HotelDip

Cheapest dates for cheap 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

Hotels for Sun, Sep 20

  • Hilton Garden Inn Key West / The Keys Collection

    Hilton Garden Inn Key West / The Keys Collection

    3.7Pleasant · 2,607 reviews
    $120
    $120/night · 1n
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  • Authors Guesthouse Key West

    Authors Guesthouse Key West

    4.3Pleasant · 352 reviews
    $134
    $134/night · 1n
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  • Fairfield by Marriott Inn & Suites Key West at The Keys Collection

    Fairfield by Marriott Inn & Suites Key West at The Keys Collection

    4.1Pleasant · 1,983 reviews
    $142
    $142/night · 1n
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  • Beachside Resort & Residences

    Beachside Resort & Residences

    4.3Pleasant · 3,584 reviews
    $143
    $143/night · 1n
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  • Southwinds Motel

    Southwinds Motel

    4.2Pleasant · 1,068 reviews
    $145
    $145/night · 1n
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  • Hampton Inn Key West

    Hampton Inn Key West

    4.3Pleasant · 1,367 reviews
    $151
    $151/night · 1n
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  • Seashell Motel

    Seashell Motel

    3.7Pleasant · 814 reviews
    $158
    $158/night · 1n
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  • NYAH Key West

    NYAH Key West

    3.9Pleasant · 1,502 reviews
    $161
    $161/night · 1n
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  • The Southernmost Inn

    The Southernmost Inn

    3.8Pleasant · 839 reviews
    $161
    $161/night · 1n
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  • Heron House Court

    Heron House Court

    4.4Pleasant · 366 reviews
    $168
    $168/night · 1n
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  • Parrot Key Hotel & Villas

    Parrot Key Hotel & Villas

    4.3Pleasant · 2,411 reviews
    $174
    $174/night · 1n
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  • Casablanca Hotel Key West

    Casablanca Hotel Key West

    4.6Pleasant · 361 reviews
    $175
    $175/night · 1n
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  • DoubleTree Resort by Hilton Hotel Grand Key - Key West

    DoubleTree Resort by Hilton Hotel Grand Key - Key West

    4.0Pleasant · 2,822 reviews
    $177
    $177/night · 1n
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  • Havana Cabana

    Havana Cabana

    4.2Pleasant · 2,918 reviews
    $180
    $180/night · 1n
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  • The Perry Hotel & Marina Key West

    The Perry Hotel & Marina Key West

    4.5Pleasant · 1,642 reviews
    $182
    $182/night · 1n
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  • Eden House Key West

    Eden House Key West

    4.5Pleasant · 629 reviews
    $187
    $187/night · 1n
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  • The Saint Hotel Key West, Autograph Collection, Adult Only

    The Saint Hotel Key West, Autograph Collection, Adult Only

    4.5Pleasant · 663 reviews
    $200
    $200/night · 1n
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  • Southernmost Beach Resort & Guesthouses

    Southernmost Beach Resort & Guesthouses

    4.1Pleasant · 4,074 reviews
    $207
    $207/night · 1n
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  • Lighthouse Hotel - Key West Historic Inns

    Lighthouse Hotel - Key West Historic Inns

    4.4Pleasant · 780 reviews
    $213
    $213/night · 1n
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  • Margaritaville Beach House Key West

    Margaritaville Beach House Key West

    4.1Pleasant · 2,420 reviews
    $215
    $215/night · 1n
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  • Pier House Resort & Spa

    Pier House Resort & Spa

    4.4Pleasant · 1,920 reviews
    $238
    $238/night · 1n
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  • The Reach Key West, Curio Collection by Hilton

    The Reach Key West, Curio Collection by Hilton

    3.9Pleasant · 1,173 reviews
    $242
    $242/night · 1n
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  • Ibis Bay Beach Resort

    Ibis Bay Beach Resort

    4.0Pleasant · 4,340 reviews
    $243
    $243/night · 1n
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  • The Capitana Key West

    The Capitana Key West

    4.6Pleasant · 1,082 reviews
    $254
    $254/night · 1n
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  • Casa Marina Key West, Curio Collection by Hilton

    Casa Marina Key West, Curio Collection by Hilton

    3.7Pleasant · 4,469 reviews
    $266
    $266/night · 1n
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  • Simonton Court Hotel Key West

    Simonton Court Hotel Key West

    4.8Pleasant · 540 reviews
    $267
    $267/night · 1n
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  • Hyatt Centric Key West Resort & Spa

    Hyatt Centric Key West Resort & Spa

    4.4Pleasant · 1,869 reviews
    $274
    $274/night · 1n
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  • Ocean Key Resort & Spa

    Ocean Key Resort & Spa

    4.6Pleasant · 2,399 reviews
    $296
    $296/night · 1n
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  • Opal Key Resort & Marina

    Opal Key Resort & Marina

    4.5Pleasant · 4,829 reviews
    $324
    $324/night · 1n
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  • Courtyard by Marriott Key West Waterfront

    Courtyard by Marriott Key West Waterfront

    4.2Pleasant · 1,443 reviews
    $391
    $391/night · 1n
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