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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 41 - 50 of 74 results matching your search criteria
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Royal Kahana 610

Maui
2 Bedrooms
2 Baths
6 Guests

This ocean front condo has incredible deep blue ocean views from every room. This is one of the reasons we named this unit "Moana" meaning wide expanse of water. You truly can't get closer to the ocean or the whales during whale watching season. Tastefully remodeled...

The Kahana House

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

This oceanfront 5,131 square foot estate features an exceptional outdoor living experience with built-in grill, pool and a spa which flows into the pool. An optional studio bedroom can be rented with this estate which will create a 5 bedroom/5.5 bathroom retreat.

The Kahana House offers two...

Sandy Surf K508

Top Floor Villa with Breathtaking Views
Maui
3 Bedrooms
 
3 Baths
6 Guests

Sandy Surf Villa is one of the most spectacular private residences available for visitor accommodations in a resort setting! Situated on the top floor, this is a true "Tower Building" villa with expansive and superlative panoramic Pacific Ocean and Wailea Beach views.

The great room is an oversized communal...

Floral Gardens Pool Villa G102

The Epitome of Great Affordable Luxury
Maui
3 Bedrooms
 
3.5 Baths
6 Guests

Floral Gardens was just upgraded and enhanced with many new furnishings, decorations, guest amenities, artwork, HD Samsung televisions, HD cable service and the addition of live green plants!

This charming spacious 3 bedroom 3.5 bath villa has many special features, including a enclosed private garden and lawn...

Whale View

Spacious & Elegant Home With Tropical Pool
Maui
4 Bedrooms
 
4 Baths
8 Guests

Whale View offers the perfect location for families or couples. Spacious and elegantly designed with lush tropical views, this home will delight all visitors. Enjoy the tropical pool with turtle mosaic, Jacuzzi and large sun deck wrapped in verdant foliage highlighted with foot bridge and pool...

Wailele

Casual Beachfront Elegance on Maui 's Southern Shoreline
Maui
2 Bedrooms
 
3 Baths
6 Guests

Enjoy this ocean front property in Kihei with its beautiful beach for swimming, sunning and snorkeling. The attention to details will be appreciated and the art by local artisans is fun and joyful. Wailele is a non-smoking home.

Just a short walk from shopping, Starbucks, a public...

Blue Horizons K308 at Wailea Beach Villas

Maui
4 Bedrooms
 
3 Baths
8 Guests

Blue Horizons K308 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 Awards published on October 18, 2016.

The Wailea Beach...

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, 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 Awards published on October 18, 2016. 

The Wailea Beach...

Makena Sunset

Beautiful Villa with Spectacular and Expansive Ocean Views
Maui
3 Bedrooms
 
4 Baths
6 Guests

Imagine yourself at this sprawling Makena villa we call Makena Sunset, that stretches languidly across the vibrant Maui coast. With spectacular ocean views from nearly anywhere in this luxury Maui vacation home, you’ll have nowhere to hide from the natural beauty and splendor of this unspoiled...

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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