
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
Stayed here with my dad for a short hunting trip. It was a wonderful & peaceful little spot. Jon’s place was homey and nice and clean, and just a close walk to the beach if we wanted to take a dip. The place had almost everything we needed in the kitchen to cook. (Only thing missing was a toaster - unless I’m blind & missed it - but we were able to make it work with a pan on the stove). It was nice to sleep with the doors open & screens shut. The wind blowing at night was peaceful and we were even able to hear some of the deer call to each other in the distance at night time. It was a bit confusing trying to figure out the ceiling fans and lights connected to the ceilings but we eventually figured it out and everything was great! Thanks jon for sharing your home with us! If we ever come back to Molokai, I’ll definitely stay here again! ☺️

Newly Remodeled Cottage
A wonderfully comfortable Hawaiian cottage with plenty of room to spread out. It’s fully equipped with beach chairs, snorkel gear, pickle ball paddles and even a cooler. Van was so helpful and accommodating during our stay. Easy 10 minute walk down to the main beach access with a great boardwalk. Highly recommend this great little spot.

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.

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.
Apartment rentals with a pool

Beautiful ocean view, 2 level condo
Loved our stay! It was quiet and peaceful and exactly what we needed. Didn’t want to leave!

Molokai Premier Condo & Car Special Package
This was our first time visiting Molokai, and the condo was perfect for our short stay. The trade winds kept the unit nice and cool, and the lanai was perfect for watching the sunrise/sunset with the ocean and green common area. The unit was well equipped with everything needed for cooking and having a vehicle available to get to town and around the island was a great bonus.

Absolute Beachfront with Million-Dollar Views!
When searching for a nice place to stay sight unseen, especially after such a loss to the community, we were pleasantly surprised. We wanted something private yet still in the heart of the activity for our wedding and honeymoon. Maui is breathtaking, and the views from the balcony were incredible. Every day, we could see sea turtles in the water from our private beach, and we were even greeted by a few that spent the night on the beach during our stay. The space was fantastic, and the bed was really comfortable. It was also conveniently close to necessities like the ABC store and a few shopping centers. Heidi was very prompt when we reported a minor issue, and she resolved it quickly while keeping us updated throughout the process. Thank you for hosting us! We will definitely be recommending this spot to all our friends and family, and we hope to visit again sometime!

Ocean View Condo on island of Molokai - Car Rental
Great little condo in a beautiful peaceful spot. Everything as described. Resort has a nice pool about 5mins walk away, beach is beautiful although water was a bit rough when we were there. Sara is a good host, very helpful and responsive. We took her up on the offer of her rental car which worked well and was very convenient.

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.

TOP FLOOR!!!! Oceanfront, free Wi-Fi, free parking
Wonderful stay! Great location, quiet with ocean views, and a lovely breeze that really does mean no A/C necessary. Jennifer was super responsive and the place was perfect for us.

Hawaiian Hibiscus ~ Beautiful Oceanfront Condo!
The perfect stay on Molokai! Kathy’s place is even better than the pictures. Situated in probably the best area of the island on the more lush side near swimming and snorkeling on beaches we had almost to ourselves. We loved the astounding view and spent hours on her cute and comfortable lanai and enjoyed the pool and pickle ball courts. Kathy’s decor is classy Hawaiian - just what you want for vacation vibes. The beds were comfortable - the pullout sofa was probably the best we’ve ever experienced and we were grateful for a king. The fans and trade winds helped keep everyone cool . Kitchen is extremely well equipped and we had more than we needed, including lots of spices, staples, and condiments left by other guests. Kathy let us use the beach chairs, umbrella, cooler, towels, and boogie board which made our day trips so much more enjoyable. We would absolutely love to stay here again and highly recommend it. Not all condos in this complex have this nice a view, decor, and amenities!

Boho Beach Retreat *OCEAN VIEWS*
This place was wonderful for a few nights during our honeymoon! It had berthing you could ever need, beach chairs and towels, sunscreen, aloe, coolers, batteries, cooking utensils, books, games, and so much more! It was in a nice neighborhood that was very walkable. We did a quick walk to the Maui Ocean Center, mini golf, the harbor, desert, and more. Loved staying here and would stay again!
Quick stats about holiday rentals with a pool in Kaunakakai
Total rentals
50 properties
Nightly prices starting at
$103 SGD before taxes and fees
Total number of reviews
2.3K reviews
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
50 properties include access to wifi
Popular amenities
Kitchen, Wifi 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