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Find the Perfect Vacation Rentals on Maui

Experience a trip of a lifetime when you book a Maui vacation rental . From its thriving towns and amazing beaches to its idyllic architecture and spacious vacation homes, Maui is a Hawaiian paradise. Discover how the locals live on Maui — and relax.  

Maui is the second most visited island after Oahu. Historic Lahaina Town is known for its art galleries and shopping as much as its rowdy whaling days, while Maui’s Upcountry is known for flower farms and botanical gardens. The twisting and curving road to “Heavenly Hana” on Maui’s eastern tip is Hawaii’s most famous drive. Towering over eastern Maui is the spectacular Haleakala Volcano where you can drive to the 10,000-foot peak and hike into the volcano’s massive summit crater. Maui’s posh beach resorts of Wailea, Kaanapali, and Kapalua are among the best places in Hawaii to see humpback whales during the winter months. 

Displaying 51 - 60 of 89 results matching your search criteria
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Makena Aloha Estate

Magnificent Ocean & Mountain View Retreat
Maui
4 Bedrooms
 
4 Baths
10 Guests

One of West Maui's most exclusive legally permitted rental properties, the Makena Aloha Estate offers exceptional ocean and mountain views, with gated exclusive privacy and seclusion!

With 4,400 square feet of interior dwelling space, this magnificent retreat rests on 4 acres of plush landscape, complete with over...

Kai Ala Estate

Phenomenal Kaanapali Beachfront Villa
Maui
8 Bedrooms
 
9 Baths
16 Guests

This exquisite 11,000 sq. ft. eight bedroom estate is simply the finest Maui has to offer! A perfect getaway for a large group or family. Fully equipped with a pool and billiard room, Kai Ala Estate is a private mini-resort for the selective traveler.

Located on the...

Huelo Point Lookout

Romantic Maui Hideaway
Maui
2 Bedrooms
 
3 Baths
6 Guests

The Lookout House consists of an upper suite called “Ocean Lookout”, and a beautiful lower suite, “Sunrise Lookout”. Upstairs there is a master bedroom with king size bed, 1 1/2 baths, full kitchen & dining room and beautiful pentagonal glass lounge room with panoramic ocean and...

Sun Splash C301

Maui
3 Bedrooms
 
3.5 Baths
6 Guests

Sun Splash Villa C301 is a new vacation villa rental opportunity within the Wailea Beach Villas, a residential villa resort set directly on Wailea Beach in Wailea Resort, on the leeward sunny side of Maui Island.

C301, a top floor corner full ocean view villa, has 3...

Orient Pacific Suite J505 at Wailea Beach Villas

Maui
3 Bedrooms
 
3 Baths
6 Guests

Orient Pacific Suite J505 is privately managed to the highest possible standards by a Board-approved licensed local professional property management brokerage. In all of Hawai'i, the Orient Pacific Suite J505 is one of the most spectacular private residences available for visitor accommodations in a resort setting...

Wailea Sunset Bungalow

Maui
2 Bedrooms
 
1 Bath
4 Guests

Wailea Sunset Bungalow 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. by Condé Nast Traveler’s Readers’ Choice Awards published...

Simply Bamboo

Luxurious Traditional-Style Hawaiian Home
Maui
4.5 Bedrooms
 
3.5 Baths
10 Guests

Nestled just yards from the ocean on Maui's West side, Simply Bamboo is a private oceanfront home in residential Napili. Simply Bamboo offers island living within the custom context of the arts & crafts tradition. Enjoy sunsets and vast Hawaiian views from the comfort of this...

Coco Palms Pool Villa D101

Maui
3 Bedrooms
 
3.5 Baths
6 Guests

In contrast to many other residences within the Wailea Beach Villas, the partial view of the ocean is not pushed off into the distance. At D101, partial views of the blue Pacific Ocean is visible from the plunge pool garden, the great room, and the master...

Maui Sands #5F

Ocean Front in Honokowai
Maui
2 Bedrooms
 
1 Bath
10 Guests

Second floor and ocean front in Honokowai. The bathroom has been remodeled with a new vanity, counter tops, fixtures & even a bidet. A window air conditioning unit in the living room cools the entire condo nicely. Watch TV on the 32" TV in the living...

Pacific View House

Premier West Maui Villa
Maui
6 Bedrooms
 
4.5 Baths
14 Guests

Premier West Maui Villa certain to capture your desires of a sensational Maui vacation!

Pacific View is nestled in the majestic West Maui Mountains. The West Maui Mountains is a large vast of lush valleys and steep cliffs with very few trails to explore by foot. This...

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