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 · $117/night

June 2026

Sun

Mon

Tue

Wed

Thu

Fri

Sat

1$803 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$823 21$713 22$799 23$846 24$839 25$845 26$824 27$748 28Low$625 29$827 30$965

Cheapest dayCheaperMidPriciest

Hotels for Wed, Nov 11

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Heron House Court
4.4Pleasant · 366 reviews
$1,096
$219/night · 5n
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Southwinds Motel
4.2Pleasant · 1,068 reviews
$1,210
$242/night · 5n
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Parrot Key Hotel & Villas
4.3Pleasant · 2,411 reviews
$1,217
$243/night · 5n
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Hilton Garden Inn Key West / The Keys Collection
3.7Pleasant · 2,607 reviews
$1,228
$246/night · 5n
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Seashell Motel
3.7Pleasant · 814 reviews
$1,306
$261/night · 5n
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NYAH Key West
3.9Pleasant · 1,502 reviews
$1,336
$267/night · 5n
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The Perry Hotel & Marina Key West
4.5Pleasant · 1,642 reviews
$1,339
$268/night · 5n
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Fairfield by Marriott Inn & Suites Key West at The Keys Collection
4.1Pleasant · 1,983 reviews
$1,352
$270/night · 5n
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The Southernmost Inn
3.8Pleasant · 839 reviews
$1,355
$271/night · 5n
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Casablanca Hotel Key West
4.6Pleasant · 361 reviews
$1,359
$272/night · 5n
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Havana Cabana
4.2Pleasant · 2,918 reviews
$1,449
$290/night · 5n
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Beachside Resort & Residences
4.3Pleasant · 3,584 reviews
$1,495
$299/night · 5n
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DoubleTree Resort by Hilton Hotel Grand Key - Key West
4.0Pleasant · 2,822 reviews
$1,586
$317/night · 5n
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Margaritaville Beach House Key West
4.1Pleasant · 2,420 reviews
$1,635
$327/night · 5n
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Southernmost Beach Resort & Guesthouses
4.1Pleasant · 4,074 reviews
$1,766
$353/night · 5n
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Simonton Court Hotel Key West
4.8Pleasant · 540 reviews
$1,804
$361/night · 5n
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The Capitana Key West
4.6Pleasant · 1,082 reviews
$1,905
$381/night · 5n
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Eden House Key West
4.5Pleasant · 629 reviews
$1,978
$396/night · 5n
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Courtyard by Marriott Key West Waterfront
4.2Pleasant · 1,443 reviews
$2,127
$425/night · 5n
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The Reach Key West, Curio Collection by Hilton
3.9Pleasant · 1,173 reviews
$2,585
$517/night · 5n
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Casa Marina Key West, Curio Collection by Hilton
3.7Pleasant · 4,469 reviews
$2,670
$534/night · 5n
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Hyatt Centric Key West Resort & Spa
4.4Pleasant · 1,869 reviews
$2,729
$546/night · 5n
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Ocean Key Resort & Spa
4.6Pleasant · 2,399 reviews
$2,843
$569/night · 5n
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Opal Key Resort & Marina
4.5Pleasant · 4,829 reviews
$2,875
$575/night · 5n
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