Cheapest dates for beachfront 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 Mon, Jun 1 · $139/night

June 2026

Sun

Mon

Tue

Wed

Thu

Fri

Sat

1Low$139 2$144 3$139 4$144 5$231 6$236 7$160 8$165 9$162 10$164 11$177 12$226 13$226 14$158 15$158 16$158 17$162 18$214 19$241 20$231 21$170 22$157 23$161 24$161 25$162 26$216 27$223 28$161 29$161 30$161

Cheapest dayCheaperMidPriciest

Hotels for Sun, Dec 27

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Southwinds Motel
4.2Pleasant · 1,068 reviews
$377
$377/night · 1n
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Southernmost Beach Resort & Guesthouses
4.1Pleasant · 4,074 reviews
$737
$737/night · 1n
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Margaritaville Beach House Key West
4.1Pleasant · 2,420 reviews
$753
$753/night · 1n
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The Reach Key West, Curio Collection by Hilton
3.9Pleasant · 1,173 reviews
$879
$879/night · 1n
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The Capitana Key West
4.6Pleasant · 1,082 reviews
$945
$945/night · 1n
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Casa Marina Key West, Curio Collection by Hilton
3.7Pleasant · 4,469 reviews
$1,236
$1,236/night · 1n
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