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 Sun, Aug 23 · $115/night

June 2026

Sun

Mon

Tue

Wed

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Fri

Sat

1Low$354 2$365 3$459 4$568 5$590 6$430 7$401 8$397 9$397 10$469 11$485 12$468 13$467 14$401 15$392 16$454 17$498 18$530 19$543 20$510 21$414 22$416 23$441 24$490 25$522 26$521 27$484 28$375 29$375 30$375

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Hotels for Fri, Jan 15

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Southwinds Motel
4.2Pleasant · 1,068 reviews
$976
$325/night · 3n
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Authors Guesthouse Key West
4.3Pleasant · 352 reviews
$997
$332/night · 3n
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NYAH Key West
3.9Pleasant · 1,502 reviews
$1,057
$352/night · 3n
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The Southernmost Inn
3.8Pleasant · 839 reviews
$1,101
$367/night · 3n
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Seashell Motel
3.7Pleasant · 814 reviews
$1,154
$385/night · 3n
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Parrot Key Hotel & Villas
4.3Pleasant · 2,411 reviews
$1,201
$400/night · 3n
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Havana Cabana
4.2Pleasant · 2,918 reviews
$1,206
$402/night · 3n
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Hilton Garden Inn Key West / The Keys Collection
3.7Pleasant · 2,607 reviews
$1,266
$422/night · 3n
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Ibis Bay Beach Resort
4.0Pleasant · 4,340 reviews
$1,334
$445/night · 3n
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Fairfield by Marriott Inn & Suites Key West at The Keys Collection
4.1Pleasant · 1,983 reviews
$1,357
$452/night · 3n
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Eden House Key West
4.5Pleasant · 629 reviews
$1,370
$457/night · 3n
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DoubleTree Resort by Hilton Hotel Grand Key - Key West
4.0Pleasant · 2,822 reviews
$1,459
$486/night · 3n
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The Perry Hotel & Marina Key West
4.5Pleasant · 1,642 reviews
$1,477
$492/night · 3n
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Casablanca Hotel Key West
4.6Pleasant · 361 reviews
$1,478
$493/night · 3n
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Simonton Court Hotel Key West
4.8Pleasant · 540 reviews
$1,510
$503/night · 3n
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Courtyard by Marriott Key West Waterfront
4.2Pleasant · 1,443 reviews
$1,575
$525/night · 3n
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Southernmost Beach Resort & Guesthouses
4.1Pleasant · 4,074 reviews
$1,597
$532/night · 3n
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Beachside Resort & Residences
4.3Pleasant · 3,584 reviews
$1,698
$566/night · 3n
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Margaritaville Beach House Key West
4.1Pleasant · 2,420 reviews
$1,735
$578/night · 3n
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The Capitana Key West
4.6Pleasant · 1,082 reviews
$1,744
$581/night · 3n
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Hampton Inn Key West
4.3Pleasant · 1,367 reviews
$1,844
$615/night · 3n
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Ocean Key Resort & Spa
4.6Pleasant · 2,399 reviews
$2,151
$717/night · 3n
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The Reach Key West, Curio Collection by Hilton
3.9Pleasant · 1,173 reviews
$2,412
$804/night · 3n
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Opal Key Resort & Marina
4.5Pleasant · 4,830 reviews
$2,512
$837/night · 3n
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Hyatt Centric Key West Resort & Spa
4.4Pleasant · 1,869 reviews
$2,595
$865/night · 3n
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Lighthouse Hotel - Key West Historic Inns
4.4Pleasant · 780 reviews
$2,636
$879/night · 3n
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Casa Marina Key West, Curio Collection by Hilton
3.7Pleasant · 4,470 reviews
$3,262
$1,087/night · 3n
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