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, Feb 8

Sort

Parrot Key Hotel & Villas
4.3Pleasant · 2,411 reviews
$838
$279/night · 3n
Book
Southwinds Motel
4.2Pleasant · 1,068 reviews
$944
$315/night · 3n
Book
Hilton Garden Inn Key West / The Keys Collection
3.7Pleasant · 2,607 reviews
$983
$328/night · 3n
Book
Havana Cabana
4.2Pleasant · 2,918 reviews
$987
$329/night · 3n
Book
The Southernmost Inn
3.8Pleasant · 839 reviews
$1,095
$365/night · 3n
Book
Casablanca Hotel Key West
4.6Pleasant · 361 reviews
$1,107
$369/night · 3n
Book
Heron House Court
4.4Pleasant · 366 reviews
$1,112
$371/night · 3n
Book
NYAH Key West
3.9Pleasant · 1,502 reviews
$1,114
$371/night · 3n
Book
Authors Guesthouse Key West
4.3Pleasant · 352 reviews
$1,137
$379/night · 3n
Book
Simonton Court Hotel Key West
4.8Pleasant · 540 reviews
$1,204
$401/night · 3n
Book
The Perry Hotel & Marina Key West
4.5Pleasant · 1,642 reviews
$1,213
$404/night · 3n
Book
DoubleTree Resort by Hilton Hotel Grand Key - Key West
4.0Pleasant · 2,822 reviews
$1,234
$411/night · 3n
Book
Seashell Motel
3.7Pleasant · 814 reviews
$1,301
$434/night · 3n
Book
Ibis Bay Beach Resort
4.0Pleasant · 4,340 reviews
$1,329
$443/night · 3n
Book
Hampton Inn Key West
4.3Pleasant · 1,367 reviews
$1,401
$467/night · 3n
Book
Margaritaville Beach House Key West
4.1Pleasant · 2,420 reviews
$1,404
$468/night · 3n
Book
The Capitana Key West
4.6Pleasant · 1,082 reviews
$1,437
$479/night · 3n
Book
Eden House Key West
4.5Pleasant · 629 reviews
$1,443
$481/night · 3n
Book
Southernmost Beach Resort & Guesthouses
4.1Pleasant · 4,074 reviews
$1,548
$516/night · 3n
Book
Beachside Resort & Residences
4.3Pleasant · 3,584 reviews
$1,667
$556/night · 3n
Book
Pier House Resort & Spa
4.4Pleasant · 1,920 reviews
$1,898
$633/night · 3n
Book
The Reach Key West, Curio Collection by Hilton
3.9Pleasant · 1,173 reviews
$1,951
$650/night · 3n
Book
Casa Marina Key West, Curio Collection by Hilton
3.7Pleasant · 4,470 reviews
$2,060
$687/night · 3n
Book
Lighthouse Hotel - Key West Historic Inns
4.4Pleasant · 780 reviews
$2,064
$688/night · 3n
Book
Hyatt Centric Key West Resort & Spa
4.4Pleasant · 1,869 reviews
$2,261
$754/night · 3n
Book
Opal Key Resort & Marina
4.5Pleasant · 4,830 reviews
$2,477
$826/night · 3n
Book
Ocean Key Resort & Spa
4.6Pleasant · 2,399 reviews
$2,823
$941/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