Wailea beach rentals

Select from 1,065 beach vacation rentals in Wailea that offer that home-away-from-home feeling. Consider staying in the well-known neighborhood of Halama Street and then discover the city like a local.

Prices vary depending on the time of year, length of stay and specific location, so enter your vacation details to find out what’s available. No matter your budget or plans, Vrbo has beach vacation rentals in Wailea for every kind of guest.

With our beach vacation rentals experiencing the greatest demand in August, consider planning your Wailea stay then and be a part of the buzz. The temperatures during this month average between 77ºF (25ºC) and 80ºF (27ºC). But every season has its unique appeal, so if your travel dates are flexible, have a look at what this part of Kihei offers at various times of the year.

Use the “Location” filter to find a beach vacation rental with the views you’re looking for. Start by entering the dates you want to book your house in Wailea, then narrow your search based on the sort of area you’d rather stay in.

Enjoy some fun in the sun at the most popular beaches in Wailea, starting with Wailea Beach. Bring the kids along and make the most of its family-friendly atmosphere. Alternatively, paddle in the water or just wander along the shore at Kamaole Beach Park.

Combine your beach vacation rental stay with a little sightseeing at well-known attractions like Wailea Beach. Maui Ocean Center and Kamaole Beach Park are other fascinating places to explore with your nearest and dearest in Wailea.

With our handy filters, excellent customer support and flexible cancellation policies, planning your coastal retreat has never been simpler. Experience the joy of having the entire place to yourselves, allowing you to soak up the great views and fresh sea breeze in privacy. Also, our One Key™ rewards program lets you earn and redeem OneKeyCash™* on eligible bookings across Vrbo, Hotels.com and Expedia. Secure your beach vacation rental with Vrbo and we’ll ensure a smooth and stress-free trip. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo, Hotels.com and Expedia.