Also consider 206 Wailea condos and 96 Wailea luxury rentals

A dreamy resort location, safe and accessible to everything an island vacation should offer, our Wailea vacation rentals on Maui’s south shore are a perfect pick, equally for couples or families. The upscale resort area provides continuous captivating scenery.

Things To Do

Wailea Beach is ideal for swimming and a pleasant day at the beach. Polo Beach is good for both swimming and snorkeling as well as hanging out for the day, in part thanks to its facilities, including restrooms/showers, picnic tables, barbecue grills, and a paved parking lot. Keawakapu Beach is a bit more remote, without the amenities. Interesting, and strange, are the junk cars that form a man-made reef for divers. The cars were placed to attract sea life for fisherman, but it didn’t quite work that way and is instead attractive, and useful, to divers.



Golfers staying at a Wailea vacation rental have their pick of Wailea’s courses, the Blue, Emerald and Gold.Each offers a different facet of the terrain, whether tropical or rugged. Preserved historic lava rock is incorporated into the Gold course and all are challenging and worthy of a couple rounds.

Eat and Shop

Upscale restaurants and casual eateries with an island flair are all options nearby our Wailea rentals. Fresh seafood is plentiful on the south shore and nearby Kihei is home to conventional grocery stores.



Expert shoppers will enjoy an escape to The Shops at Wailea for classic retail therapy, with opportunities to grab a meal and some cocktails. Ongoing events include island music and dance performances.

Getting Around

Maui County has public bus transportation, but renting a car is best for exploring the south shore and for the convenience of moving about freely.

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