
Vacation rentals with a pool in Kaanapali
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Top-rated rentals with a pool in Kaanapali
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Popular amenities for Kaanapali 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

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.

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 🙌🏻

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!

Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu
My husband and I greatly enjoyed our stay at Aloha Aku. The place was amazing. Being able to walk out onto the patio, cross the yard, and go right onto the beach was amazing. We also really enjoyed the bikes and kayaks we were able to borrow from the property—it was both fun and saved us a ton of money since we didn’t have to rent those things. The place was neat and pristine and had everything we needed. If it wasn’t in our suite, we were able to find it in the common room. Gary and Char are great hosts and all of their staff were super friendly and helpful. They had great recommendations for places to go and things to see. I HIGHLY recommend Aloha Aku for your trip to Maui. You will not be disappointed! If we ever get the opportunity to visit Maui again, we will stay here, no second thought about it!

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

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!

Valley Isle Resort #710 - Vacation West Maui
Very rarely do the pictures match or exceed actuality, this place does that. Do yourself a favor and just book it. The ocean views and sounds are unparalleled. The apartment itself is clean and well kept. I can’t say enough good things. Incredible doesn’t even feel like it’s enough to describe it. Joseph was responsive and helpful, I have zero complaints and thoroughly enjoyed my stay.

OCEAN FRONT CONDO IN KAHANA NEAR SELECTED! ,KAPALUA
Everything was exactly as described. You can see the sunset from the balcony and the views did not disappoint. Bin's recommendations were on point and perfect. The snorkeling at Honolua Bay was by far the best suggestion he had. Loved the place and environment. The ABC store down the street has everything you need and a deli, you gotta try the garlic mashed potatoes.

OCEAN VIEW Westin Ka’anapali- 2 Bd Villa Special!
Bethany was exceptional to work with. She was always willing to work with us on accommodations, recommendations for the area. Quick response and so kind and helpful.

Enjoy this Beachfront Unit w/Peaceful Ocean Sounds
Beautiful place to stay. The views from the balcony are amazing! The condo was comfortable and had everything we needed for a great stay. We walked down the beach a couple of times and were able to see turtles that were resting on the sand. The swing is a great touch and great to relax in. Jeremy is very responsive. Would definitely stay again.

Makani Sands #107 1brm Beachfront condo in West Ma
“Absolutely incredible! The view was breathtaking—we saw sea turtles every morning. The condo was clean, cozy, and stocked with everything we needed for the beach (chairs, umbrella, cooler). The kitchen had all the basics for cooking. The host was very responsive and gave great local tips. Would 100% stay here again!”

Simply Stunning Condo, C202 is one of of the best!
Geoff’s place was the perfect getaway! It had everything we needed for a peaceful stay in Maui. Not to mention the views from the balcony could not be better! The condo was very walkable to a few coffee shops and restaurants, and a very short drive to larger shopping centers and beaches. The reserved parking space and beach chairs available in the condo were an added bonus! Would definitely recommend Geoff’s place to anyone visiting Maui
Quick stats about vacation rentals with a pool in Kaanapali
Total rentals
3.9K properties
Nightly prices starting at
G$4,182 GYD before taxes and fees
Total number of reviews
38K reviews
Family-friendly rentals
1.8K properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
2.3K 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
- Old Lahaina Luau
- Palauea Beach
- Wailea Golf Club
- Kaulahao Beach
- Hale or Lono Beach