Title: Book the Best HISTORIC Hotels in Windward Coast in 2026 | 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) ![Sunrise east side Kahaluu Hawaii. #☀️ #☁️ #🌊 #🌅 #👋 #⛰ #sky #landscape #water #clouds #summer #sea #travel #cloud #horizon #sun #tree #scenery #ocean #beach #coast #lake #vacation #scenic #sunny #reflection #nature #travel #instagood #summer #green](https://images.trvl-media.com/place/3000462312/d5ec4921-22fb-4fe5-a28d-4699b43046ba.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Glenn Nishida # Find Historic Hotels in Windward Coast, HI from CA $369 - ![](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 [Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=6361249&startDate=2025-12-12&endDate=2025-12-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6361249&startDate=2025-12-13&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6361249&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6361249&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windward Coast historic hotels ![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) ![View from property](https://images.trvl-media.com/lodging/1000000/20000/19200/19184/d7e12c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Royal Hawaiian, a Luxury Collection Resort, Waikiki [](https://www.expedia.ca/Honolulu-Hotels-The-Royal-Hawaiian.h19184.Hotel-Information) Waikiki 9.2/10 Wonderful (1002) "The staff was amazing and the amenities were great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley Nicole CA $729 CA $950 total includes taxes & fees Jan 5 - Jan 6, 2026 [](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) ![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) ![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) ### Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated! [](https://www.expedia.ca/Waianae-Hotels-Enjoy-Breathtaking-Views-Of-The-Ocean-And-Gorgeous-Mountains.h32838828.Hotel-Information) Waianae 7.8/10 Good (148) "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 $145 CA $369 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/Waianae-Hotels-Enjoy-Breathtaking-Views-Of-The-Ocean-And-Gorgeous-Mountains.h32838828.Hotel-Information) ![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) ![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) ![On the beach, snorkeling, beach bar](https://images.trvl-media.com/lodging/1000000/20000/15600/15534/a8790493.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) ### Moana Surfrider, A Westin Resort & Spa, Waikiki Beach [](https://www.expedia.ca/Honolulu-Hotels-Moana-Surfrider.h15534.Hotel-Information) Waikiki 9.0/10 Wonderful (1614) "Great staff and hotel! We always stay here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Viren CA $660 CA $866 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Honolulu-Hotels-Moana-Surfrider.h15534.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) ![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) ![Outdoor pool](https://images.trvl-media.com/lodging/31000000/30020000/30012700/30012635/ee7488dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfortable Condo on Turtle Bay Golf Course Sleeps 5 [](https://www.expedia.ca/Kahuku-Hotels-Newly-Remodeled-Condo-On-Turtle-Bay-Golf-Course-Sleeps-5-6.h30012635.Hotel-Information) Kahuku 9.6/10 Exceptional (232) "Great place to stay for our family of 5! " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jennifer CA $343 CA $868 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Kahuku-Hotels-Newly-Remodeled-Condo-On-Turtle-Bay-Golf-Course-Sleeps-5-6.h30012635.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/20000000/19430000/19428500/19428463/22de5128.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/20000000/19430000/19428500/19428463/692bbc90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/20000000/19430000/19428500/19428463/9eef9273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19430000/19428500/19428463/4434d278.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renovated Condo on Golf Course [](https://www.expedia.ca/Kahuku-Hotels-New-Listing-Newly-Renovated-Condo-On-Golf-Course-Within-Steps-From-The-Beach.h19428463.Hotel-Information) Kahuku 9.8/10 Exceptional (47) "Cute place with a great North shore location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cheryl Z. CA $247 CA $687 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Kahuku-Hotels-New-Listing-Newly-Renovated-Condo-On-Golf-Course-Within-Steps-From-The-Beach.h19428463.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) ![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) ![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) ### REDUCED Dec-Mar! Villa 104 Ocean View Turtle Bay [](https://www.expedia.ca/Kahuku-Hotels-Villa-104-Ocean-View-Turtle-Bay-Beachfront.h20927550.Hotel-Information) Kahuku 10/10 Exceptional (154) "Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: It was a dream vacation and location. The views and facility were perfect for our family. We could walk out to the beach and pool from our villa. The villa was beautiful with great amenities. The beds were heavenly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie L. CA $2,473 CA $3,804 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Kahuku-Hotels-Villa-104-Ocean-View-Turtle-Bay-Beachfront.h20927550.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/19000000/18980000/18973400/18973382/d330f67a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/19000000/18980000/18973400/18973382/w1168h1696x0y0-6892c987.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18973400/18973382/7464411b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18980000/18973400/18973382/d1c5a812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean view in Waikiki, Free Parking. Hawaiian dream vacation, Free Wifi & AC. [](https://www.expedia.ca/Honolulu-Hotels-Ocean-View-Gem-In-The-Heart-Of-Waikiki.h18973382.Hotel-Information) Waikiki 8.8/10 Excellent (43) "Very nice spot" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ronald CA $288 CA $700 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Honolulu-Hotels-Ocean-View-Gem-In-The-Heart-Of-Waikiki.h18973382.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/74000000/73640000/73633000/73632959/4ea068d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73640000/73633000/73632959/3e06b588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/74000000/73640000/73633000/73632959/80b9d97b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/74000000/73640000/73633000/73632959/8156a266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### REDUCED Dec-Mar! Villa 305, King bed, Penthouse Ocean View Turtle Bay [](https://www.expedia.ca/Kahuku-Hotels-Villa-305-Penthouse-Ocean-View-Turtle-Bay.h73632959.Hotel-Information) Kahuku 9.8/10 Exceptional (56) "Very clean and well equipped for an enjoyable stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Don S. CA $889 CA $1,503 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Kahuku-Hotels-Villa-305-Penthouse-Ocean-View-Turtle-Bay.h73632959.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/65000000/64450000/64449900/64449882/2cff1013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/65000000/64450000/64449900/64449882/51ef1331.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/65000000/64450000/64449900/64449882/57cee91b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64450000/64449900/64449882/97685d36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### REDUCED Dec-Mar! Villa 315 Ocean views every bedroom! [](https://www.expedia.ca/Kahuku-Hotels-Villa-315-Ocean-Views-Every-Bedroom.h64449882.Hotel-Information) Kahuku 10/10 Exceptional (84) "Great place to stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren P. CA $999 CA $1,858 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/Kahuku-Hotels-Villa-315-Ocean-Views-Every-Bedroom.h64449882.Hotel-Information) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63500000/63492700/63492643/a33feaca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/64000000/63500000/63492700/63492643/2cd6969c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/64000000/63500000/63492700/63492643/ea5109ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/64000000/63500000/63492700/63492643/b6272785.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Ocean Beachfront Home - Car & Parking Available [](https://www.expedia.ca/Honolulu-Hotels-Oceanfront-Waikiki-Home.h63492643.Hotel-Information) Waikiki 10/10 Exceptional (3) "Wonderful stay. What a spectacular oceanfront view! I could stay in the room all day just sitting on the balcony looking at the view! Everything in the apartment was new and looked very clean. The mattress was sooooo comfortable, and I could sleep in with the blackout curtains! Highly recommend this rental!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danny L. CA $245 CA $594 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Honolulu-Hotels-Oceanfront-Waikiki-Home.h63492643.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=2025-12-26&endDate=2025-12-27®ionId=6361249&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Windward Coast Hotel Reviews ![OUTRIGGER Reef Waikiki Beach Resort](https://images.trvl-media.com/lodging/1000000/30000/23300/23249/9a32bc9b_y.jpg) ### OUTRIGGER Reef Waikiki Beach Resort 10/10 Excellent "We had a great time and spent well in the hotel. Clean room. Accommodating staffs, it was a perfect day for us!!! Highly recommended!!!" [](https://expedia.ca/Honolulu-Hotels-OUTRIGGER-Reef-Waikiki-Beach-Resort.h23249.Hotel-Information) ![Hilton Hawaiian Village Waikiki Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/13900/13857/69f2d50a_y.jpg) ### Hilton Hawaiian Village Waikiki Beach Resort 10/10 Excellent "Great location. We booked the Ocean Front room and the view of the beach and ocean every morning was 10/10\. Staff on site were friendly. Only negative was that there was construction happening on the Rainbow building which was a bit loud during the day if you were inside sleeping in." [](https://expedia.ca/Honolulu-Hotels-Hilton-Hawaiian-Village-Waikiki-Beach-Resort.h13857.Hotel-Information) ![Sheraton Waikiki Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/7400/7385/f0832aaf_y.jpg) ### Sheraton Waikiki Beach Resort 10/10 Excellent "Great sevice, clean rooms, beautiful views. " [](https://expedia.ca/Honolulu-Hotels-Sheraton-Waikiki.h7385.Hotel-Information) ![Best Western The Plaza Hotel Honolulu Airport - Free Breakfast](https://images.trvl-media.com/lodging/1000000/10000/3000/2973/4c04ed7d_y.jpg) ### Best Western The Plaza Hotel Honolulu Airport - Free Breakfast 10/10 Excellent "Clean, close to airport and friendly staff" [](https://expedia.ca/Honolulu-Hotels-Best-Western-The-Plaza-Hotel.h2973.Hotel-Information) ![Airport Honolulu Hotel, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/10000/3800/3705/ed8d4a41_y.jpg) ### Airport Honolulu Hotel, Trademark Collection by Wyndham 10/10 Excellent "Clean " [](https://expedia.ca/Honolulu-Hotels-Airport-Honolulu-Hotel.h3705.Hotel-Information) ![OUTRIGGER Waikiki Paradise Hotel](https://images.trvl-media.com/lodging/1000000/20000/14900/14848/acab8c28_y.jpg) ### OUTRIGGER Waikiki Paradise Hotel 10/10 Excellent "Great" [](https://expedia.ca/Honolulu-Hotels-OHANA-Waikiki-East-By-Outrigger.h14848.Hotel-Information) ![The Twin Fin Hotel](https://images.trvl-media.com/lodging/1000000/40000/34500/34498/4ed2681d_y.jpg) ### The Twin Fin Hotel 10/10 Excellent "Great kocatio" [](https://expedia.ca/Honolulu-Hotels-The-Twin-Fin-Hotel.h34498.Hotel-Information) ![Hyatt Place Waikiki Beach](https://images.trvl-media.com/lodging/1000000/10000/2800/2766/585e0fb8_y.jpg) ### Hyatt Place Waikiki Beach 10/10 Excellent "Great resort. Close to everything we needed. Clean rooms. " [](https://expedia.ca/Honolulu-Hotels-Hyatt-Place-Waikiki-Beach.h2766.Hotel-Information) ![Hilton Waikiki Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/30000/25300/25227/e2dfdf4e_y.jpg) ### Hilton Waikiki Beach Resort & Spa 10/10 Excellent "Very clean and nice room" [](https://expedia.ca/Honolulu-Hotels-Hilton-Waikiki-Beach.h25227.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) - 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