Condé Nast TravelerSep 14
13 Best Hotels in Key West, From Historic Inns to Private Islands
Sleek resorts, historic cottages, and hidden keys that make this so much more than a party town.
Oldest operating hotel, opened in 1924.
25 things in this story
- Southernmost Beach ResortHotelResort encompassing eight pastel-blue low-rises.
- Ella's CottagesHotelHistoric inn with 22 rooms, part of Key West Historic Inns.
- La ConchaHotelLandmark hotel on Duval Street, part of Autograph Collection.
- Tropicado Mojito BarRestaurantDiscover dining at La Concha Key West, Autograph Collection that will leave a lasting impression.
- PerlaRestaurantDiscover dining at La Concha Key West, Autograph Collection that will leave a lasting impression.
- Ocean KeyHotelFavorite with redesigned lobby, bar, and lounge.
- Sunset PierRestaurantWooden pier bar with 360-degree water views.
- Sweet BirdRestaurantNew lobby bar at Ocean Key.
- Marina View LoungeRestaurantLounge with panoramic harbor views at Ocean Key.
- Hot Tin RoofRestaurantRestaurant with Key West cuisine and sunset views.
- Casa MarinaNeighborhoodGrande dame hotel with 1,100 feet of private beach.
- DoradaRestaurantBeachfront dining at Casa Marina.
- Hyatt Centric Key West Resort & SpaHotelWaterfront resort on the Gulf of Mexico.
- Four FlamingosRestaurantOrlando chef's outpost with swordfish chop.
- Winslow’s BungalowsHotelHistoric inn with 85 units, largest of Key West Historic Inns.
- Island HouseHotelAdults-only, clothing-optional resort for gay men.
- Island Mates ManorHotelLuxury villas for month-long rentals.
- Eden HouseHotelOldest operating hotel, opened in 1924.
- AzurRestaurantOn-site restaurant with New American and Italian influences.
- Pineapple PoolSightPool with daily live music at Southernmost Beach Resort.
- Pier House Resort & SpaHotelHaven for the creative set with dockside suites.
- Chart Room BarRestaurantBar famed for strong cocktails and Jimmy Buffett lore.
- Sunset Key CottagesHotelPrivate island resort with 40 pastel cottages.
- LatitudesRestaurantRestaurant with front-row seats to the water.
- El Dom Cuban CaféRestaurant