When is the best time to visit Key West?
The cheapest time to visit Key West is whenever hotels dip. Prices swing with weekends, events, and season, so the same hotel can cost far less a few days either way. Here is a live calendar of the cheapest dates to stay, plus the cheapest stretch for your trip.
Cheapest stays in the next 3 months
Hotels for Mon, Jun 1
NYAH Key West
3.9Pleasant · 1,502 reviewsBook$112$112/night · 1nAuthors Guesthouse Key West
4.3Pleasant · 352 reviewsBook$118$118/night · 1nSimonton Court Hotel Key West
4.8Pleasant · 540 reviewsBook$136$136/night · 1nHeron House Court
4.4Pleasant · 366 reviewsBook$137$137/night · 1nIbis Bay Beach Resort
4.0Pleasant · 4,340 reviewsBook$139$139/night · 1nSouthwinds Motel
4.2Pleasant · 1,068 reviewsBook$165$165/night · 1nEden House Key West
4.5Pleasant · 629 reviewsBook$167$167/night · 1nParrot Key Hotel & Villas
4.3Pleasant · 2,411 reviewsBook$183$183/night · 1nPegasus International Hotel
3.8Pleasant · 474 reviewsBook$190$190/night · 1nThe Saint Hotel Key West, Autograph Collection, Adult Only
4.5Pleasant · 663 reviewsBook$194$194/night · 1nLighthouse Hotel - Key West Historic Inns
4.4Pleasant · 780 reviewsBook$197$197/night · 1nBeachside Resort & Residences
4.3Pleasant · 3,584 reviewsBook$198$198/night · 1nHavana Cabana
4.2Pleasant · 2,918 reviewsBook$200$200/night · 1nHampton Inn Key West
4.3Pleasant · 1,367 reviewsBook$203$203/night · 1nMargaritaville Beach House Key West
4.1Pleasant · 2,420 reviewsBook$235$235/night · 1nPier House Resort & Spa
4.4Pleasant · 1,920 reviewsBook$243$243/night · 1nSouthernmost Beach Resort & Guesthouses
4.1Pleasant · 4,074 reviewsBook$258$258/night · 1n