HotelDip

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

Hotels for Fri, Sep 25

  • Hilton Garden Inn Key West / The Keys Collection

    Hilton Garden Inn Key West / The Keys Collection

    3.7Pleasant · 2,607 reviews
    $157
    $157/night · 1n
    Book
  • Beachside Resort & Residences

    Beachside Resort & Residences

    4.3Pleasant · 3,584 reviews
    $160
    $160/night · 1n
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  • Heron House Court

    Heron House Court

    4.4Pleasant · 366 reviews
    $168
    $168/night · 1n
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  • Casablanca Hotel Key West

    Casablanca Hotel Key West

    4.6Pleasant · 361 reviews
    $174
    $174/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
    $177
    $177/night · 1n
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  • Eden House Key West

    Eden House Key West

    4.5Pleasant · 629 reviews
    $177
    $177/night · 1n
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  • Authors Guesthouse Key West

    Authors Guesthouse Key West

    4.3Pleasant · 352 reviews
    $179
    $179/night · 1n
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  • Southwinds Motel

    Southwinds Motel

    4.2Pleasant · 1,068 reviews
    $179
    $179/night · 1n
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  • Seashell Motel

    Seashell Motel

    3.7Pleasant · 814 reviews
    $197
    $197/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
    $200
    $200/night · 1n
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  • Parrot Key Hotel & Villas

    Parrot Key Hotel & Villas

    4.3Pleasant · 2,411 reviews
    $204
    $204/night · 1n
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  • NYAH Key West

    NYAH Key West

    3.9Pleasant · 1,502 reviews
    $208
    $208/night · 1n
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  • Hampton Inn Key West

    Hampton Inn Key West

    4.3Pleasant · 1,367 reviews
    $215
    $215/night · 1n
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  • The Southernmost Inn

    The Southernmost Inn

    3.8Pleasant · 839 reviews
    $216
    $216/night · 1n
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  • The Perry Hotel & Marina Key West

    The Perry Hotel & Marina Key West

    4.5Pleasant · 1,642 reviews
    $229
    $229/night · 1n
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  • Margaritaville Beach House Key West

    Margaritaville Beach House Key West

    4.1Pleasant · 2,420 reviews
    $233
    $233/night · 1n
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  • Havana Cabana

    Havana Cabana

    4.2Pleasant · 2,918 reviews
    $246
    $246/night · 1n
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  • Southernmost Beach Resort & Guesthouses

    Southernmost Beach Resort & Guesthouses

    4.1Pleasant · 4,074 reviews
    $253
    $253/night · 1n
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  • Ibis Bay Beach Resort

    Ibis Bay Beach Resort

    4.0Pleasant · 4,340 reviews
    $259
    $259/night · 1n
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  • Lighthouse Hotel - Key West Historic Inns

    Lighthouse Hotel - Key West Historic Inns

    4.4Pleasant · 780 reviews
    $269
    $269/night · 1n
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  • Pegasus International Hotel

    Pegasus International Hotel

    3.8Pleasant · 474 reviews
    $274
    $274/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
    $278
    $278/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
    $288
    $288/night · 1n
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  • Simonton Court Hotel Key West

    Simonton Court Hotel Key West

    4.8Pleasant · 540 reviews
    $289
    $289/night · 1n
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  • The Capitana Key West

    The Capitana Key West

    4.6Pleasant · 1,082 reviews
    $314
    $314/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
    $398
    $398/night · 1n
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  • Pier House Resort & Spa

    Pier House Resort & Spa

    4.4Pleasant · 1,920 reviews
    $406
    $406/night · 1n
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  • Ocean Key Resort & Spa

    Ocean Key Resort & Spa

    4.6Pleasant · 2,399 reviews
    $413
    $413/night · 1n
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  • Hyatt Centric Key West Resort & Spa

    Hyatt Centric Key West Resort & Spa

    4.4Pleasant · 1,869 reviews
    $456
    $456/night · 1n
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  • Courtyard by Marriott Key West Waterfront

    Courtyard by Marriott Key West Waterfront

    4.2Pleasant · 1,443 reviews
    $466
    $466/night · 1n
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  • Opal Key Resort & Marina

    Opal Key Resort & Marina

    4.5Pleasant · 4,829 reviews
    $494
    $494/night · 1n
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