Cheapest dates for cheap 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

June 2026

Sun

Mon

Tue

Wed

Thu

Fri

Sat

1$118 2$118 3Low$115 4$129 5$208 6$171 7$142 8$117 9$129 10$129 11$134 12$154 13$171 14$134 15$125 16$137 17$125 18$152 19$198 20$180 21$133 22$125 23$147 24$135 25$159 26$172 27$191 28$125 29$125 30$125

Cheapest dayCheaperMidPriciest

Hotels for Wed, Apr 21

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Havana Cabana
4.2Pleasant · 2,918 reviews
$261
$261/night · 1n
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Ibis Bay Beach Resort
4.0Pleasant · 4,340 reviews
$289
$289/night · 1n
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The Perry Hotel & Marina Key West
4.5Pleasant · 1,642 reviews
$292
$292/night · 1n
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Hilton Garden Inn Key West / The Keys Collection
3.7Pleasant · 2,607 reviews
$295
$295/night · 1n
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Margaritaville Beach House Key West
4.1Pleasant · 2,420 reviews
$295
$295/night · 1n
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Casablanca Hotel Key West
4.6Pleasant · 361 reviews
$325
$325/night · 1n
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Authors Guesthouse Key West
4.3Pleasant · 352 reviews
$329
$329/night · 1n
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Heron House Court
4.4Pleasant · 366 reviews
$340
$340/night · 1n
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Seashell Motel
3.7Pleasant · 814 reviews
$362
$362/night · 1n
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Beachside Resort & Residences
4.3Pleasant · 3,584 reviews
$364
$364/night · 1n
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DoubleTree Resort by Hilton Hotel Grand Key - Key West
4.0Pleasant · 2,822 reviews
$384
$384/night · 1n
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Pier House Resort & Spa
4.4Pleasant · 1,920 reviews
$386
$386/night · 1n
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Eden House Key West
4.5Pleasant · 629 reviews
$386
$386/night · 1n
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Simonton Court Hotel Key West
4.8Pleasant · 540 reviews
$396
$396/night · 1n
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The Saint Hotel Key West, Autograph Collection, Adult Only
4.5Pleasant · 663 reviews
$409
$409/night · 1n
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The Capitana Key West
4.6Pleasant · 1,082 reviews
$434
$434/night · 1n
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Courtyard by Marriott Key West Waterfront
4.2Pleasant · 1,443 reviews
$437
$437/night · 1n
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Southernmost Beach Resort & Guesthouses
4.1Pleasant · 4,074 reviews
$442
$442/night · 1n
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The Reach Key West, Curio Collection by Hilton
3.9Pleasant · 1,173 reviews
$475
$475/night · 1n
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Opal Key Resort & Marina
4.5Pleasant · 4,830 reviews
$534
$534/night · 1n
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Hyatt Centric Key West Resort & Spa
4.4Pleasant · 1,869 reviews
$547
$547/night · 1n
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Casa Marina Key West, Curio Collection by Hilton
3.7Pleasant · 4,470 reviews
$625
$625/night · 1n
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Ocean Key Resort & Spa
4.6Pleasant · 2,399 reviews
$629
$629/night · 1n
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Lighthouse Hotel - Key West Historic Inns
4.4Pleasant · 780 reviews
$689
$689/night · 1n
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Fairfield by Marriott Inn & Suites Key West at The Keys Collection
4.1Pleasant · 1,983 reviews
$872
$872/night · 1n
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