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 Mon, Jun 1 · $112/night

June 2026

Sun

Mon

Tue

Wed

Thu

Fri

Sat

1Low$112 2$118 3$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$138 17$125 18$152 19$198 20$180 21$133 22$125 23$151 24$135 25$158 26$172 27$185 28$125 29$125 30$125

Cheapest dayCheaperMidPriciest

Hotels for Sat, Dec 26

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Southwinds Motel
4.2Pleasant · 1,068 reviews
$378
$378/night · 1n
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Heron House Court
4.4Pleasant · 366 reviews
$405
$405/night · 1n
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Havana Cabana
4.2Pleasant · 2,918 reviews
$408
$408/night · 1n
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The Perry Hotel & Marina Key West
4.5Pleasant · 1,642 reviews
$453
$453/night · 1n
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Hampton Inn Key West
4.3Pleasant · 1,367 reviews
$480
$480/night · 1n
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NYAH Key West
3.9Pleasant · 1,502 reviews
$495
$495/night · 1n
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Seashell Motel
3.7Pleasant · 814 reviews
$495
$495/night · 1n
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The Southernmost Inn
3.8Pleasant · 839 reviews
$538
$538/night · 1n
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Simonton Court Hotel Key West
4.8Pleasant · 540 reviews
$539
$539/night · 1n
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Casablanca Hotel Key West
4.6Pleasant · 361 reviews
$575
$575/night · 1n
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Fairfield by Marriott Inn & Suites Key West at The Keys Collection
4.1Pleasant · 1,983 reviews
$588
$588/night · 1n
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Southernmost Beach Resort & Guesthouses
4.1Pleasant · 4,074 reviews
$600
$600/night · 1n
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DoubleTree Resort by Hilton Hotel Grand Key - Key West
4.0Pleasant · 2,822 reviews
$612
$612/night · 1n
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Hilton Garden Inn Key West / The Keys Collection
3.7Pleasant · 2,607 reviews
$621
$621/night · 1n
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Parrot Key Hotel & Villas
4.3Pleasant · 2,411 reviews
$663
$663/night · 1n
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Margaritaville Beach House Key West
4.1Pleasant · 2,420 reviews
$683
$683/night · 1n
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The Capitana Key West
4.6Pleasant · 1,082 reviews
$744
$744/night · 1n
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Courtyard by Marriott Key West Waterfront
4.2Pleasant · 1,443 reviews
$783
$783/night · 1n
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The Reach Key West, Curio Collection by Hilton
3.9Pleasant · 1,173 reviews
$903
$903/night · 1n
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Beachside Resort & Residences
4.3Pleasant · 3,584 reviews
$1,042
$1,042/night · 1n
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Casa Marina Key West, Curio Collection by Hilton
3.7Pleasant · 4,469 reviews
$1,043
$1,043/night · 1n
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Lighthouse Hotel - Key West Historic Inns
4.4Pleasant · 780 reviews
$1,095
$1,095/night · 1n
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Ocean Key Resort & Spa
4.6Pleasant · 2,399 reviews
$1,232
$1,232/night · 1n
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Hyatt Centric Key West Resort & Spa
4.4Pleasant · 1,869 reviews
$1,235
$1,235/night · 1n
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