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 Tue, Aug 25 · $115/night

June 2026

Sun

Mon

Tue

Wed

Thu

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$281 23$282 24$294 25$331 26$363 27$347 28$250 29$250 30$250

Cheapest dayCheaperMidPriciest

Hotels for Sun, Feb 14

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Southwinds Motel
4.2Pleasant · 1,068 reviews
$673
$337/night · 2n
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Heron House Court
4.4Pleasant · 366 reviews
$695
$348/night · 2n
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Hilton Garden Inn Key West / The Keys Collection
3.7Pleasant · 2,607 reviews
$701
$351/night · 2n
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The Southernmost Inn
3.8Pleasant · 839 reviews
$750
$375/night · 2n
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Authors Guesthouse Key West
4.3Pleasant · 352 reviews
$758
$379/night · 2n
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Parrot Key Hotel & Villas
4.3Pleasant · 2,411 reviews
$790
$395/night · 2n
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Havana Cabana
4.2Pleasant · 2,918 reviews
$811
$406/night · 2n
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NYAH Key West
3.9Pleasant · 1,502 reviews
$820
$410/night · 2n
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Casablanca Hotel Key West
4.6Pleasant · 361 reviews
$850
$425/night · 2n
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Ibis Bay Beach Resort
4.0Pleasant · 4,340 reviews
$886
$443/night · 2n
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Simonton Court Hotel Key West
4.8Pleasant · 540 reviews
$890
$445/night · 2n
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Eden House Key West
4.5Pleasant · 629 reviews
$938
$469/night · 2n
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Fairfield by Marriott Inn & Suites Key West at The Keys Collection
4.1Pleasant · 1,983 reviews
$966
$483/night · 2n
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DoubleTree Resort by Hilton Hotel Grand Key - Key West
4.0Pleasant · 2,822 reviews
$967
$484/night · 2n
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Hampton Inn Key West
4.3Pleasant · 1,367 reviews
$996
$498/night · 2n
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The Perry Hotel & Marina Key West
4.5Pleasant · 1,642 reviews
$1,048
$524/night · 2n
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Seashell Motel
3.7Pleasant · 814 reviews
$1,064
$532/night · 2n
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Pier House Resort & Spa
4.4Pleasant · 1,920 reviews
$1,185
$593/night · 2n
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Margaritaville Beach House Key West
4.1Pleasant · 2,420 reviews
$1,207
$604/night · 2n
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Southernmost Beach Resort & Guesthouses
4.1Pleasant · 4,074 reviews
$1,245
$623/night · 2n
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Lighthouse Hotel - Key West Historic Inns
4.4Pleasant · 780 reviews
$1,468
$734/night · 2n
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The Reach Key West, Curio Collection by Hilton
3.9Pleasant · 1,173 reviews
$1,504
$752/night · 2n
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The Capitana Key West
4.6Pleasant · 1,082 reviews
$1,528
$764/night · 2n
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Hyatt Centric Key West Resort & Spa
4.4Pleasant · 1,869 reviews
$1,934
$967/night · 2n
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Casa Marina Key West, Curio Collection by Hilton
3.7Pleasant · 4,470 reviews
$1,982
$991/night · 2n
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Opal Key Resort & Marina
4.5Pleasant · 4,830 reviews
$2,068
$1,034/night · 2n
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Beachside Resort & Residences
4.3Pleasant · 3,584 reviews
$2,071
$1,036/night · 2n
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Ocean Key Resort & Spa
4.6Pleasant · 2,399 reviews
$2,120
$1,060/night · 2n
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