Cheapest dates for Any class hotels in Key West

Stay flexible and book the dip. Greener days are cheaper, so tap a day to see hotels.

Cheapest stays in the next 3 months

from Tue, Aug 25 · $115/night

June 2026

Sun

Mon

Tue

Wed

Thu

Fri

Sat

1Low$236 2$236 3$247 4$339 5$437 6$313 7$259 8$259 9$258 10$268 11$314 12$325 13$314 14$259 15$267 16$267 17$300 18$350 19$378 20$345 21$267 22$281 23$282 24$294 25$331 26$363 27$347 28$250 29$250 30$250

Cheapest dayCheaperMidPriciest

Hotels for Sat, Jan 2

Sort

Heron House Court
4.4Pleasant · 366 reviews
$465
$233/night · 2n
Book
Southwinds Motel
4.2Pleasant · 1,068 reviews
$557
$279/night · 2n
Book
Havana Cabana
4.2Pleasant · 2,918 reviews
$664
$332/night · 2n
Book
The Perry Hotel & Marina Key West
4.5Pleasant · 1,642 reviews
$732
$366/night · 2n
Book
Parrot Key Hotel & Villas
4.3Pleasant · 2,411 reviews
$825
$413/night · 2n
Book
The Southernmost Inn
3.8Pleasant · 839 reviews
$859
$430/night · 2n
Book
Margaritaville Beach House Key West
4.1Pleasant · 2,420 reviews
$889
$445/night · 2n
Book
Seashell Motel
3.7Pleasant · 814 reviews
$908
$454/night · 2n
Book
Ibis Bay Beach Resort
4.0Pleasant · 4,340 reviews
$922
$461/night · 2n
Book
DoubleTree Resort by Hilton Hotel Grand Key - Key West
4.0Pleasant · 2,822 reviews
$926
$463/night · 2n
Book
Hilton Garden Inn Key West / The Keys Collection
3.7Pleasant · 2,607 reviews
$926
$463/night · 2n
Book
Simonton Court Hotel Key West
4.8Pleasant · 540 reviews
$974
$487/night · 2n
Book
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
4.1Pleasant · 1,983 reviews
$1,012
$506/night · 2n
Book
Hampton Inn Key West
4.3Pleasant · 1,367 reviews
$1,057
$529/night · 2n
Book
NYAH Key West
3.9Pleasant · 1,502 reviews
$1,076
$538/night · 2n
Book
Southernmost Beach Resort & Guesthouses
4.1Pleasant · 4,074 reviews
$1,111
$556/night · 2n
Book
Casablanca Hotel Key West
4.6Pleasant · 361 reviews
$1,130
$565/night · 2n
Book
Courtyard by Marriott Key West Waterfront
4.2Pleasant · 1,443 reviews
$1,163
$582/night · 2n
Book
Eden House Key West
4.5Pleasant · 629 reviews
$1,195
$598/night · 2n
Book
The Capitana Key West
4.6Pleasant · 1,082 reviews
$1,218
$609/night · 2n
Book
The Reach Key West, Curio Collection by Hilton
3.9Pleasant · 1,173 reviews
$1,335
$668/night · 2n
Book
Opal Key Resort & Marina
4.5Pleasant · 4,830 reviews
$1,473
$737/night · 2n
Book
Hyatt Centric Key West Resort & Spa
4.4Pleasant · 1,869 reviews
$1,603
$802/night · 2n
Book
Beachside Resort & Residences
4.3Pleasant · 3,584 reviews
$1,613
$807/night · 2n
Book
Ocean Key Resort & Spa
4.6Pleasant · 2,399 reviews
$1,639
$820/night · 2n
Book
Lighthouse Hotel - Key West Historic Inns
4.4Pleasant · 780 reviews
$1,896
$948/night · 2n
Book
Casa Marina Key West, Curio Collection by Hilton
3.7Pleasant · 4,470 reviews
$1,909
$955/night · 2n
Book

More for Key West

Best time to visit Key West Luxury in Key West 5-star in Key West Cheap in Key West Beachfront in Key West Spa in Key West Pet-friendly in Key West