South Maui rentals with pool

We found 4,617 rentals with pool — enter your dates for availability

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  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any holiday rentals with a pool in South Maui?
Planning your next exciting adventure just got simpler with 4,617 holiday rentals with a pool across South Maui. Get ready for hours of fun in the water at these Stayz properties in Wailea and other top destinations.
How much does it cost to stay in a holiday rental with a pool in South Maui?
Prices vary according to the time of year, length of stay and exact property location, so key in your travel details to find a stay where adventures in the water await. Whatever your budget or plans, Stayz has holiday rentals with a pool in South Maui for all kinds of guests.
When is the best time to book a holiday rental with a pool in South Maui?
Think about arriving in March, when temperatures range from around 21ºC to 24ºC. This is the most popular month to splash out on a holiday rental with a pool in South Maui.
What holiday rentals with a pool in South Maui have nice views?
Book a holiday rental with a pool in South Maui that boasts beach views or other impressive scenery right outside your door. Comfort, privacy and vistas to remember? Find a house on Stayz that offers it all, including the chance to splash around.
Are there holiday rentals with a private pool in South Maui?
From belly-flop competitions with the kids to midnight swims under the stars, a holiday rental with a private pool gives you plenty of possibilities for fun and relaxation. If you're on your way to South Maui, use our "Private pool" filter to find properties that come with this premium perk.
What are the top things to do in South Maui?
South Maui has plenty of activities and attractions to keep you busy, so reach for a guidebook or download a travel app or two and get planning. Love spending time in nature? Or are you more of an urbanite, foodie or eager shopper? Whatever you get up to, you can end your day relaxing by the water when you stay in one of our holiday home rentals with a pool.
Why should I book my holiday rental with a pool with Stayz?
When you choose a Stayz holiday rental with a pool, the only people you have to share your space with are whoever you bring with you. It'll just be you and the family with the whole property to yourselves enjoying a splashing good time. Our flexible cancellation policies also mean you can book your rental house with peace of mind if you have to change your plans.