Title: Best Kihei Villas with a Pool in 2026 - Expedia.ca # Book villas with a pool in Kihei ### Experience the ultimate relaxation with a private villa featuring a pool in Kihei Staying in a private villa with a pool in Kihei is the perfect way to enjoy the sun-soaked beauty of Maui. These luxurious retreats offer a blend of privacy and comfort, allowing you to unwind in your own slice of paradise. Imagine basking in the sun by your pool, taking refreshing dips, or enjoying a sunset cocktail with your loved ones. With the beach just a stone's throw away, you'll have the best of both worlds—serene relaxation at your villa and exciting beach adventures right outside your door. Embrace the tropical lifestyle and create unforgettable memories in Kihei. ## Our top choices for a great stay ![Villa 3](https://images.trvl-media.com/lodging/19000000/18960000/18955200/18955114/affcfde1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Villa 3 CA $662 CA $1,276 total Mar 23 - Mar 24 includes taxes & fees Stay at this condo in Kihei. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Wailea Beach and Cove Park are located nearby. 9.8/10 Exceptional! (80 reviews) [](https://expedia.ca/Kihei-Hotels-Villas-By-The-Cove.h18955114.Hotel-Information) ![Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei](https://images.trvl-media.com/lodging/25000000/24380000/24375000/24374992/2bdc14b9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei Stay at this villa in Kihei. Enjoy a fitness center, laundry facilities, and cable/satellite TV service. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby. 10/10 Exceptional! (59 reviews) [Get rates](https://expedia.ca/Kihei-Hotels-Breathtaking-Ocean-Views-From-3rd-Row-Luxury-Villa-At-Hoolei.h24374992.Hotel-Information) [](https://expedia.ca/Kihei-Hotels-Breathtaking-Ocean-Views-From-3rd-Row-Luxury-Villa-At-Hoolei.h24374992.Hotel-Information) ![Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere](https://images.trvl-media.com/lodging/58000000/57470000/57462500/57462451/5a8430b8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere Book a stay at this beach villa in Kihei. Enjoy free WiFi, a beach locale, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Shops at Wailea are located nearby. 10/10 Exceptional! (94 reviews) [Get rates](https://expedia.ca/Kihei-Hotels-Best-Location-Wailea-Beach-Villas-Walk-Everywhere.h57462451.Hotel-Information) [](https://expedia.ca/Kihei-Hotels-Best-Location-Wailea-Beach-Villas-Walk-Everywhere.h57462451.Hotel-Information) ![The Hilton Maui Bay Villas 2BR Resort View Suite!](https://images.trvl-media.com/lodging/92000000/91880000/91874900/91874855/92f72366_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Hilton Maui Bay Villas 2BR Resort View Suite! Stay at this villa in Kihei. Enjoy free WiFi, a beach locale, and a fitness center. Popular attractions Wailea Beach and Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters are located nearby. [Get rates](https://expedia.ca/Kihei-Hotels-The-Hilton-Maui-Bay-Villas-2BR-Islandview-Suite.h91874855.Hotel-Information) [](https://expedia.ca/Kihei-Hotels-The-Hilton-Maui-Bay-Villas-2BR-Islandview-Suite.h91874855.Hotel-Information) ![Private Ocean Front at Wailea Beach Villas B102](https://images.trvl-media.com/lodging/39000000/38360000/38354900/38354862/2bec1660_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Private Ocean Front at Wailea Beach Villas B102 Book a stay at this beach villa in Kihei. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Wailea Beach and Shops at Wailea are located nearby. 10/10 Exceptional! (30 reviews) [Get rates](https://expedia.ca/Kihei-Hotels-EXCEPTIONAL.h38354862.Hotel-Information) [](https://expedia.ca/Kihei-Hotels-EXCEPTIONAL.h38354862.Hotel-Information) ![Spectacular 3rd Row Villa at Ho'olei with Ocean Views](https://images.trvl-media.com/lodging/23000000/22730000/22722700/22722692/bd61ecec_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Spectacular 3rd Row Villa at Ho'olei with Ocean Views Stay at this villa in Kihei. Enjoy a sauna, a garden, and laundry facilities. Popular attractions Wailea Beach and Shops at Wailea are located nearby. 10/10 Exceptional! (61 reviews) [Get rates](https://expedia.ca/Kihei-Hotels-Spectacular-3rd-Row-Villa-At-Hoolei-With-Ocean-Views.h22722692.Hotel-Information) [](https://expedia.ca/Kihei-Hotels-Spectacular-3rd-Row-Villa-At-Hoolei-With-Ocean-Views.h22722692.Hotel-Information) ![Ultimate Luxury Chef's Kitchen Soaking Tub and Private Lanai in Stunning Villa!](https://images.trvl-media.com/lodging/66000000/65380000/65377500/65377423/2b903d0e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Ultimate Luxury Chef's Kitchen Soaking Tub and Private Lanai in Stunning Villa! Stay at this villa in Kihei. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Wailea Beach and Shops at Wailea are located nearby. 9.8/10 Exceptional! (53 reviews) [Get rates](https://expedia.ca/Kihei-Hotels-Special-Promo-At-Hoolei-55-3-Book-Now-And-Save.h65377423.Hotel-Information) [](https://expedia.ca/Kihei-Hotels-Special-Promo-At-Hoolei-55-3-Book-Now-And-Save.h65377423.Hotel-Information) ![Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!](https://images.trvl-media.com/lodging/58000000/57750000/57743800/57743784/d1ffad1a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC! Stay at this villa in Kihei. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Wailea Beach and Shops at Wailea are located nearby. 9.6/10 Exceptional! (71 reviews) [Get rates](https://expedia.ca/Kihei-Hotels-Luxurious-Hoolei-12-2.h57743784.Hotel-Information) [](https://expedia.ca/Kihei-Hotels-Luxurious-Hoolei-12-2.h57743784.Hotel-Information) ![Maui Resort Rentals: Hilton Maui Bay Villas - Brand New 3BR Penthouse Oceanview Suite!](https://images.trvl-media.com/lodging/103000000/102560000/102556600/102556564/73257f27_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Maui Resort Rentals: Hilton Maui Bay Villas - Brand New 3BR Penthouse Oceanview Suite! Stay at this villa in Kihei. Enjoy free WiFi, a beach locale, and a fitness center. Popular attractions Wailea Beach and Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters are located nearby. [Get rates](https://expedia.ca/Kihei-Hotels-Maui-Resort-Rentals-Hilton-Maui-Bay-Villas-Brand-New-3BR-Penthouse-Oceanview-Suite.h102556564.Hotel-Information) [](https://expedia.ca/Kihei-Hotels-Maui-Resort-Rentals-Hilton-Maui-Bay-Villas-Brand-New-3BR-Penthouse-Oceanview-Suite.h102556564.Hotel-Information) ![Tropical Luxury Villa Indoor-Outdoor Living, Gourmet Kitchen and Spa Bathrooms!](https://images.trvl-media.com/lodging/66000000/65380000/65377500/65377419/f020c8b3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Tropical Luxury Villa Indoor-Outdoor Living, Gourmet Kitchen and Spa Bathrooms! Stay at this villa in Kihei. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Wailea Beach and Polo Beach are located nearby. 9.8/10 Exceptional! (39 reviews) [Get rates](https://expedia.ca/Kihei-Hotels-Special-Promo-At-Hoolei-24-6-Book-Now-And-Save.h65377419.Hotel-Information) [](https://expedia.ca/Kihei-Hotels-Special-Promo-At-Hoolei-24-6-Book-Now-And-Save.h65377419.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 Private Pool Villa in Kihei for Your Next Getaway? Opting for a luxury pool vacation villa for rent in Kihei can significantly enhance your experience compared to a traditional hotel stay. For honeymooners or families, the spaciousness of these private villas allows for quality bonding time, complete with a serene environment to relax. The private pool invites you to take a refreshing dip at any hour, providing a perfect escape from the bustling beach crowds. While hotels offer conveniences, villas grant you the freedom to create your own schedule, savoring meals outdoors or lounging by the pool without interruptions. Additionally, many villas are conveniently located near Kihei's stunning beaches and outdoor activities, making them an excellent base for exploring. With the flexibility to enjoy the comforts of home while indulging in luxury, a villa is a fantastic choice for those seeking both relaxation and adventure in paradise. ### Top Destinations > - [Villas with a Pool in Cancun ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/179995/cancun) > - [Villas with a Pool in Las Vegas ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/178276/las-vegas) > - [Villas with a Pool in Miami ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/178286/miami) > - [Villas with a Pool in Kissimmee ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/7927/kissimmee) > - [Villas with a Pool in Punta Cana ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/601906/punta-cana) > - [Villas with a Pool in Ubud ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/12094/ubud) > - [Villas with a Pool in Puerto Plata ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/6048790/puerto-plata) > - [Villas with a Pool in Ocho Rios ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/553248635209673480/ocho-rios) > - [Villas with a Pool in Jarabacoa ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/6084371/jarabacoa) ### Explore more places to book > - [Truckee Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/10064/truckee) > - [St Barthelemy Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/6140949/st-barthelemy) > - [Málaga Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/312/malaga) > - [Kapolei Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/8241/kapolei) > - [Palma De Mallorca Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/2829/palma-de-mallorca) > - [Split Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/3255/split) > - [Deerfield Beach Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/7615/deerfield-beach) > - [Davenport Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/6301/davenport) > - [Marrakech Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/6084756/marrakech) ![](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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