Title: Book the Best Hotels with POOL in Kaupulehu in 2025 | Expedia.ca [Kaupulehu Travel Guide](https://expedia.ca/Kaupulehu.dx11861)[Hotels in Kaupulehu](https://expedia.ca/Kaupulehu-Hotels.d11861.Travel-Guide-Hotels)[Vacation Rentals in Kaupulehu](https://expedia.ca/Kaupulehu-Vacation-Rentals.d11861.Travel-Guide-VacationRentals)[Things to do in Kaupulehu](https://expedia.ca/Things-To-Do-In-Kaupulehu.d11861.Travel-Guide-Activities)[Kaupulehu Car Rentals](https://expedia.ca/Car-Rentals-In-Kaupulehu.d11861.Car-Rental-Guide)[Kaupulehu Vacation Packages](https://expedia.ca/Kaupulehu.d11861.Destination-Travel-Guides) ![Kua Bay showing a sandy beach and tropical scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/37000/37633-Kua-Bay.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Kaupulehu, HI from CA $1,984 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Kaupulehu Hotels with a Pool Tonight [Sep 26 - Sep 27](https://www.expedia.ca/Hotel-Search?regionId=11861&startDate=2025-09-26&endDate=2025-09-27&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 27 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=11861&startDate=2025-09-27&endDate=2025-09-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=11861&startDate=2025-09-26&endDate=2025-09-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=11861&startDate=2025-10-03&endDate=2025-10-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Kaupulehu Hotels with a Pool ![4 bars/lounges, 2 poolside bars, swim-up bar](https://images.trvl-media.com/lodging/1000000/50000/42100/42054/8495773d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, 1 Bedroom, Roll-in Shower, Ocean View](https://images.trvl-media.com/lodging/1000000/50000/42100/42054/3e880ce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/50000/42100/42054/4fc62549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42100/42054/fdc23632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons Resort Hualalai Kailua-Kona 9.6/10 Exceptional (465) "Beautiful grounds, attentive staff and excellent facilities. Everything top-notch." CA $1,672 CA $1,984 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Kailua-Kona-Hotels-Four-Seasons-Resort-Hualalai.h42054.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/18000000/17170000/17163400/17163374/4fea2890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 3 Bedrooms | In-room dining](https://images.trvl-media.com/lodging/18000000/17170000/17163400/17163374/12d9c471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/18000000/17170000/17163400/17163374/19116d4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 3 Bedrooms | Terrace/patio](https://images.trvl-media.com/lodging/18000000/17170000/17163400/17163374/2fac75d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 104A Waiulu Street Hualalai Kailua-Kona [](https://www.expedia.ca/Kailua-Kona-Hotels-104A-Waiulu-Street-Hualalai.h17163374.Hotel-Information) ![Apartment, 3 Bedrooms | Living room](https://images.trvl-media.com/lodging/18000000/17170000/17163400/17163371/3ffd9e64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/18000000/17170000/17163400/17163371/a93d8503.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 3 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/18000000/17170000/17163400/17163371/4febed5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 3 Bedrooms | Living room](https://images.trvl-media.com/lodging/18000000/17170000/17163400/17163371/2dd083f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 115D Waiulu Street Hualalai Kailua-Kona [](https://www.expedia.ca/Kailua-Kona-Hotels-115D-Waiulu-Street-Hualalai.h17163371.Hotel-Information) ![Apartment, 3 Bedrooms | Balcony](https://images.trvl-media.com/lodging/18000000/17170000/17163400/17163373/4dd7c464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 3 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/18000000/17170000/17163400/17163373/26bc974c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 3 Bedrooms](https://images.trvl-media.com/lodging/18000000/17170000/17163400/17163373/66d55fe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 3 Bedrooms | Living area](https://images.trvl-media.com/lodging/18000000/17170000/17163400/17163373/471ce434.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 120A Waiulu Street Hualalai Kailua-Kona [](https://www.expedia.ca/Kailua-Kona-Hotels-120A-Waiulu-Street-Hualalai.h17163373.Hotel-Information) ![Apartment, 3 Bedrooms | Terrace/patio](https://images.trvl-media.com/lodging/18000000/17170000/17163400/17163387/225a8725.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 3 Bedrooms](https://images.trvl-media.com/lodging/18000000/17170000/17163400/17163387/9560019f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 3 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/18000000/17170000/17163400/17163387/f1223d84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/18000000/17170000/17163400/17163387/685e29cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 129B Hualalai Kailua-Kona [](https://www.expedia.ca/Kailua-Kona-Hotels-129B-Hualalai.h17163387.Hotel-Information) ![Villa, 3 Bedrooms | Terrace/patio](https://images.trvl-media.com/lodging/18000000/17170000/17163400/17163370/dae52e7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 3 Bedrooms | Bathroom shower](https://images.trvl-media.com/lodging/18000000/17170000/17163400/17163370/8c996b6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 3 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/18000000/17170000/17163400/17163370/ed8fbb4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 3 Bedrooms | Living room](https://images.trvl-media.com/lodging/18000000/17170000/17163400/17163370/ce14a6f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palm Villa 126B Kailua-Kona [](https://www.expedia.ca/Kailua-Kona-Hotels-Palm-Villa-126B.h17163370.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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-11&endDate=2025-10-12®ionId=11861&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Kaupulehu Hotel Reviews ![Royal Kona Resort](//images.trvl-media.com/lodging/1000000/30000/25300/25276/df9877d2_y.jpg) ### Royal Kona Resort 10/10 Excellent "Liked the location." [](https://expedia.ca/Kailua-Kona-Hotels-Royal-Kona-Resort.h25276.Hotel-Information) ![The Westin Hapuna Beach Resort](//images.trvl-media.com/lodging/1000000/40000/34900/34872/a97f8084_y.jpg) ### The Westin Hapuna Beach Resort 10/10 Excellent "What an amazing stay. Every single thing about this place was great. Not a single complaint." [](https://expedia.ca/Kamuela-Hotels-The-Westin-Hapuna-Beach-Resort.h34872.Hotel-Information) ![Holiday Inn Express Hotel & Suites Kailua-Kona by IHG](//images.trvl-media.com/lodging/8000000/7720000/7714600/7714581/73bb732a_y.jpg) ### Holiday Inn Express Hotel & Suites Kailua-Kona by IHG 10/10 Excellent "Very clean. Convenient to shopping and dining. Good breakfast included." [](https://expedia.ca/Kailua-Kona-Hotels-Holiday-Inn-Express-Hotel-Suites-Kailua-Kona.h7714581.Hotel-Information) ![Paniolo Greens At Waikoloa](//images.trvl-media.com/lodging/1000000/600000/599500/599417/d6e07a43_y.jpg) ### Paniolo Greens At Waikoloa 10/10 Excellent "Clean and spacious" [](https://expedia.ca/Waikoloa-Hotels-Paniolo-Greens-At-Waikoloa.h599417.Hotel-Information) ![Aston Kona by the Sea](//images.trvl-media.com/lodging/1000000/20000/19500/19443/2a8ac593_y.jpg) ### Aston Kona by the Sea 10/10 Excellent "Beautiful views and nice pool area close to Kona restaurants." [](https://expedia.ca/Kailua-Kona-Hotels-Aston-Kona-By-The-Sea.h19443.Hotel-Information) ![Waikoloa Beach Marriott Resort & Spa](//images.trvl-media.com/lodging/1000000/30000/22600/22600/9d3e617d_y.jpg) ### Waikoloa Beach Marriott Resort & Spa 10/10 Excellent "Second time there. Great place to stay. " [](https://expedia.ca/Waikoloa-Hotels-Waikoloa-Beach-Marriott-Resort-Spa.h22600.Hotel-Information) ![Fairmont Orchid](//images.trvl-media.com/lodging/1000000/30000/25200/25190/9c1c532e_y.jpg) ### Fairmont Orchid 10/10 Excellent "Our stay here was incredible. The rooms here are clean & extremely comfortable. The Beach was easy to get a chair and the bar service was great. It is a little ways away from extra shops / restaurants, so would suggest renting a vehicle or taking an uber. The workers on the Gold floor made our stay welcoming and were super helpful. Overall the views are amazing & id recommend to anyone to stay here." [](https://expedia.ca/Kamuela-Hotels-Fairmont-Orchid.h25190.Hotel-Information) ![Kona Coast Resort](//images.trvl-media.com/lodging/1000000/590000/581000/580914/4a5459ba_y.jpg) ### Kona Coast Resort 10/10 Excellent "Family." [](https://expedia.ca/Kailua-Kona-Hotels-Kona-Coast-Resort.h580914.Hotel-Information) ![Hilton Grand Vacations Club Kings’ Land Waikoloa](//images.trvl-media.com/lodging/3000000/2310000/2303800/2303745/9ac9e94c_y.jpg) ### Hilton Grand Vacations Club Kings’ Land Waikoloa 10/10 Excellent "This is our second time I’ve staying here and it made it like our home away from home. I love the amenities it can’t be beat. Looking forward to staying with you again soon. Thank you" [](https://expedia.ca/Waikoloa-Hotels-Kings-Land-By-Hilton-Grand-Vacations.h2303745.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Kaupulehu? > [Four Seasons Resort Hualalai](https://www.expedia.ca/Kailua-Kona-Hotels-Four-Seasons-Resort-Hualalai.h42054.Hotel-Information): Resort steps from Four Seasons Resort Hualalai Golf Course. Features 7 outdoor pools, a children's pool, and 5 restaurants. [Kona Village, A Rosewood Resort](https://www.expedia.ca/Kailua-Kona-Hotels-Kona-Village.h88080791.Hotel-Information): Hotel located near Four Seasons Resort Hualalai Golf Course. Offers 3 outdoor pools, a children's pool, and 2 restaurants. [Royal Kona Resort](https://www.expedia.ca/Kailua-Kona-Hotels-Royal-Kona-Resort.h25276.Hotel-Information): Hotel located near Kailua Pier. Provides a full-service spa, an outdoor pool, and massages on the beach. [Hilton Grand Vacations Club Kings' Land Waikoloa](https://www.expedia.ca/Waikoloa-Hotels-Kings-Land-By-Hilton-Grand-Vacations.h2303745.Hotel-Information): Resort located near Mauna Lani Resort Golf Course. Features 2 outdoor pools, a children's pool, and 2 hot tubs. [Hilton Grand Vacations Club Ocean Tower Waikoloa Village](https://www.expedia.ca/Waikoloa-Hotels-Ocean-Tower-By-Hilton-Grand-Vacations.h28763131.Hotel-Information): Resort located near Mauna Lani Resort Golf Course. Offers 6 restaurants, 3 outdoor pools, and a full-service spa. ### What is there to see and do in Kaupulehu? > The picturesque setting of Kailua-Kona Beaches and Kua Bay showcase the area's natural beauty. Discover sights such as Four Seasons Resort Hualalai Golf Course, Manini'owali Beach, and Kikaua Point Beach Park during your stay. Take in the natural beauty of Kaupulehu with the beaches and island views. ### When is the best time to book a hotel with a pool in Kaupulehu? > Taking into account the local weather in Kaupulehu is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and September with an average temp of 75°F, while the coldest months are January and February with an average of 70°F. The rainiest months in Kaupulehu are August, June, July, and May, with each month seeing an average of 11 inches of rainfall. ## Explore a world of travel with Expedia - Lodging - More ways to book - [Business Hotels in Hawaii](https://www.expedia.ca/Destinations-In-Hawaii-Business-Hotel.0-0-d213-tBusinessHotel.Hotel-Filter-Destinations) - [Hotels & Resorts for Couples in Hawaii](https://www.expedia.ca/Destinations-In-Hawaii-Couples-Resorts-Hotels.0-0-d213-tCouplesResortsHotels.Hotel-Filter-Destinations) - [Green Hotels in Hawaii](https://www.expedia.ca/Destinations-In-Hawaii-Green-Sustainable.0-0-d213-tGreenSustainable.Hotel-Filter-Destinations) - [Historic Hotels in Hawaii](https://www.expedia.ca/Destinations-In-Hawaii-Historic-Hotel.0-0-d213-tHistoricHotel.Hotel-Filter-Destinations) - [Hotels with Early Check-in in Hawaii](https://www.expedia.ca/Destinations-In-Hawaii-Hotel-With-Early-Check-In.0-0-d213-thotelwithearlycheckin.Hotel-Filter-Destinations) - [Hotels with a Pool in Hawaii](https://www.expedia.ca/Destinations-In-Hawaii-Hotel-With-Pool.0-0-d213-tHotelwithPool.Hotel-Filter-Destinations) - 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