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Wailea House Rentals

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    1 / 35
    5 of 5 stars (3) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 29
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    5 of 5 stars (38) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    MAY SPECIAL May 15-21st only $450/night plus tax May 28th - June 4th only $450/night plus tax Come stay with us here in sunny south Maui at our beautiful, lovingly remodeled ocean view home with private pool. There are amazing ocean views from almost all rooms in the house and the wrap around... View all property information
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    Wailea, Maui 96753
    1 / 79
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    About this property
    <b>Wailea Paradise H501 is located on Maui island, voted #1 best island in the WORLD by TripAdvisor’s 2016 Travelers’ Choice Awards!</b> The Wailea Beach Villas is ranked <b>No. 7 in the Top 25 Best Resorts in Hawaii</b> by Conde Nast Traveler's Readers' Choice Awards, published on October 20,... View all property information
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    Wailea, Maui 96753
    1 / 46
    5 of 5 stars (13) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    <b>Wailea Sunset Bungalow is located on Maui island, voted #1 best island in the WORLD by TripAdvisor’s 2016 Travelers’ Choice Awards!</b> Visit The NEW Wailea Sunset Bungalow! Extensively renovated, updated, and re-decorated from top to bottom, inside and out! Please read the effusive guest... View all property information
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    Wailea, Maui 96753
    4 of 5 stars Reviewed 4 November 2014
    We stayed here 7 nights. It was as advertised: gorgeous sunsets, well-stocked, great outdoors with lawn, chairs, hammock, dining table. We did not try getting into the water here...
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    1 / 86
    5 of 5 stars (2) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    <b>Castaway Cove C201 is located on Maui island, voted #1 best island in the WORLD by TripAdvisor’s 2016 Travelers’ Choice Awards!</b> The Wailea Beach Villas is ranked <b>No. 7 in the Top 25 Best Resorts in Hawaii</b> by Conde Nast Traveler's Readers' Choice Awards, published on October 20, 2015.... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed 17 January 2016
    Really cannot think of any negatives. The location of the villa was terrrfic; it was well appointed and staff was superb.
    5 of 5 stars Reviewed 15 August 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 "wow" what a...
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    1 / 28
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Secure Parking
    • Satellite TV
    • Balcony
    • Grill
    • Terrace
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    • x
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    About this property
    Surround yourself with the lush, natural beauty of Hawaii, starting with your choice in accommodations. Maui Breeze Retreat is a luxurious, privately-owned townhome nestled in Ho’olei, located near the Grand Wailea Hotel & Spa and Four Seasons Resorts on the beautiful island of Maui. Your... View all property information
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    Wailea, Maui 96753
    1 / 28
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Ocean Views
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Hot Tub
    • Mountain Views
    • Children's Pool
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    This One-of-a-Kind Maui Getaway is just the vacation destination you have been dreaming of! Owner and architect Kyron Brimmer, designed this unique and modern 4 bedroom, 4 bath Hawaiian style home with the guest in mind. From pencil sketch to sustainable masterpiece, it captures Maui’s tropical... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed 3 June 2016
    This property was incredible for our annual board meeting. Our Board (we are a startup company of 4 very close friends) wanted to meet somewhere in a warm tropical location but...
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    1 / 22
    3 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    • Hot Tub
    • Sauna
    • Patio
    • Washer
    • DVD Player
    • Waterfront
    • Ocean Views
    • Mountain Views
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    • Pet-friendly
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    • x
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    • x
    About this property
    Located across the street from the world renowned Wailea Beach, Ho'olei 81-1 is unequaled in splendor, elegance and convenience. Let this exceptional three bedroom, three and a half bath, two-level residence be your home away from home for your dream Hawaiian vacation. Every aspect of this... View all property information
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    Wailea, Maui 96753
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    1 / 91
    4.5 of 5 stars (4) Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    About this property
    Bali Hai Pool Villa F102 is located on Maui island, voted #1 best island in the WORLD by TripAdvisor’s 2016 Travelers’ Choice Awards! The Wailea Beach Villas is ranked <b>No. 7 in the Top 25 Best Resorts in Hawaii</b> by Conde Nast Traveler's Readers' Choice Awards, published on October 20, 2015.... View all property information
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    Wailea, Maui 96753
    1 / 83
    4 of 5 stars (2) Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    About this property
    <b>Coco Palms Pool Villa D101 is located on Maui island, voted #1 best island in the WORLD by TripAdvisor’s 2016 Travelers’ Choice Awards!</b> The Wailea Beach Villas is ranked <b>No. 7 in the Top 25 Best Resorts in Hawaii</b> by Conde Nast Traveler's Readers' Choice Awards, published on October... View all property information
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    Wailea, Maui 96753
    1 / 88
    5 of 5 stars (6) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
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    About this property
    <b>Sandcastles Suite L509 is located on Maui island, voted #1 best island in the WORLD by TripAdvisor’s 2016 Travelers’ Choice Awards!</b> The Wailea Beach Villas is ranked <b>No. 7 in the Top 25 Best Resorts in Hawaii</b> by Conde Nast Traveler's Readers' Choice Awards, published on October 20,... View all property information
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    Wailea, Maui 96753
    5 of 5 stars 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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    1 / 67
    4 of 5 stars (13) Very good
    4 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
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    About this property
    <b>Wailea Sunset Estate is located on Maui island, voted #1 best island in the WORLD by TripAdvisor’s 2016 Travelers’ Choice Awards!</b> Wailea Sunset Estate, one of our most popular vacation homes, was just lovingly refreshed with some upgraded amenities and decor. We installed brand new flat... View all property information
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    Wailea, Maui 96753
    1 / 62
    5 of 5 stars (4) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    <b>Turquoise Cove G301 is located on Maui island, voted #1 best island in the WORLD by TripAdvisor’s 2016 Travelers’ Choice Awards!</b> Recently introduced to our exquisite villa collection is "Turquoise Cove" G301/G302 at Makena Surf, a sophisticated executive-style 4 bedroom 5 bath double-size... View all property information
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    Wailea, Maui 96753
    1 / 60
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    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: W32167735-01. <b>Coral Gardens Estate at Makena Bay is located on Maui island, voted #1 best island in the WORLD by TripAdvisor’s... View all property information
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    Wailea, Maui 96753
    5 of 5 stars 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 a...
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    1 / 58
    5 of 5 stars (7) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    <b>Sunny Surf E301 is located on Maui island, voted #1 best island in the WORLD by TripAdvisor’s 2016 Travelers’ Choice Awards!</b> Recently introduced to our exquisite villa collection is "Sunny Surf" E301 at Makena Surf, a sophisticated executive-style 3 bedroom (King, California King, and Two... View all property information
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    Wailea, Maui 96753
    5 of 5 stars Reviewed 25 October 2015
    Once entering the property which is quite secure, and meeting the friendly and helpful owner, you are taken through a wonderful tropical and well maintained garden around a...
    5 of 5 stars Reviewed 23 May 2015
    When I was planning our family vacation for my wife and 2 adult sons, I spent countless hours researching, talking to friends, etc. As I am a supporter of Tripadvisor, I also...
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    1 / 65
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    <b>SeaGlass Villa 810 is located on Maui island, voted #1 best island in the WORLD by TripAdvisor’s 2016 Travelers’ Choice Awards!</b> SeaGlass Villa 810 at Andaz Maui at Wailea Resort is a recently constructed, contemporary styled, privately-owned and independently-managed 3 bedroom 4 bath... View all property information
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    Wailea, Maui 96753
    1 / 80
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    <b>Sea Breeze Suite J405 is located on Maui island, voted #1 best island in the WORLD by TripAdvisor’s 2016 Travelers’ Choice Awards!</b> The Wailea Beach Villas is ranked <b>No. 7 in the Top 25 Best Resorts in Hawaii</b> by Conde Nast Traveler's Readers' Choice Awards, published on October 20,... View all property information
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    Wailea, Maui 96753
    1 / 86
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    <b>Wailea Seashore Suite K507 is located on Maui island, voted #1 best island in the WORLD by TripAdvisor’s 2016 Travelers’ Choice Awards!</b> The Wailea Beach Villas is ranked <b>No. 7 in the Top 25 Best Resorts in Hawaii</b> by Conde Nast Traveler's Readers' Choice Awards, published on October... View all property information
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    Wailea, Maui 96753
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    1 / 74
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    <b>Orient Pacific Suite J505 is located on Maui island, voted #1 best island in the WORLD by TripAdvisor’s 2016 Travelers’ Choice Awards!</b> The Wailea Beach Villas is ranked <b>No. 7 in the Top 25 Best Resorts in Hawaii</b> by Conde Nast Traveler's Readers' Choice Awards, published on October... View all property information
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    Wailea, Maui 96753
    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Wailea Ekolu is a tranquil terraced property located on the Wailea Blue Golf Course offering distant panoramic views of the Pacific. This quiet low density village consists of eighteen two-story buildings spread out over 18 acres of tropical landscaping and is conveniently located across from the... View all property information
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    Wailea, Maui 96753