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 Tue, Sep 1

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Southwinds Motel
4.2Pleasant · 1,068 reviews
$831
$166/night · 5n
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Hilton Garden Inn Key West / The Keys Collection
3.7Pleasant · 2,607 reviews
$854
$171/night · 5n
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Heron House Court
4.4Pleasant · 366 reviews
$882
$176/night · 5n
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Beachside Resort & Residences
4.3Pleasant · 3,584 reviews
$891
$178/night · 5n
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NYAH Key West
3.9Pleasant · 1,502 reviews
$919
$184/night · 5n
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Seashell Motel
3.7Pleasant · 814 reviews
$938
$188/night · 5n
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Hampton Inn Key West
4.3Pleasant · 1,367 reviews
$970
$194/night · 5n
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Fairfield by Marriott Inn & Suites Key West at The Keys Collection
4.1Pleasant · 1,983 reviews
$1,033
$207/night · 5n
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Parrot Key Hotel & Villas
4.3Pleasant · 2,411 reviews
$1,039
$208/night · 5n
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Havana Cabana
4.2Pleasant · 2,918 reviews
$1,044
$209/night · 5n
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DoubleTree Resort by Hilton Hotel Grand Key - Key West
4.0Pleasant · 2,822 reviews
$1,052
$210/night · 5n
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The Southernmost Inn
3.8Pleasant · 839 reviews
$1,070
$214/night · 5n
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Margaritaville Beach House Key West
4.1Pleasant · 2,420 reviews
$1,192
$238/night · 5n
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Southernmost Beach Resort & Guesthouses
4.1Pleasant · 4,074 reviews
$1,202
$240/night · 5n
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Eden House Key West
4.5Pleasant · 629 reviews
$1,204
$241/night · 5n
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The Perry Hotel & Marina Key West
4.5Pleasant · 1,642 reviews
$1,206
$241/night · 5n
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Casablanca Hotel Key West
4.6Pleasant · 361 reviews
$1,228
$246/night · 5n
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The Reach Key West, Curio Collection by Hilton
3.9Pleasant · 1,173 reviews
$1,271
$254/night · 5n
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The Capitana Key West
4.6Pleasant · 1,082 reviews
$1,364
$273/night · 5n
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Simonton Court Hotel Key West
4.8Pleasant · 540 reviews
$1,400
$280/night · 5n
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The Saint Hotel Key West, Autograph Collection, Adult Only
4.5Pleasant · 663 reviews
$1,440
$288/night · 5n
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Casa Marina Key West, Curio Collection by Hilton
3.7Pleasant · 4,470 reviews
$1,519
$304/night · 5n
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Hyatt Centric Key West Resort & Spa
4.4Pleasant · 1,869 reviews
$1,736
$347/night · 5n
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Opal Key Resort & Marina
4.5Pleasant · 4,830 reviews
$1,855
$371/night · 5n
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Ocean Key Resort & Spa
4.6Pleasant · 2,399 reviews
$1,921
$384/night · 5n
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Courtyard by Marriott Key West Waterfront
4.2Pleasant · 1,443 reviews
$2,153
$431/night · 5n
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