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 · $116/night

June 2026

Sun

Mon

Tue

Wed

Thu

Fri

Sat

1$820 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$834 21$708 22$788 23$846 24$839 25$848 26$833 27$766 28Low$625 29$827 30$971

Cheapest dayCheaperMidPriciest

Hotels for Sun, Feb 14

Sort

Southwinds Motel
4.2Pleasant · 1,068 reviews
$1,692
$338/night · 5n
Book
Heron House Court
4.4Pleasant · 366 reviews
$1,728
$346/night · 5n
Book
Hilton Garden Inn Key West / The Keys Collection
3.7Pleasant · 2,607 reviews
$1,823
$365/night · 5n
Book
The Southernmost Inn
3.8Pleasant · 839 reviews
$1,877
$375/night · 5n
Book
Casablanca Hotel Key West
4.6Pleasant · 361 reviews
$1,885
$377/night · 5n
Book
Authors Guesthouse Key West
4.3Pleasant · 352 reviews
$1,895
$379/night · 5n
Book
Parrot Key Hotel & Villas
4.3Pleasant · 2,411 reviews
$1,906
$381/night · 5n
Book
Havana Cabana
4.2Pleasant · 2,918 reviews
$1,990
$398/night · 5n
Book
NYAH Key West
3.9Pleasant · 1,502 reviews
$2,029
$406/night · 5n
Book
The Perry Hotel & Marina Key West
4.5Pleasant · 1,642 reviews
$2,212
$442/night · 5n
Book
Ibis Bay Beach Resort
4.0Pleasant · 4,340 reviews
$2,215
$443/night · 5n
Book
Simonton Court Hotel Key West
4.8Pleasant · 540 reviews
$2,244
$449/night · 5n
Book
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
4.1Pleasant · 1,983 reviews
$2,372
$474/night · 5n
Book
DoubleTree Resort by Hilton Hotel Grand Key - Key West
4.0Pleasant · 2,822 reviews
$2,376
$475/night · 5n
Book
Eden House Key West
4.5Pleasant · 629 reviews
$2,468
$494/night · 5n
Book
Seashell Motel
3.7Pleasant · 814 reviews
$2,567
$513/night · 5n
Book
Hampton Inn Key West
4.3Pleasant · 1,367 reviews
$2,582
$516/night · 5n
Book
Margaritaville Beach House Key West
4.1Pleasant · 2,420 reviews
$2,784
$557/night · 5n
Book
Southernmost Beach Resort & Guesthouses
4.1Pleasant · 4,074 reviews
$3,466
$693/night · 5n
Book
Lighthouse Hotel - Key West Historic Inns
4.4Pleasant · 780 reviews
$3,532
$706/night · 5n
Book
The Capitana Key West
4.6Pleasant · 1,082 reviews
$3,610
$722/night · 5n
Book
The Reach Key West, Curio Collection by Hilton
3.9Pleasant · 1,173 reviews
$3,884
$777/night · 5n
Book
Hyatt Centric Key West Resort & Spa
4.4Pleasant · 1,869 reviews
$4,453
$891/night · 5n
Book
Beachside Resort & Residences
4.3Pleasant · 3,584 reviews
$4,454
$891/night · 5n
Book
Casa Marina Key West, Curio Collection by Hilton
3.7Pleasant · 4,470 reviews
$4,600
$920/night · 5n
Book
Ocean Key Resort & Spa
4.6Pleasant · 2,399 reviews
$4,876
$975/night · 5n
Book
Opal Key Resort & Marina
4.5Pleasant · 4,830 reviews
$5,170
$1,034/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