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Searching for Wailea Luxury Vacation Rentals?

Updated: Sep 21, 2022

When it comes to relaxing, nothing beats spending a day on the beach in Maui, except for maybe watching the magnificent sunset from the pool at your villa.

Located in south Maui, visitors will find the resort community of Wailea. This posh enclave is known for its stunning beaches, world class golf courses, five start resorts, award winning restaurants and it numerous outdoor activities.

Why select a vacation rental over a resort?

Vacation rentals are a great option for families or those traveling in a group because they offer space, privacy, unique amenities and allow everyone to stay together under one roof.

Hotel and resorts are better suited for couples looking for a last-minute weekend getaway, small families and corporate groups.

You will find an excellent selection of Wailea Maui condo rentals and villas to choose from. We have selected four of our favorite luxury vacation rentals in South Maui. sure to download the pdf files below to see stunning pictures of our favorite properties as well as the detailed information about each one.

A Posh Oceanfront Villa in Wailea - 6 bedroom, 6.5 bath

A Posh Oceanfront Villa in Wailea
Download PDF • 5.04MB

A Wailea Premier Hillside Stunner - 4 bedroom, 3.5 bath

A Premier Hillside Stunner
Download PDF • 5.68MB

An Upscale Wailea Getaway with Oceanview- 3 bedroom, 3.5 bath

An Upscale Wailea Getaway with Oceanview
Download PDF • 3.89MB

A Ravishing Oceanfront Wailea Gem - 4 bedroom, 3.5 bath

Ravishing Oceanfront Wailea Gem
Download PDF • 5.01MB

Of course, there are numerous vacation rentals options on Maui. If you would like to explore villas in other locations or are interested in pricing and availability on one of these properties, please contact us at

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