
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!

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!

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.

ICC 13 Beautifully Furnish Kaanapali Cottage
We had a wonderful stay at Maui Paradise Properties! The location is unbeatable and the space is well-lit, roomy, and well-decorated. I loved the open space kitchen and patio. We will definitely come back to Maui Paradise Properties on our next visit!

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 🙌🏻

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

Ocean Views- Beachfront- Steps to a Sandy Beach!
Helene and Michael’s home in paradise is a true gem. We enjoyed a beautiful four nights here taking in the spectacular views from the patio, watching turtles swim by, and swimming at the beach right off the back deck. Helene’s home felt peaceful and had every amenity you could need. The kitchen was well equipped as was the bbq area. The location is prime and walkable to shops and restaurants while not feeling busy or crowded. The lack of AC was not an issue as it was nicely cool at night with breezes and plenty of fans throughout the unit. Helene was responsive and helpful throughout our stay. We only wished we could have stayed longer here in paradise and are already planning our return. Mahalo 🌺💕

Dream-like ocean views! Steps from the Ocean
We loved our stay! This is our second time staying at Randall's. No better location or view, and the condo has everything we need. Randall is super responsive and kind. If you want amazing views which make for amazing breakfasts out on the balcony as well as sunset happy hours, this is the place for you. Truly a slice of paradise. Thank you, Randall! We hope to come back soon.

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!

Beachfront Designer Remodel/AC, 180⁰ Ocean Views
What a beautiful space! Janice was a wonderful host, you can really tell she loves this little piece of paradise. The ocean views are stunning, and the sea breeze is just perfect. You honestly don’t need the AC (and I’m menopausal) Janice provides great instructions on how to make the most of the breeze, and it’s far better than using air conditioning. The location is ideal — as the last unit on the floor, no one walks past, so you can comfortably enjoy having the doors open (there’s a secure screen door for peace of mind). Regarding the sandbags: they’re along the entire strip, and after staying here, I feel a previous reviewer was unfair. It’s clearly not something Janice can control, and the incredible ocean view far outweighs the sight of sandbags. The bed was also really comfortable, a big plus for me, as I have bad hips. Oh and turtles we saw every day!!

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.

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!

Modern + Serene Oceanfront Napili Getaway w/ AC
The condo and location were even better than we could have imagined! Snorkeling with sea turtles was right out the door and a gorgeous sandy beach was a short and fun walk away. The ocean views and sunsets were incredible. It’s a really nice and comfortable condo with everything you could possibly need for an amazing trip. Don and Nandi were quick to communicate and graciously offered their assistance throughout our stay. We will absolutely stay there again! Mahalo to Don and Nandi!
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