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Maui Luxury Holiday Homes

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    Travellers to Maui are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    466 Matching Rentals in MauiView all 3,111 rentals
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    6 Bedrooms, 9 Bathrooms, Sleeps 12 Quick View
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    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Hekili Point1 / 48
    (3)Excellent
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Private Garden
    • Secure Parking
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 April 2018
    This home was the perfect location for our group. The location is unbeatable. Waking up to the sounds of the ocean and being able to walk right out to the stunning reef was an...
    Reviewed 10 January 2018
    Spent a few days in this property with kids and grandparents. We all loved it. The house is spacious, clean and cozy. It has almost everything you need in life. Felt like home...
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    About this property
    Plantation Style Oceanfront Estate. 2 Master Suites, Guest Suite + Guest Cottage. Each Oceanview Suite has bedroom, sitting room, private lanai, private bath, washer and dryer. Pool, Gym, Spa, Steam Room, Pool Table. Spectacular ocean neighbor island news front one Maui's best and most important...
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    Lahaina, Maui 96761
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Hot Tub
    • Grill
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-9392-01 County of Maui Short-Term Rental License #Hotel-Zoned Resort SeaSpirit Villa 811 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...
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    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This superb, three-bedroom suite is located within the world-renowned Andaz Maui at Wailea, one of the finest destinations on the island's sunset coast. Just steps from Mokapu Beach, the villa features more than 3,200 square feet of indoor and outdoor living space with breathtaking views, while the...
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    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    'Majestic Masterpiece' is located in one of the most beautiful vacation areas in Hawaii....overlooking Kapalua Bay, Maui, on the ocean's edge of a world famous beach, offering year round breathtaking sunset views. This spectacular 5th floor, private penthouse occupies a prime location with...
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    Kapalua, Maui 96761
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    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, voted #1 best island in the WORLD by TripAdvisor's 2016 Travelers' Choice Awards! Maui island was also voted #1 best island...
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    Wailea, Maui 96753
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • DVD Player
    • Mountain Views
    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    • Waterfront
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home defines the best of Maui with direct access to a sandy, swimming beach on one side and a lava rock beach on the other side. This unique beachfront estate is perfectly situated for both privacy and beach access to south Maui's Polo Beach and is within walking distance to Maui's best...
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    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Luxury Villa Steps From The Beach1 / 53
    (7)Very good
    14 Bedrooms, 15 Bathrooms, Sleeps 32 Quick View
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    • DVD Player
    • Internet Access
    • Cable/satellite TV
    • Air Conditioning
    • Ocean Views
    • Hot Tub
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 June 2018
    We hosted our wedding at Wailea Inn on 5/26/18 and could not be more pleased with our experience. Not only did we host 90 people for a beautiful reception we also had 30 of our...
    Reviewed 28 July 2015
    Stayed for 5 nights with my wife and two teenage sons in the Poolside Bungalow. Everything about the place is first class, the location, the villa and the service. Nothing...
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    About this property
    This luxury villa is a private tropical oasis only 50 yards from beaches, snorkeling and surfing. The perfect location for any family while shopping, restaurants, playground, movies, tennis and skate-park are all within walking distance. Wailea Inn may be booked as a private residence offering...
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    Kihei, Maui 96753
    Holiday Rental House - 14 Bedrooms, 15 Bathrooms, Sleeps 32
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    Hale Makena Maui1 / 24
    (2)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    • Housekeeping Included
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    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
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    Coral Gardens at Makena Bay1 / 50
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • 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 24 July 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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    Location Information
    Wailea, Maui 96753
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Hot Tub
    • Grill
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Aloha, We built Kahana Nui with the dream of creating a unique home that would complement the beauty of this idyllic location. Our plans were to build a pole house, but we did not want it to have the appearance of a house on poles. The home was developed with an expansive ground level lanai...
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    Lahaina, Maui 96761
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    5 Bedrooms, 6 Bathrooms, Sleeps 11 Quick View
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    • Mountain Views
    • DVD Player
    • Washer
    • Ocean Views
    • Hot Tub
    • Grill
    • Waterfront
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Blue Sky Villa is a private oceanfront 5 bedroom home on the beach in Lahaina, Maui Hawaii. Sleeps 10 - 12 comfortably. Designer updated. Each bedroom has wireless access. The open-air house was build to enjoy the natural beauty and breezes of Maui. Doors fully retract in master bedroom,...
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    Lahaina, Maui 96761
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 11
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • 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, 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...
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    Wailea, Maui 96753
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Grill
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to your Maui dream home. Avalon by the Sea is a beautiful four-bedroom villa located in Kapalua, one of the most exclusive areas on the island. You’ll discover traditional Hawaiian design mixed with the finest contemporary amenities, surrounded by lush tropical gardens and majestic palms....
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    Kapalua, Maui 96761
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Patio
    • Grill
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Plantation Estate is a vacation villa located in Kapalua, Maui, on 2-acres of the upscale Plantation Estates resort living community. Overlooking the 18th Green of the world famous PGA Tour Kapalua Plantation Golf Course, there is no doubt that this is a golfers paradise. From all parts of this...
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    Kapalua, Maui 96761 8724
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Sapphire Seas Beach Estate1 / 50
    (1)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Washer
    • Grill
    • DVD Player
    • Hot Tub
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-3328-01 County of Maui Short-Term Rental License #STKM 2013/0007 Sapphire Seas Beach Estate is a legal permitted short-term vacation rental home. The permit license number is: STKM 2013/1007. The transient tax ID number is:...
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    Kihei, Maui 96753
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    LUXURY BEACH HOME POOL & VIEWS EXCELLENT LOCATION1 / 26
    (3)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Ocean Views
    • Sauna
    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 September 2017
    We are seasoned travelers and we really enjoyed our stay in this wonderful beach house. Our family wanted a place close to the beach and attractions so we were thrilled to find...
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    About this property
    Our Luxury Maui Beach Home is a 4 bedroom 3 bath home with a private pool in the yard. *** Please be sure to click on the right to 'Send a Message' and check for available dates prior to booking.*** (We also have a 3 bedroom 3 bath home that has a spectacular main pool and amenities area that...
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    Kihei, Maui 96753
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Wi-Fi
    • Waterfront
    • Mountain Views
    • Cable/satellite TV
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Permit # STWM 2013/0001 Plantation Style estate. Approx. 4000 Sq. Ft. This amazing estate is situated just a few minutes stroll to the harbor and downtown Lahaina rich with island history and culture. It was the first capital of Hawaii,where the royal family spent time, and was once a whaling...
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    Lahaina, Maui 96761
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Stop!! YOU'VE FOUND THE ONE ~ Spend Your Vacation on the Ocean in Lahaina!!1 / 21
    (3)Very good
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Air Conditioning
    • Parking
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 August 2011
    Right off the bat if you are interested in this property and it meets your needs... take it! I have had the benefit of traveling around the world and staying at some of the...
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    About this property
    Lahaina Oceanfront Estate is a magnificent oceanfront vacation home located in Maui, Hawaii. It is a neocolonial-style Hawaiian villa. With the ability to leisurely accommodate up to 12 guests, this classic Hawaiian vacation home is ideal for large multifamily vacations and family reunions....
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    Lahaina, Maui 96761 1727
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    8 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Wi-Fi
    • Private Garden
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spectacular new estate property located on a private cul de sac amidst the Royal golf course with ocean views down to Kaanapali beach. This west Maui estate property is nestled within the Royal golf course and consists of a brand new stunning three level architecturally unique home with 7200 sq...
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    Ka'anapali, Maui 96761
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 20
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
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    About this property
    Set between the West Maui Mountains and the ocean, Pacific View has incredible vistas everywhere you turn. The magnificent location of this luxury vacation rental provides a postcard-worthy backdrop to an island holiday with friends or family. And with downtown Lahaina just a short drive away,...
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    Lahaina, Maui 96761
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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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 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...
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    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-6368-01 Bella Luna D302 is the ultimate premiere top-tier villa panoramic ocean view residence within the beachfront Wailea Beach Villas Resort. D302 Bella Luna is scheduled to have new ownership as of fall 2018. Once the purchase is...
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    Wailea, Maui 96753
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Grill
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-8592-01 County of Maui Short-Term Rental License #Hotel-Zoned Resort SeaGlass Villa 810 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...
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    Wailea, Maui 96753
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Sea Shells Beach House1 / 50
    (5)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Internet Access
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Hot Tub
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-7312-01 County of Maui Short-Term Rental License #Hotel-Zoned Sea Shells Beach House is one of the very few legal hotel-zoned vacation rental homes on the island of Maui. Maui island was voted #1 best island in the WORLD by...
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    Ka'anapali, Maui 80993
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Opal Seas At Baby Beach1 / 50
    (2)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • DVD Player
    • Internet Access
    • Washer
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 November 2014
    Our entire family enjoyed this outstanding home and it's location. The house is well appointed in all respects - furnishings, kitchen, patio, bedrooms, bathrooms, etc. Nothing...
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    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-0448-01 County of Maui Short-Term Rental License #STWM2013/0011 Opal Seas Beach House is a legal permitted short-term vacation rental home. The permit license number is: STWM2013/0011. The transient tax ID number is:...
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    Location Information
    Lahaina, Maui 96761
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Affordable Luxury Villa w/ Pool and Spa on Maui1 / 14
    (9)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Waterfront
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Mountain Views
    • Hot Tub
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 April 2017
    We knew we would enjoy our family vacation at this luxury home, but our kids were blown away by the comfort and beauty of this villa. We spent a week in total joy with not a...
    Reviewed 27 May 2016
    We had 10 people including 4 grand children ages 3-14. The house and location were perfect for us. The view was spectacular with a great sunset most every night. When they say...
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    About this property
    Reserve early, as this Villa is very popular. This Villa is a spectacular 5-bedroom, 6.5 bathroom oceanfront home with a private sandy beach on a secluded cove. The home is a luxurious 5500 square foot, two-story beachfront luxury villa oriented toward the stunning views of the ocean and sunsets...
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    Napili-Honokowai, Maui 96761
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Kahana Nui Tropical Estate - Private Oceanside Villa1 / 9
    (2)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Housekeeping Included
    • Hot Tub
    • Cable/satellite TV
    • Waterfront
    • Ocean Views
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 February 2018
    We had a great time. The house is beautiful! It was very clean. The location was awesome. Spent many of our meals on deck, watching the whales go by. Love the privacy. Thank...
    Reviewed 19 August 2017
    We were a family of eight adults and six children, enjoying an extended family week. The Kahana Nui is perfect for a large group. There are two bedrooms with ensuite baths on...
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    About this property
    Aloha, For many visitors to Maui the idea of staying in a private tropical beachfront estate appears impossible or just an idyllic scene of yesteryear. But a stay at the Kahana Nui Villa will make this dream come true. As you enter through your own automatic wood gate, you'll find yourself...
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    Napili-Honokowai, Maui 96761
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Internet Access
    • Cable/satellite TV
    • Washer
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-8800-01 County of Maui Short-Term Rental License #Hotel-Zoned For 2018, Kapalua Bay Beach in Maui is No. 1, according to coastal sciences professor Dr. Beach. Kapalua, a gorgeous white-sand crescent, is billed as perfect for swimming...
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    Kapalua, Maui 96761
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Lahaina on the beach that sleep up to 18 guests!1 / 62
    (5)Very good
    7 Bedrooms, 6 Bathrooms, Sleeps 18 Quick View
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    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Waterfront
    • Cable/satellite TV
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Lahaina's Princess by the Sea Maui Vacation Villa... PERFECT FOR LARGE FAMILIES-- This one can sleep up to 18 in TWO LARGE VILLAS WITH POOL IN THE MIDDLE! Princess by the Sea Villa is comprised of two separate quality built structures with extensive use of granite and koa wood...
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    Lahaina, Maui 96761
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 18
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Children's Pool
    • Wi-Fi
    • DVD Player
    • Hot Tub
    • Waterfront
    • Air Conditioning
    • Cable/satellite TV
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Let go of life's stresses in lavish comfort in this luxurious 3 bedroom, 3 bath, 3 pool beach front home. It has the perfect blend of privacy and seclusion, yet is within walking distance of Kihei's restaurants and shopping.As you approach the entrance of the house, the etched glass front door...
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    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    • Washer
    • Ocean Views
    • Grill
    • Mountain Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking for the perfect tropical retreat? This 4,000 square foot luxury 5 bedroom home is located on Maui's West side in beautiful Napili. Spectacular ocean views await you with dramatic views of Molokai from your lanai. A valley of foliage with tropical flowers borders 1 side, a private...
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    Napili-Honokowai, Maui 96761
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 15
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    Lahaina Oceanfront Estates1 / 23
    (8)Excellent
    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Parking
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 January 2016
    This is my second time staying in the property - the first time I went was back in 2005 and it's even better than I remembered it. The location is super close to town but also...
    Reviewed 14 October 2015
    House layout great. Needs better info on resources and structure of house operation anddetails. Some of house items dated and in need of replacement, (kitchen items, pans...
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    About this property
    Alii Hale- is the larger of the two homes with four bedrooms, three baths and approximately 3,000 sf. of living area, the master bedroom upstairs enjoys a spacious Jacuzzi tub and private oceanfront lanai, two of the bedrooms downstairs are also oceanfront, one with a king bed the other with a set...
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    Lahaina, Maui 96761
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 14
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    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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    • 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-*******-1360-05 The Coco Palms Pool Villa at Wailea Beach Villas, also known as Villa D101, is a three bedroom, three and a half bath luxurious upscale residence with more than 3,200 square feet of living space, a virtual direct oceanfront...
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    Wailea, Maui 96753
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Private Penthouse Steps Away from the Beach1 / 28
    (4)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    • Mountain Views
    • Waterfront
    • Cable/satellite TV
    • Hot Tub
    • Ocean Views
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 August 2017
    We had a group of 15, ranging from age 2 to 60 for our one week extended family stay. The Wailea Inn is located a half block from the beach and park in Kihei.This is a great...
    Reviewed 12 July 2017
    Stayed for 9 days with 30 family members from CA, CO, AZ, WA to celebrate Mom's (GG great grandma) 90th birthday. We rented all units and it worked fantastic, especially for the...
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    About this property
    This luxury villa is a private tropical oasis only 50 yards from beaches, snorkeling and surfing. The perfect location for any family while shopping, restaurants, playground, movies, tennis and skate-park are all within walking distance. The LELE PENTHOUSE is a part of the Wailea Inn Estate....
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    Kihei, Maui 96753
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 16
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to beachfront paradise at Turtle Beach Villa, a luxury vacation home on Maui! This three-bedroom Villa is newly built and rests directly on the warm, sandy shores of Lahaina. The Villa features spectacular views of the blue Pacific and the islands of Lanai and Molokai, making for dramatic...
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    Lahaina, Maui 96761
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Turtle Beach Villa1 / 17
    (16)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Housekeeping Included
    • Washer
    • DVD Player
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 April 2012
    Week stay, party of 6. Plenty of room and privacy for all. Great parking with 2 car garage, secure parking area Within easy walking distance of Safeway/Starbucks and several...
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    About this property
    Discover a slice of Maui paradise at Turtle Beach Villa. This newly built, three-bedroom property sits right against the golden sand shoreline, a rarity in Lahaina. Spectacular views of the rolling Pacific Ocean permeate all corners of the home, from the sun-kissed terrace to the luxurious...
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    Lahaina, Maui 96761
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Set between the West Maui Mountains and the ocean, Pacific View has incredible vistas everywhere you turn. The magnificent location of this luxury vacation rental provides a postcard-worthy backdrop to an island holiday with friends or family. And with downtown Lahaina just a short drive away,...
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    Lahaina, Maui 96761
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Cable/satellite TV
    • Sauna
    • DVD Player
    • Hot Tub
    • Waterfront
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    APPROVED MAUI SHORT TERM RENTAL HOUSE #STWM 2104/0003. You and your family and friends will love your stay here for a vacation filled with Aloha! If you are looking for location, luxury and Hawaiian life style, you have found it. Perhaps the most breathtaking location in all of West Maui with...
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    Lahaina, Maui 96761
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Moana Hideaway1 / 50
    (12)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • DVD Player
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 April 2016
    We rented Moana Hideaway last month with our four adult children, infant grandbaby and our mothers. The place exceeded our expectations. We have rented with the family on Maui...
    Reviewed 27 July 2015
    We stayed at Moana Hideaway with our entire family for a retirement and birthday celebration. We had ages 5 to 65 and everyone loved it! The house is modern and comfortable...
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    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-8368-01 County of Maui Short-Term Rental License #STKM 2013/0017 Moana Hideaway is a legal permitted short-term vacation rental home. The permit license number is: STKM 2013/0017. The transient tax ID number is: TA-*******-8368-01....
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    Location Information
    Kihei, Maui 96753
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Sea Mist Villa 2403 at Residences at Kapalua Bay1 / 50
    (8)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Grill
    • Private Outdoor Pool (Heated)
    • Washer
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    State of Hawaii Transient Accommodations Tax License #TA-*******-0352-01 For 2018, Kapalua Bay Beach in Maui is No. 1, according to coastal sciences professor Dr. Beach. Kapalua, a gorgeous white-sand crescent, is billed as perfect for swimming and snorkeling, and fish food and snorkeling gear are...
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    Kapalua, Maui 96761
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    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, 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...
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    Wailea, Maui 96753
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    • 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...
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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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Exquisite attention to decorating details and luxurious appointments welcome you as you enter 'King Protea Residence', at the exclusive 'Montage Kapalua Bay'. This beautiful, 3500 square foot, privately owned, privately managed, ground floor Residence has a prime front row location with convenient...
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    Lahaina, Maui 96761
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ***Please note there is a 7 night minimum during the holidays.  Christmas reservations must check out by 10AM on Dec. 27 and New Year's reservations can check in on Dec. 27 or after for a week.  There is a 12 night minimum to book both Christmas and New Year's.*** If luxury and location are at the...
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    Lahaina, Maui 96761
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Waterfront
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ***Please note there is a 7 night minimum during the holidays.  Christmas reservations must check out by 10AM on Dec. 27 and New Year's reservations can check in on Dec. 27 or after for a week.  There is a 12 night minimum to book both Christmas and New Year's.*** The fabulous ocean views and...
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    Lahaina, Maui 96761
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Golden Mandarin D102 Wailea Beach Villas1 / 50
    (3)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • 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...
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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, 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...
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    Wailea, Maui 96753
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    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 13 June 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, 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...
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    Location Information
    Wailea, Maui 96753
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Washer
    • Grill
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With quick and easy walking access to the beach and an amazing ocean view from the living room couch, Wailea Beach Residence has everything you need to enjoy your next unforgettable Luxury Retreats vacation. Perfect for a small family, couple retreat, or friends on a golf trip, this ocean view...
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    Location Information
    Kihei, Maui 96753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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