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

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Fri

Sat

1Low$236 2$236 3$247 4$339 5$437 6$313 7$259 8$259 9$258 10$268 11$314 12$325 13$314 14$259 15$267 16$267 17$300 18$350 19$378 20$345 21$267 22$287 23$286 24$293 25$331 26$363 27$329 28$250 29$250 30$250

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Hotels for Fri, Jan 15

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Southwinds Motel
4.2Pleasant · 1,068 reviews
$684
$342/night · 2n
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Authors Guesthouse Key West
4.3Pleasant · 352 reviews
$698
$349/night · 2n
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NYAH Key West
3.9Pleasant · 1,502 reviews
$731
$366/night · 2n
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Parrot Key Hotel & Villas
4.3Pleasant · 2,411 reviews
$765
$383/night · 2n
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Seashell Motel
3.7Pleasant · 814 reviews
$781
$391/night · 2n
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The Southernmost Inn
3.8Pleasant · 839 reviews
$783
$392/night · 2n
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Havana Cabana
4.2Pleasant · 2,918 reviews
$885
$443/night · 2n
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Ibis Bay Beach Resort
4.0Pleasant · 4,340 reviews
$912
$456/night · 2n
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Hilton Garden Inn Key West / The Keys Collection
3.7Pleasant · 2,607 reviews
$925
$463/night · 2n
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Fairfield by Marriott Inn & Suites Key West at The Keys Collection
4.1Pleasant · 1,983 reviews
$949
$475/night · 2n
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Eden House Key West
4.5Pleasant · 629 reviews
$984
$492/night · 2n
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The Perry Hotel & Marina Key West
4.5Pleasant · 1,642 reviews
$1,024
$512/night · 2n
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DoubleTree Resort by Hilton Hotel Grand Key - Key West
4.0Pleasant · 2,822 reviews
$1,041
$521/night · 2n
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Simonton Court Hotel Key West
4.8Pleasant · 540 reviews
$1,072
$536/night · 2n
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Casablanca Hotel Key West
4.6Pleasant · 361 reviews
$1,090
$545/night · 2n
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Courtyard by Marriott Key West Waterfront
4.2Pleasant · 1,443 reviews
$1,095
$548/night · 2n
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Southernmost Beach Resort & Guesthouses
4.1Pleasant · 4,074 reviews
$1,124
$562/night · 2n
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Beachside Resort & Residences
4.3Pleasant · 3,584 reviews
$1,198
$599/night · 2n
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Hampton Inn Key West
4.3Pleasant · 1,367 reviews
$1,242
$621/night · 2n
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The Capitana Key West
4.6Pleasant · 1,082 reviews
$1,264
$632/night · 2n
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Margaritaville Beach House Key West
4.1Pleasant · 2,420 reviews
$1,353
$677/night · 2n
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Ocean Key Resort & Spa
4.6Pleasant · 2,399 reviews
$1,456
$728/night · 2n
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Lighthouse Hotel - Key West Historic Inns
4.4Pleasant · 780 reviews
$1,662
$831/night · 2n
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The Reach Key West, Curio Collection by Hilton
3.9Pleasant · 1,173 reviews
$1,701
$851/night · 2n
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Hyatt Centric Key West Resort & Spa
4.4Pleasant · 1,869 reviews
$1,848
$924/night · 2n
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Opal Key Resort & Marina
4.5Pleasant · 4,830 reviews
$1,863
$932/night · 2n
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Casa Marina Key West, Curio Collection by Hilton
3.7Pleasant · 4,470 reviews
$2,540
$1,270/night · 2n
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