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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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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...

Wailea Sunset Estate

Maui
4 Bedrooms
 
5.5 Baths
10 Guests

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, 2018! Maui island was also voted #2 Best Island in the U.S. by Condé Nast Traveler’s Readers’ Choice Awards published...

Modern Maui 1404 at Wailea Beach Villas

Private Paradise Villas
Maui
2 Bedrooms
 
2 Baths
6 Guests

Modern Maui I404 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...

The Kahana House

Oceanfront Setting with Spectacular Views
Maui
5 Bedrooms
 
7 Baths
12 Guests

This amazing 6000 sq.ft. home is so comfortable and luxurious. You'll feel like Hawaiian Royalty with unparalleled views of sunsets, whales, turtles, and stars. The spacious landscaped acre gives you much privacy to enjoy the oceanfront pool, hot tub, bbq, and outdoor dining area on the...

Regal Mandalay M511

Maui
3 Bedrooms
 
2 Baths
6 Guests

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

Hale O Wailele Estate

House of Waterfalls
Maui
3 Bedrooms
 
3 Baths
6 Guests

Discover a truly unique Maui experience at Hale O Wailele Estate. The name is a Hawaiian expression meaning “House of Waterfalls” and its title is apt: this villa contains an indoor cascading waterfall. You’ll also enjoy panoramic views from the rugged shores of Alaeloa Point, across...

Blue Horizons K308 at Wailea Beach Villas

Maui
4 Bedrooms
 
3 Baths
8 Guests

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

Wailea Inn: Ohana Hale

Wailea Inn Luxury Vacation Rentals
Maui
2 Bedrooms
 
2 Baths
4 Guests

Ohana Hale is a charming two bedroom, two bath ground floor condominium suite. Each bedroom has one full bathroom and its own private entrance to the pool. Each bedroom has your choice of a King bed or 2 Twin beds.  One twin size rollaway bed is...

Sea Shells Beach House on Ka`anapali Beach

Maui
3.5 Bedrooms
 
3 Baths
6 Guests

Sea Shells Beach House is one of the very few legal hotel-zoned vacation rental homes on the island of Maui. Maui island is 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...

Baby Beach

Serene Home with Private Pool
Maui
4 Bedrooms
 
2 Baths
10 Guests

**THIS PROPERTY IS LISTED FOR SALE guests may be asked to accommodate showings with notice.

Newly remodeled 4-bedroom, 2 bath home offers all the best of Maui!

As you enter from the downstairs you find a serene, yet comfortable living area with a large screen television, two elegant...

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