Title: Book the Best Hotels with POOL in Historic Kailua Village in 2026 | Expedia.ca [Historic Kailua Village Travel Guide](https://expedia.ca/Kailua-Kona-Historic-Kailua-Village.dx6294721)[Vacation Rentals in Kailua-Kona](https://expedia.ca/Kailua-Kona-Vacation-Rentals.d1879.Travel-Guide-VacationRentals)[Flights to Kailua-Kona](https://expedia.ca/Cheap-Flights-To-Kailua-Kona.d1879.Travel-Guide-Flights)[Things to do in Kailua-Kona](https://expedia.ca/Things-To-Do-In-Kailua-Kona.d1879.Travel-Guide-Activities)[Historic Kailua Village Car Rentals](https://expedia.ca/Car-Rentals-In-Historic-Kailua-Village.d6294721.Car-Rental-Guide)[Historic Kailua Village Vacations](https://expedia.ca/Historic-Kailua-Village.d6294721.Destination-Travel-Guides) ![Amazing sunset at dinner last night with the clouds capturing the light of the sun after it has gone below the horizon](https://images.trvl-media.com/place/1879/4a094e90-f834-4adb-aa69-ac9b22720663.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Joe Ratliffe ![](https://images.trvl-media.com/place/1879/4a094e90-f834-4adb-aa69-ac9b22720663.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Historic Kailua Village Hotels with a Pool Tonight [Jan 24 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6294721&startDate=2026-01-24&endDate=2026-01-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 25 - Jan 26](https://www.expedia.ca/Hotel-Search?regionId=6294721&startDate=2026-01-25&endDate=2026-01-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6294721&startDate=2026-01-30&endDate=2026-02-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6294721&startDate=2026-02-06&endDate=2026-02-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Historic Kailua Village hotels with a pool ![Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/83000000/82990000/82982600/82982538/adc63e95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/83000000/82990000/82982600/82982538/8d84bcc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Partial Ocean View | View from room](https://images.trvl-media.com/lodging/83000000/82990000/82982600/82982538/bd8796fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/83000000/82990000/82982600/82982538/d8bd0e7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### PACIFIC 19 Kona [](https://www.expedia.ca/Kailua-Kona-Hotels-PACIFIC-19-Kona.h82982538.Hotel-Information) Historic Kailua Village 8.4/10 Very good (2,194 reviews) "Great staff and location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $223 CA $306 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Kailua-Kona-Hotels-PACIFIC-19-Kona.h82982538.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/1000000/30000/25300/25276/96e0d102.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25300/25276/906f747a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach views, open daily](https://images.trvl-media.com/lodging/1000000/30000/25300/25276/269c23f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/30000/25300/25276/f2c25150.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Royal Kona Resort [](https://www.expedia.ca/Kailua-Kona-Hotels-Royal-Kona-Resort.h25276.Hotel-Information) Historic Kailua Village 8.2/10 Very good (2,814 reviews) "Staff was pleasant and attentive to our needs." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheila CA $234 CA $319 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Kailua-Kona-Hotels-Royal-Kona-Resort.h25276.Hotel-Information) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/30000/21800/21741/c41debe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/30000/21800/21741/e0f8be5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/30000/21800/21741/ec23cb37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/30000/21800/21741/c7314f30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott King Kamehameha's Kona Beach Hotel [](https://www.expedia.ca/Kailua-Kona-Hotels-Courtyard-By-Marriott-King-Kamehamehas-Kona-Beach-Hotel.h21741.Hotel-Information) Historic Kailua Village 8.4/10 Very good (1,004 reviews) "Good place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Abhilash CA $377 CA $477 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Kailua-Kona-Hotels-Courtyard-By-Marriott-King-Kamehamehas-Kona-Beach-Hotel.h21741.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/116000000/115610000/115602800/115602798/776ecaf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/116000000/115610000/115602800/115602798/70410a29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115610000/115602800/115602798/2cd8e749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/116000000/115610000/115602800/115602798/3d6c75e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island Comfort in Kailua Village. 2BR Walk to Ocean, Dining. Pool & AC [](https://www.expedia.ca/Kailua-Kona-Hotels-Charming-Walk-To-Kailua-Village-Restaurants.h115602798.Hotel-Information) Historic Kailua Village 10/10 Exceptional (2 reviews) "It is a lovely 2 story condo. Close to all conveniences. Comfy beds. Pool was warm and clean. Easy parking. Snorkel and beach gear. Washer dryer in unit. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melinda CA $151 CA $667 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Kailua-Kona-Hotels-Charming-Walk-To-Kailua-Village-Restaurants.h115602798.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/66000000/65400000/65393400/65393376/ea0cd625.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/66000000/65400000/65393400/65393376/58192386.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/66000000/65400000/65393400/65393376/e7b8ce57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/66000000/65400000/65393400/65393376/w1170h1560x0y0-04ff5a17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OCEAN FRONT! Paradise in Kona! Best Location! [](https://www.expedia.ca/Kailua-Kona-Hotels-Spectacular-Ocean-Front-Kona-Studio-Deep-Cleaned-Every-Time.h65393376.Hotel-Information) Historic Kailua Village 9.4/10 Exceptional (29 reviews) "This studio was perfect, beautiful ocean view every day. The location is great, walking distance to many places to eat, play and relax. Place was very clean and the grounds are beautiful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Terri w. CA $171 CA $367 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Kailua-Kona-Hotels-Spectacular-Ocean-Front-Kona-Studio-Deep-Cleaned-Every-Time.h65393376.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/100000000/99340000/99331700/99331673/0a72877e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/100000000/99340000/99331700/99331673/32685cc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/100000000/99340000/99331700/99331673/adcba88a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99340000/99331700/99331673/85847b0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautifully Furnished Downtown Kailua-Kona Hawaii Condo. [](https://www.expedia.ca/Kailua-Kona-Hotels-Beautifully-Furnished-Downtown-Kailua-Kona-Hawaii-Condo.h99331673.Hotel-Information) Historic Kailua Village 10/10 Exceptional (6 reviews) "Great location. Well equipped. Really appreciated the host gift basket. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jordan CA $195 CA $535 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Kailua-Kona-Hotels-Beautifully-Furnished-Downtown-Kailua-Kona-Hawaii-Condo.h99331673.Hotel-Information) ![Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/8000000/7720000/7714600/7714581/448f929d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/8000000/7720000/7714600/7714581/cf77d557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7720000/7714600/7714581/2bbb1086.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/8000000/7720000/7714600/7714581/1fa7c3f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Kailua-Kona by IHG [](https://www.expedia.ca/Kailua-Kona-Hotels-Holiday-Inn-Express-Hotel-Suites-Kailua-Kona.h7714581.Hotel-Information) Historic Kailua Village 8.6/10 Excellent (1,012 reviews) "Great Place to start vacation" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mike CA $362 CA $429 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Kailua-Kona-Hotels-Holiday-Inn-Express-Hotel-Suites-Kailua-Kona.h7714581.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/79000000/78480000/78479700/78479626/fa2a2b7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, travel crib, free WiFi](https://images.trvl-media.com/lodging/79000000/78480000/78479700/78479626/986f3ef6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/79000000/78480000/78479700/78479626/d2ad2157.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78480000/78479700/78479626/41b19437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern and Renovated Ocean Front Studio in Kona! Best Location! [](https://www.expedia.ca/Kailua-Kona-Hotels-Modern-And-Renovated-Ocean-Front-Studio-In-Kona-Best-Location.h78479626.Hotel-Information) Historic Kailua Village 8.6/10 Excellent (29 reviews) "Perfect affordable spot in Kona town." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Trina M. CA $185 CA $385 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Kailua-Kona-Hotels-Modern-And-Renovated-Ocean-Front-Studio-In-Kona-Best-Location.h78479626.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33670000/33668700/33668673/5d1f274e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/34000000/33670000/33668700/33668673/e1ccfc60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/34000000/33670000/33668700/33668673/7a1d7032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/34000000/33670000/33668700/33668673/b9a84ab4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 bedroom fully furnished and all included in downtown Kona with swimming pool [](https://www.expedia.ca/Kailua-Kona-Hotels-2-Bedroom-Fully-Equipped-And-All-Included-Downtown-Kona-Last-Minute-Deal-Now.h33668673.Hotel-Information) Historic Kailua Village 8.8/10 Excellent (71 reviews) "Our stay was wonderful. The beds were comfortable and the a/c worked great. I can’t say how anything else was because we literally only slept at the condo. We were up early every morning and out exploring the island every day. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gwen H. CA $201 CA $455 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Kailua-Kona-Hotels-2-Bedroom-Fully-Equipped-And-All-Included-Downtown-Kona-Last-Minute-Deal-Now.h33668673.Hotel-Information) ![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94320000/94316800/94316703/9f51848c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94320000/94316800/94316703/ea0b6a5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94320000/94316800/94316703/373681a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94320000/94316800/94316703/7ca15ffc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kailua-kona Condo: Steps to Beach & Downtown! [](https://www.expedia.ca/Kailua-Kona-Hotels-Kailua-Kona-Condo-Steps-To-Beach-Downtown.h94316703.Hotel-Information) Historic Kailua Village CA $225 CA $772 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Kailua-Kona-Hotels-Kailua-Kona-Condo-Steps-To-Beach-Downtown.h94316703.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=2026-02-08&endDate=2026-02-09®ionId=6294721&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Historic Kailua Village 4 stars Ocean view Hot tub Beach ![](https://forever.travel-assets.com/flex/flexmanager/mediaasset/1342512-0_2-icon__water-lux.svg) Outdoor pool ## Top Historic Kailua Village Hotel Reviews ![Royal Kona Resort](https://images.trvl-media.com/lodging/1000000/30000/25300/25276/df9877d2_y.jpg) ### Royal Kona Resort 10/10 Excellent "Yes everything was great " [](https://expedia.ca/Kailua-Kona-Hotels-Royal-Kona-Resort.h25276.Hotel-Information) ![Holiday Inn Express Hotel & Suites Kailua-Kona by IHG](https://images.trvl-media.com/lodging/8000000/7720000/7714600/7714581/73bb732a_y.jpg) ### Holiday Inn Express Hotel & Suites Kailua-Kona by IHG 10/10 Excellent "Clean and comfortable room and very accommodating staff" [](https://expedia.ca/Kailua-Kona-Hotels-Holiday-Inn-Express-Hotel-Suites-Kailua-Kona.h7714581.Hotel-Information) ![Courtyard by Marriott King Kamehameha's Kona Beach Hotel](https://images.trvl-media.com/lodging/1000000/30000/21800/21741/9a353a58_y.jpg) ### Courtyard by Marriott King Kamehameha's Kona Beach Hotel 10/10 Excellent "Focus more on cleaning the bathroom area and expand dinning options " [](https://expedia.ca/Kailua-Kona-Hotels-Courtyard-By-Marriott-King-Kamehamehas-Kona-Beach-Hotel.h21741.Hotel-Information) ![Kona Islander Vacation Club](https://images.trvl-media.com/lodging/1000000/20000/13600/13597/214e52a9_y.jpg) ### Kona Islander Vacation Club 10/10 Excellent "This little one bed condo suite was perfect us. With a mini kitchenette, mini fridge, coffee maker. Parking was always full, however we were able find a space to park. Walking distance to shopping and dining. Love walking up and down Ali Drive. Perfect sunsets can be seen at any restaurant on Ali Drive. We did not drive much. Grocery stores are under 10 minute drive. We love staying at Kona Islander Inn for its convenience to food and shops. " [](https://expedia.ca/Kailua-Kona-Hotels-Kona-Islander-Vacation-Club.h13597.Hotel-Information) ![Kona Reef, A Raintree Vacation Club Resort](https://images.trvl-media.com/lodging/8000000/7900000/7896600/7896575/859204ef_y.jpg) ### Kona Reef, A Raintree Vacation Club Resort 10/10 Excellent "Awesome sunset" [](https://expedia.ca/Kailua-Kona-Hotels-Kona-Reef.h7896575.Hotel-Information) ![2BR/2BA Kona Reef Ocean & White Sand Beach From Every Room](https://images.trvl-media.com/lodging/20000000/19080000/19071000/19070958/bf79ffd4_y.jpg) ### 2BR/2BA Kona Reef Ocean & White Sand Beach From Every Room 10/10 Excellent "Fit the bill perfectly, as we only had one car, so the location enabled those who wanted to walk to town to do so, and this left the car as an option for other errands, sight seeing etc. Marvelous! Lots of dining options within walking distance, and Honl's beach a few feet away was a nice retreat to just sit and listen to the surf. The kids with us really enjoyed the pool and hot tub as well :)" [](https://expedia.ca/Kailua-Kona-Hotels-2br2ba-Kona-Reef-Ocean-White-Sand-Beach-From-Every-Room.h19070958.Hotel-Information) ![Kona Reef Resort](https://images.trvl-media.com/lodging/4000000/3530000/3529600/3529553/cf3ba2a4_y.jpg) ### Kona Reef Resort 10/10 Excellent "Great location. Easy walk into the heart of Ali'i Dr. shops and restaurants. Nice room, had everything we needed. Elevator wasn't working, didn't bother us as we were on a lower floor, but those above us didn't have it so easy. We were told the "parts were on order". Hot tub by pool also wasn't working, were going to call in someone to "look at it". Pool was perfect. Would definitely return. Beautiful scenery. " [](https://expedia.ca/Kailua-Kona-Hotels-Kona-Reef-Resort.h3529553.Hotel-Information) ![Kona Islander Inn Condos ](https://images.trvl-media.com/lodging/12000000/11610000/11604100/11604042/328e61cc_y.jpg) ### Kona Islander Inn Condos 10/10 Excellent "I would recommend it to others" [](https://expedia.ca/Kailua-Kona-Hotels-Vacation-Condos-In-Kona.h11604042.Hotel-Information) ## Frequently asked questions ### What's it like visiting Historic Kailua Village? ### What are some hotels with pools in Historic Kailua Village? ### How many hotels with pools should I expect to find in Historic Kailua Village? ### What is there to see and do in Historic Kailua Village? ## Explore a world of travel with Expedia - Lodging - [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) - 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