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

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

Cheapest dayCheaperMidPriciest

Hotels for Fri, Feb 19

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Southwinds Motel
4.2Pleasant · 1,068 reviews
$764
$382/night · 2n
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Hilton Garden Inn Key West / The Keys Collection
3.7Pleasant · 2,607 reviews
$842
$421/night · 2n
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Heron House Court
4.4Pleasant · 366 reviews
$854
$427/night · 2n
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Simonton Court Hotel Key West
4.8Pleasant · 540 reviews
$867
$434/night · 2n
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NYAH Key West
3.9Pleasant · 1,502 reviews
$877
$439/night · 2n
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Authors Guesthouse Key West
4.3Pleasant · 352 reviews
$878
$439/night · 2n
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Parrot Key Hotel & Villas
4.3Pleasant · 2,411 reviews
$889
$445/night · 2n
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Havana Cabana
4.2Pleasant · 2,918 reviews
$902
$451/night · 2n
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Ibis Bay Beach Resort
4.0Pleasant · 4,340 reviews
$958
$479/night · 2n
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DoubleTree Resort by Hilton Hotel Grand Key - Key West
4.0Pleasant · 2,822 reviews
$993
$497/night · 2n
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The Southernmost Inn
3.8Pleasant · 839 reviews
$1,008
$504/night · 2n
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The Perry Hotel & Marina Key West
4.5Pleasant · 1,642 reviews
$1,099
$550/night · 2n
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Casablanca Hotel Key West
4.6Pleasant · 361 reviews
$1,110
$555/night · 2n
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Seashell Motel
3.7Pleasant · 814 reviews
$1,131
$566/night · 2n
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Eden House Key West
4.5Pleasant · 629 reviews
$1,251
$626/night · 2n
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Margaritaville Beach House Key West
4.1Pleasant · 2,420 reviews
$1,276
$638/night · 2n
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Southernmost Beach Resort & Guesthouses
4.1Pleasant · 4,074 reviews
$1,486
$743/night · 2n
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The Capitana Key West
4.6Pleasant · 1,082 reviews
$1,668
$834/night · 2n
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Lighthouse Hotel - Key West Historic Inns
4.4Pleasant · 780 reviews
$1,928
$964/night · 2n
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The Reach Key West, Curio Collection by Hilton
3.9Pleasant · 1,173 reviews
$1,979
$990/night · 2n
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Hyatt Centric Key West Resort & Spa
4.4Pleasant · 1,869 reviews
$2,015
$1,008/night · 2n
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Beachside Resort & Residences
4.3Pleasant · 3,584 reviews
$2,056
$1,028/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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Ocean Key Resort & Spa
4.6Pleasant · 2,399 reviews
$2,249
$1,125/night · 2n
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Casa Marina Key West, Curio Collection by Hilton
3.7Pleasant · 4,470 reviews
$2,272
$1,136/night · 2n
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