Title: Book the Best HISTORIC Hotels in Windward Coast in 2025 | Expedia.ca [Windward Coast Travel Guide](https://expedia.ca/Windward-Coast.dx6361249)[Hotels in Windward Coast](https://expedia.ca/Windward-Coast-Hotels.d6361249.Travel-Guide-Hotels)[Vacation Rentals in Windward Coast](https://expedia.ca/Windward-Coast-Vacation-Rentals.d6361249.Travel-Guide-VacationRentals)[Flights to Windward Coast](https://expedia.ca/Cheap-Flights-To-Windward-Coast.d6361249.Travel-Guide-Flights)[Windward Coast Car Rentals](https://expedia.ca/Car-Rentals-In-Windward-Coast.d6361249.Car-Rental-Guide)[Windward Coast Vacation Packages](https://expedia.ca/Windward-Coast.d6361249.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 Historic Hotels in Windward Coast, HI ![](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 Windward Coast Historic Hotels Tonight [Oct 22 - Oct 23](https://www.expedia.ca/Hotel-Search?regionId=6361249&startDate=2025-10-22&endDate=2025-10-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 23 - Oct 24](https://www.expedia.ca/Hotel-Search?regionId=6361249&startDate=2025-10-23&endDate=2025-10-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6361249&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6361249&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Windward Coast Historic Hotels ![Beach/ocean view](https://images.trvl-media.com/lodging/1000000/20000/15600/15534/0537a410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/15600/15534/53f463d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/20000/15600/15534/7efd5c17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, snorkeling, beach bar](https://images.trvl-media.com/lodging/1000000/20000/15600/15534/d6c0a543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Moana Surfrider, A Westin Resort & Spa, Waikiki Beach Waikiki 9.0/10 Wonderful (1583) "Beautiful facility and friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole CA $401 CA $562 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Honolulu-Hotels-Moana-Surfrider.h15534.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/1000000/20000/19200/19184/324bb4b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/19200/19184/750cd831.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/19200/19184/04a501d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/20000/19200/19184/3b980cb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Royal Hawaiian, a Luxury Collection Resort, Waikiki Waikiki 9.2/10 Wonderful (1002) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Doug R. CA $782 CA $1,008 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Honolulu-Hotels-The-Royal-Hawaiian.h19184.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/33000000/32840000/32838900/32838828/c93897e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/33000000/32840000/32838900/32838828/03a0145c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/33000000/32840000/32838900/32838828/847350f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/33000000/32840000/32838900/32838828/5ebe2171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated! Wai?anae 7.8/10 Good (142) "Our stay at the condo was 10/10! The condo has all the basics you need for a comfortable stay. The views and landscape were stunning, the condo was nicely updated and clean, and the bed was comfortable! The property is very secure, quiet, and although older is meticulously maintained. We were a bit worried about the area after reading reviews online, but everyone was friendly and we felt very safe touring around, going to the beach, and local businesses. After spending 5 nights in Waikiki, the... ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jennifer CA $175 CA $417 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Waianae-Hotels-Enjoy-Breathtaking-Views-Of-The-Ocean-And-Gorgeous-Mountains.h32838828.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/31000000/30020000/30012700/30012635/f63c0ba8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/31000000/30020000/30012700/30012635/ee7488dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30020000/30012700/30012635/3e985786.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30020000/30012700/30012635/76cd1d2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfortable Condo on Turtle Bay Golf Course Sleeps 5 Kahuku 9.6/10 Exceptional (225) "Great place to stay for our family of 5! " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jennifer CA $349 CA $884 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Kahuku-Hotels-Newly-Remodeled-Condo-On-Turtle-Bay-Golf-Course-Sleeps-5-6.h30012635.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/21000000/20930000/20927600/20927550/fa324c4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/21000000/20930000/20927600/20927550/def283e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/21000000/20930000/20927600/20927550/da5ad219.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo, printers](https://images.trvl-media.com/lodging/21000000/20930000/20927600/20927550/17d92410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 104: Fall Reduced 50%! Ocean View Turtle Bay Kahuku 10/10 Exceptional (152) "Excellent 4-bedroom condo on ground floor with extremely short walk to pool and beach. Very comfortable beds. Nicely furnished and equipped. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jim W. CA $1,605 CA $2,812 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Kahuku-Hotels-Villa-104-Ocean-View-Turtle-Bay-Beachfront.h20927550.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/46000000/45560000/45555000/45554929/48104117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/46000000/45560000/45555000/45554929/00dbb90d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/46000000/45560000/45555000/45554929/fd06ac25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/46000000/45560000/45555000/45554929/013ee1b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Block to Beach! Waikiki Banyan Ocean View Condo with Free parking Waikiki 8.0/10 Very good (38) "Great view and ubication" ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) Pilar CA $139 CA $645 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Honolulu-Hotels-Block-To-Beach-Koko-Resorts-At-The-Waikiki-Banyan-23rd-Floor-Deluxe-Ocean-View.h45554929.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/19000000/18980000/18979700/18979618/w580h376x0y0-565f4f7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18980000/18979700/18979618/30185905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/19000000/18980000/18979700/18979618/6bb553d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18980000/18979700/18979618/0d692990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury on Golf course Hawaii North Shore Turtle Bay Free Wifi 2 Free Parking A/C Kahuku 9.4/10 Exceptional (98) "Overall great experience " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas O. CA $343 CA $861 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Kahuku-Hotels-Luxury-On-Golf-Course-Hawaii-North-Shore-Turtle-Bay-Free-Wifi-2-Free-Parking-AC.h18979618.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/29000000/28410000/28402900/28402842/606bdd75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/29000000/28410000/28402900/28402842/5917b3ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/29000000/28410000/28402900/28402842/bbdf13f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/29000000/28410000/28402900/28402842/27dc987c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rare Unobstructed Diamond Head-Ocean Views, Best location, Pool, 1 minute to Beach Waikiki 9.4/10 Exceptional (212) "The best is the location and the view" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria C. CA $215 CA $606 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Honolulu-Hotels-Grand-Opening-Discount-Renovated-Studio-Awesome-Unobstructed-Ocean-Views.h28402842.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/21000000/20970000/20962500/20962419/50d7fa72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/21000000/20970000/20962500/20962419/c6a84e11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/21000000/20970000/20962500/20962419/8a83cdad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/21000000/20970000/20962500/20962419/7a2844a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 102: Fall Reduced 50%! Ocean View Turtle Bay Beachfront Kahuku 9.8/10 Exceptional (128) "Our third time staying in this villa - heaven on earth – we will be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa K. CA $694 CA $1,230 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Kahuku-Hotels-Villa-102-Walk-Out.h20962419.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/20000000/19010000/19008000/19007962/85c616e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/20000000/19010000/19008000/19007962/fee7dc4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/20000000/19010000/19008000/19007962/24a88d23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19010000/19008000/19007962/61d3f28c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Turtle Bay Perfect Family Destination, steps from the beach, free wifi Kahuku 9.4/10 Exceptional (169) "Very clean spacious unit that made our getaway enjoyable. Beautiful view that totally enhanced our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carol W. CA $434 CA $1,164 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Kahuku-Hotels-Turtle-Bay-Perfect-Family-Destination.h19007962.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=2025-11-06&endDate=2025-11-07®ionId=6361249&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Windward Coast Hotel Reviews ![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 "Great location and close to everything. Did not like the resort fee added since it does not feel like a resort, dies but have the amenities of a resort. " [](https://expedia.ca/Honolulu-Hotels-Hyatt-Regency-Waikiki-Beach-Resort-Spa.h19988.Hotel-Information) ![Ilikai Hotel & Luxury Suites](//images.trvl-media.com/lodging/1000000/10000/3500/3479/d7eeaa21_y.jpg) ### Ilikai Hotel & Luxury Suites 10/10 Excellent "Everything went well " [](https://expedia.ca/Honolulu-Hotels-Ilikai-Hotel-Luxury-Suites.h3479.Hotel-Information) ![The Twin Fin Hotel](//images.trvl-media.com/lodging/1000000/40000/34500/34498/4ed2681d_y.jpg) ### The Twin Fin Hotel 10/10 Excellent "Todo muy bien hotel en muy buena locacion" [](https://expedia.ca/Honolulu-Hotels-The-Twin-Fin-Hotel.h34498.Hotel-Information) ![OUTRIGGER Waikiki Paradise Hotel](//images.trvl-media.com/lodging/1000000/20000/14900/14848/acab8c28_y.jpg) ### OUTRIGGER Waikiki Paradise Hotel 10/10 Excellent "Staff was amazing. The room was clean. Location is convenient. Would definitely stay there again. " [](https://expedia.ca/Honolulu-Hotels-OHANA-Waikiki-East-By-Outrigger.h14848.Hotel-Information) ![Hyatt Place Waikiki Beach](//images.trvl-media.com/lodging/1000000/10000/2800/2766/585e0fb8_y.jpg) ### Hyatt Place Waikiki Beach 10/10 Excellent "Very clean and excellent breakfast!!" [](https://expedia.ca/Honolulu-Hotels-Hyatt-Place-Waikiki-Beach.h2766.Hotel-Information) ![Hilton Waikiki Beach Resort & Spa](//images.trvl-media.com/lodging/1000000/30000/25300/25227/e2dfdf4e_y.jpg) ### Hilton Waikiki Beach Resort & Spa 10/10 Excellent "I really like the hotel and the people on I will definitely visit again in my next visit thank you very much" [](https://expedia.ca/Honolulu-Hotels-Hilton-Waikiki-Beach.h25227.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 "Beautiful ! " [](https://expedia.ca/Honolulu-Hotels-OUTRIGGER-Waikiki-Beach-Resort.h13791.Hotel-Information) ![OUTRIGGER Reef Waikiki Beach Resort](//images.trvl-media.com/lodging/1000000/30000/23300/23249/4acd488f_y.jpg) ### OUTRIGGER Reef Waikiki Beach Resort 10/10 Excellent "Room was very clean. Small beachfront, no chairs available, had to pay extra to rent chairs by the hour to a third party next door" [](https://expedia.ca/Honolulu-Hotels-OUTRIGGER-Reef-Waikiki-Beach-Resort.h23249.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 "Not handicap aware at all. I walk barely with a cane. No scooter available at the hotel " [](https://expedia.ca/Honolulu-Hotels-Hilton-Hawaiian-Village-Waikiki-Beach-Resort.h13857.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - More ways to book - [Adults Only Resorts & in Coconut Grove](https://www.expedia.ca/Coconut-Grove-Kailua-Hotels-Adults-Only-Resorts.0-n553248635976481454-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Coconut Grove](https://www.expedia.ca/Coconut-Grove-Kailua-Hotels-Beach-Hotel.0-n553248635976481454-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Coconut Grove](https://www.expedia.ca/Coconut-Grove-Kailua-Hotels-Boutique-Hotel.0-n553248635976481454-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Coconut Grove](https://www.expedia.ca/Coconut-Grove-Kailua-Hotels-Cheap-Hotels.0-n553248635976481454-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Coconut Grove](https://www.expedia.ca/Coconut-Grove-Kailua-Hotels-Hotels-With-Free-Parking.0-n553248635976481454-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - 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