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 · $117/night

June 2026

Sun

Mon

Tue

Wed

Thu

Fri

Sat

1$803 2$808 3$841 4$874 5$896 6$727 7$688 8$728 9$782 10$783 11$781 12$775 13$769 14$750 15$805 16$832 17$843 18$860 19$873 20$823 21$713 22$799 23$846 24$839 25$845 26$824 27$748 28Low$625 29$827 30$965

Cheapest dayCheaperMidPriciest

Hotels for Sat, Nov 28

Sort

Hilton Garden Inn Key West / The Keys Collection
3.7Pleasant · 2,607 reviews
$906
$181/night · 5n
Book
Parrot Key Hotel & Villas
4.3Pleasant · 2,411 reviews
$1,049
$210/night · 5n
Book
Southwinds Motel
4.2Pleasant · 1,068 reviews
$1,061
$212/night · 5n
Book
Heron House Court
4.4Pleasant · 366 reviews
$1,098
$220/night · 5n
Book
Havana Cabana
4.2Pleasant · 2,918 reviews
$1,119
$224/night · 5n
Book
The Southernmost Inn
3.8Pleasant · 839 reviews
$1,132
$226/night · 5n
Book
Margaritaville Beach House Key West
4.1Pleasant · 2,420 reviews
$1,151
$230/night · 5n
Book
Eden House Key West
4.5Pleasant · 629 reviews
$1,158
$232/night · 5n
Book
DoubleTree Resort by Hilton Hotel Grand Key - Key West
4.0Pleasant · 2,822 reviews
$1,165
$233/night · 5n
Book
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
4.1Pleasant · 1,983 reviews
$1,212
$242/night · 5n
Book
NYAH Key West
3.9Pleasant · 1,502 reviews
$1,218
$244/night · 5n
Book
The Perry Hotel & Marina Key West
4.5Pleasant · 1,642 reviews
$1,251
$250/night · 5n
Book
Seashell Motel
3.7Pleasant · 814 reviews
$1,296
$259/night · 5n
Book
Casablanca Hotel Key West
4.6Pleasant · 361 reviews
$1,303
$261/night · 5n
Book
Southernmost Beach Resort & Guesthouses
4.1Pleasant · 4,074 reviews
$1,325
$265/night · 5n
Book
Beachside Resort & Residences
4.3Pleasant · 3,584 reviews
$1,370
$274/night · 5n
Book
Ibis Bay Beach Resort
4.0Pleasant · 4,340 reviews
$1,378
$276/night · 5n
Book
The Capitana Key West
4.6Pleasant · 1,082 reviews
$1,454
$291/night · 5n
Book
Simonton Court Hotel Key West
4.8Pleasant · 540 reviews
$1,672
$334/night · 5n
Book
The Reach Key West, Curio Collection by Hilton
3.9Pleasant · 1,173 reviews
$1,831
$366/night · 5n
Book
Courtyard by Marriott Key West Waterfront
4.2Pleasant · 1,443 reviews
$2,075
$415/night · 5n
Book
Opal Key Resort & Marina
4.5Pleasant · 4,829 reviews
$2,105
$421/night · 5n
Book
The Saint Hotel Key West, Autograph Collection, Adult Only
4.5Pleasant · 663 reviews
$2,244
$449/night · 5n
Book
Hyatt Centric Key West Resort & Spa
4.4Pleasant · 1,869 reviews
$2,371
$474/night · 5n
Book
Casa Marina Key West, Curio Collection by Hilton
3.7Pleasant · 4,469 reviews
$2,393
$479/night · 5n
Book
Ocean Key Resort & Spa
4.6Pleasant · 2,399 reviews
$2,700
$540/night · 5n
Book
Lighthouse Hotel - Key West Historic Inns
4.4Pleasant · 780 reviews
$2,909
$582/night · 5n
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