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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 103 results matching your search criteria
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Whaler 102

Maui
2 Bedrooms
2 Baths
6 Guests

Hawaii Life Presents "Kahua Kai"- Premier ground floor 2BR/2BA unit at the Whaler with stunning oceanfront views

Hale Kai O'Kihei 208

Maui
1 Bedroom
1 Bath
4 Guests

This fully remodeled 2nd. floor suite is located on a quiet street 30 steps away from the beach. Enjoy magnificent Maui sunsets on your lanai, front row seats to whale watching, walks down the beach taking in all that this beautiful island has to offer.

Maui Sunset B204

Maui
1 Bedroom
2 Baths
5 Guests

Maui Sunset 2nd floor, one bedroom / two bath condo! New tile floors in main areas and bedroom. Fully furnished and ready for your Maui holiday. Wifi, phone, and parking included at no charge. Glorious sunset views and gorgeous complex grounds.

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.

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...

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...

Makena Surf F301

Turquoise Cove Villa
Maui
3 Bedrooms
 
3 Baths
8 Guests

Welcome to the newly renovated, top floor ''Turquoise Cove'' Villa - Makena Surf F301. This amazing property has unsurpassed ocean views, with a unique, double wrap-around lanai, perfect for enjoying tropical sunsets or catching the occasional glimpse of a whale in season. Far quieter than most...

Hale O Wailele

Oceanfront Sanctuary
Maui
3 Bedrooms
 
3 Baths
6 Guests

Distinctive villa with pool, waterfall, lava rock wall, and spa - all saline filtered NO chlorine smell - water is soft and inviting! Perfect indoor/outdoor use incorporates an entire wall of sliding glass which opens to ocean breezes. Enjoy total pool and spa privacy. Sanctuary dedicated...

Maui House

Casual Island Living on Maui
Maui
5 Bedrooms
 
3 Baths
10 Guests

Come experience casual island living on the beautiful island of Maui! This vacation rental is beautifully decorated in cozy Hawaiian beach style decor with all the amenities and comforts of home. There is plenty of room to entertain your family & friends an the kitchen bars,...

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