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 Fri, Dec 25

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Heron House Court
4.4Pleasant · 366 reviews
$1,900
$380/night · 5n
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Havana Cabana
4.2Pleasant · 2,918 reviews
$2,137
$427/night · 5n
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NYAH Key West
3.9Pleasant · 1,502 reviews
$2,230
$446/night · 5n
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Hampton Inn Key West
4.3Pleasant · 1,367 reviews
$2,372
$474/night · 5n
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Seashell Motel
3.7Pleasant · 814 reviews
$2,472
$494/night · 5n
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The Perry Hotel & Marina Key West
4.5Pleasant · 1,642 reviews
$2,503
$501/night · 5n
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The Southernmost Inn
3.8Pleasant · 839 reviews
$2,504
$501/night · 5n
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Casablanca Hotel Key West
4.6Pleasant · 361 reviews
$2,725
$545/night · 5n
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DoubleTree Resort by Hilton Hotel Grand Key - Key West
4.0Pleasant · 2,822 reviews
$2,747
$549/night · 5n
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Hilton Garden Inn Key West / The Keys Collection
3.7Pleasant · 2,607 reviews
$2,909
$582/night · 5n
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Simonton Court Hotel Key West
4.8Pleasant · 540 reviews
$2,999
$600/night · 5n
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Fairfield by Marriott Inn & Suites Key West at The Keys Collection
4.1Pleasant · 1,983 reviews
$3,049
$610/night · 5n
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Southernmost Beach Resort & Guesthouses
4.1Pleasant · 4,074 reviews
$3,199
$640/night · 5n
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Parrot Key Hotel & Villas
4.3Pleasant · 2,411 reviews
$3,591
$718/night · 5n
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Margaritaville Beach House Key West
4.1Pleasant · 2,420 reviews
$3,705
$741/night · 5n
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Courtyard by Marriott Key West Waterfront
4.2Pleasant · 1,443 reviews
$3,759
$752/night · 5n
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The Capitana Key West
4.6Pleasant · 1,082 reviews
$4,471
$894/night · 5n
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Beachside Resort & Residences
4.3Pleasant · 3,584 reviews
$4,569
$914/night · 5n
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The Reach Key West, Curio Collection by Hilton
3.9Pleasant · 1,173 reviews
$4,762
$952/night · 5n
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Lighthouse Hotel - Key West Historic Inns
4.4Pleasant · 780 reviews
$5,029
$1,006/night · 5n
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Casa Marina Key West, Curio Collection by Hilton
3.7Pleasant · 4,470 reviews
$6,068
$1,214/night · 5n
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Hyatt Centric Key West Resort & Spa
4.4Pleasant · 1,869 reviews
$6,241
$1,248/night · 5n
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Ocean Key Resort & Spa
4.6Pleasant · 2,399 reviews
$6,561
$1,312/night · 5n
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