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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 41 - 50 of 70 results matching your search criteria
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Makena Aloha Estate

Magnificent Ocean & Mountain View Retreat
Maui
4 Bedrooms
 
4 Baths
10 Guests

One of West Maui's most exclusive legally permitted rental properties, the Makena Aloha Estate offers exceptional ocean and mountain views, with gated exclusive privacy and seclusion!

With 4,400 square feet of interior dwelling space, this magnificent retreat rests on 4 acres of plush landscape, complete with over...

Hale Lanui

Magnificent Ocean View Home with Private Swimming Pool & Jacuzzi
Maui
4 Bedrooms
 
3 Baths
12 Guests

Magnificent ocean view along with a private swimming pool, jacuzzi and gas barbecue. The home is decorated in a casual tropical theme with lots of local art throughout. There is A/C in every bedroom, and there is a king size bed in the upstairs master bedroom....

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 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,...

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...

Simply Bamboo

Luxurious Traditional-Style Hawaiian Home
Maui
4.5 Bedrooms
 
3.5 Baths
10 Guests

Nestled just yards from the ocean on Maui's West side, Simply Bamboo is a private oceanfront home in residential Napili. Simply Bamboo offers island living within the custom context of the arts & crafts tradition. Enjoy sunsets and vast Hawaiian views from the comfort of this...

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...

Maui Sands #5F

Ocean Front in Honokowai
Maui
2 Bedrooms
 
1 Bath
10 Guests

Second floor and ocean front in Honokowai. The bathroom has been remodeled with a new vanity, counter tops, fixtures & even a bidet. A window air conditioning unit in the living room cools the entire condo nicely. Watch TV on the 32" TV in the living...

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
...

The Kahana House - Summer Specials!

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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