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Destination Residences Hawaii offers you a carefully-crafted selection of authentic Maui experiences to help you plan your Hawaiian dream vacation. Choose from the categories below, or call our vacation specialists here to plan your Maui, Hawaii vacation or resort package.

Warm Winter Days in Hawaii

Warm Winter Days in Hawaii Plan your winter escape to Hawaii now and save up to 30% With an average temperature of 78 degrees, you can leave your cold-weather gear at home. Winter in Hawaii means sun-kissed days spent whale watching, warm breezes while you walk along the beach, and evenings spent watching stunning sunsets from your private lanai and enjoying authentic Hawaiian cuisine. Book by...

Book Early and Save!

The early bird gets the worm, or in this case an amazing deal. Now, when you book at least 30 days in advance, you can receive our guaranteed lowest rate of the season at any of our amazing, luxury vacation residences in the Wailea-Makena area. Bask in the glorious tropical sunshine, choose your own remarkable adventure, experience Hawaiian culture in upcoming events, and discover all of...

Free Luxury Car Rental

Drive into Maui’s rich sights and culture during your visit to the sunny Wailea shores with a free luxury car rental with every new reservation at Wailea Beach Villas. BOOK NOW   In between soaking up the sun on the renowned Wailea Beach and enjoying ocean views from your luxurious Penthouse or Villa lanai (patio), grab the family and cruise around our island paradise in your free...


November is a time to be thankful, and a time to look ahead to next year. It’s also Cyber Month, when we open our lowest rates for the coming year, making it a perfect opportunity to review your Maui bucket list and plan your 2020 getaway!    Travel in March or April to catch the last whale sightings, or organize the family summer vacation. Arrange a golf getaway or a romantic...

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