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 Thu, Oct 29

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Parrot Key Hotel & Villas
4.3Pleasant · 2,411 reviews
$1,095
$219/night · 5n
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Southwinds Motel
4.2Pleasant · 1,068 reviews
$1,103
$221/night · 5n
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Authors Guesthouse Key West
4.3Pleasant · 352 reviews
$1,115
$223/night · 5n
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Hilton Garden Inn Key West / The Keys Collection
3.7Pleasant · 2,607 reviews
$1,131
$226/night · 5n
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Fairfield by Marriott Inn & Suites Key West at The Keys Collection
4.1Pleasant · 1,983 reviews
$1,146
$229/night · 5n
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Hampton Inn Key West
4.3Pleasant · 1,367 reviews
$1,162
$232/night · 5n
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Havana Cabana
4.2Pleasant · 2,918 reviews
$1,200
$240/night · 5n
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Casablanca Hotel Key West
4.6Pleasant · 361 reviews
$1,224
$245/night · 5n
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DoubleTree Resort by Hilton Hotel Grand Key - Key West
4.0Pleasant · 2,822 reviews
$1,241
$248/night · 5n
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The Southernmost Inn
3.8Pleasant · 839 reviews
$1,283
$257/night · 5n
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Beachside Resort & Residences
4.3Pleasant · 3,584 reviews
$1,301
$260/night · 5n
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Southernmost Beach Resort & Guesthouses
4.1Pleasant · 4,074 reviews
$1,370
$274/night · 5n
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Margaritaville Beach House Key West
4.1Pleasant · 2,420 reviews
$1,392
$278/night · 5n
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NYAH Key West
3.9Pleasant · 1,502 reviews
$1,415
$283/night · 5n
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The Perry Hotel & Marina Key West
4.5Pleasant · 1,642 reviews
$1,422
$284/night · 5n
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Seashell Motel
3.7Pleasant · 814 reviews
$1,661
$332/night · 5n
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Ibis Bay Beach Resort
4.0Pleasant · 4,340 reviews
$1,673
$335/night · 5n
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Lighthouse Hotel - Key West Historic Inns
4.4Pleasant · 780 reviews
$1,675
$335/night · 5n
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The Reach Key West, Curio Collection by Hilton
3.9Pleasant · 1,173 reviews
$1,759
$352/night · 5n
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Eden House Key West
4.5Pleasant · 629 reviews
$1,803
$361/night · 5n
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The Capitana Key West
4.6Pleasant · 1,082 reviews
$1,920
$384/night · 5n
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Casa Marina Key West, Curio Collection by Hilton
3.7Pleasant · 4,469 reviews
$2,003
$401/night · 5n
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Pier House Resort & Spa
4.4Pleasant · 1,920 reviews
$2,083
$417/night · 5n
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Simonton Court Hotel Key West
4.8Pleasant · 540 reviews
$2,085
$417/night · 5n
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Courtyard by Marriott Key West Waterfront
4.2Pleasant · 1,443 reviews
$2,119
$424/night · 5n
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Hyatt Centric Key West Resort & Spa
4.4Pleasant · 1,869 reviews
$2,288
$458/night · 5n
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Ocean Key Resort & Spa
4.6Pleasant · 2,399 reviews
$2,486
$497/night · 5n
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Opal Key Resort & Marina
4.5Pleasant · 4,829 reviews
$2,590
$518/night · 5n
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