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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. 

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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...

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...

Sea Mist Villa 2403 at Montage Kapalua Bay

Steps To The Award-Winning Kapalua Bay and Beach
Maui
3.5 Bedrooms
 
3.5 Baths
8 Guests

Aloha and welcome to Sea Mist Villa 2403 at Montage Kapalua Bay, a Forbes Travel Guide 5-star rated beachfront residential enclave, located directly on Maui's award-winning Kapalua Beach in the hear to Kapalua Resort.

Montage Kapalua Bay is currently ranked #1 Best Maui Resort and Hotel by U.S News &...

Sun Splash C301

Maui
3 Bedrooms
 
3.5 Baths
6 Guests

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. by Condé Nast Traveler’s Readers’ Choice Awards published...

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...

Golden Mandarin Pool Villa D102

Maui
3 Bedrooms
 
3.5 Baths
6 Guests

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 Island in the U.S. by Condé Nast Traveler’s Readers’ Choice...

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...

Lele Penthouse

Luxury 6 bedroom Penthouse w/ Pool & Hot Tub
Maui
6 Bedrooms
 
5 Baths
16 Guests

Located at the top of our grand staircase, the Lele Penthouse is the entire second and third floors of the Wailea Inn. This is a spacious 6 bedroom condominium suite with an open floor plan featuring high vaulted ceilings and large windows throughout allowing an abundance...

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