
Holiday rentals with a pool in Kapalua
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Top-rated rentals with a pool in Kapalua
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Popular amenities for Kapalua rentals with a pool
House rentals with a pool

Mahalo Pono @ Ka'anapali Royal
We had an amazing time. Amy & Jay were extremely responsive and the property was immaculate. Our family of 5 had everything we needed to be comfortable, enjoy the beach and be within 15 minutes of anything on the west side of Maui. We plan on returning soon!

Newly Remodeled Cottage
Van was kind and friendly. The home was great. Loved that there was mini split ac units in every bedroom. Right across the street from the best beach on the island. Would highly recommend.

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.

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!
Pamela’s place is amazing! As a host Pamela was very welcoming and gave a great tour of her place. The view is beautiful and the pool and hot tub are perfect! We would definitely stay here again. Thank you Pamela!

#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.
Condo rentals with a pool

Kuleana Club #513-Oceanview -1 bd & 1 ba-3rd Floor
AMAZING VIEW.!!! Wonderful place to stay in, LOVED LOVED

Affordable Luxury Studio w/ AC & Pool
We absolutely loved our stay here! The bed was extremely comfortable, the AC worked great, and the full sized kitchen was a great bonus. The kitchen was stocked with salt/pepper, basic spices, oil, plenty of cookware and silverware. We would come back in a heartbeat. Highly recommend

Napili Nani cottage for 2 w/AC ~ *Renovated*
The cottage is really beautiful, in a good condition and equipped with everything you need. It is located in a quiet and nice surrounding. You can reach a beautiful beach within approx. 10 minutes walking distance, calm and inviting to snorkel a bit. Therefore the accommodation also offers some beach gear like chairs, towels and umbrella. Doug & Diana were very lovely hosts, always good to reach and very helpful.

Turtles & Tales: Luxe Beachfront w/AC & Ocean view
We loved our stay, would highly recommend! The condo is beautiful and had everything we needed. I wouldn’t hesitate to stay here again!

Romantic Oceanfront Studio at Beautiful Napili Bay
Room A 204 has an incredible view of Napili Bay and great access to tide pools, sand and surf. The studio room with kitchen had everything we needed and we appreciated the bag of Maui coffee, ready to perk! The unit was clean and well stocked with towels and beach gear. (Small problem with TV sound was answered promptly.) We were also able to pop down the stairs to The Gazebo takeout window for an order of the Hawaiian Fried Rice! The pool is also just steps away with shady spots to sit and whale watch or read! We will definitely come back to 204 at Napili Shores!

Oceanview Maui Condo, Turtles, Whales, Rainbows
Beautiful condo with a lovely view of the ocean. Great snorkeling just steps from the door, great location, lovely place to stay.

Napili Oceanfront Paradise, beach, AC
Great place, very clean and had everything you would need. The view from the patio is way better in person. The beach is small, but you will have it to yourself! The pool and grassy hang out area was very peaceful. Staff at this condo community does a great job of keeping everything spotlessly clean and nothing was out of place. There is a convenient grocery store close by and a spacious grilling area to use. The condo itself was very clean and the bed was comfortable. The host was great and communicated very well. Only downside is the location was out of the way of where we spent most of our time when out and about.

Maui Magic, Beachfront Napili Shores A206 with A/C
The pictures and descriptions match the reality of the studio and the location. This was my first-ever time using Airbnb and I had always been hesitant. Not with this little gem in Napili. The picture of the bay, beach, Molokai - it's real. And the Hawaiian feel of the interior is equally how you feel in person. It was perfect for a single, professional seeking solitude. Would also be great for a couple. The nights were the best. Only sound heard were the waves and occasional breeze. Slept with the windows open each night. The kitchen has everything to cook your meals, with ease. Particularly appreciative of the fish market suggestion: ate different types of pan-fried locally caught fish every night. Napili is a gem of a location nestled between local neighborhoods and swanky Kapalua. Strongly suggest a morning walk on the Kapalua trail. I will certainly be back.
Quick stats about holiday rentals with a pool in Kapalua
Total rentals
650 properties
Nightly prices starting at
$149 NZD before taxes and fees
Total number of reviews
12K reviews
Family-friendly rentals
290 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
380 properties have a dedicated workspace
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- Maui
- Kaanapali Beach
- Kahului Beach
- Kepuhi Beach
- Lahaina Beach
- Kaipukaihina
- Laie
- Honolua Bay
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Kaupoa Beach
- Wailea Beach
- Manele Golf Course
- Hāmoa Beach
- Kapua
- Oneloa Beach
- Kalani Beach
- Maui Ocean Center
- Wailea Golf Club
- Palauea Beach
- Old Lahaina Luau
- Kaulahao Beach
- Hale or Lono Beach