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 Tue, Sep 29

  • Hilton Garden Inn Key West / The Keys Collection

    Hilton Garden Inn Key West / The Keys Collection

    3.7Pleasant · 2,607 reviews
    $765
    $153/night · 5n
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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
    $797
    $159/night · 5n
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  • Southwinds Motel

    Southwinds Motel

    4.2Pleasant · 1,068 reviews
    $823
    $165/night · 5n
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  • Authors Guesthouse Key West

    Authors Guesthouse Key West

    4.3Pleasant · 352 reviews
    $875
    $175/night · 5n
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  • Hampton Inn Key West

    Hampton Inn Key West

    4.3Pleasant · 1,367 reviews
    $929
    $186/night · 5n
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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
    $973
    $195/night · 5n
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  • NYAH Key West

    NYAH Key West

    3.9Pleasant · 1,502 reviews
    $977
    $195/night · 5n
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  • Parrot Key Hotel & Villas

    Parrot Key Hotel & Villas

    4.3Pleasant · 2,411 reviews
    $988
    $198/night · 5n
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  • Casablanca Hotel Key West

    Casablanca Hotel Key West

    4.6Pleasant · 361 reviews
    $998
    $200/night · 5n
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  • Seashell Motel

    Seashell Motel

    3.7Pleasant · 814 reviews
    $1,062
    $212/night · 5n
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  • Havana Cabana

    Havana Cabana

    4.2Pleasant · 2,918 reviews
    $1,069
    $214/night · 5n
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  • Beachside Resort & Residences

    Beachside Resort & Residences

    4.3Pleasant · 3,584 reviews
    $1,085
    $217/night · 5n
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  • The Southernmost Inn

    The Southernmost Inn

    3.8Pleasant · 839 reviews
    $1,097
    $219/night · 5n
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  • The Perry Hotel & Marina Key West

    The Perry Hotel & Marina Key West

    4.5Pleasant · 1,642 reviews
    $1,170
    $234/night · 5n
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  • Heron House Court

    Heron House Court

    4.4Pleasant · 366 reviews
    $1,190
    $238/night · 5n
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  • Ibis Bay Beach Resort

    Ibis Bay Beach Resort

    4.0Pleasant · 4,340 reviews
    $1,247
    $249/night · 5n
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  • Margaritaville Beach House Key West

    Margaritaville Beach House Key West

    4.1Pleasant · 2,420 reviews
    $1,258
    $252/night · 5n
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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
    $1,290
    $258/night · 5n
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  • Eden House Key West

    Eden House Key West

    4.5Pleasant · 629 reviews
    $1,338
    $268/night · 5n
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  • Lighthouse Hotel - Key West Historic Inns

    Lighthouse Hotel - Key West Historic Inns

    4.4Pleasant · 780 reviews
    $1,342
    $268/night · 5n
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  • Southernmost Beach Resort & Guesthouses

    Southernmost Beach Resort & Guesthouses

    4.1Pleasant · 4,074 reviews
    $1,372
    $274/night · 5n
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  • The Capitana Key West

    The Capitana Key West

    4.6Pleasant · 1,082 reviews
    $1,416
    $283/night · 5n
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  • Simonton Court Hotel Key West

    Simonton Court Hotel Key West

    4.8Pleasant · 540 reviews
    $1,425
    $285/night · 5n
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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
    $1,430
    $286/night · 5n
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  • Pier House Resort & Spa

    Pier House Resort & Spa

    4.4Pleasant · 1,920 reviews
    $1,785
    $357/night · 5n
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  • Hyatt Centric Key West Resort & Spa

    Hyatt Centric Key West Resort & Spa

    4.4Pleasant · 1,869 reviews
    $1,853
    $371/night · 5n
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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
    $1,870
    $374/night · 5n
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  • Ocean Key Resort & Spa

    Ocean Key Resort & Spa

    4.6Pleasant · 2,399 reviews
    $1,909
    $382/night · 5n
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  • Opal Key Resort & Marina

    Opal Key Resort & Marina

    4.5Pleasant · 4,830 reviews
    $1,935
    $387/night · 5n
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  • Courtyard by Marriott Key West Waterfront

    Courtyard by Marriott Key West Waterfront

    4.2Pleasant · 1,443 reviews
    $2,140
    $428/night · 5n
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