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 Tue, Feb 16

Sort

Southwinds Motel
4.2Pleasant · 1,068 reviews
$668
$334/night · 2n
Book
Casablanca Hotel Key West
4.6Pleasant · 361 reviews
$690
$345/night · 2n
Book
Heron House Court
4.4Pleasant · 366 reviews
$692
$346/night · 2n
Book
The Perry Hotel & Marina Key West
4.5Pleasant · 1,642 reviews
$721
$361/night · 2n
Book
The Southernmost Inn
3.8Pleasant · 839 reviews
$730
$365/night · 2n
Book
Parrot Key Hotel & Villas
4.3Pleasant · 2,411 reviews
$740
$370/night · 2n
Book
Hilton Garden Inn Key West / The Keys Collection
3.7Pleasant · 2,607 reviews
$744
$372/night · 2n
Book
Authors Guesthouse Key West
4.3Pleasant · 352 reviews
$758
$379/night · 2n
Book
Havana Cabana
4.2Pleasant · 2,918 reviews
$792
$396/night · 2n
Book
NYAH Key West
3.9Pleasant · 1,502 reviews
$810
$405/night · 2n
Book
Ibis Bay Beach Resort
4.0Pleasant · 4,340 reviews
$886
$443/night · 2n
Book
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
4.1Pleasant · 1,983 reviews
$900
$450/night · 2n
Book
Simonton Court Hotel Key West
4.8Pleasant · 540 reviews
$934
$467/night · 2n
Book
DoubleTree Resort by Hilton Hotel Grand Key - Key West
4.0Pleasant · 2,822 reviews
$938
$469/night · 2n
Book
Eden House Key West
4.5Pleasant · 629 reviews
$988
$494/night · 2n
Book
Seashell Motel
3.7Pleasant · 814 reviews
$1,008
$504/night · 2n
Book
Hampton Inn Key West
4.3Pleasant · 1,367 reviews
$1,039
$520/night · 2n
Book
Margaritaville Beach House Key West
4.1Pleasant · 2,420 reviews
$1,057
$529/night · 2n
Book
Pier House Resort & Spa
4.4Pleasant · 1,920 reviews
$1,205
$603/night · 2n
Book
Lighthouse Hotel - Key West Historic Inns
4.4Pleasant · 780 reviews
$1,376
$688/night · 2n
Book
The Capitana Key West
4.6Pleasant · 1,082 reviews
$1,388
$694/night · 2n
Book
The Reach Key West, Curio Collection by Hilton
3.9Pleasant · 1,173 reviews
$1,560
$780/night · 2n
Book
Southernmost Beach Resort & Guesthouses
4.1Pleasant · 4,074 reviews
$1,560
$780/night · 2n
Book
Beachside Resort & Residences
4.3Pleasant · 3,584 reviews
$1,564
$782/night · 2n
Book
Casa Marina Key West, Curio Collection by Hilton
3.7Pleasant · 4,470 reviews
$1,661
$831/night · 2n
Book
Hyatt Centric Key West Resort & Spa
4.4Pleasant · 1,869 reviews
$1,669
$835/night · 2n
Book
Ocean Key Resort & Spa
4.6Pleasant · 2,399 reviews
$1,830
$915/night · 2n
Book
Opal Key Resort & Marina
4.5Pleasant · 4,830 reviews
$2,068
$1,034/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