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

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.

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

The Artists House
Jordanne's house was was perfect. Open and comfortable. Fully equipped kitchen. fenced in -making it feel private even out doors. good parking area. waking distance to restaurants or really anywhere in town.

Best Studio Ocean Views at Honua Kai -Hokulani 719
We, a small family, recently stayed in Kaanapali Maui and couldn’t have been happier with the experience. From the moment we arrived, everything exceeded our expectations. The unit was spotless, beautifully decorated, and fully stocked with all the essentials — from kitchenware including a blender and all of the beach necessities. After going around the island and picking up some fresh fruit, it was a nice afternoon treat to be able to make our own smoothies! Highly recommend it. The view from the lanai (balcony) was absolutely stunning. Every morning we enjoyed our coffee while watching the sunrise over the ocean, and in the evenings we were treated to the most spectacular sunsets. The sound of the waves crashing was the perfect background to a truly relaxing vacation. The location was ideal just a short walk to the beach, shops, and great local restaurants. We loved being close to snorkeling spots and whale watching opportunities. The complex also had a pool, hot tub, and BBQ grill

Kula Jewel - Pool, Hot Tub & Awesome Views!
Pamela was a fantastic host. She was responsive and so friendly. She truly loved the area and making guests feel at home. The space itself was such a dream. It had everything we needed and then some. The location and views were stunning. we sat on the porch almost every night just to take it all in. We loved staying at the Kula Jewel and would stay here again!

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!

#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
What a beautiful setting and home! It was so easy to relax with the amazing grounds and yard. It was the perfect space for our family of 3. Our 5 year old could not get enough of the pool, the chickens and the abundant “nature treasures.” When we come back to Maui, we won’t hesitate to stay here again.
Apartment rentals with a pool

Oceanfront Bliss Pool & Stunning Views Hono Kai C3
A beautiful place over looking the ocean, where we had the pleasure of watching a few sea turtles at 4pm eat from the coral and rocks, also saw a Monk seal eating fish one day, all from the lanai. Host is extremely clear in communication and responsive when needed. Great location for a quiet vacation with pool and Sugar Beach , as shown in photos. Family oriented place with Aquarium, shops, ice cream and restaurants nearby at harbor marina. Great location and views of Molokini islet, Haleakalā, Wailea, and Makena. Sugar Beach starts here and goes around to Kihei. This is a central spot for relaxing, or road touring anywhere on the island (Road to Hana, West Maui road tour, drive up to Haleakala for sunrise or sunset, etc). Close to beaches for surfing lessons, etc. We look forward to a return trip in the future.

Spectacular Ocean Front 1bd at Menehune Shores
A gem in Kihea High end remodeled kitchen and bathroom with thoughtful amenities / awesome host / beautiful full ocean view / easy parking and close to elevator. Winner!!

Newly Renovated Corner Unit w/ View at Maui Vista
Last minute booking for us and man did we get lucky finding this unit available! Nothing negative to say about it and sad to leave. We’ll be back!!

All New Beachy Chic Remodel, Ocean front with AC
The place is amazing, centrally located. View is top notch, we saw turtles from our balcony almost everyday. Leslie was extremely responsive and accommodating.

OCEANFRONT Hono Kai / TA-081-709-8752-01
Steps away from the water and walkable distance to all of the harbor tours! This was a great spot to enjoy the waves and even hear them crashing at night. Brandy was very responsive to all of our questions and her and her husband are super nice as we got to meet them in person.

Cozy Beach Condo Ocean & Mountain View’s
Cheryl’s place was beautifully decorated and so very clean. We loved the view from the balcony and the sound of the waves. We saw some spectacular sunsets too. The furniture and bed was very comfortable. She supplied us with all you could need. We enjoyed the use of the washer and dryer too. The pool was very clean and we enjoyed walks on the beach several times a day. Everyone at the complex was very friendly and wonderful to talk too. Thank you for allowing us to stay in your lovely home. We will treasure the memories we made there.

Hot Deals! Limited Availability- Maui Getaway
Kalea’s was alway available to answer questions very quickly. The condo was very well taken care of and had everything we needed. Loved the location and area much different than Kanapali as it’s much closer to other areas of the Island to explore. The lights and fan can be tricky at times but remember your own Hawaiian time. Mahalo

Cozy Oceanfront 2BR Condo with Pool and Epic Views
We loved our stay. We saw countless turtles and were able to snorkel next to them just off the steps located by our balcony. We had an issue with the dryer but it was addressed quickly and fixed the same day. The view was gorgeous, beach was 5mins away, and we could easily walk to the aquarium and local restaurants. This was a lovely and welcomed break from the resort life. I highly recommend this home for your next stay!
Quick stats about holiday rentals with a pool in Wailuku
Total rentals
20 properties
Nightly prices starting at
₹3,455 before taxes and fees
Total number of reviews
1.6K reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Kaipukaihina
- Laie
- Honolua Bay
- Spreckelsville Beach
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- Manele Golf Course
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