Title: Book the Best Key West Historic District Hotels with Early Check-in in 2026 from CA $307 | Expedia.ca [Key West Historic District Travel Guide](https://expedia.ca/Key-West-Key-West-Historic-District.dx6281809)[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 Historic District Car Rentals](https://expedia.ca/Car-Rentals-In-Key-West-Historic-District.d6281809.Car-Rental-Guide)[Key West Historic District Vacations](https://expedia.ca/Key-West-Historic-District.d6281809.Destination-Travel-Guides) ![Audubon House and Tropical Gardens featuring a house](https://images.trvl-media.com/place/6068599/e22dc889-0174-435e-9d9b-302d362fd045.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Early Check-in in Key West Historic District, FL from CA $307 - ![](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 District Hotels with Early Check-in Tonight [Dec 20 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6281809&startDate=2025-12-20&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 21 - Dec 22](https://www.expedia.ca/Hotel-Search?regionId=6281809&startDate=2025-12-21&endDate=2025-12-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6281809&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6281809&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Key West Historic District hotels with express check-in ![Property grounds](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/9ce49b35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/d8706fe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/1fc21e10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/9013d891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Duval House [](https://www.expedia.ca/Key-West-Hotels-Duval-House.h900423.Hotel-Information) Old Town Key West 9.4/10 Exceptional (1001) "I loved this place the location was absolutely perfect " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frank CA $247 CA $307 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Key-West-Hotels-Duval-House.h900423.Hotel-Information) ![King Suite #1, Full Kitchen, Ground Floor, Pool View, Private Bathroom | Room amenity](https://images.trvl-media.com/lodging/1000000/980000/975000/974964/a2126c40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Queen Suite #8, Full Kitchen, Ground Floor, Pool View, Private Bathroom](https://images.trvl-media.com/lodging/1000000/980000/975000/974964/50837d23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Queen Suite #6, Full Kitchen, Ground Floor, Pool View, Private Bathroom | Room amenity](https://images.trvl-media.com/lodging/1000000/980000/975000/974964/23dd109e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room](https://images.trvl-media.com/lodging/1000000/980000/975000/974964/17ceacd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Alexander Palms Court [](https://www.expedia.ca/Key-West-Hotels-Alexander-Palms-Court.h974964.Hotel-Information) Old Town Key West 9.2/10 Wonderful (1001) "Excellent stay, beautiful property" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ivan CA $470 CA $529 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Key-West-Hotels-Alexander-Palms-Court.h974964.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154002/d5932f21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154002/b69fa79e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room | Property entrance](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154002/d2f1234b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cozy King ](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154002/998684c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Garden House [](https://www.expedia.ca/Key-West-Hotels-The-Garden-House.h1154002.Hotel-Information) Key West Historic District 9.2/10 Wonderful (668) "It a small convenient location and walkable to great areas. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Manuel CA $247 CA $308 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Key-West-Hotels-The-Garden-House.h1154002.Hotel-Information) ![Private beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Dockside) | Living room](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/053d9529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Oceanfront](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/f58d1ec4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/d58c67cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pier House Resort & Spa [](https://www.expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information) Key West Historic District 9.0/10 Wonderful (1007) "Lovely hotel, great room and ideal location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donald CA $463 CA $611 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/97000000/96390000/96387000/96386935/8f5a3ddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96390000/96387000/96386935/36bb9144.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Jost Van Dyke](https://images.trvl-media.com/lodging/97000000/96390000/96387000/96386935/6cbbdde2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96390000/96387000/96386935/4c72d608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Caribbean House [](https://www.expedia.ca/Key-West-Hotels-Caribbean-House.h96386935.Hotel-Information) Old Town Key West 9.2/10 Wonderful (287) "Very nice and would stay again. It was close to a few of our favorite restaurants " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leonard Frisch CA $305 CA $377 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Key-West-Hotels-Caribbean-House.h96386935.Hotel-Information) ![Studio Suite | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1710000/1709300/1709243/6df6fc13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite | Living area](https://images.trvl-media.com/lodging/2000000/1710000/1709300/1709243/7143a78a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Loft | Living area](https://images.trvl-media.com/lodging/2000000/1710000/1709300/1709243/2227d69d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1710000/1709300/1709243/3b5db670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eden House [](https://www.expedia.ca/Key-West-Hotels-Eden-House.h1709243.Hotel-Information) Key West Historic District 9.0/10 Wonderful (1000) "Its a cozy place and very pleasant staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Juan Francisco Garcia CA $289 CA $365 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Key-West-Hotels-Eden-House.h1709243.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/20000000/19700000/19690200/19690128/427b9660.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pamplona](https://images.trvl-media.com/lodging/20000000/19700000/19690200/19690128/1b999107.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/20000000/19700000/19690200/19690128/4f0962a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Malaga | View from room](https://images.trvl-media.com/lodging/20000000/19700000/19690200/19690128/5c7fe792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Andrews Inn & Garden Cottages [](https://www.expedia.ca/Key-West-Hotels-Andrews-Inn-Garden-Cottages.h19690128.Hotel-Information) Old Town Key West 9.0/10 Wonderful (265) "Easy to access and a peaceful place. I’ll definitely come back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica CA $486 CA $591 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Key-West-Hotels-Andrews-Inn-Garden-Cottages.h19690128.Hotel-Information) ![Outdoor pool, open 7:00 AM to 11:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/cefb5fc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/ffbb5429.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/1000000/480000/470900/470834/af62b69d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/eb5a6871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree Resort by Hilton Grand Key - Key West [](https://www.expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) Key West 8.2/10 Very good (1002) "Nice property, comfortable stay - cookies and staff are great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $319 CA $406 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) ![Ocean View 3BR Condo with Rooftop Balcony | Balcony](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/a1e6ec60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/ce510800.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water view](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/e5a3b3c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/0ccc9844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachside Resort & Residences [](https://www.expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) Key West 8.6/10 Excellent (1803) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) james CA $319 CA $428 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.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=2026-01-03&endDate=2026-01-04®ionId=6281809&adults=2&property_amenities_group_explore=express_checkin&sort=RECOMMENDED&openPlayBack=true) ## Top Key West Historic District Hotel Reviews ![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg) ### Pier House Resort & Spa 10/10 Excellent "Clean room, great amenities, very nice staff and close by foot to restaurants and stores." [](https://expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information) ![La Concha Key West, Autograph Collection](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/aebf156d_y.jpg) ### La Concha Key West, Autograph Collection 10/10 Excellent "My husband and I enjoyed our stay at the hotel tremendously - everything was excellent! Location, cleanliness, pool, food, bedding, friendly staff, hotel decor, pleasant ambiance. Highly recommend this hotel to the guests who want to experience upscale services and hospitality of old Florida" [](https://expedia.ca/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - 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 Flamingo ](https://www.expedia.ca/Flamingo-Hotels-Adults-Only-Resorts.0-0-d553248635074842070-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Flamingo ](https://www.expedia.ca/Flamingo-Hotels-Beach-Hotel.0-0-d553248635074842070-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Flamingo ](https://www.expedia.ca/Flamingo-Hotels-Boutique-Hotel.0-0-d553248635074842070-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - 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