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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 21 - 30 of 103 results matching your search criteria

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Papakea L-106

Maui

2 Bedrooms

2 Baths

8 Guests

Front Row Seats for the Humpback Whale Show at Papakea Resort.

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Menehune Shores 412

Maui

1 Bedroom

1 Bath

2 Guests

Hawaii Life Vacations presents a stunning new addition to our Hotel Collection. This oceanfront 1 bd / 1 ba condo was recently remodeled and offers a private lanai overlooking the beach just steps away. Personal greeting & full Concierge services available

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Napili Shores F-252

Maui

1 Bedroom

1 Bath

5 Guests

Enjoy this well located Ocean View Unit! Steps away from the beach and close to local favorite restaurants, snorkel and surf spots, happy hours and adorable local shops. For those of you that love to walk, enjoy the majestic views of the walking paths.

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Honua Kai Hokulani 833

Maui

0 Bedrooms

1 Bath

4 Guests

Hawaii Life vacation rentals presents the Reserve Collection at the Honua Kai Resort - Hokulani 833 vacation residence. This NEWLY UPDATED 700 ft2 studio condominium home offers a romantic panorama of ocean views and luxury amenities.

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Kanai A Nalu

Maui

2 Bedrooms

2 Baths

4 Guests

Hawaii Life presents a new addition to the "The Hotel Collection" with Kanai A Nalu I 203 - centrally located in Maalaaea town, you are close to everything Maui has to offer. Watch and listen to the ocean waves from this direct ocean front condo.

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Royal Kahana 511

Maui

2 Bedrooms

2 Baths

6 Guests

Whether you are from Boston and you call it, Steampunk Funk or are from San Fran & call it, Contemporary Farmhouse - you will walk in the front door, have your jaw drop, & call it AWESOME! Royal Kahana #511 is the #1 Stunner of the...

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Polo Beach 708

Maui

2 Bedrooms

2 Baths

6 Guests

THCM Presents a New Open, Light and Bright Oceanfront Condo! Polo Beach Club #708 offers so much that is unique and incomparable. This 2-bedroom, 2-bath unit features fabulous ocean views, with a spacious covered lanai and mere steps from the sandy shore.

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Wailea Ekahi 18F

Maui

1 Bedroom

2 Baths

5 Guests

Fully remodeled in December of 2019, this stunning one-bedroom, two-bathroom unit at the beachfront complex of Wailea Ekahi Village offers the beachside Maui lifestyle in style and comfort.

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Maui Kamaole J221

Maui

2 Bedrooms

2 Baths

6 Guests

This upstairs 2 bed 2 bath condo has panoramic ocean views from the lanai and is across the street from Kamaole III Beach. The end unit features extra windows with mountain and garden views, a fully renovated kitchen, high speed Wi-Fi, cable, and A/C.

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