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 Mon, Jun 1

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NYAH Key West
3.9Pleasant · 1,502 reviews
$803
$161/night · 5n
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Ibis Bay Beach Resort
4.0Pleasant · 4,340 reviews
$820
$164/night · 5n
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Southwinds Motel
4.2Pleasant · 1,068 reviews
$906
$181/night · 5n
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Parrot Key Hotel & Villas
4.3Pleasant · 2,411 reviews
$990
$198/night · 5n
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Beachside Resort & Residences
4.3Pleasant · 3,584 reviews
$1,013
$203/night · 5n
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Havana Cabana
4.2Pleasant · 2,918 reviews
$1,025
$205/night · 5n
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The Saint Hotel Key West, Autograph Collection, Adult Only
4.5Pleasant · 663 reviews
$1,096
$219/night · 5n
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Pegasus International Hotel
3.8Pleasant · 474 reviews
$1,104
$221/night · 5n
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Lighthouse Hotel - Key West Historic Inns
4.4Pleasant · 780 reviews
$1,147
$229/night · 5n
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Hampton Inn Key West
4.3Pleasant · 1,367 reviews
$1,191
$238/night · 5n
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Margaritaville Beach House Key West
4.1Pleasant · 2,420 reviews
$1,376
$275/night · 5n
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Eden House Key West
4.5Pleasant · 629 reviews
$1,408
$282/night · 5n
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Southernmost Beach Resort & Guesthouses
4.1Pleasant · 4,074 reviews
$1,417
$283/night · 5n
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Simonton Court Hotel Key West
4.8Pleasant · 540 reviews
$1,460
$292/night · 5n
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Pier House Resort & Spa
4.4Pleasant · 1,920 reviews
$1,715
$343/night · 5n
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