Maui rentals with pool
We found 9,812 rentals with pool — enter your dates for availability
Explore Maui rentals with pools

Aston Kaanapali Shores
Sleeps 3 · 1 bedroom · 1 bathroom

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

OUTRIGGER Honua Kai Resort & Spa
Sleeps 4

REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
Sleeps 6 · 2 bedrooms

On top of the Ocean Hideaway - Oceanfront Condo Amazing Views on Maui
Sleeps 3 · 1 bathroom

Aston Maui Kaanapali Villas
Sleeps 2
Top rated rentals with pools - Maui

Best hotel experience ever
I have nothing to suggest . This hotel has best trained staff and breathtaking environment. The room is well designed and equipped with quality appliances. I regret I didn’t stay a bit longer .
Lu
Stayed Jan 2018

Perfect location
My husband and i stayed at the Whalers with our two kids on Jul 22 for 3 days. We chose this hotel because of its location. It's within walking distance to get to the Whalers village and Black Rock (snorkelling/ cliff dive site). Sure enough it lived up to our expectations.
First impressions: lovely lobby, friendly staff at the reception, but too many house rules and forms/ acknowledgment we had to sign.
The room: We got one on the ground floor with an access to the courtyard and the koi pond, which is great for the kids. It was overly decorated with the hula girl theme, but not a problem. It had everything we needed from the kitchen utensils to beach chair. TV channels were comprehensive, included on demand movies and premium TV shows. Internet WiFi connection was stable.
Hotel amenities: free convenient use of washing machine and dryer on every floor.
Basement parking is great, there is a trolley we could use to transfer the stuff from the car to the room. The basement parking filled up quickly. When full there were also outdoor parking to use.
Free beach towels to use. System is one towel card per person. exchange the card with the towels.
Swimming pool is great - iced lemon tea and water station by the pool. Floaties and snorkelling gear are not allowed, even for kids. Coffee in the lobby in the morning.
Overall this hotel is a winner. They go out of their way to ensure that the guests were satisfied with the stay.
Yoana
Stayed July 2017
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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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