Find rentals with pool near Wailea Beach

We found 4,538 rentals with pool — enter your dates for availability

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

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Frequently asked questions

How much does it cost to stay in a holiday rental with a pool in 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 holiday rental with a pool in Wailea Beach. Enter your travel details on Bookabach, then choose the best one for you and prepare to make a splash.
When is the best time to book a holiday rental with a pool in Wailea Beach?
Bookabach makes it simple to find a holiday 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 travelling. Going in the high season? Book early to get the best availability.
What holiday rentals with a pool in Wailea Beach have nice views?
Use the "Location" filter to find a holiday 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.
Are there holiday rentals with a private pool in Wailea Beach?
Pick a holiday 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 holiday rental.
What are the top things to do in Wailea Beach?
Once you've booked your holiday home rental with a pool, it's time to start organising 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.
Why should I book my holiday rental with a pool with Bookabach?
When you select a Bookabach holiday 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.

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