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The best hotels in Key West Days Inn Key West Double room / night from $109 The Inn at Key West Double room / night from $123 Casa Marina, A Waldorf Astoria Resort Double room / night from $206 Doubletree Grand Key Resort Double room / night from $143 BEST WESTERN Key Ambassador Resort Inn Double room / night from $137 Sheraton Suites Key West Double room / night from $207 The Reach A Waldorf Astoria Resort Double room / night from $193 BEST WESTERN PLUS Hibiscus Motel Double room / night from $134 Ocean Key Resort & Spa Double room / night from $219 Pier House Resort Caribbean Key West Double room / night from $277 Hyatt Key West Resort and Spa Double room / night from $281 Crowne Plaza Key West La Concha Double room / night from $197 Sunrise Suites Resort Double room / night from $257 Heron House Court Double room / night from $178 Heron House Double room / night from $173