Title: Best Kihei Resorts with Pools in 2026 - Expedia.ca # Book resorts with pools in Kihei ### Discover the bliss of resorts with pools in Kihei Resorts with pools in Kihei provide the ultimate blend of relaxation and adventure, making them perfect for family vacations. With the stunning beaches just a stone's throw away, you can soak up the sun during the day and unwind by the pool in the evening. These properties often feature lush tropical landscapes, creating a serene atmosphere that invites relaxation. Whether you’re splashing around with the kids or enjoying a quiet moment with a drink in hand, Kihei's poolside resorts offer a refreshing escape that complements the vibrant island experience. ## Our top choices for a great stay ![Grand Wailea Maui, A Waldorf Astoria Resort](https://images.trvl-media.com/lodging/1000000/10000/7900/7867/1191869f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Grand Wailea Maui, A Waldorf Astoria Resort CA $1,290 CA $1,620 total Apr 4 - Apr 5 includes taxes & fees Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 9 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Wailea Beach and Shops at Wailea are located nearby. 8.8/10 Excellent! (1,004 reviews) [](https://expedia.ca/Kihei-Hotels-Grand-Wailea-Maui.h7867.Hotel-Information) ![Wailea Beach Resort - Marriott, Maui](https://images.trvl-media.com/lodging/1000000/30000/20400/20303/c8a50cb9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Wailea Beach Resort - Marriott, Maui CA $1,104 CA $1,406 total Mar 21 - Mar 22 includes taxes & fees Book a stay at this luxury resort in Kihei. Enjoy 4 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Wailea Beach and Shops at Wailea are located nearby. 9.2/10 Wonderful! (1,007 reviews) [](https://expedia.ca/Kihei-Hotels-Wailea-Beach-Resort-Marriott.h20303.Hotel-Information) ![Fairmont Kea Lani Maui](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/98cd34a1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Fairmont Kea Lani Maui CA $1,309 CA $1,635 total Mar 7 - Mar 8 includes taxes & fees Book a stay at this luxury resort in Kihei. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby. 9.4/10 Exceptional! (1,005 reviews) [](https://expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.Hotel-Information) ![Andaz Maui at Wailea Resort - a concept by Hyatt](https://images.trvl-media.com/lodging/1000000/10000/2600/2552/7aeb47cb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Andaz Maui at Wailea Resort - a concept by Hyatt CA $1,309 CA $1,634 total Mar 8 - Mar 9 includes taxes & fees Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Ulua Beach Park are located nearby. 9.2/10 Wonderful! (1,004 reviews) [](https://expedia.ca/Kihei-Hotels-Andaz-Maui-At-Wailea-Resort-A-Concept-By-Hyatt.h2552.Hotel-Information) ![Four Seasons Resort Maui at Wailea](https://images.trvl-media.com/lodging/1000000/20000/14400/14336/b7f4e2f0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Four Seasons Resort Maui at Wailea CA $1,085 CA $1,377 total Mar 10 - Mar 11 includes taxes & fees Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Polo Beach are located nearby. 9.6/10 Exceptional! (1,005 reviews) [](https://expedia.ca/Kihei-Hotels-Four-Seasons-Resort-Maui-At-Wailea.h14336.Hotel-Information) ![Hotel Wailea, Relais & Chateaux - Adults Only](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/51e44f40_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Wailea, Relais & Chateaux - Adults Only CA $1,350 CA $1,683 total Mar 13 - Mar 14 includes taxes & fees Book a stay at this luxury resort in Kihei. Enjoy 3 restaurants, breakfast (surcharge), and a free beach shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby. 9.4/10 Exceptional! (1,001 reviews) [](https://expedia.ca/Kihei-Hotels-Hotel-Wailea.h85412.Hotel-Information) ![Ho‘olei Villas at Grand Wailea](https://images.trvl-media.com/lodging/2000000/1670000/1661500/1661500/0e84672f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Ho‘olei Villas at Grand Wailea CA $2,987 CA $3,634 total Mar 6 - Mar 7 includes taxes & fees Book a stay at this luxury resort in Kihei. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Popular attractions Wailea Beach and Shops at Wailea are located nearby. 9.6/10 Exceptional! (45 reviews) [](https://expedia.ca/Kihei-Hotels-Hoolei-At-Grand-Wailea.h1661500.Hotel-Information) ![Fairmont Kea Lani Maui Villa Experience](https://images.trvl-media.com/lodging/38000000/37230000/37220300/37220226/c0b8dfb8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Fairmont Kea Lani Maui Villa Experience CA $4,570 CA $5,505 total Mar 12 - Mar 13 includes taxes & fees Book a stay at this luxury resort in Kihei. Enjoy free breakfast, free valet parking, and 3 outdoor pools. Popular attractions Wailea Beach and Polo Beach are located nearby. [](https://expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui-Villa-Experience.h37220226.Hotel-Information) ![Maui Condo right across from the Beach!](https://images.trvl-media.com/lodging/77000000/76330000/76324300/76324272/b0903d87_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Maui Condo right across from the Beach! Stay at this resort in Kihei. Enjoy free WiFi, laundry facilities, and in-room washers/dryers. Popular attractions Wailea Beach and Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters are located nearby. [Get rates](https://expedia.ca/Kihei-Hotels-Maui-Condo-Right-Across-From-The-Beach.h76324272.Hotel-Information) [](https://expedia.ca/Kihei-Hotels-Maui-Condo-Right-Across-From-The-Beach.h76324272.Hotel-Information) ![The Grand Islander by Hilton Grand Vacations Club ](https://images.trvl-media.com/lodging/97000000/96830000/96821200/96821126/w1020h683x4y0-6a04f2ea_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Grand Islander by Hilton Grand Vacations Club Stay at this resort in Kihei. Enjoy a fitness center, laundry facilities, and cable/satellite TV service. Popular attractions Wailea Beach and Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters are located nearby. [Get rates](https://expedia.ca/Kihei-Hotels-The-Grand-Islander-By-Hilton-Grand-Vacations-Club.h96821126.Hotel-Information) [](https://expedia.ca/Kihei-Hotels-The-Grand-Islander-By-Hilton-Grand-Vacations-Club.h96821126.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ### Why choose a resort with a pool in Kihei for your family retreat? Opting for a family resort with a pool in Kihei provides an array of benefits that enhance your vacation experience. Unlike traditional hotels, these resorts offer expansive outdoor spaces where your family can bond over fun poolside activities. With amenities like vacation resorts featuring water features, everyone can enjoy their own slice of paradise. The pool serves as a central hub for family gatherings, whether it's for morning swims or evening relaxation under the stars. Plus, many resorts are strategically located near the beach, allowing for seamless transitions between poolside fun and sandy adventures. The combination of spacious accommodations and a vibrant community atmosphere fosters quality family time while still offering the comfort of hotel services. In Kihei, a resort with a pool is more than just a place to stay; it's a gateway to unforgettable family experiences in a breathtaking setting. ### Top Destinations > - [Resorts with Pools in Destin ](https://www.expedia.ca/lp/b/tgp/lodging/theme/resorts-with-pools/6906/destin) > - [Resorts with Pools in Puerto Peñasco ](https://www.expedia.ca/lp/b/tgp/lodging/theme/resorts-with-pools/9456/puerto-penasco) > - [Resorts with Pools in Phoenix ](https://www.expedia.ca/lp/b/tgp/lodging/theme/resorts-with-pools/178298/phoenix) > - [Resorts with Pools in Kissimmee ](https://www.expedia.ca/lp/b/tgp/lodging/theme/resorts-with-pools/7927/kissimmee) > - [Resorts with Pools in Wisconsin Dells ](https://www.expedia.ca/lp/b/tgp/lodging/theme/resorts-with-pools/6059846/wisconsin-dells) > - [Resorts with Pools in Palm Springs ](https://www.expedia.ca/lp/b/tgp/lodging/theme/resorts-with-pools/180676/palm-springs) > - [Resorts with Pools in Scottsdale ](https://www.expedia.ca/lp/b/tgp/lodging/theme/resorts-with-pools/9829/scottsdale) > - [Resorts with Pools in Myrtle Beach ](https://www.expedia.ca/lp/b/tgp/lodging/theme/resorts-with-pools/601685/myrtle-beach) > - [Resorts with Pools in Virginia Beach ](https://www.expedia.ca/lp/b/tgp/lodging/theme/resorts-with-pools/10271/virginia-beach) ### Explore more places to book > - [Bonita Springs Resorts with a Pool ](https://www.expedia.ca/lp/b/tgp/lodging/theme/resorts-with-pools/6403/bonita-springs) > - [Truckee Resorts with a Pool ](https://www.expedia.ca/lp/b/tgp/lodging/theme/resorts-with-pools/10064/truckee) > - [Málaga Resorts with a Pool ](https://www.expedia.ca/lp/b/tgp/lodging/theme/resorts-with-pools/312/malaga) > - [Escondido Resorts with a Pool ](https://www.expedia.ca/lp/b/tgp/lodging/theme/resorts-with-pools/7852/escondido) > - [Kapolei Resorts with a Pool ](https://www.expedia.ca/lp/b/tgp/lodging/theme/resorts-with-pools/8241/kapolei) > - [Negril Resorts with a Pool ](https://www.expedia.ca/lp/b/tgp/lodging/theme/resorts-with-pools/2543/negril) > - [Kitty Hawk Resorts with a Pool ](https://www.expedia.ca/lp/b/tgp/lodging/theme/resorts-with-pools/122251/kitty-hawk) > - [Winter Garden Resorts with a Pool ](https://www.expedia.ca/lp/b/tgp/lodging/theme/resorts-with-pools/7898/winter-garden) > - [Davenport Resorts with a Pool ](https://www.expedia.ca/lp/b/tgp/lodging/theme/resorts-with-pools/6301/davenport) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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