South Maui vacation rentals with pools

We found 138 vacation rentals waiting for you.

Find your ultimate splash pad

From plunge pools for a quick dip to infinity pools with a view, here are the South Maui vacation homes where you can dive in, cool off, and catch some sun.

Top-rated South Maui rentals with pools

Our guests have spoken. Explore their favorite and top-rated homes on South Maui with refreshing pools, sun-splashed decks, and poolside seating.

Kihei Park Shores 13
2 Bed | 2 Bath | Sleeps 6

Kihei Park Shores 13 - Kihei, HI

From $295
(excludes fees and taxes)
4.0 (19)
Hale Kai O Kihei 202
1 Bed | 1 Bath | Sleeps 4

Hale Kai O Kihei 202 - Kihei, HI

From $263
(excludes fees and taxes)
4.58 (93)
Kihei Kai Nani 120
1 Bed | 1 Bath | Sleeps 4

Kihei Kai Nani 120 - Kihei, HI

From $215
(excludes fees and taxes)
4.39 (38)
Hale Kamaole 234
1 Bed | 1 Bath | Sleeps 4

Hale Kamaole 234 - Kihei, HI

From $235
(excludes fees and taxes)
4.55 (47)

Explore All Vacation Rentals With Pools

Recent guest reviews

Very comfortable unit with great location.
Juan A. | Jul 2025
Beach, pool,ping pong.
Boyd G. | Jul 2025
The inside was amazing. Better than expected. There was everything available that we could have possibly needed for our trip. Cooler bags, beach chairs, beach umbrellas, etc. all thing I was worried we wouldn’t be able to travel with. I would highly recommend this place to anyone.
HUNTER, B. | Jul 2025
This place is an absolute gem. At $174 a night and only a few reviews we were hopeful but skeptical at the same time. The room is exactly as advertised in the photos and don't do the justice you get to see at sunset every night. It really is only a 5 minute walk from a beach and not that far from the closest grocery store and about 25 minutes from Wal-Mart and Costco (and more food places of course). There's on-site parking and there's a little book telling you about all the good places to go, things to do, and places to check out while you're there. For us there were also beach chairs and amazing smelling shampoo and body wash. The kitchen area was a perfect size for the two of us and the fridge / freezer had ample space. All of the pots and pans were a huge help to help us save some money and eat what we like as well. There wasn't room service which we were totally fine with because we just wanted to come and go as we pleased. There were ample supplies to last for the two weeks we were there and all they ask is if you need more to replenish them. Wife and I fell in love with this place and if we ever went back we would 100% stay here. We did check some places nearby and they were $300 - $400 a night. Do not overlook this, it's perfect for two people on vacation together!
STEVEN S. | Jul 2025
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FAQ

Our vacation rentals offer both private and shared pools. Each property’s listing description will specify whether the pool offered is private or shared.

Every home is stocked with plenty of towels. However, the availability of pool towels varies by property.

Some pools are heated, and there may be an additional fee for this service. You can find more information about heating fees in the property description.

Yes, pool maintenance is included during your stay. We ensure that pools and hot tubs are regularly cleaned and maintained to provide an optimal experience. If you encounter any issues with the pool during your stay, contact our Guest Experience team immediately.

Many of our properties include lounge chairs, umbrellas, or shaded areas by the pool, but this can vary. Check the property details and listing photos for specific details.

Generally, food and drinks are allowed by—but not in—the pool. However, to be safe, it’s best not to use glass or china in the pool area.

Pool toys, floaties, or inflatables are typically not provided. You may want to bring your own, if needed.

Some properties include a poolside grill or outdoor kitchen area, but this is not standard across all rentals. Check the property listing for details.

We have a good neighbor policy that includes quiet hours from 10 p.m. to 8 a.m. In addition, certain communities have noise policies in place. Unauthorized parties are not allowed, and excessive noise can lead to intervention and removal from a property.

If you encounter any issues with the pool during your stay, contact our Guest Experience team immediately. Your local Vacasa team will work to resolve the problem as quickly as possible.

Not all pools are open all year round. Some pools—depending on the destination—are seasonal only. Read the listing description for specific operating times for the pool.

More ways to stay on South Maui

Dog-friendly
Hot tub
Internet
Electric vehicle charger
Ocean view
Oceanfront
Water view
Waterfront

Nearby destinations

Maui
Haleakalā National Park
Maalaea Bay
Maui Kamaole - Kihei, HI
Kihei Akahi
Hale Kamaole - Kihei, HI
Mana Kai Maui Resort - Kihei, HI
Hale Kai O Kihei
USA > Hawaii > South Maui > Pool