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Vacation rentals with a pool in Kaanapali

Find and book unique homes with a pool on Airbnb

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Popular amenities for Kaanapali rentals with a pool

House rentals with a pool

Guest favorite
A spacious living room features a sectional sofa and an accent chair with a vibrant pattern, complemented by a round coffee table. Large glass doors open to a water-view lanai, allowing natural light to fill the space. Contemporary art adds visual interest to the neutral walls.
Home in Lahaina
4.97 out of 5 average rating, 37 reviews

Mahalo Pono @ Ka 'anapali Royal

CarlosRating, 5 stars2 weeks ago
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!
Top guest favorite
A serene sandy beach is shown with gentle waves lapping against the shore. Sunbathers are positioned leisurely on the sand, and a few umbrellas provide shade nearby. Lush palm trees line the back of the beach, creating a tranquil atmosphere under a clear blue sky.
Home in Lahaina
5 out of 5 average rating, 29 reviews

Newly Remodeled Cottage

MaxRating, 5 stars4 days ago
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.
Guest favorite
A wooden dining table with eight chairs is set on a balcony that overlooks the ocean. Palm trees sway gently in the breeze, and the tranquil waters are visible in the distance, accompanied by a scenic backdrop of mountains and a colorful evening sky.
Home in Wailuku
4.97 out of 5 average rating, 30 reviews

Maalaea Kai 307 - Maui Prime Oceanfront

HayleyRating, 5 stars3 weeks ago
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
Guest favorite
A scenic view captures lush greenery and colorful tropical flowers, enhancing a vibrant landscape. A faint rainbow arcs over rooftops, with the ocean visible in the background. A community swimming pool is situated nearby, surrounded by palm trees and villas.
Home in Lahaina
5 out of 5 average rating, 6 reviews

Luxury Panoramic Ocean Views!

ShrijitRating, 5 stars8 months ago
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.
Guest favorite
A sweeping view of lush green lawns meets the shimmering blue ocean under a clear sky. Tall trees dot the landscape, creating a serene atmosphere. The expanse of vibrant foliage merges with coastal scenery, emphasizing the natural beauty of the area.
Home in Lahaina
5 out of 5 average rating, 12 reviews

Kapalua Ridge 622 Luxe Ocean and Coastal Views

AdilbekRating, 5 stars7 months ago
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 🙌🏻
Top guest favorite
A sunlit swimming pool is framed by lush green grass, leading to a well-designed single-story home with a distinct round roof. The expansive landscape stretches in the background, providing a view of the ocean and distant mountains under a clear blue sky.
Home in Kula
4.92 out of 5 average rating, 348 reviews

Kula Jewel - Pool, Hot Tub & Awesome Views!

AndreaRating, 5 stars2 days ago
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!
Guest favorite
A patio area features a light-colored chair and a round table, overlooking a grassy lawn that leads to the ocean. A tree with twisted branches is visible in the background, along with several upright, leafy plants. The inviting blue water of a pool can be seen beneath the sunlit sky.
Home in Kihei
4.83 out of 5 average rating, 12 reviews

Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu

StephanieRating, 5 starstoday
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!
Guest favorite
A charming green cottage is surrounded by lush foliage, featuring a wooden deck with steps leading to the entrance. Large windows reflect the evening light, revealing a cozy interior. Bright blue outdoor chairs are positioned for relaxation amidst the tranquil tropical setting.
Home in Maui
4.97 out of 5 average rating, 236 reviews

Private Hot Tub + Pool Access + AC - Star Lookout

BrendanRating, 5 stars1 week ago
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

Guest favorite
The living area features a comfortable sofa and coffee table, with a dining table set for four. A large sliding door offers a view of the outdoor space and ocean. An overhead ceiling fan provides airflow, while a wall-mounted TV is visible in the background.
Condo in Lahaina
5 out of 5 average rating, 11 reviews

Kuleana Club #513-Oceanview -1 bd & 1 ba-3rd Floor

AnaRating, 5 stars5 days ago
AMAZING VIEW.!!! Wonderful place to stay in, LOVED LOVED
Top guest favorite
A modern living area features a spacious leather sofa facing floor-to-ceiling windows, providing views of the ocean. Two round marble side tables sit beside the sofa, and a sleek entertainment unit displays a mounted TV. A tropical plant adds a touch of greenery to the room.
Condo in Lahaina
5 out of 5 average rating, 25 reviews

Turtles & Tales: Luxe Beachfront w/AC & Ocean view

MeganRating, 5 stars1 week ago
We loved our stay, would highly recommend! The condo is beautiful and had everything we needed. I wouldn’t hesitate to stay here again!
Superhost
A bright living area features large glass sliding doors that open to a private lanai, showcasing expansive views of the turquoise ocean and sky. Light-colored furnishings, including a comfortable couch and a coffee table, complement the serene ambiance of this beachfront space.
Condo in Lahaina
5 out of 5 average rating, 5 reviews

Valley Isle Resort #710 - Vacation West Maui

SamanthaRating, 5 stars2 days ago
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.
Guest favorite
A spacious outdoor pool is surrounded by lush greenery and palm trees. Loungers are positioned along the poolside, providing ample space for relaxation. The calm water reflects the surrounding foliage, creating a serene atmosphere. Steps lead into the pool, ensuring easy access.
Condo in Lahaina
4.94 out of 5 average rating, 188 reviews

OCEAN FRONT CONDO IN KAHANA NEAR SELECTED! ,KAPALUA

LauraRating, 5 stars1 month ago
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.
Top guest favorite
Condo in Lahaina
5 out of 5 average rating, 6 reviews

OCEAN VIEW Westin Ka’anapali- 2 Bd Villa Special!

KatherineRating, 5 stars5 months ago
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.
Guest favorite
A hammock hangs from the balcony, offering a cozy view of the ocean. Palm trees line the shoreline, with the sunlight reflecting off the water. Two chairs and a small table with blue glasses are positioned on the balcony, inviting relaxation amidst the scenery.
Condo in Kihei
4.96 out of 5 average rating, 47 reviews

Enjoy this Beachfront Unit w/Peaceful Ocean Sounds

BrendaRating, 5 stars1 month ago
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.
Guest favorite
A dining table set on a manicured lawn overlooks the ocean. A bottle of wine is accompanied by glasses and a small platter of snacks, including nuts and grapes. Lush green foliage and flowering plants frame the scene, with lounge chairs visible in the background.
Condo in Lahaina
4.97 out of 5 average rating, 30 reviews

Makani Sands #107 1brm Beachfront condo in West Ma

JosephRating, 5 stars2 weeks ago
“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!”
Guest favorite
An oceanfront lanai is presented with a round dining table set for two, featuring a bottle of wine and glasses. Palm trees sway in the gentle breeze, while the turquoise water stretches toward the horizon under a partly cloudy sky.
Condo in Lahaina
4.91 out of 5 average rating, 35 reviews

Simply Stunning Condo, C202 is one of of the best!

AlyssaRating, 5 stars1 month ago
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

Destinations to explore

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  2. United States
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  4. Maui County
  5. Kaanapali
  6. Rentals with pools