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

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

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Hotels for Fri, Jan 1

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Southwinds Motel
4.2Pleasant · 1,068 reviews
$304
$304/night · 1n
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The Perry Hotel & Marina Key West
4.5Pleasant · 1,642 reviews
$403
$403/night · 1n
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Eden House Key West
4.5Pleasant · 629 reviews
$407
$407/night · 1n
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Havana Cabana
4.2Pleasant · 2,918 reviews
$416
$416/night · 1n
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Heron House Court
4.4Pleasant · 366 reviews
$464
$464/night · 1n
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Parrot Key Hotel & Villas
4.3Pleasant · 2,411 reviews
$499
$499/night · 1n
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The Southernmost Inn
3.8Pleasant · 839 reviews
$505
$505/night · 1n
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Simonton Court Hotel Key West
4.8Pleasant · 540 reviews
$549
$549/night · 1n
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Casa Marina Key West, Curio Collection by Hilton
3.7Pleasant · 4,470 reviews
$596
$596/night · 1n
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Ibis Bay Beach Resort
4.0Pleasant · 4,340 reviews
$614
$614/night · 1n
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Seashell Motel
3.7Pleasant · 814 reviews
$616
$616/night · 1n
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DoubleTree Resort by Hilton Hotel Grand Key - Key West
4.0Pleasant · 2,822 reviews
$621
$621/night · 1n
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Hampton Inn Key West
4.3Pleasant · 1,367 reviews
$623
$623/night · 1n
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Casablanca Hotel Key West
4.6Pleasant · 361 reviews
$625
$625/night · 1n
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Margaritaville Beach House Key West
4.1Pleasant · 2,420 reviews
$638
$638/night · 1n
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Hilton Garden Inn Key West / The Keys Collection
3.7Pleasant · 2,607 reviews
$681
$681/night · 1n
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Fairfield by Marriott Inn & Suites Key West at The Keys Collection
4.1Pleasant · 1,983 reviews
$691
$691/night · 1n
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The Capitana Key West
4.6Pleasant · 1,082 reviews
$700
$700/night · 1n
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NYAH Key West
3.9Pleasant · 1,502 reviews
$716
$716/night · 1n
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The Saint Hotel Key West, Autograph Collection, Adult Only
4.5Pleasant · 663 reviews
$757
$757/night · 1n
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Courtyard by Marriott Key West Waterfront
4.2Pleasant · 1,443 reviews
$895
$895/night · 1n
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Southernmost Beach Resort & Guesthouses
4.1Pleasant · 4,074 reviews
$898
$898/night · 1n
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Opal Key Resort & Marina
4.5Pleasant · 4,830 reviews
$954
$954/night · 1n
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Ocean Key Resort & Spa
4.6Pleasant · 2,399 reviews
$1,005
$1,005/night · 1n
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Beachside Resort & Residences
4.3Pleasant · 3,584 reviews
$1,046
$1,046/night · 1n
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The Reach Key West, Curio Collection by Hilton
3.9Pleasant · 1,173 reviews
$1,082
$1,082/night · 1n
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Hyatt Centric Key West Resort & Spa
4.4Pleasant · 1,869 reviews
$1,270
$1,270/night · 1n
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