Find rentals with pool near Wailea Beach

Exactly where you stay, what time of year you travel and the length of your escape will determine how much you pay for a vacation rental with a pool in Wailea Beach. Enter your travel details on Vrbo, then choose the best one for you and prepare to make a splash.

Vrbo makes it simple to find a vacation rental with a pool in Wailea Beach whenever you prefer to go. Start by considering the weather conditions for the time of year you’re thinking of traveling. Going in the high season? Book early to get the best availability.

Use the “Location” filter to find a vacation rental with a pool and the views you dream of waking up to. Begin by entering the dates you plan to visit Wailea Beach, then narrow your search based on the type of area you’d prefer to stay in. The only thing left is to pack your swim gear and you’re all set for a splashing good time.

Pick a vacation rental with a private pool in Wailea Beach and enjoy a refreshing morning swim or late-night soak — or anytime you want! You’ll be able to keep your little ones easily amused, and you won’t have to worry about sharing with other guests. Use our “Private pool” filter to discover your perfect vacation rental.

Once you’ve booked your vacation home rental with a pool, it’s time to start organizing your Wailea Beach itinerary. Think about your interests, whether that’s dining out, sightseeing or relaxation and wellness, and plan from there. Just be sure to give yourself plenty of time to enjoy long, leisurely days by the pool.

When you select a Vrbo vacation rental with a pool, the only people you’ll share your space with are the people you bring along. It’s only you and your nearest and dearest with the entire place to yourselves splashing around as you like. Our flexible cancellation policies also mean you can book your rental house with confidence in case your plans change.