South Maui rentals with pool
We found 4,667 rentals with pool — enter your dates for availability
Explore South Maui rentals with pools
AMAZING HOTEL ZONED BEACH FRONT CONDO ON SUGAR BEACH. RESERVE WITH CONFIDENCE!
Sleeps 4 · 1 bedroom · 2 bathrooms
1010 out of 10
Exceptionalexceptional
125 reviews(125 reviews)
Dazzling Ocean View, Modern, Whole house AC. Upgraded Glass for a quiet setting
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
260 reviews(260 reviews)
Ocean Front Property - Sandy Beach - Wailea - 2 Bed, 3 Bath - LAST MIN SPECIALS!
Sleeps 6 · 2 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
MAUI OCEAN VIEW 2 bed 2 bath with Air Conditioning
Sleeps 5 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
199 reviews(199 reviews)
This remodeled condo earned "Best in Kihei" 4 times and “#1 in Maui” Ocean View!
Sleeps 4 · 1 bathroom
1010 out of 10
Exceptionalexceptional
21 reviews(21 reviews)
Beachfront 6 Bedrooms with Pool
Sleeps 12 · 6 bedrooms · 5+ bathrooms
1010 out of 10
Exceptionalexceptional
34 reviews(34 reviews)
Top rated rentals with pools - South Maui
Amazing view
1010 out of 10
Exceptionalexceptional
132 reviews(132 reviews)
Paradise of Maui
1010 out of 10
Exceptionalexceptional
117 reviews(117 reviews)
Stunning Views & Maui vibes.
1010 out of 10
Exceptionalexceptional
94 reviews(94 reviews)
5 out of 5
1010 out of 10
Exceptionalexceptional
77 reviews(77 reviews)
Great stay
1010 out of 10
Exceptionalexceptional
194 reviews(194 reviews)
The best location!
1010 out of 10
Exceptionalexceptional
80 reviews(80 reviews)
Exceptional stay
1010 out of 10
Exceptionalexceptional
87 reviews(87 reviews)
Island surf condo kihei
1010 out of 10
Exceptionalexceptional
245 reviews(245 reviews)
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Frequently asked questions
Are there any vacation rentals with a pool in South Maui?
Planning your next exciting adventure just got simpler with 4,667 vacation rentals with a pool across South Maui. Get ready for hours of fun in the water at these Vrbo properties in Wailea and other top destinations.
How much does it cost to stay in a vacation 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, Vrbo has vacation rentals with a pool in South Maui for all kinds of guests.
When is the best time to book a vacation rental with a pool in South Maui?
Think about arriving in March, when temperatures range from around 21ºC (70ºF) to 24ºC (75ºF). This is the most popular month to splash out on a vacation rental with a pool in South Maui.
What vacation rentals with a pool in South Maui have nice views?
Book a vacation 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 Vrbo that offers it all, including the chance to splash around.
Are there vacation rentals with a private pool in South Maui?
From belly-flop competitions with the kids to midnight swims under the stars, a vacation 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 vacation home rentals with a pool.
Why should I book my vacation rental with a pool with Vrbo?
When you choose a Vrbo vacation 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.