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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 amoung the best places in Hawaii to see humpback whales during the winter months. 

Displaying 51 - 60 of 74 results matching your search criteria
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Plantation Estate

Golf Course Villa with Ocean Views
Maui
4 Bedrooms
 
4 Baths
8 Guests

The Plantation Estate is a quintessential, classically Kapalua vacation villa located on 2-acres of the upscale Plantation Estates resort living community. Overlooking the 18th Green of the world famous PGA Tour Kapalua Plantation Golf Course, there is no doubt that this is a golfers paradise. From...

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...

Turtle Beach Villa

Slice of Maui Paradise
Maui
3 Bedrooms
 
3.5 Baths
6 Guests

Holiday Exclusive - From December 20, 2016 to January 3, 2017, this villa & travel dates have been reserved for our guests! You won't find availability for those dates anywhere else - inquire today for more information!

Discover a slice of Maui paradise at Turtle Beach Villa. This...

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...

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...

Hale Makena Maui

Resplendent Villa Beachside in Makena
Maui
4 Bedrooms
 
4 Baths
8 Guests

With its stunning Pacific views and sought-after location, Hale Makena Maui is one of the most impressive 4-bedroom Maui villas available. This resplendent villa is found beachside in Makena, just south of the ultra-luxurious enclave of Wailea; escape the crowds in favor of a more tranquil,...

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...

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...

Orient Pacific Suite J505

Exquisite Top Floor Penthouse
Maui
3 Bedrooms
 
3 Baths
6 Guests

Situated on the TOP (5th) FLOOR of the penthouse/tower building of the Wailea Beach Villas Resort, Orient Pacific Suite is a true penthouse villa with expansive and superlative direct west-facing panoramic Pacific Ocean, Wailea Beach and Sunset views. Guests will enjoy a stunning ocean view from...

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...

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