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 Sun, Jan 24

  • Heron House Court

    Heron House Court

    4.4Pleasant · 366 reviews
    $463
    $232/night · 2n
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  • Southwinds Motel

    Southwinds Motel

    4.2Pleasant · 1,068 reviews
    $563
    $282/night · 2n
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  • Hilton Garden Inn Key West / The Keys Collection

    Hilton Garden Inn Key West / The Keys Collection

    3.7Pleasant · 2,607 reviews
    $598
    $299/night · 2n
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  • Authors Guesthouse Key West

    Authors Guesthouse Key West

    4.3Pleasant · 352 reviews
    $598
    $299/night · 2n
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  • The Southernmost Inn

    The Southernmost Inn

    3.8Pleasant · 839 reviews
    $606
    $303/night · 2n
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  • Havana Cabana

    Havana Cabana

    4.2Pleasant · 2,918 reviews
    $640
    $320/night · 2n
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  • NYAH Key West

    NYAH Key West

    3.9Pleasant · 1,502 reviews
    $644
    $322/night · 2n
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  • Parrot Key Hotel & Villas

    Parrot Key Hotel & Villas

    4.3Pleasant · 2,411 reviews
    $665
    $333/night · 2n
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  • The Perry Hotel & Marina Key West

    The Perry Hotel & Marina Key West

    4.5Pleasant · 1,642 reviews
    $665
    $333/night · 2n
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  • Seashell Motel

    Seashell Motel

    3.7Pleasant · 814 reviews
    $672
    $336/night · 2n
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  • Margaritaville Beach House Key West

    Margaritaville Beach House Key West

    4.1Pleasant · 2,420 reviews
    $740
    $370/night · 2n
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  • Casablanca Hotel Key West

    Casablanca Hotel Key West

    4.6Pleasant · 361 reviews
    $741
    $371/night · 2n
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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
    $757
    $379/night · 2n
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  • Simonton Court Hotel Key West

    Simonton Court Hotel Key West

    4.8Pleasant · 540 reviews
    $815
    $408/night · 2n
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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
    $821
    $411/night · 2n
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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
    $822
    $411/night · 2n
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  • Hampton Inn Key West

    Hampton Inn Key West

    4.3Pleasant · 1,367 reviews
    $833
    $417/night · 2n
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  • Ibis Bay Beach Resort

    Ibis Bay Beach Resort

    4.0Pleasant · 4,340 reviews
    $844
    $422/night · 2n
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  • Courtyard by Marriott Key West Waterfront

    Courtyard by Marriott Key West Waterfront

    4.2Pleasant · 1,443 reviews
    $856
    $428/night · 2n
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  • Beachside Resort & Residences

    Beachside Resort & Residences

    4.3Pleasant · 3,584 reviews
    $858
    $429/night · 2n
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  • Eden House Key West

    Eden House Key West

    4.5Pleasant · 629 reviews
    $870
    $435/night · 2n
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  • Southernmost Beach Resort & Guesthouses

    Southernmost Beach Resort & Guesthouses

    4.1Pleasant · 4,074 reviews
    $921
    $461/night · 2n
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  • The Capitana Key West

    The Capitana Key West

    4.6Pleasant · 1,082 reviews
    $950
    $475/night · 2n
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  • Pier House Resort & Spa

    Pier House Resort & Spa

    4.4Pleasant · 1,920 reviews
    $1,177
    $589/night · 2n
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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
    $1,201
    $601/night · 2n
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  • Opal Key Resort & Marina

    Opal Key Resort & Marina

    4.5Pleasant · 4,830 reviews
    $1,298
    $649/night · 2n
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  • Ocean Key Resort & Spa

    Ocean Key Resort & Spa

    4.6Pleasant · 2,399 reviews
    $1,342
    $671/night · 2n
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  • Casa Marina Key West, Curio Collection by Hilton

    Casa Marina Key West, Curio Collection by Hilton

    3.7Pleasant · 4,470 reviews
    $1,460
    $730/night · 2n
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  • Lighthouse Hotel - Key West Historic Inns

    Lighthouse Hotel - Key West Historic Inns

    4.4Pleasant · 780 reviews
    $1,478
    $739/night · 2n
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  • Hyatt Centric Key West Resort & Spa

    Hyatt Centric Key West Resort & Spa

    4.4Pleasant · 1,869 reviews
    $1,582
    $791/night · 2n
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