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 Wed, Jun 3 · $115/night

January 2027

Sun

Mon

Tue

Wed

Thu

Fri

Sat

1$304 2$255 3$210 4$210 5$245 6$196 7$211 8$248 9$248 10$211 11$195 12$230 13$212 14Low$190 15$250 16$342 17$191 18$211 19$196 20$212 21$191 22$233 23$245 24$248 25$213 26$213 27$195 28$212 29$233 30$231 31$196

Cheapest dayCheaperMidPriciest

Hotels for Thu, Jan 14

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Heron House Court
4.4Pleasant · 366 reviews
$190
$190/night · 1n
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Southwinds Motel
4.2Pleasant · 1,068 reviews
$264
$264/night · 1n
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Parrot Key Hotel & Villas
4.3Pleasant · 2,411 reviews
$281
$281/night · 1n
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Havana Cabana
4.2Pleasant · 2,918 reviews
$291
$291/night · 1n
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NYAH Key West
3.9Pleasant · 1,502 reviews
$305
$305/night · 1n
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The Southernmost Inn
3.8Pleasant · 839 reviews
$310
$310/night · 1n
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The Perry Hotel & Marina Key West
4.5Pleasant · 1,642 reviews
$311
$311/night · 1n
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Seashell Motel
3.7Pleasant · 814 reviews
$326
$326/night · 1n
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Authors Guesthouse Key West
4.3Pleasant · 352 reviews
$336
$336/night · 1n
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Hilton Garden Inn Key West / The Keys Collection
3.7Pleasant · 2,607 reviews
$349
$349/night · 1n
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Hampton Inn Key West
4.3Pleasant · 1,367 reviews
$351
$351/night · 1n
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Casablanca Hotel Key West
4.6Pleasant · 361 reviews
$354
$354/night · 1n
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DoubleTree Resort by Hilton Hotel Grand Key - Key West
4.0Pleasant · 2,822 reviews
$389
$389/night · 1n
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Southernmost Beach Resort & Guesthouses
4.1Pleasant · 4,074 reviews
$396
$396/night · 1n
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The Saint Hotel Key West, Autograph Collection, Adult Only
4.5Pleasant · 663 reviews
$410
$410/night · 1n
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Eden House Key West
4.5Pleasant · 629 reviews
$414
$414/night · 1n
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Margaritaville Beach House Key West
4.1Pleasant · 2,420 reviews
$419
$419/night · 1n
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Ibis Bay Beach Resort
4.0Pleasant · 4,340 reviews
$422
$422/night · 1n
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Simonton Court Hotel Key West
4.8Pleasant · 540 reviews
$450
$450/night · 1n
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Beachside Resort & Residences
4.3Pleasant · 3,584 reviews
$456
$456/night · 1n
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Courtyard by Marriott Key West Waterfront
4.2Pleasant · 1,443 reviews
$460
$460/night · 1n
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The Capitana Key West
4.6Pleasant · 1,082 reviews
$514
$514/night · 1n
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Pier House Resort & Spa
4.4Pleasant · 1,920 reviews
$569
$569/night · 1n
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Opal Key Resort & Marina
4.5Pleasant · 4,830 reviews
$589
$589/night · 1n
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The Reach Key West, Curio Collection by Hilton
3.9Pleasant · 1,173 reviews
$609
$609/night · 1n
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Casa Marina Key West, Curio Collection by Hilton
3.7Pleasant · 4,470 reviews
$647
$647/night · 1n
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Ocean Key Resort & Spa
4.6Pleasant · 2,399 reviews
$671
$671/night · 1n
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Lighthouse Hotel - Key West Historic Inns
4.4Pleasant · 780 reviews
$688
$688/night · 1n
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Hyatt Centric Key West Resort & Spa
4.4Pleasant · 1,869 reviews
$758
$758/night · 1n
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