
Holiday rentals with a pool in Maui County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Maui County
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Maui County rentals with a pool
House rentals with a pool

Luana Kai C209
Beautiful condo in Kihei with every possible amenity to make you feel right at home. Private and peaceful with a pool, beach access. Perfect for getting around to snorkeling which was nearby. Access to stores too. Great place from which to visit Haleakala as well!

Oceanview Home with Private pool and hot tub
Lovely and comfortable house with beautiful view of the sunset over the ocean. Steve and Walker were very responsive and helpful. Spacious and perfect for our family with a toddler.

Kapalua Ridge 622 Luxe Ocean and Coastal Views
Perfect location with beautiful beaches nearby. Not a lot of restaurants around but if you have a car - itâs easy to navigate. The view from the bedroom and living room is brilliant đ We really enjoyed the stay. Definitely recommend đđť

Stunning ocean view, heated pool at home by Wailea
The property grounds are manicured and gorgeous. The villa itself was spotless with the perfect balcony view for sunsets and our morning coffee. We were fortunate to meet Sandra who is a delight and full of local recommendations. The location is privately tucked away from the busier areas but still close enough to everything you need. The photos and description are accurate. The space was perfect for our small family of 3.

#1 Kaanapali Beach Modern Condo C101 Maui Eldorado
Very beautiful location to stay at in Kaanapali! Has a gym with just enough equipment, grills and pools, and an included private golf cart upon request to the beautiful Kaanapali beaches. Also towel service available until 5:30pm! So wonderful! AC and other amenities were great, did not have a single issue or complaint my entire stay here. Had a great time here, will hopefully be back!!!

Private Hot Tub + Pool Access + AC - Star Lookout
We had the best time at the Star Lookout during our short stay in Maui. The private location, and amenities like the spacious hot tub, outdoor shower, and pool (which we never saw anybody else at) were above and beyond what was described. The location on the road to Hana is very convenient and near the twin falls and many other notable stops. The views from the cliff walk are one of a kind and this property is an absolute treasure. The communication from the host and the entire staff / team on property was outstanding and we felt very welcomed and right at home. We wonât be staying anywhere else when weâre on the Island as this place seriously has it all. Thank you for the best Maui experience! :)

Serene and Peaceful with Heated Pool
From the moment we drove up the street to this beautiful home, we knew it was going to be something special. The neighborhood is beautiful , and as you head down the incredible bamboo-lined driveway, youâre immediately met with a sense of serenity and privacy. Pulling into the driveway, youâre greeted by breathtaking views and a peaceful, well-maintained landscape. This home truly checked all the boxesâand then some. The architectural design adds even more charm and character. From the outdoor showers and tubs to the koi ponds and pool, everything about this place is beyond a 10. We were blessed enough to meet some of the wonderful people who help maintain this property and keep it in near-perfect condition. The house is well-stocked with just about everything you could need or expect in a home. Absolutely amazingâweâre already praying for a chance to stay here again! ⸝ Let me know

Beautifully Remodeled 3 Bedrooms/2Bathrooms
My family and I absolutely loved our stay! The space was beautiful, comfortable, and just a short walk to the beachâwhich was a huge plus. We really appreciated that the home had everything we needed, from the kitchen to beach umbrellas, chairs, and more. The community was peaceful and welcoming, and parking was super convenient. It truly felt like a home away from home, and we were able to relax, connect, and make beautiful family memories. Highly recommend and would love to return!
Condo rentals with a pool

Condo-FULL AC-BEACH Kihei Maui
We loved staying in Rebecca's place. The location was perfect, the condo was clean and we'll cared for. Dena stopped by to help us with the internet and she was very friendly and helpful. Our family of 6 for perfectly. They had chairs and pool noodles for us. We used the cooler and boogie boards(3) every day. We'd stay here again and hope to be back someday.

Beach Area Condo
Karen is an excellent Host. The Apartment is perfect, modern, great location, well equipped, there are plenty of restaurants in walking distance but yet the Apartment is in a peaceful location. There is a beautiful beach literally minutes away. Can't wait to come back.

Discounted Rates! 305 Beautiful 2 bed/2 bath
The views were exactly as promised. It was our primary reason for booking here. The turtles were right out front every day and we saw so many whales jumping in the distance. We had everything we needed for our stay. Even though there was no air conditioning, the fans and breeze kept us comfortable. We enjoyed our stay very much!

Incomparable Maui Sunset condo, includes all taxes
The owners were so welcoming and proactive. They went above and beyond to ensure our stay was wonderful. They had some uncontrollable maintenance issue arise that they handled immediately and it did not disrupt our trip at all. The building and amenities were perfect. Our son loved exploring the beach and chasing crabs. Our daughter spent the evenings in the pool after our daytime adventures. We will be back and are so grateful to have experienced this slice of paradise.

Luxury 2bd2bth Kihei Maui Condo Across from Beach
We were so happy with our stay. The location is great- right across the street from a nice beach area, close to fun restaurants and centrally located to everything we wanted to do in Maui. It was so nice having access to the beach chairs/umbrellas/beach toys and having everything we needed provided with the rental. Rebecca was great about giving us clear information and instructions, and responded quickly when we needed a response. We felt right at home and will definitely consider booking here again if we ever make it to Maui again!

Cozy Cute Condo | Maui Vista | Walk to The Beach
This place is a great find as it is close to the beach and restaurants. The only thing was interacting with the security to get a parking pass. He was an older man who acted very unprofessionally towards me as I was asking for a parking pass. He would give unnecessary comments like: "Put this pass in your car. We live in America, so the driver's side will be on your left." Luckily, I don't get offended easily, but this is just a heads up. Juliana and the location is great though! So the rating is still high and the security does not effect this rating.

Remodeled Kaanapali golf resort 1500ft condo w/AC
This property located at the Maui el dorado is lovely. Martin is a very responsive host to any inquires. Early walkable to whalers village. The properties cabana has indoor and outdoor seating with beach chairs and towels and refrigerator to store any items you bring. Golf carts can take you down to the cabana, which is about 3/4 of a mile walk. Otherwise, that Kanapali trolley can take you up and down the nearby hotel resort areas and Whalers Village. Would recommend

Romantic Island Getaway on Beautiful Molokai
We thoroughly enjoyed Teresaâs place. The condo is well appointed, clean, and has a spectacular view. The facilities at the complex are fantastic and the people warm and welcoming. We would definitely recommend to anyone looking to visit Molokai.
Destinations to explore
- Kid-friendly rentals Maui County
- Serviced apartment rentals Maui County
- Rentals with a hot tub Maui County
- Townhouse rentals Maui County
- Rentals with a fire pit Maui County
- Rentals with beach access Maui County
- Rentals with outdoor seating Maui County
- Fitness-friendly rentals Maui County
- Rentals with an EV charger Maui County
- Apartment rentals Maui County
- Guesthouse rentals Maui County
- Pet-friendly rentals Maui County
- Cottage rentals Maui County
- Private suite rentals Maui County
- Rentals with a kayak Maui County
- Rentals with a patio Maui County
- Luxury rentals Maui County
- Rentals with breakfast Maui County
- Rentals with a sauna Maui County
- Boutique hotel rentals Maui County
- Family-friendly rentals Maui County
- Resort rentals Maui County
- Rentals with an accessible height bed Maui County
- Villa rentals Maui County
- Waterfront rentals Maui County
- Beachfront rentals Maui County
- Hotel rentals Maui County
- House rentals Maui County
- Bed and breakfasts Maui County
- Rentals with a washing machine and dryer Maui County
- Condo rentals Maui County
- Rentals with pools Hawaii
- Rentals with pools United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do Maui County
- Wellness Maui County
- Nature and outdoors Maui County
- Sports activities Maui County
- Art and culture Maui County
- Things to do Hawaii
- Art and culture Hawaii
- Tours Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Nature and outdoors Hawaii
- Food and drink Hawaii
- Entertainment Hawaii
- Wellness Hawaii
- Things to do United States
- Sports activities United States
- Art and culture United States
- Entertainment United States
- Tours United States
- Wellness United States
- Nature and outdoors United States
- Sightseeing United States
- Food and drink United States