Title: Book the Best HISTORIC Hotels in Key West in 2026 | Expedia.ca [Key West Travel Guide](https://expedia.ca/Key-West.dx1187)[Hotels in Key West](https://expedia.ca/Key-West-Hotels.d1187.Travel-Guide-Hotels)[Vacation Rentals in Key West](https://expedia.ca/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals)[Flights to Key West](https://expedia.ca/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)[Things to do in Key West](https://expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)[Key West Car Rentals](https://expedia.ca/Car-Rentals-In-Key-West.d1187.Car-Rental-Guide)[Key West Vacation Packages](https://expedia.ca/Key-West.d1187.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/1187/a7c3fad3-5f12-4d91-8996-ed0e1b61b0a3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/1187/a7c3fad3-5f12-4d91-8996-ed0e1b61b0a3.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 Key West Historic Hotels Tonight [Jan 24 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2026-01-24&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 25 - Jan 26](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2026-01-25&endDate=2026-01-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Key West historic hotels ![Outdoor spa tub](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/77f11bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/2f1f2895.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Room | Courtyard view](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/0849ca06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![NYAH Private Balcony Room 6 Single Beds | Balcony view](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/a350e3cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NYAH Key West - Adults Only [](https://www.expedia.ca/Key-West-Hotels-NYAH-Key-West-Adults-Only.h7500588.Hotel-Information) Key West Historic District 8.0/10 Very good (1,016 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Venkata Durga Phanindra Reddy CA $312 CA $413 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Key-West-Hotels-NYAH-Key-West-Adults-Only.h7500588.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/10000000/9660000/9650800/9650708/4f32f1b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, pool views ](https://images.trvl-media.com/lodging/10000000/9660000/9650800/9650708/9d67655b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/10000000/9660000/9650800/9650708/64f105b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/10000000/9660000/9650800/9650708/4c1d11cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Saint Hotel Key West, Autograph Collection, Adult Only [](https://www.expedia.ca/Key-West-Hotels-The-Saint-Hotel-Key-West.h9650708.Hotel-Information) Key West Historic District 9.0/10 Wonderful (348 reviews) "Fantastic spot, close to everything, but just far enough away. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ruth CA $464 CA $522 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Key-West-Hotels-The-Saint-Hotel-Key-West.h9650708.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737094/39c00051.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737094/88646fcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737094/5775eee4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737094/a154a94d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### COHIBA \~ Adults Only, Poolview Queen Room in Historic Azul Mansion! [](https://www.expedia.ca/Key-West-Hotels-COHIBA-Adults-Only.h57737094.Hotel-Information) Old Town Key West 9.6/10 Exceptional (149 reviews) "Wonderful stay at Azul. Good location, clean, quiet. The pool was nice place to relax. Would definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer H. CA $362 CA $647 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Key-West-Hotels-COHIBA-Adults-Only.h57737094.Hotel-Information) ![Sundeck](https://images.trvl-media.com/lodging/1000000/980000/977400/977303/81c4c567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/980000/977400/977303/4a65a2a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/980000/977400/977303/3eb8f6b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Street view](https://images.trvl-media.com/lodging/1000000/980000/977400/977303/6177b123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pegasus International Hotel [](https://www.expedia.ca/Key-West-Hotels-Pegasus-International-Hotel.h977303.Hotel-Information) Old Town Key West 8.2/10 Very good (1,005 reviews) "Great location 👌 " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt CA $387 CA $504 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Key-West-Hotels-Pegasus-International-Hotel.h977303.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/3120319b_edited_07ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/1908c7f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/f87deff5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed | Bathroom sink](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/634733ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### L'Habitation Guest House [](https://www.expedia.ca/Key-West-Hotels-LHabitation-Guest-House.h9013816.Hotel-Information) Key West Historic District 9.4/10 Exceptional (934 reviews) "Great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $428 CA $482 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Key-West-Hotels-LHabitation-Guest-House.h9013816.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33496300/33496206/237d62a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33496300/33496206/8267d923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33496300/33496206/55f445db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33500000/33496300/33496206/bd64b13f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Low Rates.& spec. early & late book spec. & 10% wk stays & close all& beach! [](https://www.expedia.ca/Key-West-Hotels-Year-Rd-W7-Night-Stay-Get-10-OffFull-Kitchen-Outside-Area12-Mile-Beach.h33496206.Hotel-Information) Old Town Key West 9.0/10 Wonderful (184 reviews) "We had such a delightful time staying here! While the space is small, it was absolutely perfect for two people. Everything was clean, comfortable, and conveniently located. We really enjoyed our time in Key West and would definitely stay here again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ALISHA CA $351 CA $654 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Key-West-Hotels-Year-Rd-W7-Night-Stay-Get-10-OffFull-Kitchen-Outside-Area12-Mile-Beach.h33496206.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/w800h599x0y1-b3246da6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/156e79e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/d36ebeba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/d6954c4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED [](https://www.expedia.ca/Key-West-Hotels-Luxury-22-12-AVAILABLE-APRIL-2024.h31892617.Hotel-Information) Stock Island 9.8/10 Exceptional (118 reviews) "Great location, close to everything family had a great time." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) rafael m. CA $412 CA $870 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Key-West-Hotels-Luxury-22-12-AVAILABLE-APRIL-2024.h31892617.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/a17d99e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/ec642303.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed - Newly Remodeled](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/22aa8bd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/b83c4cbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coco Plum Inn [](https://www.expedia.ca/Key-West-Hotels-Coco-Plum-Inn.h2231933.Hotel-Information) Old Town Key West 9.6/10 Exceptional (476 reviews) "The Coco Plum Inn is a wonderful place to stay. Staff is fantastic and the location is perfect. We will definitely come back and stay at the Coco Plum Inn." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brent CA $492 CA $553 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Key-West-Hotels-Coco-Plum-Inn.h2231933.Hotel-Information) ![Beach towels](https://images.trvl-media.com/lodging/21000000/20490000/20480400/20480361/b91a3fab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/21000000/20490000/20480400/20480361/w1920h1439x0y1-2c95d321.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/21000000/20490000/20480400/20480361/0a4b8784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/21000000/20490000/20480400/20480361/5217059a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "LA DOLCE VITA", OLD TOWN! STEPS TO DUVAL! 3 BLOCKS TO SOUTH BEACH! SLEEPS 2-4! [](https://www.expedia.ca/Key-West-Hotels-LA-DOLCE-VITA.h20480361.Hotel-Information) Old Town Key West 9.6/10 Exceptional (146 reviews) "Great location and perfect for a 1 or 2 night stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles G. CA $349 CA $747 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Key-West-Hotels-LA-DOLCE-VITA.h20480361.Hotel-Information) ![Beach nearby, white sand, beach cabanas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/300/217/97893d3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/1000000/10000/300/217/deea5dca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/300/217/cd48d5e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/10000/300/217/e8c5a6d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amsterdam's Curry Mansion Inn [](https://www.expedia.ca/Key-West-Hotels-Amsterdams-Curry-Mansion-Inn.h217.Hotel-Information) Key West Historic District 8.4/10 Very good (1,005 reviews) "Location was great ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) pamela CA $409 CA $599 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Key-West-Hotels-Amsterdams-Curry-Mansion-Inn.h217.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=2026-02-07&endDate=2026-02-08®ionId=1187&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Key West Hotel Reviews ![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg) ### Winslow's Bungalows - Key West Historic Inns 10/10 Excellent "The employees are very friendly and helpful. The rooms are spotlessly clean and each room seems unique. This is a number of historical buildings all tied together with amazing tropical plantings. Our room which was on the second floor was very quiet. There are no elevators so if that is a problem, there are many first floor rooms. It is right in the Historic District and within walking distance of the waterfront and almost anything you want to visit. " [](https://expedia.ca/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information) ![Hyatt Vacation Club at Beach House, Key West](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/fc0a2a7e_y.jpg) ### Hyatt Vacation Club at Beach House, Key West 10/10 Excellent "Very nice property. We will definitely stay here again." [](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.Hotel-Information) ![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e_y.jpg) ### Hyatt Vacation Club at Windward Pointe, Key West 10/10 Excellent "We took advantage of the laundry facilities in the room" [](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information) ![DoubleTree Resort by Hilton Grand Key - Key West](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/cefb5fc2_y.jpg) ### DoubleTree Resort by Hilton Grand Key - Key West 10/10 Excellent "Staff was excellent. Very clean, updated appearance. Overall great experience." [](https://expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) ![Parrot Key Hotel & Villas](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/67735d0c_y.jpg) ### Parrot Key Hotel & Villas 10/10 Excellent "Grreat Facility and Staff !" [](https://expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg) ### Oceans Edge Key West Resort, Hotel & Marina 10/10 Excellent "The room was very clean and nicely located. The staff was very friendly and accomodating." [](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg) ### Blue Flamingo Resort Key West 10/10 Excellent "Great " [](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "Room was very clean with great amenities. Staff was very friendly and helpful. " [](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg) ### Southernmost Beach Resort and Guesthouses 10/10 Excellent "The right location at the right price. They sent texts to update you on activities on-site." [](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ## Frequently asked questions ### What can I expect on my historical trip to Key West? ### What's the best hotel in Key West to learn about local history? ### How many historical hotels will I find in Key West? ### What are the top historical sites and other places in Key West? ### What is a historic hotel like in Key West? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Key West have modern facilities? ## Explore a world of travel with Expedia - Lodging - Packages - More ways to book - [Cheap Hotels in Bahia Honda Key ](https://www.expedia.ca/Bahia-Honda-Key-Hotels-Cheap-Hotels.0-0-d553248635083902001-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Bahia Honda Key ](https://www.expedia.ca/Bahia-Honda-Key-Hotels-Luxury-Hotel.0-0-d553248635083902001-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Downtown Key West ](https://www.expedia.ca/Downtown-Key-West-Key-West-Hotels-Adults-Only-Resorts.0-n553248635976470405-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - 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