
Vacation rentals with a pool in Maalaea
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Top-rated rentals with a pool in Maalaea
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Maalaea rentals with a pool
House rentals with a pool

Luana Kai C209
Leslie’s place was a gem! If we are ever back to Maui, we would love to stay here again. The location was perfect for snorkeling, and Leslie’s local recommendations were awesome. The check in and out was very easy to follow. The place has beach chairs, boogie board, beach towels and so many more! We also appreciated the hot jacuzzi in the condo and the beach in the front.

Oceanview Home with Private pool and hot tub
Excellent location, beautiful view, house was well stocked and the communication was terrific from both homeowner Steve alongside the property manager Walker. Speedy responses to any questions we had. Our family had a blast in Maui and would rent from Steve again. Steve also had great recommendations for local eating alongside a picturesque sunset spot. For our family of five, Steve's home was a winner.

Summer Deals Book now Island Retreat Spacious 3B
This place was SO beautiful! The lana’i was exactly as described with breathtaking views. The pool is great for adults and kids; we had so much fun hanging out there. Bedrooms were spacious and kitchen was stocked. The best part is everything you can think of wanting at the beach is stocked in the garage. We were able to take tons of gear to the beach like pros. Thank you so much for the hospitality and we’d recommend this spot to everyone!

Centrally located and steps to the beach!
Mike and Ashley were incredibly amazing and helpful. They really went above and beyond for us. Really appreciated the special touch they left us for our anniversary and will recommend them to and friends and family that visit Maui. Their place is beautiful and it looks even better in pictures. It is perfectly homey, private, and quiet, which was very nice but also close to the beach with a three minute walk couldn’t recommend staying with Mike and Ashley more. Thanks for helping make our anniversary trip special!

Maalaea Kai 307 - Maui Prime Oceanfront
We had the best time at this condo! It was quiet and clean and was exactly what we were hoping for! Don was incredibly responsive when I had questions or needed recommendations to rent baby gear! We had a great time and hope to Come back again

Stunning ocean view, heated pool at home by Wailea
Sandra was very nice. The house was clean and exactly what we expected. She offered great suggestions when we asked for recommendations on places to visit. I would definitely recommend staying here.

Kula Jewel - Pool, Hot Tub & Awesome Views!
Staying at the Kula Jewel is nothing short of the perfect experience. Pamela made sure to personally welcome us, show us around and direct us to local shops. We should have just spent our entire time in Hawaii here, as the views and perfect design of the home gave us the experience of staying with a close friend. Stocked kitchen, great linens, pool and hot tub, bbq and all of the perfect details that make vacations special, Pamela really takes care in making her guests feel at home. The stunning interiors partner with the unique shape of the house, making the Maui landscape picturesque from sunrise to sunset. We will have a place to call our Maui spot when visiting from now on.

Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu
Absolutely incredible stay. The suite was everything we needed and more. The beachfront porch was peaceful and private. There was gear for every beach activity you could ever want to do and it was so fun. We cannot wait to come back!
Condo rentals with a pool

Maalaea Banyans 204 - Budget-Friendly Ocean Front
I love being here! The part that I loved the most was that it was centrally located, walking distance to the harbor and aquarium and you can get to anywhere on the island for about the same time and distances. We literally went everywhere. I loved the ocean view. Super score and not too much tourist in that area so it feels more private. Don’t pass this one by because every part of it was A+++

VIEWS VIEWS VIEWS ~ Bliss on the Bay
We have been so blessed by our time here and have thoroughly enjoyed the unit especially falling asleep to the sound of the ocean! 🌊 The view was even better in person. The location was unfamiliar to us but turned out to be extremely convenient given how central the unit is to the island. It felt tucked away and not crowded. We were welcomed by sweet, classic hawaiian chocolate and coffee when we arrived! Our host was flexible when we requested to add a guest and even allowed us to check out later. Very responsive and warm! Would definitely come again! Mahalo!

BEACH FRONT Complex-Stunning GroundFloor A5 Condo
Krysta was quite helpful. My husband forgot foods for his special diet and she suggested where we could find foods. Also, we broke a bottle of wine accidentally. We let her know because we thought we would mop it up. Several days later, Krysta sent her children over to present us with a replacement bottle of wine and macarons for a Christmas present. That was extremely thoughtful! Great host!

Beautiful Maui Beach Condo Steps from the Shore!
I really enjoyed my stay here! Nick and Chelsea were very responsive regarding any questions I had. The location is near everything - beaches, shopping, restaurants. I also appreciated that there were ample amounts of parking. If you are planning on staying in Kihei, do not hesitate to book this spot! I will definitely be back!

Oceanfront Maalaea Harbor Condo with pool
When trying to find a central location to have as a home base, Breanna’s place worked out perfectly for us. Nestled in a community near the Ocean Center, it was very easy to get to the Road to Hāna, airport, Lahaina , and Wailea. Seaturtles were consistently within viewing distance outside from the balcony too. A local beach was just further down the road, which made for nice evenings for us. The unit was on the second floor near the assigned parking spot and stairs. Trash bin and recycling were at the other end. Breanna’s place was very clean with two bathrooms and the a/c unit in the central room. The king and queen bed were comfortable for our family of four and having separate bathrooms was useful. When and if we decide to return to Maui, we would not hesitate to see if we could stay at Breanna’s place again. We had a fabulous stay.

Maalaea 5star Oceanfront Milowai- just remodeled
Great place to stay, beautiful view of the ocean and the heated pool is a great amenity. Had everything we needed to be able to cook breakfast. One small improvement could be the size of the hot water heater, because the hot water ran low after about 12 minutes. Other than that we loved the place and would definitely stay here next time we are in Maui. Highly recommended!!

Oceanfront Panorama: Newly Refreshed 3rd Floor Gem
My husband and I stayed at Wenqi’s airbnb for our honeymoon and it was the perfect place. The place was extremely clean and had such a cute vibe with the decor. The airbnb is stocked with everything you may need for the beach. It was so nice to not have to worry about renting beach gear. She even placed local snacks out for us to enjoy when we arrived. The view from the patio is absolutely incredible! All of the local shops close to the place were wonderful and the people were so friendly! It is truly the perfect location on the island for a quaint, private get away. My husband and I enjoyed our time so much at this airbnb, we are hoping to return someday!

Stunning Oceanfront 1bd - Maalaea Kai 315
We had a great stay at Robert’s place on Maui! It was just as described, clean, easy check in, and in a quiet community that didn’t feel crowded. You simply can’t get a better view than off of the Lanai. We walked to restaurants nearby, and it was a central location for us to drive and spend time on all sides of the island. Highly recommend!
Quick stats about vacation rentals with a pool in Maalaea
Total rentals
520 properties
Nightly prices starting at
G$16,737 GYD before taxes and fees
Total number of reviews
26K reviews
Family-friendly rentals
180 properties are a good fit for families
Rentals with dedicated workspaces
280 properties have a dedicated workspace
Wifi availability
520 properties include access to wifi
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- Maui
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