
Holiday rentals with a pool in Kaunakakai
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Kaunakakai
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Kaunakakai rentals with a pool
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! ☺️

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!

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.

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.

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 🙌🏻
Apartment rentals with a pool

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.

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.

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

OCEAN FRONT Condo at Napili Bay, Near Kapalua!
Our 12 days at Bin’s Airbnb were amazing. It’s hard to put into words how breaktaking the view from the studio & the lanai is. Lush lawn, swaying palms, azure ocean, and a majestic island view. We had an immersive experience with ocean, as day & night we heard the sound of the waves. Bin’s place provides beach chairs, umbrella, snorkel gear & boogie board, which makes it an excellent return on your vacation dollars. Bin is the best host I’ve had on Airbnb, he replaced a broken beach chair immediately, & had more towels delivered to the studio. There is some overflow from the Gazebo restaurant, as the studio is a stones throw away, that did get annoying after the first 5 days, as people left chairs and loungers on the lawn in front of the studio. The resort really needs to manage this issue. Other than that, you would never want to leave and go back home, so maybe it’s a positive!

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*
⭐️⭐️⭐️⭐️⭐️ 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!!

Palm Breeze Seaside (Molokai Island) Retreat
We had such a lovely stay! It's the best location on the island, quiet and peaceful to relax, and a really friendly condo community. The apartment was really comfortable, clean, spacious, and we felt right at home. Had everything we needed. Would definitely stay again!
Quick stats about holiday rentals with a pool in Kaunakakai
Total rentals
50 properties
Nightly prices starting at
₹6,910 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
Destinations to explore
- Waikiki Beach Holiday rentals
- Kihei Holiday rentals
- Kaanapali Holiday rentals
- Kailua Holiday rentals
- Wailea-Makena Holiday rentals
- Napili-Honokowai Holiday rentals
- Ko Olina Beach Holiday rentals
- Haleiwa Holiday rentals
- Island of Hawai'i Holiday rentals
- Honolulu Holiday rentals
- Kauai Holiday rentals
- O‘ahu Holiday rentals
- Rentals with outdoor seating Kaunakakai
- Apartment rentals Kaunakakai
- Waterfront rentals Kaunakakai
- Beachfront rentals Kaunakakai
- Rentals with a washing machine and dryer Kaunakakai
- Rentals with a patio Kaunakakai
- Rentals with beach access Kaunakakai
- Rentals with pools Maui County
- Rentals with pools Hawaii
- Rentals with pools United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- 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