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 Fri, Oct 30

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Southwinds Motel
4.2Pleasant · 1,068 reviews
$1,097
$219/night · 5n
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Parrot Key Hotel & Villas
4.3Pleasant · 2,411 reviews
$1,105
$221/night · 5n
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Authors Guesthouse Key West
4.3Pleasant · 352 reviews
$1,155
$231/night · 5n
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Hilton Garden Inn Key West / The Keys Collection
3.7Pleasant · 2,607 reviews
$1,169
$234/night · 5n
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Hampton Inn Key West
4.3Pleasant · 1,367 reviews
$1,195
$239/night · 5n
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Fairfield by Marriott Inn & Suites Key West at The Keys Collection
4.1Pleasant · 1,983 reviews
$1,200
$240/night · 5n
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Havana Cabana
4.2Pleasant · 2,918 reviews
$1,219
$244/night · 5n
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Casablanca Hotel Key West
4.6Pleasant · 361 reviews
$1,248
$250/night · 5n
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The Southernmost Inn
3.8Pleasant · 839 reviews
$1,268
$254/night · 5n
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DoubleTree Resort by Hilton Hotel Grand Key - Key West
4.0Pleasant · 2,822 reviews
$1,302
$260/night · 5n
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Beachside Resort & Residences
4.3Pleasant · 3,584 reviews
$1,303
$261/night · 5n
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Margaritaville Beach House Key West
4.1Pleasant · 2,420 reviews
$1,385
$277/night · 5n
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NYAH Key West
3.9Pleasant · 1,502 reviews
$1,424
$285/night · 5n
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Seashell Motel
3.7Pleasant · 814 reviews
$1,493
$299/night · 5n
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Southernmost Beach Resort & Guesthouses
4.1Pleasant · 4,074 reviews
$1,497
$299/night · 5n
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The Perry Hotel & Marina Key West
4.5Pleasant · 1,642 reviews
$1,553
$311/night · 5n
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Lighthouse Hotel - Key West Historic Inns
4.4Pleasant · 780 reviews
$1,679
$336/night · 5n
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Eden House Key West
4.5Pleasant · 629 reviews
$1,711
$342/night · 5n
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Ibis Bay Beach Resort
4.0Pleasant · 4,340 reviews
$1,782
$356/night · 5n
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The Reach Key West, Curio Collection by Hilton
3.9Pleasant · 1,173 reviews
$1,819
$364/night · 5n
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Simonton Court Hotel Key West
4.8Pleasant · 540 reviews
$2,054
$411/night · 5n
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The Capitana Key West
4.6Pleasant · 1,082 reviews
$2,140
$428/night · 5n
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Casa Marina Key West, Curio Collection by Hilton
3.7Pleasant · 4,470 reviews
$2,202
$440/night · 5n
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Courtyard by Marriott Key West Waterfront
4.2Pleasant · 1,443 reviews
$2,312
$462/night · 5n
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Hyatt Centric Key West Resort & Spa
4.4Pleasant · 1,869 reviews
$2,373
$475/night · 5n
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Ocean Key Resort & Spa
4.6Pleasant · 2,399 reviews
$2,515
$503/night · 5n
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Opal Key Resort & Marina
4.5Pleasant · 4,830 reviews
$2,715
$543/night · 5n
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