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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.

Maui Whale Watching

Displaying 71 - 80 of 103 results matching your search criteria

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Wailea Sunset Bungalow

Maui

2 Bedrooms

1 Bath

4 Guests

Wailea Sunset Bungalow 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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Wailea Inn: Ohana Hale

Wailea Inn Luxury Vacation Rentals

Maui

2 Bedrooms

2 Baths

4 Guests

Ohana Hale is a charming two bedroom, two bath ground floor condominium suite. Each bedroom has one full bathroom and its own private entrance to the pool. Each bedroom has your choice of a King bed or 2 Twin beds. One twin size rollaway bed is...

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My Waii

Wonderful Ocean Front Home in Kihei

Maui

1 Bedroom

2 Baths

4 Guests

This magical ocean front beach cottage vacation rental is located on a residential street in Kihei, 2 miles north of the Wailea Resort Area and 500 yards from the well-known Kamaole beaches. Hawaii's beaches are the best in the world and the state of Hawaii makes...

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Blue Horizons K308 at Wailea Beach Villas

Maui

4 Bedrooms

3 Baths

8 Guests

Blue Horizons K308 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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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...

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Azure Azul M212 at Wailea Beach Villas

Maui

3 Bedrooms

3 Baths

6 Guests

Azure Azul M212 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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Baby Beach

Serene Home with Private Pool

Maui

4 Bedrooms

2 Baths

10 Guests

**THIS PROPERTY IS LISTED FOR SALE guests may be asked to accommodate showings with notice.

Newly remodeled 4-bedroom, 2 bath home offers all the best of Maui!

As you enter from the downstairs you find a serene, yet comfortable living area with a large screen television, two elegant...

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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...

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Nani Pulelehua

Welcome to Nani Pulelehua ('Beautiful Butterfly')

Maui

4 Bedrooms

4 Baths

10 Guests

This One-of-a-Kind Maui Getaway is just the vacation destination you have been dreaming of!

1.5 miles from beaches, dining, and shopping. A perfect spot for adults & kids! So close to

...

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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...

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