
Holiday rentals with a pool in Kaunakakai
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Top-rated rentals with a pool in Kaunakakai
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House rentals with a pool

Tranquility on West Moloka'i
You'll probably see wild turkeys, hear tons of birds, watch deer graze at night, and take in a sky full of stars. All that plus a stunning view of a beach, and lots of little walks to take. So so pretty! Plus the pool is very nice, and the condo is great! We had a very comfortable stay and will be back. Mahalo Jon!

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!

Luxury Panoramic Ocean Views!
Kapalua Ridge is an incredible development and Kevin’s place was absolutely stunning. The entire setup gives all the resorts in the area a run for their money. The place itself was clean, well equipped, massive and luxurious. The views of the coast and islands was beautiful and we enjoyed stunning views everyday. It’s a short walk to the beach and few steps past the nearby beach gets you to Kapalua bay which is where the restaurants are. The bathrooms were very large and luxurious - which we loved. Our host Kevin was super responsive and was very helpful with recommendations and helping us find things in the airbnb. Will come back here if in Maui - amazing place.

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.

SPACIOUS 2BD/2BA PRIVATE QUIET W/ CORNER LANAI
We love to stay here, it’s close to our favorite beach, perfect for my Ohana.

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 - it’s easy to navigate. The view from the bedroom and living room is brilliant 😍 We really enjoyed the stay. Definitely recommend 🙌🏻

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.

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
Condo rentals with a pool

Napili Nani cottage for 2 w/AC ~ *Renovated*
We had the perfect weekend getaway at Diana and Doug’s. Diana was so responsive and available for questions. The place is super cute and the AC worked well which was a major bonus. Thank you! Recommend this spot 100%

Oceanfront Getaway, Brand New, Steps To Beach
Gorgeous spot! The location is fabulous, close to fun restaurants and the harbor, but it still felt private. We would 100% stay here again!

Molokai Island Retreat- June is only $109 a night!
Cari was super responsive when we needed a last minute location change, and her space was available for same day check in. Appreciated the little touches here and there that made the stay extra enjoyable!

Ocean View Condo on island of Molokai - Car Rental
I couldn't say it enough even if I could. Sara was a great host. Very responsive and understanding considering my late departure and delays in flight. The airbnb was exactly as pictured and described. Well maintained, clean and easy to find. I love that her kitchen was fully stocked. The only recommendation I would inquire about is, it'd be great if there was an airfryer as there is no oven, however there are other appliances available such as a blender, slow cooker, rice cooker etc. Sara is a wonderful host and very understanding, Compassionate amd prompt in replies. She also has the availability of a car rental and onsite assistance via (Butch) and it was literally a huge plus for me and made getting around the island or anything you need help with a breeze. Thank you to Butch for being onsite and available when needed and thank you so much to Sara for making this vacation exactly how a vacation should be. I highly recommend Sara's airbnb.

Pohailani 113 - Vacation West Maui - Gorgeous w/AC
Beautiful location & conveniently close to beaches!

Luxury condo • 180° Ocean Views • Steps to Beach
Great place, very professional and seemed to have everything thought through and taken care of. would definitely recommend staying here for the views and comfort/convenience to everything Kihei has to offer. it was a quick enough drive to the Haleakala summit district and Hana as well.

Lovely condo w/pool walking distance to the beach
Absolutely stunning little studio with all the amenities need it and an exceptional attention to details. Host is super responsive, and the location is relaxing and private.. Highly recommend. Will be back.

Boho Beach Retreat *OCEAN VIEWS*
⭐️⭐️⭐️⭐️⭐️ Absolutely Perfect for Exploring Maui! This was our first trip to Maui, and we couldn’t have picked a better place to stay! The location was central to everything, making it so easy to get to all our planned activities and food spots. Whether heading to the Road to Hana, hanging at the beaches or having dinner, this Airbnb made it all convenient. The space itself was well-equipped, just the right size for two. While it may not be ideal for a group of 3, it had everything we needed, plus an unbeatable ocean view that made every morning feel magical. On top of all that, the host Sarah and Joe were incredibly responsive and helpful, ensuring our stay was smooth and enjoyable. 10 stars if we could give them! We absolutely loved our week here and would recommend this place to anyone looking for a comfortable and well-located stay in Maui. Mahalo!!
Quick stats about holiday rentals with a pool in Kaunakakai
Total rentals
50 properties
Nightly prices starting at
$133 NZD before taxes and fees
Total number of reviews
2.3K reviews
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wi-Fi availability
50 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
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- Maui
- Kaanapali Beach
- Kahului Beach
- Kepuhi Beach
- Lahaina Beach
- Sandy Beach
- Kaipukaihina
- Laie
- Lanikai Beach
- Honolua Bay
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Hanauma Bay
- Kaupoa Beach
- Wailea Beach
- Manele Golf Course
- Waimanalo Beach
- Oneloa Beach
- Kalani Beach
- Maui Ocean Center
- Palauea Beach
- Old Lahaina Luau
- Wailau Valley