DVD Player
- Private Outdoor Pool (Heated)
- Air Conditioning
- Internet Access
- Washer
- Grill
- Hot Tub
- Cable/satellite TV
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 25 October 2015
Once entering the property which is quite secure, and meeting the friendly and helpful owner, you are taken through a wonderful tropical and well maintained garden around a...
Reviewed 23 May 2015
When I was planning our family vacation for my wife and 2 adult sons, I spent countless hours researching, talking to friends, etc. As I am a supporter of Tripadvisor, I also...
About this property
State of Hawaii Transient Accommodations Tax License #TA-*******-2464-02
County of Maui Short-Term Rental License #Hotel-Zoned
Sunny Surf E301 is located on Maui island, ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19, 2018!...
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Wailea, Maui 96753
Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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Amenities & Details
- Air Conditioning
- Parking
- Grill
- Hot Tub
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 30 March 2017
We stayed in this condo directly over the private pool. We had three couples and a 14 month old and the space was perfect! The location is great, 10 min walking distance to...
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...
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Wailea, Maui 96753
Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
Check in Check out
Amenities & Details
- Washer
- Internet Access
- Cable/satellite TV
- Private Outdoor Pool (Heated)
- Grill
- Parking
- Air Conditioning
- DVD Player
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 17 January 2017
My wife and I along with our 2 sons and their wives, just returned from a week at Wailea Beach Villas J405. From the moment I first contacted Tropical Villa Vacations all the...
About this property
State of Hawaii Transient Accommodations Tax License #TA-*******-7632-01
Sea Breeze Suite J405 is located on Maui island, ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19, 2018! Maui island was also voted #2 Best Island in the...
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Wailea, Maui 96753
Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
Check in Check out
Amenities & Details
- Grill
- DVD Player
- Air Conditioning
- Cable/satellite TV
- Washer
- Private Outdoor Pool (Heated)
- Internet Access
- Hot Tub
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 20 March 2017
Everything about this condo and resort is 1st class. The location of the unit itself (450) is perfect. The huge lanai overlooks the pool if you are trying to keep your eye on...
About this property
State of Hawaii Transient Accommodations Tax License #TA-*******-1360-02
Azure Azul M212 is located on Maui island, ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19, 2018! Maui island was also voted #2 Best Island in the U.S....
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Wailea, Maui 96753
Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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Amenities & Details
- DVD Player
- Washer
- Ocean Views
- Air Conditioning
- Waterfront
- Mountain Views
- Wi-Fi
- Cable/satellite TV
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 12 December 2017
The accommodation is ideally located 20 metres from the beach. This is the second time in three years a group of family and friends has booked the entire suite of apartments...
About this property
Dolphins Point Maui is the perfect beach house for your family or group vacation, with 4 bedrooms & 4 bathrooms split into three private suites. The property is ideally situated directly on a beautiful white sand beach - literally the lawn ends and the sand begins! You can be settled at the beach...
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Wailea, Maui 96753
Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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Amenities & Details
- Air Conditioning
- Internet Access
- DVD Player
- Washer
- Private Outdoor Pool (Heated)
- Hot Tub
- Grill
- Cable/satellite TV
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 26 October 2017
It was my family's second time staying at the Wailea Beach Villas in J505 and it was perfect as usual! There were 3 spacious, luxurious bedrooms, each with their own bathroom...
About this property
State of Hawaii Transient Accommodations Tax License #TA-*******-9936-01
Orient Pacific Suite J505 is located on Maui island, ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19, 2018! Maui island was also voted #2 Best Island in...
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Wailea, Maui 96753
Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
Check in Check out
Amenities & Details
- DVD Player
- Hot Tub
- Air Conditioning
- Washer
- Cable/satellite TV
- Internet Access
- Private Outdoor Pool (Heated)
- Grill
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
State of Hawaii Transient Accommodations Tax License #TA-*******-4016-01
Sandy Surf K508 is located on Maui island, ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19, 2018! Maui island was also voted #2 Best Island in the U.S....
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Wailea, Maui 96753
Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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Payment Protection
Amenities & Details
- Shared Outdoor Pool (Unheated)
- Patio
- DVD Player
- Washer
- Cable/satellite TV
- Hot Tub
- Air Conditioning
- Wi-Fi
Suitability
Pet friendly
Kid friendly
Smoking allowed
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...
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Wailea, Maui 96753
Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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Amenities & Details
- Private Outdoor Pool (Heated)
- Hot Tub
- Cable/satellite TV
- DVD Player
- Washer
- Grill
- Internet Access
- Air Conditioning
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 31 January 2015
We have been coming to Wailea for the past 15 years and the Golden Mandarin was by far the best place we have ever stayed. The Villa was exquisite and was stocked with every...
About this property
State of Hawaii Transient Accommodations Tax License #TA-*******-0880-02
Golden Mandarin Pool Villa D102 is located on Maui island, ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19, 2018! Maui island was also voted #2 Best...
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Wailea, Maui 96753
Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
Check in Check out
Amenities & Details
- DVD Player
- Internet Access
- Hot Tub
- Private Outdoor Pool (Heated)
- Cable/satellite TV
- Grill
- Washer
- Air Conditioning
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
State of Hawaii Transient Accommodations Tax License #TA-*******-7504-01
Mer Et Soleil K408 is located on Maui island, ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19, 2018! Maui island was also voted #2 Best Island in the...
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Wailea, Maui 96753
Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
Check in Check out
Amenities & Details
- Cable/satellite TV
- Hot Tub
- DVD Player
- Internet Access
- Washer
- Grill
- Private Outdoor Pool (Heated)
- Air Conditioning
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 10 July 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...
About this property
State of Hawaii Transient Accommodations Tax License #TA-*******-9680-01
Aqua Lani J305 is located on Maui island, ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19, 2018! Maui island was also voted #2 Best Island in the U.S....
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Wailea, Maui 96753
Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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Amenities & Details
- Hot Tub
- Washer
- Mountain Views
- Ocean Views
- Cable/satellite TV
- DVD Player
- Internet Access
- Air Conditioning
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 15 August 2018
This was a fantastic unit for a family of 4. Very clean and comfortable, well appointed within the resort. Would definitely book again and recommend to friends. Owners were...
Reviewed 20 July 2018
We stayed for 6 nights in Aloha Kai Suite-3 berdroom in the Penthouse in July 2018 with our 3 teenagers. The condo had a nice view of the ocean and was decorated really nicely...
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...
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Wailea, Maui 96753
Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
Check in Check out
Amenities & Details
- DVD Player
- Private Outdoor Pool (Heated)
- Cable/satellite TV
- Washer
- Hot Tub
- Grill
- Internet Access
- Air Conditioning
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 17 August 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...
About this property
State of Hawaii Transient Accommodations Tax License #TA-*******-6368-01
Bella Luna D302 is located on Maui island, ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19, 2018! Maui island was also voted #2 Best Island in the U.S....
View all property information Location Information
Wailea, Maui 96753
Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
Check in Check out
Amenities & Details
- DVD Player
- Grill
- Private Outdoor Pool (Heated)
- Internet Access
- Cable/satellite TV
- Hot Tub
- Washer
- Air Conditioning
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
State of Hawaii Transient Accommodations Tax License #TA-*******-9024-01
Grand Seascape K407 is located on Maui island, ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19, 2018! Maui island was also voted #2 Best Island in the...
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Wailea, Maui 96753
Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
Check in Check out
Amenities & Details
- Internet Access
- Grill
- Private Outdoor Pool (Heated)
- Washer
- Hot Tub
- Cable/satellite TV
- DVD Player
- Air Conditioning
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 13 September 2015
Our family had such a wonderful vacation here, been going to Maui for over 20 years this was definitely our favorite place, everyone was comfortable with their accommodations...
About this property
State of Hawaii Transient Accommodations Tax License #TA-*******-3120-01
Blue Horizons K308 is located on Maui island, ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19, 2018! Maui island was also voted #2 Best Island in the...
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Wailea, Maui 96753
Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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Payment Protection
Amenities & Details
- Patio
- Cable/satellite TV
- Grill
- Air Conditioning
- Hot Tub
- Wi-Fi
- Shared Outdoor Pool (Unheated)
- Washer
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
New Listing! Gorgeous new furnishings throughout the entire Villa as of March 2018! Book your Maui dream vacation today at this amazing elegantly furnished Villa.
Featuring garden views and modern furnishings, this ground floor penthouse is the perfect choice for your Maui getaway! Located in the...
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Wailea, Maui 96753
Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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