Kaanapali vacation rentals with pools

We found 40 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 Kaanapali vacation homes where you can dive in, cool off, and catch some sun.

Top-rated Kaanapali rentals with pools

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

Explore All Vacation Rentals With Pools

Recent guest reviews

Condo

The property was very nice, lots of space, great ocean view and fit our lifestyle well. The activities also fit our life style, swim exercise, lei making, golf putting greens, whale watching. We had a great time.
John S. | Jan 2026

Condo

The views from the condo were amazing. We thoroughly loved our time here. The ground were beautiful. The location cannot be beat. Walking distance to anything you could need.
Debra S. | Jan 2026

Condo

The room was very clean and had everything you need.
Masako S. | Jan 2026

Condo

We had an amazing vacation, the condo was great! It was our first time to Maui and we loved the location and the property. The deck is larger than I was expecting and it was amazing to drink our coffee and have breakfast out there each day. We were not impressed with Vacasa the rental company, they were not helpful at all and we had a very difficult time checking in after traveling for 12+ hours with 2 young kids. We could not get through to anyone to give us the code, the 24/7 phone number they tell you to call was out of service, every person I talked to hung up on us, and we weren’t able to check in until I called booking.com directly who was finally able to assist it. Vacasa was not aware of what items were in the condo, so after I asked and was told they didn’t have beach chairs, or sand toys or a cooler I rented them, but the condo did have them. They also would not let us check out 1 hour later. My family stayed at the same hotel but with a different management company and they went above and beyond. So while we did have a wonderful trip, I would not re book if Vacasa was still managing. But for a family of 4, the location and the condo was fabulous. But to be paying 3500 for a week it seems bare minimum to be able to check in on time, have an inventory of what’s in the property, and be able to get in touch with someone if/when you need help. Hope that makes sense ! We loved having dukes close by, the pools were gorgeous, the beach was beautiful (it gets deep quick)! We would love to come back and book a different condo at the same property with a different management company company.
loren m. | Jan 2026
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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 in Kaanapali

Hot tub
Internet
Electric vehicle charger
Ocean view
Oceanfront
Riverfront
Sound view
Water view

Nearby destinations

Maui
West Maui
Paki Maui Resort
Maui Eldorado Resort
Maui Kai
Honua Kai Resort - Maui
Mahana at Kaanapali
Papakea Resort - Maui
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