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Wailea Luxury Rentals

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    Travelers to Wailea are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    38 Matching Rentals in WaileaView all 259 rentals
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    Brand new 2 bedroom beach front at the Mana Kai Maui Resort! On Keawakapu beach!1 / 23
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    New Listing! Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei1 / 33
    (1)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Spectacular 3rd Row at Ho'olei with Ocean Views1 / 33
    (1)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    One-of-a-Kind Maui Getaway!1 / 30
    (7)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Ocean Views
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    • Mountain Views
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 21, 2019
    Terrific vacation rental with an unbelievable view of Molokini, Lanai, Molokai, and West Maui. I can't imagine a more incredible view in all of Hawaii. The home more than...
    Reviewed February 19, 2019
    The house is a very modern and well kept home with a great infinity pool and outside kitchen overlooking Wailea. We had plenty of space and amenities. What we particularly...
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    About this property
    Created by Owner and Architect Kyron Brimmer, this exceptional home blends traditional and modern Hawaiiana design for a truly One-of-a-Kind Maui Getaway! Float in the infinity edge pool as palm trees sway while soaking up the tropical sunshine. Enjoy the soothing trade winds. Watch whales breach...
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    Wailea, Maui 96753
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Wailea Orchid Villa - Panoramic Views!  3 Bd/3 Ba1 / 21
    (6)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • 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 June 17, 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...
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    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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Castaway Cove C201 at Wailea Beach Villas1 / 50
    (2)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 17, 2016
    Really cannot think of any negatives. The location of the villa was terrrfic; it was well appointed and staff was superb.
    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...
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    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-0848-01 Castaway Cove C201 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
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Wailea Luxurious Beachfront  2br,2ba on Polo Beach Unit #4081 / 24
    (13)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Housekeeping Included
    • Hot Tub
    • Cable/satellite TV
    • Ocean Views
    • DVD Player
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 5, 2018
    Best location on Maui. Quiet, convenient with ocean and beach steps away from the condo.Pool, hot tub and barbeque grills on property. Underground parking, Full kitchen...
    Reviewed January 22, 2017
    Entering this condo takes your breath away. The palm trees, waves, beach, and whales! Yes, whales were waving welcome to us. Perfectly appointed from art to kitchen...
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    About this property
    **Please note that Polo Beach Club is currently undergoing a property enhancement project on walkways, walls and elevators until early fall 2019 that may result in some construction noise from approximately 9am to 3pm daily. Construction will not occur on weekends or holidays. Daily rates have...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Wailea Ekahi 11f:  Ocean View/Remodel 2 BR Condo1 / 21
    (26)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 7, 2016
    This condo is beautiful, fully equipped and in a great location. Has a great layout with the bedrooms on opposite sides of the condo. Traveled with another couple so the...
    Reviewed August 1, 2016
    Probably one of the nicest vacation rentals we have experienced. Every amenityis provided from the kitchen appliances to the comfy beds and linens. A spectacular ocean view...
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    About this property
    Nestled in a quiet lower village setting right on the green belt, our Maui home has recently undergone a complete professional remodel. The ceiling has a real Hawaiian feel with beams and matting, we've opened the kitchen to the living room and created two master suites with private bathrooms. The...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Terrace
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean End, Right Over the Beach! Brand New, Ocean Themed Remodel is Simply Gorgeous! Best Location, Best Property at the Mana Kai Resort! Mana Kai 402 is a Beautiful New Premium Ocean Front Condo appointed with every amenity you will need for the perfect Maui beach vacation. AFTER BEING...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    5 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Grill
    • Air Conditioning
    • Balcony
    • Terrace
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Description On the gentle slopes of Haleakala rests a spacious villa, a place to relax, a place to unwind. Located in the prime resort area of Wailea, Maui, Hawaii, this beautiful home and property is just minutes from the finest South Maui beaches, Wailea Luxury Hotels, Kihei shopping, dining and...
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    Wailea, Maui 96753
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Internet Access
    • Hot Tub
    • Air Conditioning
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Book With Confidence This Luxurious 3 Bedroom, 3.5 Bathroom (2426 sq. ft) Villa That Provides Everything That You Need To Have A Great Vacation. The House Offers Tremendous Vacation Experience With It's Amenities, Location, And Level Of Finishes. It Is Managed By PMI Maui, A Local Real Estate...
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    Wailea, Maui 96753
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Aqua Lani J305 Wailea Beach Villas1 / 50
    (8)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    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 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
    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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Washer
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Book With Confidence This Luxurious 3 Bedroom, 3.5 Bathroom (2619 sq. ft) Villa That Provides Everything That You Need To Have A Great Vacation. The House Offers Tremendous Vacation Experience With It's Amenities, Location, And Level Of Finishes. It Is Managed By PMI Maui, A Local Real Estate...
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    Wailea, Maui 96753
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    Sun Splash C301 Wailea Beach Villas1 / 50
    (1)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Cable/satellite TV
    • Internet Access
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-8688-01 Sun Splash C301 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
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Grill
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-2464-01 Royal Ilima A201 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
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Coral Gardens at Makena Bay1 / 50
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Grill
    • Washer
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 23, 2015
    This was our fourth trip to Maui and it was the best. Thanks to Coral Gardens in Makena. The luxury home is perched on Makena Bay ('turtle town') and did not disappoint. We were...
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    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-0368-01 County of Maui Short-Term Rental License #STKM 2013/0011 Coral Gardens Estate at Makena Bay is a legal permitted short-term vacation rental home. The permit license number is: STKM 2013/0011. The transient tax ID number is:...
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    Wailea, Maui 96753
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Wailea Sunset Estate1 / 50
    (13)Very good
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • DVD Player
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-4976-01 County of Maui Short-Term Rental License #Hotel-Zoned Wailea Sunset Estate 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,...
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    Wailea, Maui 96753
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    Grand Seascape K407 Wailea Beach Villas1 / 50
    (10)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • 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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New Listing. DEEP DISCOUNTS* Relax viewing the ocean on a private, quiet lanai surrounded by tropical gardens. Brand new earth-friendly remodel and furnishings. Gourmet kitchen, spacious bedroom and living area beautifully appointed. Bamboo bathroom with a Jacuzzi whirlpool tub and Toto washing...
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    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Bali Hai Pool Villa F102 at Wailea Beach Villas1 / 50
    (4)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Grill
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-1360-01 Bali Hai Pool Villa F102 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
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Bella Luna D302 Wailea Beach Villas1 / 50
    (6)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • 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 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
    State of Hawaii Transient Accommodations Tax License #TA-*******-0176-01 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....
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    Wailea, Maui 96753
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Washer
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-2464-04 Wailea Seashore Suite K507 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...
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    Wailea, Maui 96753
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Sandcastles Suite L509 Wailea Beach Villas1 / 50
    (6)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Washer
    • Hot Tub
    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Heated)
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 12, 2016
    We booked through Tropical Villas Vacations. Yvonne was so great fielding all of our questions beforehand and providing us with an amazing about of information on the property...
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    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-2464-03 Sandcastles Suite L509 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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Regal Mandalay M511 Wailea Beach Villas1 / 50
    (7)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Grill
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-6208-01 Regal Mandalay M511 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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Mer Et Soleil K408 Wailea Beach Villas1 / 50
    (9)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • 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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Sunny Surf E301 at Makena Surf1 / 50
    (7)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • 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 October 25, 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 May 23, 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...
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    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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Floral Gardens Villa G102 Wailea Beach Villas1 / 50
    (9)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • 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 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
    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
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Aloha Kai Suite at Wailea Beach Villas PH 2051 / 42
    (101)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Washer
    • Mountain Views
    • Ocean Views
    • Cable/satellite TV
    • DVD Player
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 15, 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 July 20, 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...
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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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    Location Information
    Wailea, Maui 96753
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Waterfront
    • DVD Player
    • Mountain Views
    • Ocean Views
    • Patio
    • Washer
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a Mediterranean-style Villa. Stunning Ocean Views near beaches. Prime South Maui location. Tile floors and Vaulted Ceilings. Lanais surround the Property with gardens and comfortable seating areas. There are fountains, orchards and fruit trees with privacy. Spacious lounging and dining...
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    Location Information
    Wailea, Maui 96753
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Azure Azul M212 at Wailea Beach Villas1 / 50
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    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 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
    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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    Location Information
    Wailea, Maui 96753
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Orient Pacific Suite J505 at Wailea Beach Villas1 / 50
    (1)Excellent
    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 October 25, 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...
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    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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    Location Information
    Wailea, Maui 96753
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Sea Breeze Suite J405 at Wailea Beach Villas1 / 50
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    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 January 16, 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...
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    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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    Location Information
    Wailea, Maui 96753
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Sandy Surf K508 at Wailea Beach Villas1 / 50
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    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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    Location Information
    Wailea, Maui 96753
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Renovated one-bedroom oceanfront unit in Elua Village with all the amenities including free wi-fi, flat screen TVs, fully appointed kitchen, and more... Elua Village direct oceanfront, #1402 - Come and experience the magic of Wailea, Maui! Our one-bedroom condominium has been renovated with all...
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    Location Information
    Wailea, Maui 96753
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    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
    Golden Mandarin D102 Wailea Beach Villas1 / 50
    (3)Very good
    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 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
    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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    Location Information
    Wailea, Maui 96753
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Blue Horizons K308 Wailea Beach Villas1 / 50
    (11)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    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 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
    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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    Location Information
    Wailea, Maui 96753
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Coco Palms Pool Villa D101 at Wailea Beach Villas1 / 50
    (2)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Washer
    • Hot Tub
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-6368-02 Coco Palms Pool Villa D101 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...
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    Location Information
    Wailea, Maui 96753
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Wailea Flight and Weather Info
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