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Wailea Villas

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    $1,037 Average
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    Travelers to Wailea are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    20 Matching Rentals in WaileaView all 212 rentals
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    Maui Ocean View, Ground Floor, Beach House Chic1 / 23
    (1)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    LUXURY FOR LESS! Best value in Hoolei Wailea!1 / 24
    (3)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Private Yard
    • Air Conditioning
    • Secure Parking
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean view villa cottage 100% privacy quite isolated place . Driving to the shops of Wailea around 5 mins. Formosa Makamae Villa is a solo, quiet 700 sqft and 250 sqft deck property. An open deck facing the seaside boasts a 360 degree panoramic view from the foot of Haleakala to Molokai island....
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    Wailea, Maui 96753
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Bella Luna D302 Wailea Beach Villas1 / 86
    (6)Excellent
    Studio, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    About this property
    Bella Luna D302 is located on Maui island, voted #1 best island in the WORLD by TripAdvisor’s 2016 Travelers’ Choice Awards! Maui island was also voted #1 best island in the U.S. by Conde Nast Traveler’s Readers’ Choice Awards published on October 18, 2016. The Wailea Beach Villas is ranked No. 3...
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    Wailea, Maui 96753
    Rental Home - 4 Bathrooms, Sleeps 6
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    Blue Horizons K308 Wailea Beach Villas1 / 75
    (11)Excellent
    Studio, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 13, 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...
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    About this property
    Blue Horizons K308 is located on Maui island, voted #1 best island in the WORLD by TripAdvisor’s 2016 Travelers’ Choice Awards! Maui island was also voted #1 best island in the U.S. by Conde Nast Traveler’s Readers’ Choice Awards published on October 18, 2016. The Wailea Beach Villas is ranked No....
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    Wailea, Maui 96753
    Rental Home - 3 Bathrooms, Sleeps 8
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    Azure Azul M212 at Wailea Beach Villas1 / 77
    (2)Excellent
    Studio, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 20, 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...
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    About this property
    Azure Azul M212 is located on Maui island, voted #1 best island in the WORLD by TripAdvisor’s 2016 Travelers’ Choice Awards! Maui island was also voted #1 best island in the U.S. by Conde Nast Traveler’s Readers’ Choice Awards published on October 18, 2016. The Wailea Beach Villas is ranked No. 3...
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    Wailea, Maui 96753
    Rental Home - 3 Bathrooms, Sleeps 6
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    Golden Mandarin D102 Wailea Beach Villas1 / 78
    (3)Very good
    Studio, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 30, 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...
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    About this property
    Golden Mandarin Pool Villa D102 is located on Maui island, voted #1 best island in the WORLD by TripAdvisor’s 2016 Travelers’ Choice Awards! Maui island was also voted #1 best island in the U.S. by Conde Nast Traveler’s Readers’ Choice Awards published on October 18, 2016. The Wailea Beach Villas...
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    Wailea, Maui 96753
    Rental Home - 4 Bathrooms, Sleeps 6
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    Ho'olei at Grand Wailea - Deluxe Ocean View1 / 15
    (1)Excellent
    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 March 29, 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...
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    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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Aqua Lani J305 Wailea Beach Villas1 / 78
    (8)Excellent
    Studio, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Children's Pool
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Washer
    • Mountain Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    About this property
    Aqua Lani J305 is located on Maui island, voted #1 best island in the WORLD by TripAdvisor’s 2016 Travelers’ Choice Awards! Maui island was also voted #1 best island in the U.S. by Conde Nast Traveler’s Readers’ Choice Awards published on October 18, 2016. The Wailea Beach Villas is ranked No. 3 in...
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    Location Information
    Wailea, Maui 96753
    Rental Home - 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Terrace
    • DVD Player
    • Patio
    • Grill
    • Washer
    • Balcony
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Aloha Maui vacation planners, Welcome to beautiful Wailea, a Master Planned Community which ensures good community planning and utilizes design guidelines to help preserve Maui's sophisticated island environment. Grand Champions Villas is located in the heart of Wailea and nestled between The...
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    Wailea, Maui 96753
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Floral Gardens Villa G102 Wailea Beach Villas1 / 76
    (9)Excellent
    Studio, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Patio
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 1, 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 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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    About this property
    Floral Gardens Pool Villa G102 is located on Maui island, voted #1 best island in the WORLD by TripAdvisor’s 2016 Travelers’ Choice Awards! Maui island was also voted #1 best island in the U.S. by Conde Nast Traveler’s Readers’ Choice Awards published on October 18, 2016. The Wailea Beach Villas is...
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    Location Information
    Wailea, Maui 96753
    Rental Home - 4 Bathrooms, Sleeps 6
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    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
    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
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Island Oasis M111 Wailea Beach Villas1 / 61
    (14)Excellent
    Studio, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    About this property
    Island Oasis M111 is located on Maui island, voted #1 best island in the WORLD by TripAdvisor’s 2016 Travelers’ Choice Awards! Maui island was also voted #1 best island in the U.S. by Conde Nast Traveler’s Readers’ Choice Awards published on October 18, 2016. The Wailea Beach Villas is ranked No. 3...
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    Location Information
    Wailea, Maui 96753
    Rental Home - 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tropical paradise is made even more magical with this luxury vacation rental. With a third story location that has views of the Pacific and ample entertaining space both indoors and out, we're certain your Maui vacation will be unforgettable. The open floor plan features tile throughout to keep the...
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    Location Information
    Wailea, Maui 96753
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Grand Seascape K407 Wailea Beach Villas1 / 66
    (10)Excellent
    Studio, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Grand Seascape K407 is located on Maui island, voted #1 best island in the WORLD by TripAdvisor’s 2016 Travelers’ Choice Awards! Maui island was also voted #1 best island in the U.S. by Conde Nast Traveler’s Readers’ Choice Awards published on October 18, 2016. The Wailea Beach Villas is ranked No....
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    Location Information
    Wailea, Maui 96753
    Rental Home - 2 Bathrooms, Sleeps 6
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    Aloha Kai Suite at Wailea Beach Villas PH 2051 / 42
    (97)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Hot Tub
    • Balcony
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Grill
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 7, 2017
    Susan & Ron Fagin,My family and I want to extend our warmest Mahalo to Ron and you for your fantastic accommodations at J205 Wailea Beach Villa. The 2 weeks, as any...
    Reviewed May 1, 2017
    My stayed for 5 nights in this beautiful condo. 5 stars all the way around. Everything was absolutely perfect! Great location. Easy access to beach, restaurants, shopping, and...
    Reviewed April 20, 2017
    We had a wonderful stay in the Aloha Kai Suite over spring break. The rooms were just beautiful and so nicely decorated. The location was fantastic - right by the family pool...
    Reviewed April 6, 2017
    Aloha Kai Penthouse is located steps from the beach in a heavenly location on the most beautiful island - Maui! There are so many activities on the island, the beach there is...
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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...
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    Wailea, Maui 96753
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Wailea Orchid Villa - Panoramic Views!  3 Bd/3 Ba1 / 21
    (5)Excellent
    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
    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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    Location Information
    Wailea, Maui 96753
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A bright and spacious floor plan greets you as you enter this third floor property. With glass walls that vanish to reveal a beautiful covered lanai, the lovely outdoor space merges with the homes interior to create more room for you and your guests to take advantage of. The open floor plan...
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    Wailea, Maui 96753
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Amazing Wailea Surf Villa at Wailea Beach Villas1 / 24
    (18)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    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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    Location Information
    Wailea, Maui 96753
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    14.3 miles from Wailea
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