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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 31 - 40 of 89 results matching your search criteria
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Island Surf 614

Maui
2 Bedrooms
2 Baths
4 Guests

Enjoy the 180 degree unobstructed lanai view. Ocean view on the west side to Haleakala on the east side. Watch surfers, sunsets and whales during the season, and enjoy sunrise over Haleakala from this two bedroom, 6th floor penthouse that sleeps four.

Island Surf 402

Maui
1 Bedroom
1 Bath
4 Guests

1 Bedroom/1 Bath Across the Street from Kalama Park
Enjoy this 1 bedroom unit located in the center of town and within walking distance of restaurants, bars, stores, and shops (including beach rental equipment and bike & scouter rentals).

Maui Sunset B110

Maui
1 Bedroom
2 Baths
5 Guests

Maui Sunset 1 Bedroom 2 Bath, Ground Floor condo. New Sofa Bed in Living Room with side bed between west wall and kitchen.
Tile remodel throughout unit, including bathrooms, in Spring of 2015. Unit sleeps 5. Convenient Kihei location.

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...

Sea Breeze Suite J405

Maui
3 Bedrooms
 
3 Baths
6 Guests

Sea Breeze Suite J405, created to the highest possible 5-star standards, is offered for rent by a local Maui-based and Wailea Beach Villas board-approved licensed professional property management and brokerage firm. You can depend on our personalized service and on-site supervision for a memorable vacation in...

My Waii

Wonderful Ocean Front Home in Kihei
Maui
1 Bedroom
 
2 Baths
4 Guests

This magical ocean front beach cottage vacation rental is located on a residential street in Kihei, 2 miles north of the Wailea Resort Area and 500 yards from the well-known Kamaole beaches. Hawaii's beaches are the best in the world and the state of Hawaii makes...

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...

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