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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 96 results matching your search criteria
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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...

Grand Seascape K407

Maui
3 Bedrooms
 
2 Baths
6 Guests

Grand Seascape could have also been named "The Spa", as the beautiful blonde wood, golden granite counters, creme color marble floors, and light green and vanilla walls are most pleasing. All dressed up in very substantial but feminine Century and Tommy Bahama furnishings, this villa is...

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,...

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...

Floral Gardens Pool Villa

Maui
3 Bedrooms
 
3.5 Baths
6 Guests

Vacation here in sublime comfort in a private retreat with twice the space and conveniences of a hotel suite, including a full kitchen and in-villa grill and laundry room - at a fraction of the cost charged by corporate hotels or other villa rental programs.

This charming...

Azure Azul M212 at Wailea Beach Villas

Maui
3 Bedrooms
 
3 Baths
6 Guests

The Wailea Beach Villas is currently ranked # 2 on the Top 30 Resorts in Hawaii list by Condé Nast Traveler’s Readers' Choice Awards published on October 17, 2017. The Wailea Beach Villas has also received TripAdvisor's prestigious Certificate of Excellence award, earned exclusively through consistently great reviews published on...

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...

Ocean View Azure Azul M212

Luxurious Tropical Living at Wailea Beach Villas
Maui
3 Bedrooms
 
3 Baths
6 Guests

Azure Azul Ocean View Villa at Wailea Beach Villas is a newly refreshed and re-decorated 3 bedroom 3 bath ocean view corner unit, located within the Wailea Beach Villas Resort.

This spectacular corner residence is more than 2,195 square feet inside, along with a covered wrap-around over-sized
...

Villa Kumulani

Magnificent and Breathtaking Home across from Palauea Bay
Maui
4 Bedrooms
 
5 Baths
8 Guests

Villa Kumulani is a breathtaking and magnificent home compliments of world-renowned architect Tan Hock Beng. Covered walkways connect living pods to bedroom suites. Tropical greenery, water features and the ocean create dynamic and amazingly peaceful views. The entire home appears to float above tranquil pools that...

Kai Ala Estate

Phenomenal Kaanapali Beachfront Villa
Maui
8 Bedrooms
 
9 Baths
16 Guests

This exquisite 11,000 sq. ft. eight bedroom estate is simply the finest Maui has to offer! A perfect getaway for a large group or family. Fully equipped with a pool and billiard room, Kai Ala Estate is a private mini-resort for the selective traveler.

Located on the...

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