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 · $116/night

June 2026

Sun

Mon

Tue

Wed

Thu

Fri

Sat

1$820 2$808 3$841 4$874 5$896 6$727 7$688 8$728 9$782 10$783 11$781 12$775 13$769 14$750 15$805 16$832 17$843 18$860 19$873 20$834 21$708 22$788 23$846 24$839 25$848 26$833 27$766 28Low$625 29$827 30$971

Cheapest dayCheaperMidPriciest

Hotels for Mon, Feb 15

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Southwinds Motel
4.2Pleasant · 1,068 reviews
$1,726
$345/night · 5n
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Heron House Court
4.4Pleasant · 366 reviews
$1,767
$353/night · 5n
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Hilton Garden Inn Key West / The Keys Collection
3.7Pleasant · 2,607 reviews
$1,890
$378/night · 5n
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Parrot Key Hotel & Villas
4.3Pleasant · 2,411 reviews
$1,921
$384/night · 5n
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Casablanca Hotel Key West
4.6Pleasant · 361 reviews
$1,935
$387/night · 5n
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Authors Guesthouse Key West
4.3Pleasant · 352 reviews
$1,955
$391/night · 5n
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Havana Cabana
4.2Pleasant · 2,918 reviews
$1,990
$398/night · 5n
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The Southernmost Inn
3.8Pleasant · 839 reviews
$1,994
$399/night · 5n
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NYAH Key West
3.9Pleasant · 1,502 reviews
$2,029
$406/night · 5n
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The Perry Hotel & Marina Key West
4.5Pleasant · 1,642 reviews
$2,189
$438/night · 5n
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Simonton Court Hotel Key West
4.8Pleasant · 540 reviews
$2,216
$443/night · 5n
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Ibis Bay Beach Resort
4.0Pleasant · 4,340 reviews
$2,251
$450/night · 5n
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Fairfield by Marriott Inn & Suites Key West at The Keys Collection
4.1Pleasant · 1,983 reviews
$2,364
$473/night · 5n
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DoubleTree Resort by Hilton Hotel Grand Key - Key West
4.0Pleasant · 2,822 reviews
$2,384
$477/night · 5n
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Seashell Motel
3.7Pleasant · 814 reviews
$2,565
$513/night · 5n
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Eden House Key West
4.5Pleasant · 629 reviews
$2,655
$531/night · 5n
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Margaritaville Beach House Key West
4.1Pleasant · 2,420 reviews
$2,764
$553/night · 5n
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Southernmost Beach Resort & Guesthouses
4.1Pleasant · 4,074 reviews
$3,609
$722/night · 5n
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The Capitana Key West
4.6Pleasant · 1,082 reviews
$3,610
$722/night · 5n
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Lighthouse Hotel - Key West Historic Inns
4.4Pleasant · 780 reviews
$3,716
$743/night · 5n
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The Reach Key West, Curio Collection by Hilton
3.9Pleasant · 1,173 reviews
$4,108
$822/night · 5n
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Beachside Resort & Residences
4.3Pleasant · 3,584 reviews
$4,316
$863/night · 5n
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Hyatt Centric Key West Resort & Spa
4.4Pleasant · 1,869 reviews
$4,544
$909/night · 5n
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Casa Marina Key West, Curio Collection by Hilton
3.7Pleasant · 4,470 reviews
$4,586
$917/night · 5n
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Ocean Key Resort & Spa
4.6Pleasant · 2,399 reviews
$4,862
$972/night · 5n
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Opal Key Resort & Marina
4.5Pleasant · 4,830 reviews
$5,170
$1,034/night · 5n
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