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) ![Scenic day seascape panorama of Kaneohe Bay and Kualoa Ridge in the distance. Oahu, Hawaii, USA.](https://images.trvl-media.com/place/6361249/1327a63a-d4db-4814-af34-627a96bd6639.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6361249/1327a63a-d4db-4814-af34-627a96bd6639.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 Windward Coast Historic Hotels Tonight [Jan 27 - Jan 28](https://www.expedia.ca/Hotel-Search?regionId=6361249&startDate=2026-01-27&endDate=2026-01-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 28 - Jan 29](https://www.expedia.ca/Hotel-Search?regionId=6361249&startDate=2026-01-28&endDate=2026-01-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6361249&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6361249&startDate=2026-02-06&endDate=2026-02-08&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/w4000h2664x0y0-f8ddaedb.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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/19200/19184/cd32c7df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, down comforters, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/19200/19184/4bb20e28.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 (1,005 reviews) "Friendly and excellent service provided by the staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeri CA $643 CA $848 total includes taxes & fees Feb 27 - Feb 28 [](https://www.expedia.ca/Honolulu-Hotels-The-Royal-Hawaiian.h19184.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/33000000/32840000/32838900/32838828/94fea99b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/33000000/32840000/32838900/32838828/15df616f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/33000000/32840000/32838900/32838828/344e25c0.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-Newly-Renovated.h32838828.Hotel-Information) Waianae 7.8/10 Good (151 reviews) "I had an amazing stay! The room was clean, updated amenities, and had a beautiful view. I received clear check-in instructions from the host. The host was also accommodating and helpful. The pool was also a nice addition. Overall, I would definitely stay there again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sonia M. CA $171 CA $412 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Waianae-Hotels-Enjoy-Breathtaking-Views-Of-The-Ocean-And-Gorgeous-Mountains-Newly-Renovated.h32838828.Hotel-Information) ![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) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/15600/15534/76fb998e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/20000/15600/15534/e4ccb366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, snorkeling, beach bar](https://images.trvl-media.com/lodging/1000000/20000/15600/15534/86f9d0f5.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 (1,639 reviews) "This resort is worth every penny! Clean, location is impeccable, and the history of the hotel is all what makes this place a wonderful stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Megan CA $656 CA $866 total includes taxes & fees Feb 26 - Feb 27 [](https://www.expedia.ca/Honolulu-Hotels-Moana-Surfrider.h15534.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/21000000/20930000/20927600/20927550/2757e8be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/21000000/20930000/20927600/20927550/3c016538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/21000000/20930000/20927600/20927550/0ef78f8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### REDUCED Dec-Mar! Villa 104 Ocean View Turtle Bay [](https://www.expedia.ca/Kahuku-Hotels-REDUCED-Dec-Mar-Villa-104-Ocean-View-Turtle-Bay.h20927550.Hotel-Information) Kahuku 10/10 Exceptional (157 reviews) "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: I had a great stay at this villa! The location was incredibly convenient — close to everything I needed, including shops, restaurants, and just a short walk to the beach. The villa itself was clean, well-maintained, and had a relaxing, comfortable... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley A. CA $1,774 CA $3,065 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Kahuku-Hotels-REDUCED-Dec-Mar-Villa-104-Ocean-View-Turtle-Bay.h20927550.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/19000000/18980000/18973400/18973382/c37eecd0.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) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/19000000/18980000/18973400/18973382/414c5eb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/19000000/18980000/18973400/18973382/03748686.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 reviews) "Very nice spot" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ronald CA $244 CA $645 total includes taxes & fees Feb 14 - Feb 15 [](https://www.expedia.ca/Honolulu-Hotels-Ocean-View-Gem-In-The-Heart-Of-Waikiki.h18973382.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/19000000/18980000/18974000/18973939/3a2ecbdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/19000000/18980000/18974000/18973939/b0d3e855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18980000/18974000/18973939/1009767f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/19000000/18980000/18974000/18973939/d9908919.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 1 Bedroom Loft Near Beaches [](https://www.expedia.ca/Kahuku-Hotels-Charming-Home-By-The-Pool-Near-The-Beach.h18973939.Hotel-Information) Kahuku 9.6/10 Exceptional (51 reviews) "The area was great, the security of the property was great and the response time was great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Theresa G. CA $311 CA $909 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Kahuku-Hotels-Charming-Home-By-The-Pool-Near-The-Beach.h18973939.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) ![Outdoor pool](https://images.trvl-media.com/lodging/31000000/30020000/30012700/30012635/ee7488dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/31000000/30020000/30012700/30012635/192c4cf9.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 (236 reviews) "The location of this property is awesome! Walking distance to so much. We found the grounds very clean and the pool nice to relax at. The condo was great for a place to come and go but is in dire need of some general maintenance and upgrades. Overall we enjoyed our stay and would recommend. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Rachael CA $408 CA $955 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Kahuku-Hotels-Newly-Remodeled-Condo-On-Turtle-Bay-Golf-Course-Sleeps-5-6.h30012635.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/20000000/19430000/19428500/19428463/17845e83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/20000000/19430000/19428500/19428463/104d4a0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, beach towels](https://images.trvl-media.com/lodging/20000000/19430000/19428500/19428463/a9dfc011.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, stereo, offices](https://images.trvl-media.com/lodging/20000000/19430000/19428500/19428463/ab34e196.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kuilima Estates West/Turtle Bay [](https://www.expedia.ca/Kahuku-Hotels-Kuilima-Estates-WestTurtle-Bay.h19428463.Hotel-Information) Kahuku 9.8/10 Exceptional (50 reviews) "Cute place with a great North shore location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cheryl Z. CA $309 CA $772 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Kahuku-Hotels-Kuilima-Estates-WestTurtle-Bay.h19428463.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/74000000/73640000/73633000/73632959/8252edc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, printers](https://images.trvl-media.com/lodging/74000000/73640000/73633000/73632959/9a0ea6ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/74000000/73640000/73633000/73632959/76d1b2ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sport court](https://images.trvl-media.com/lodging/74000000/73640000/73633000/73632959/68848fce.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 reviews) "Very clean and well equipped for an enjoyable stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Don S. CA $816 CA $1,405 total includes taxes & fees Feb 10 - Feb 11 [](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/65000000/64450000/64449900/64449882/656503f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/65000000/64450000/64449900/64449882/ad18568d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sport court](https://images.trvl-media.com/lodging/65000000/64450000/64449900/64449882/581d6ed3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/65000000/64450000/64449900/64449882/a76263c7.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-REDUCED-Dec-Mar-Villa-315-Ocean-Views-Every-Bedroom.h64449882.Hotel-Information) Kahuku 10/10 Exceptional (85 reviews) "Great place to stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren P. CA $993 CA $1,875 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Kahuku-Hotels-REDUCED-Dec-Mar-Villa-315-Ocean-Views-Every-Bedroom.h64449882.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=2026-02-10&endDate=2026-02-11®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 “ocean front” room which is excellent, and breakfast was good. Room was spotless & housekeeping came each day, working around our schedule. From the time we checked in, staff seemed to know our names and gave great service. Two times front desk staff left the front desk to help us. Only downside was the hotel’s Monkeypod restaurant had loud music at dinner - we preferred other restaurants for dinner." [](https://expedia.ca/Honolulu-Hotels-OUTRIGGER-Reef-Waikiki-Beach-Resort.h23249.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 "Excellent, very good. " [](https://expedia.ca/Honolulu-Hotels-Hyatt-Place-Waikiki-Beach.h2766.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 "Room clean staff friendly" [](https://expedia.ca/Honolulu-Hotels-Airport-Honolulu-Hotel.h3705.Hotel-Information) ![OUTRIGGER Waikiki Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/13800/13791/a914acd7_y.jpg) ### OUTRIGGER Waikiki Beach Resort 10/10 Excellent "The room was very clean. The staff were very courteous. And its right on the beach." [](https://expedia.ca/Honolulu-Hotels-OUTRIGGER-Waikiki-Beach-Resort.h13791.Hotel-Information) ![Hyatt Regency Waikiki Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/20000/19988/w3840h2518x0y3-8a5eae98_y.jpg) ### Hyatt Regency Waikiki Beach Resort & Spa 10/10 Excellent "Staff were the very definition of Aloha. Everyone we interacted with were just so friendly and helpful. Room was a good size, view was immaculate, and the water pressure was solid." [](https://expedia.ca/Honolulu-Hotels-Hyatt-Regency-Waikiki-Beach-Resort-Spa.h19988.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 "I would come here again and again. I stayed here 2 years ago and still dream about this vacation and hotel. Literally theeee perfect location ! Right in the heart of everything !" [](https://expedia.ca/Honolulu-Hotels-Hilton-Hawaiian-Village-Waikiki-Beach-Resort.h13857.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 "The Twin Fin Hotel is a fantastic place to stay. It”s location is great and everybody was helpful and professional. I would definitely recommend staying here to anybody. " [](https://expedia.ca/Honolulu-Hotels-The-Twin-Fin-Hotel.h34498.Hotel-Information) ![Waikiki Circle Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6439/bdfff557_y.jpg) ### Waikiki Circle Hotel 10/10 Excellent "Great location!" [](https://expedia.ca/Honolulu-Hotels-Waikiki-Circle-Hotel.h6439.Hotel-Information) ![The Royal Hawaiian, a Luxury Collection Resort, Waikiki](https://images.trvl-media.com/lodging/1000000/20000/19200/19184/324bb4b6_y.jpg) ### The Royal Hawaiian, a Luxury Collection Resort, Waikiki 10/10 Excellent "We had an amazing time at the Royal Hawaiian. From the moment we checked in to checking out, we had a perfect stay. Everybody was extremely friendly, food and drinks were perfect, room was great. You cannot beat the location! Will definitely be back! " [](https://expedia.ca/Honolulu-Hotels-The-Royal-Hawaiian.h19184.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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