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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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Menehune Shores 407

Maui
2 Bedrooms
2 Baths
6 Guests

Hawaii Life Vacations presents our NEWEST addition to "The Hotel Collection". A light and bright beach front condo with incredible ocean views, cool A/C and located just steps from the sandy shoreline.

Palms at Wailea

Maui
2 Bedrooms
2 Baths
6 Guests

Hawaii Life Vacation Rentals presents "The Hotel Collection" with Palms at Wailea | 1904. An ideal 2br/2ba Wailea condo set between sapphire seas and the emerald slopes of Haleakala. Great location near beaches and shopping with pool and BBQ area. Sleeps 6

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).

Papakea A403

Maui
2 Bedrooms
2 Baths
6 Guests

Location!! Location!! Everything is here waiting for you to enjoy oceanfront resort living in this 2-bedroom direct oceanfront condo with a loft offering comfortable accommodations for 6 guests.

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...

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...

Sandy Surf K508

Maui
3 Bedrooms
 
3 Baths
6 Guests

Sandy Surf K508 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...

SeaGlass 810 at Andaz Maui at Wailea Resort

Maui
3 Bedrooms
 
4 Baths
6 Guests

SeaGlass Villa 810 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...

Wailea Sunset Estate

Maui
4 Bedrooms
 
5.5 Baths
10 Guests

Wailea Sunset Estate 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...

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