Some info has been automatically translated. Show original language

Vacation rentals with a pool in Kaanapali

Find and book unique homes with a pool on Airbnb

0 of 0 items showing
1 of 3 pages

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 stars3 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 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.
Superhost
Home in Lahaina
4.8 out of 5 average rating, 20 reviews

ICC 13 Beautifully Furnish Kaanapali Cottage

TiffanyRating, 5 stars2 months ago
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!
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 🙌🏻
Guest favorite
A vibrant outdoor space features a heated private pool surrounded by lush tropical plants and palm trees. Comfortable lounge chairs are positioned by the edge of the pool, while a shaded dining area is set under a patio umbrella. A cascading fountain adds a tranquil element.
Home in Kihei
4.96 out of 5 average rating, 432 reviews

Stunning ocean view, heated pool at home by Wailea

LeslieRating, 5 stars2 weeks ago
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.
Guest favorite
An outdoor table features a decorative bowl of fresh fruit, including bananas and a pineapple, set against a breathtaking ocean view. Lush palms frame the scene, while the blue waters of the ocean stretch to the horizon with mountains visible in the distance.
Home in Lahaina
5 out of 5 average rating, 5 reviews

Best Studio Ocean Views at Honua Kai -Hokulani 719

TomRating, 5 stars1 month ago
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
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 stars1 day 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!

Condo rentals with a pool

Superhost
A spacious balcony offers views of the Pacific Ocean, with the coastline and palm trees visible below. A round table is set with glassware, while comfortable chairs surround it, creating an inviting outdoor space for relaxation by the sea.
Condo in Lahaina
5 out of 5 average rating, 3 reviews

Ocean View steps from beach, dining, shopping 961

MichaelRating, 5 stars2 months ago
Very clean and wonderful place! Walkable to shops and to the beach. Restaurants nearby as well. Would come back!
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 stars4 days ago
AMAZING VIEW.!!! Wonderful place to stay in, LOVED LOVED
Guest favorite
A cozy sleeping area is highlighted by a floral-patterned comforter draped over a spacious bed. A seating area featuring a light-colored couch and a round dining table is visible, surrounded by large windows that offer expansive ocean views.
Condo in Lahaina
4.98 out of 5 average rating, 48 reviews

Oceanfront Penthouse Maui Kaanapali, Aloha Getaway

ChanceRating, 5 stars1 month ago
This was definitely a 5 star stay. I’ve stayed at plenty of nice Airbnbs and I think this was my favorite. It’s very easy, in a good location, very safe and extremely clean. Usually you can expect some sand on the ground or on the furniture at a beach stay even after it’s been cleaned, but not here. The entire place was spotless. The hosts were very responsive and kind. The beach is right out front and great for snorkeling and sea turtles. However, the best part was definitely the stunning view. The pictures online don’t do it justice. It’s beautiful. We laid in bed every day listening to the waves and watching the sunset. We woke up to the sunrise each morning. We also spent a good bit of time, especially in the morning, just watching the water. Every time we looked out the lanai we saw at least 3-4 sea turtles and one morning we even saw a sea lion swimming next to the shore. We never turned on the TV. I cannot recommend this stay enough. It’s easily worth the money.
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!
Guest favorite
A serene ocean view is captured from a fifth-floor balcony, showcasing gentle waves lapping against the sandy shore. Palm trees frame the scene, adding to the coastal ambiance, while clear blue skies stretch above, offering a sense of tranquility and connection to nature.
Condo in Lahaina
5 out of 5 average rating, 6 reviews

Premier Oceanfront Retreat in Lahaina

Amanda GailRating, 5 stars2 weeks ago
Hawaii Life thought of everything. The condo was spotless. The views and lanai made it worth every penny. The host was always available to answer questions, even helping me to remove fabric stains and helping with business paperwork. This was above and beyond. The amenities were superb but the personal touch with food and activities recommendations, nice beach chairs, wagon, coolers, sunscreen, shampoo, coffee maker, keurig, and espresso machines made things seem like at home. We didn’t need to purchase a lot of extras just to throw away after 8 days. We love to travel and I would by far say this is the best place we have stayed. Not only the location and cleanliness but the personal touch in every detail! We will be telling our friends about this location.
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
An outdoor dining space is positioned on a balcony, featuring a round dining table set with tableware. Comfortable wicker chairs surround the table, with a lounge chair nearby. The ocean view stretches to the horizon, while a sun design adorns the wall.
Condo in Lahaina
5 out of 5 average rating, 14 reviews

Beachfront on Kaanapali The Mahana 1106!

JudsonRating, 5 stars6 days ago
This condo on the 11th floor in Kaanapali was an absolute dream! From the moment we walked in, we were greeted by floor-to-ceiling windows that opened up to a jaw-dropping panoramic view of the ocean. The balcony became our favorite hangout—we spotted dolphins dancing in the waves and sea turtles gliding near the shore. And the best part? The beach is literally right in front of the building—just a few steps from the lobby to the sand. Inside, the condo had everything you could possibly need for a perfect stay. Every detail felt intentional, from a fully stocked kitchen to beach gear and thoughtful touches that made it feel like home (but better). The owners were incredibly responsive and clearly care about their guests’ experience—they were kind, attentive, and made sure we had everything we needed. This wasn’t just a place to stay—it was an experience we’ll never forget. Five stars doesn’t feel like enough. If you're coming to Maui, this is the place you want to be.
Top guest favorite
A saltwater pool is surrounded by sun loungers, with a large umbrella providing shade. The expansive ocean views beyond are complemented by lush green landscaping and palm trees, while clear blue skies reflect a serene atmosphere.
Condo in Lahaina
4.98 out of 5 average rating, 162 reviews

Modern + Serene Oceanfront Napili Getaway w/ AC

NeilRating, 5 stars2 weeks ago
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 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

  1. Airbnb
  2. United States
  3. Hawaii
  4. Maui County
  5. Kaanapali
  6. Rentals with pools