Title: Book the Best Hotels with POOL in Kailua in 2025 | Expedia.ca [Kailua Travel Guide](https://expedia.ca/Kailua.dx183151)[Hotels in Kailua](https://expedia.ca/Kailua-Hotels.d183151.Travel-Guide-Hotels)[Vacation Rentals in Kailua](https://expedia.ca/Kailua-Vacation-Rentals.d183151.Travel-Guide-VacationRentals)[Flights to Kailua](https://expedia.ca/Cheap-Flights-To-Kailua.d183151.Travel-Guide-Flights)[Things to do in Kailua](https://expedia.ca/Things-To-Do-In-Kailua.d183151.Travel-Guide-Activities)[Kailua Car Rentals](https://expedia.ca/Car-Rentals-In-Kailua.d183151.Car-Rental-Guide)[Kailua Vacation Packages](https://expedia.ca/Kailua.d183151.Destination-Travel-Guides) ![Kailua Beach featuring swimming, landscape views and a sandy beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/39000/39561-Kailua-Beach.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Kailua, HI from CA $181 ![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 Kailua Hotels with a Pool Tonight [Oct 6 - Oct 7](https://www.expedia.ca/Hotel-Search?regionId=183151&startDate=2025-10-06&endDate=2025-10-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 7 - Oct 8](https://www.expedia.ca/Hotel-Search?regionId=183151&startDate=2025-10-07&endDate=2025-10-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=183151&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=183151&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Kailua Hotels with a Pool ![Studio Suite, 2 King Beds, Mountain View | Balcony view](https://images.trvl-media.com/lodging/5000000/4420000/4410900/4410854/3a524f5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/5000000/4420000/4410900/4410854/fdff1d45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1-Bedroom Waterfront Cottage, Kitchenette | Terrace/patio](https://images.trvl-media.com/lodging/5000000/4420000/4410900/4410854/61412e22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/5000000/4420000/4410900/4410854/2e608de5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paradise Bay Resort Kahaluʻu 8.8/10 Excellent (1003) "Can say enough about this place or the staff.. if you want a quiet, peaceful vacation this is where to go." CA $214 CA $321 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Kaneohe-Hotels-Paradise-Bay-Resort.h4410854.Hotel-Information) ![Suite, Ocean View | Beach/ocean view](https://images.trvl-media.com/lodging/104000000/103700000/103699100/103699002/9ef2a8c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Ocean View | Beach/ocean view](https://images.trvl-media.com/lodging/104000000/103700000/103699100/103699002/24906b3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Ocean View | Beach/ocean view](https://images.trvl-media.com/lodging/104000000/103700000/103699100/103699002/1d1166ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/104000000/103700000/103699100/103699002/9a6d1fd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bishop Suites At The Executive Centre Downtown Honolulu 7.6/10 Good (64) "Absolutely loved my stay! The only thing I was thrown off about was an extra fifty eight dollar charge when checking in and a separate deposit charge of two hundred and fifty. Currently still awaiting my money back on that." CA $196 CA $272 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Honolulu-Hotels-Bishop-Street-Suites-At-Executive-Center.h103699002.Hotel-Information) ![Outdoor pool, open 7:00 AM to 9:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/1900/1851/01786013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1900/1851/c28e437b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Suite, 1 Bedroom (Harbour View)](https://images.trvl-media.com/lodging/1000000/10000/1900/1851/0f72ed0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1900/1851/26ccedb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aston at the Executive Centre Hotel Downtown Honolulu 8.6/10 Excellent (1094) "The rooms and view was very nice!" CA $219 CA $258 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Honolulu-Hotels-Aston-At-The-Executive-Centre-Hotel.h1851.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/28500/28496/0a9957a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ocean View Lanai](https://images.trvl-media.com/lodging/1000000/30000/28500/28496/690e9b9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/28500/28496/a348973f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Imperial Suite, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/1000000/30000/28500/28496/4d2b6200.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Kahala Hotel & Resort Kahala 9.2/10 Wonderful (1002) "We LOVED our vacation and we will be back." CA $691 CA $815 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Honolulu-Hotels-The-Kahala-Hotel-Resort.h28496.Hotel-Information) ![Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/800000/791300/791225/781f7d71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/800000/791300/791225/99534963.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/800000/791300/791225/02345909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/800000/791300/791225/a4c39a6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pacific Marina Inn Airport Hotel Western Honolulu 7.4/10 Good (2155) "Very convenient to airport and had free shuttle. " CA $166 CA $229 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Honolulu-Hotels-Pacific-Marina-Inn-Airport-Hotel.h791225.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/1000000/10000/3800/3705/844b6bdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/10000/3800/3705/d3f17181.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3800/3705/5da10dc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/10000/3800/3705/ed8d4a41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Airport Honolulu Hotel, Trademark Collection by Wyndham Western Honolulu 8.2/10 Very good (3279) "Very clean rooms and great staff!" CA $170 CA $241 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Honolulu-Hotels-Airport-Honolulu-Hotel.h3705.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/83000000/82910000/82904900/82904892/ee91f8f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/83000000/82910000/82904900/82904892/ba2ac365.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82910000/82904900/82904892/2bfa83be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/83000000/82910000/82904900/82904892/1ae44292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Hawaiian Waikiki Studio - 2 Queen Beds - 5 min to beach! Waikiki 9.0/10 Wonderful (16) "Recommend this place if coming to Waikiki!" CA $140 CA $464 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Honolulu-Hotels-Modern-Hawaiian-Waikiki-Studio-2-Queen-Beds-5-Min-From-Beach.h82904892.Hotel-Information) ![Fountain](https://images.trvl-media.com/lodging/1000000/20000/20000/19988/bda9aaa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, body treatments, aromatherapy](https://images.trvl-media.com/lodging/1000000/20000/20000/19988/c5a0b914.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/20000/19988/w3840h2518x0y3-8a5eae98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/20000/19988/1561866c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Waikiki Beach Resort & Spa Waikiki 8.8/10 Excellent (4535) " Beautiful place to stay, very close and convenient to a lots of restaurants and most importantly the beach! " CA $272 CA $407 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Honolulu-Hotels-Hyatt-Regency-Waikiki-Beach-Resort-Spa.h19988.Hotel-Information) ![2 outdoor pools, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/100000000/99860000/99850700/99850610/aaa22c7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking, City View](https://images.trvl-media.com/lodging/100000000/99860000/99850700/99850610/9c5fab87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; Mediterranean cuisine](https://images.trvl-media.com/lodging/100000000/99860000/99850700/99850610/e7fdf1d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/100000000/99860000/99850700/99850610/22d70014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renaissance Honolulu Hotel & Spa Ala Moana 8.6/10 Excellent (308) "Phenomenal stay!! Amenities, service and room outstanding!! " CA $311 CA $434 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Honolulu-Hotels-Renaissance-Honolulu-Hotel-Spa.h99850610.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/470000/460400/460388/2f9ab866.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, blackout drapes, iron/ironing board, cribs/infant beds](https://images.trvl-media.com/lodging/1000000/470000/460400/460388/90d1923d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room | Living area](https://images.trvl-media.com/lodging/1000000/470000/460400/460388/497bfb45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room | Balcony](https://images.trvl-media.com/lodging/1000000/470000/460400/460388/3b682357.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aqua Aloha Surf Waikiki Waikiki 8.0/10 Very good (1038) "Good location, great staff" CA $105 CA $181 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Honolulu-Hotels-Aqua-Aloha-Surf-Waikiki.h460388.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=2025-10-20&endDate=2025-10-21®ionId=183151&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Kailua Hotel Reviews ![The Twin Fin Hotel](//images.trvl-media.com/lodging/1000000/40000/34500/34498/4ed2681d_y.jpg) ### The Twin Fin Hotel 10/10 Excellent "We had a great time while staying here. It was so close to the beach and could easily walk to stores and places to eat. " [](https://expedia.ca/Honolulu-Hotels-The-Twin-Fin-Hotel.h34498.Hotel-Information) ![Hyatt Regency Waikiki Beach Resort & Spa](//images.trvl-media.com/lodging/1000000/20000/20000/19988/w3840h2518x0y3-8a5eae98_y.jpg) ### Hyatt Regency Waikiki Beach Resort & Spa 10/10 Excellent "This was an amazing stay… everything was amazing !" [](https://expedia.ca/Honolulu-Hotels-Hyatt-Regency-Waikiki-Beach-Resort-Spa.h19988.Hotel-Information) ![OUTRIGGER Waikiki Beach Resort](//images.trvl-media.com/lodging/1000000/20000/13800/13791/a914acd7_y.jpg) ### OUTRIGGER Waikiki Beach Resort 10/10 Excellent "Shopping right next door. Great beach view." [](https://expedia.ca/Honolulu-Hotels-OUTRIGGER-Waikiki-Beach-Resort.h13791.Hotel-Information) ![Holiday Inn Express Waikiki by IHG](//images.trvl-media.com/lodging/1000000/10000/7800/7795/16002cef_y.jpg) ### Holiday Inn Express Waikiki by IHG 10/10 Excellent "." [](https://expedia.ca/Honolulu-Hotels-Holiday-Inn-Express-Waikiki.h7795.Hotel-Information) ![Sheraton Waikiki Beach Resort](//images.trvl-media.com/lodging/1000000/10000/7400/7385/f0832aaf_y.jpg) ### Sheraton Waikiki Beach Resort 10/10 Excellent "Clean room, beach view" [](https://expedia.ca/Honolulu-Hotels-Sheraton-Waikiki.h7385.Hotel-Information) ![Ala Moana Hotel by Mantra](//images.trvl-media.com/lodging/1000000/30000/25200/25198/dab3a485_y.jpg) ### Ala Moana Hotel by Mantra 10/10 Excellent "I" [](https://expedia.ca/Honolulu-Hotels-Ala-Moana-Hotel.h25198.Hotel-Information) ![Prince Waikiki](//images.trvl-media.com/lodging/1000000/10000/300/287/8631c9f8_y.jpg) ### Prince Waikiki 10/10 Excellent "This hotel has a great location and great restaurant. The pool is also great " [](https://expedia.ca/Honolulu-Hotels-Prince-Waikiki.h287.Hotel-Information) ![Waikiki Resort Hotel](//images.trvl-media.com/lodging/1000000/20000/13900/13809/8f12d3e6_y.jpg) ### Waikiki Resort Hotel 10/10 Excellent "Steps from the beach! Breakfast buffet was mediocre. They didn’t include any meat options like spam or bacon. Clean room and helpful staff. " [](https://expedia.ca/Honolulu-Hotels-Waikiki-Resort-Hotel.h13809.Hotel-Information) ![Hilton Hawaiian Village Waikiki Beach Resort](//images.trvl-media.com/lodging/1000000/20000/13900/13857/69f2d50a_y.jpg) ### Hilton Hawaiian Village Waikiki Beach Resort 10/10 Excellent "Very nice place for vacation " [](https://expedia.ca/Honolulu-Hotels-Hilton-Hawaiian-Village-Waikiki-Beach-Resort.h13857.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Kailua? > ['Alohilani Resort Waikiki Beach](https://www.expedia.ca/Honolulu-Hotels-Alohilani-Resort-Waikiki-Beach.h21781.Hotel-Information): Resort steps from Waikiki Beach. Features 5 restaurants, an outdoor pool, and a rooftop terrace. [Hilton Hawaiian Village Waikiki Beach Resort](https://www.expedia.ca/Honolulu-Hotels-Hilton-Hawaiian-Village-Waikiki-Beach-Resort.h13857.Hotel-Information): Resort, 14-minute walk from Ala Moana Center. Offers 5 outdoor pools, a children's pool, and 9 restaurants. [Hyatt Regency Waikiki Beach Resort & Spa](https://www.expedia.ca/Honolulu-Hotels-Hyatt-Regency-Waikiki-Beach-Resort-Spa.h19988.Hotel-Information): Resort steps from Waikiki Beach. Provides 4 restaurants, an outdoor pool, and a full-service spa. [Sheraton Waikiki Beach Resort](https://www.expedia.ca/Honolulu-Hotels-Sheraton-Waikiki.h7385.Hotel-Information): Hotel steps from Royal Hawaiian Center. Features 2 outdoor pools, a children's pool, and 7 restaurants. [Waikiki Beach Marriott Resort & Spa](https://www.expedia.ca/Honolulu-Hotels-Waikiki-Beach-Marriott-Resort-Spa.h5306.Hotel-Information): Resort steps from Waikiki Beach. Offers 5 restaurants, 2 outdoor pools, and a full-service spa. ### What is there to see and do in Kailua? > While you're in the area, consider exploring places like Ala Moana Center, Waikiki Beach, and International Market Place. Make a point to visit attractions like Kailua Bay Beach and Kalama Beach Park. Visitors to Kailua speak highly of the natural attractions, including the beautiful beaches. ### When is the best time to book a hotel with a pool in Kailua? > Taking into account the local weather in Kailua can help you maximize your time at the pool during your trip. The hottest months are usually September and August with an average temp of 78°F, while the coldest months are February and March with an average of 73°F. 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