Maui rentals with pool
We found 9,803 rentals with pool — enter your dates for availability
Explore Maui rentals with pools

Aston Kaanapali Shores
Sleeps 3 · 1 bedroom · 1 bathroom

OUTRIGGER Honua Kai Resort & Spa

Kapalua Golf Villas Resort by KBM
Sleeps 2 · 1 bedroom · 2 bathrooms

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Sleeps 4 · 1 bedroom · 1 bathroom

Kanai A Nalu-Spectacular Whale Watching, Beachfront, Wifi & Split Air thru out
Sleeps 6 · 2 bedrooms · 2 bathrooms

Stunning Views & Tropical Tranquility 429 LS
Sleeps 2 · 1 bathroom
Top rated rentals with pools - Maui

Great value for money
Good location near the beach. Was perfect for what we needed. Would stay here again in future.
Nicholas V.
Stayed June 2023

Amazing location
We stayed for a week at Lahaina Shores in early January. This was our first trip to Maui and we absolutely loved it.
The property was just as presented on the website- no nasty surprises and there was everything you could want for a fantastic stay in the apartment.
The view is fantastic and every single day we saw lots of whales swimming past our window. It is a wonderful spot to sit and have a drink and watch the world go by. The apartment is very well appointed with everything needed for cooking and relaxing on the beach.
The location is excellent- just at the end of town in a wonderful quiet spot, but so close to everything as well. Only a few minutes walk into town and the shops and restaurants, although just out the back gate is a lovely place called Betty's where you can get a great meal and drink.
Marge the owner was a pleasure to deal with during the booking process. We had a slight hiccup with check-in as we arrived after reception was closed which is 10pm, but this was soon resolved. This was a resort issue not an issue with the apartment.
I would not hesitate to recommend this property, and we will definitely be back to stay with Marge again!
Jenny S.
Stayed Jan 2023
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Frequently asked questions
How much does it cost to stay in a holiday rental with a pool in Maui?
Where you stay, what time of year you travel and the length of your escape will influence the price of a holiday rental with a pool in Maui. Enter your travel dates on Stayz, then pick 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 Maui?
March is when the majority of guests book a holiday rental with a pool in Maui. You can expect average temperatures of between 20ºC and 24ºC if you plan your getaway at this time of year.
What holiday rentals with a pool in Maui have nice views?
Book a holiday rental with a pool in Maui that comes with beach views or equally impressive scenery to wake every morning to. Privacy, comfort and stunning vistas? Find a house on Stayz that offers it all, including the chance to get some poolside relaxation.
Are there holiday rentals with a private pool in Maui?
Day or night, go swimming whenever you please when you book a holiday rental with a private pool in Maui. To find Stayz properties that'll add an extra layer of fun to your getaway, use our "Private pool" filter.
What are the top things to do in Maui?
Once you've secured your holiday home rental with a pool, it's time to start planning your Maui itinerary. Think about what you're into, whether that's dining out, sightseeing or cultural events, and plan from there. Just be sure to allow plenty of time for poolside lounging.
Why should I book my holiday rental with a pool with Stayz?
We promise excellent customer support from the moment you book until your adventure is done, so every step of your holiday is enjoyable and hassle-free. It's all part of our Book with Confidence Guarantee, which also includes deposit and payment protection and flexible cancellation policies. Another good thing about us? You can use our filters to fine-tune your search by budget, amenities, location and more. Whether you want a pet-friendly property or a lakefront getaway for the family, we've got holiday rentals with a pool that fit your exact needs and style.
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