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 Sun, Aug 23 · $115/night

June 2026

Sun

Mon

Tue

Wed

Thu

Fri

Sat

1Low$354 2$365 3$459 4$568 5$590 6$430 7$401 8$397 9$397 10$469 11$485 12$468 13$467 14$401 15$392 16$454 17$498 18$530 19$543 20$510 21$414 22$416 23$441 24$490 25$522 26$521 27$484 28$375 29$375 30$375

Cheapest dayCheaperMidPriciest

Hotels for Mon, Apr 19

Sort

Havana Cabana
4.2Pleasant · 2,918 reviews
$794
$265/night · 3n
Book
Ibis Bay Beach Resort
4.0Pleasant · 4,340 reviews
$867
$289/night · 3n
Book
Hilton Garden Inn Key West / The Keys Collection
3.7Pleasant · 2,607 reviews
$868
$289/night · 3n
Book
The Perry Hotel & Marina Key West
4.5Pleasant · 1,642 reviews
$878
$293/night · 3n
Book
Margaritaville Beach House Key West
4.1Pleasant · 2,420 reviews
$890
$297/night · 3n
Book
Casablanca Hotel Key West
4.6Pleasant · 361 reviews
$975
$325/night · 3n
Book
Authors Guesthouse Key West
4.3Pleasant · 352 reviews
$987
$329/night · 3n
Book
Heron House Court
4.4Pleasant · 366 reviews
$1,042
$347/night · 3n
Book
Seashell Motel
3.7Pleasant · 814 reviews
$1,086
$362/night · 3n
Book
Beachside Resort & Residences
4.3Pleasant · 3,584 reviews
$1,113
$371/night · 3n
Book
DoubleTree Resort by Hilton Hotel Grand Key - Key West
4.0Pleasant · 2,822 reviews
$1,155
$385/night · 3n
Book
Pier House Resort & Spa
4.4Pleasant · 1,920 reviews
$1,158
$386/night · 3n
Book
Simonton Court Hotel Key West
4.8Pleasant · 540 reviews
$1,186
$395/night · 3n
Book
Eden House Key West
4.5Pleasant · 629 reviews
$1,212
$404/night · 3n
Book
The Saint Hotel Key West, Autograph Collection, Adult Only
4.5Pleasant · 663 reviews
$1,220
$407/night · 3n
Book
The Capitana Key West
4.6Pleasant · 1,082 reviews
$1,302
$434/night · 3n
Book
Courtyard by Marriott Key West Waterfront
4.2Pleasant · 1,443 reviews
$1,333
$444/night · 3n
Book
Southernmost Beach Resort & Guesthouses
4.1Pleasant · 4,074 reviews
$1,388
$463/night · 3n
Book
The Reach Key West, Curio Collection by Hilton
3.9Pleasant · 1,173 reviews
$1,425
$475/night · 3n
Book
Opal Key Resort & Marina
4.5Pleasant · 4,830 reviews
$1,602
$534/night · 3n
Book
Hyatt Centric Key West Resort & Spa
4.4Pleasant · 1,869 reviews
$1,666
$555/night · 3n
Book
Ocean Key Resort & Spa
4.6Pleasant · 2,399 reviews
$1,755
$585/night · 3n
Book
Casa Marina Key West, Curio Collection by Hilton
3.7Pleasant · 4,470 reviews
$1,784
$595/night · 3n
Book
Lighthouse Hotel - Key West Historic Inns
4.4Pleasant · 780 reviews
$2,067
$689/night · 3n
Book
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
4.1Pleasant · 1,983 reviews
$2,650
$883/night · 3n
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