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 Thu, Dec 31

  • Southwinds Motel

    Southwinds Motel

    4.2Pleasant · 1,068 reviews
    $1,054
    $351/night · 3n
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  • Heron House Court

    Heron House Court

    4.4Pleasant · 366 reviews
    $1,118
    $373/night · 3n
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  • Havana Cabana

    Havana Cabana

    4.2Pleasant · 2,918 reviews
    $1,234
    $411/night · 3n
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  • The Perry Hotel & Marina Key West

    The Perry Hotel & Marina Key West

    4.5Pleasant · 1,642 reviews
    $1,493
    $498/night · 3n
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  • The Southernmost Inn

    The Southernmost Inn

    3.8Pleasant · 839 reviews
    $1,653
    $551/night · 3n
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  • Eden House Key West

    Eden House Key West

    4.5Pleasant · 629 reviews
    $1,698
    $566/night · 3n
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  • Parrot Key Hotel & Villas

    Parrot Key Hotel & Villas

    4.3Pleasant · 2,411 reviews
    $1,842
    $614/night · 3n
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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
    $1,854
    $618/night · 3n
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  • Hampton Inn Key West

    Hampton Inn Key West

    4.3Pleasant · 1,367 reviews
    $1,908
    $636/night · 3n
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  • Simonton Court Hotel Key West

    Simonton Court Hotel Key West

    4.8Pleasant · 540 reviews
    $1,974
    $658/night · 3n
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  • Seashell Motel

    Seashell Motel

    3.7Pleasant · 814 reviews
    $1,992
    $664/night · 3n
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  • Margaritaville Beach House Key West

    Margaritaville Beach House Key West

    4.1Pleasant · 2,420 reviews
    $2,033
    $678/night · 3n
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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
    $2,041
    $680/night · 3n
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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
    $2,096
    $699/night · 3n
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  • NYAH Key West

    NYAH Key West

    3.9Pleasant · 1,502 reviews
    $2,190
    $730/night · 3n
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  • Casablanca Hotel Key West

    Casablanca Hotel Key West

    4.6Pleasant · 361 reviews
    $2,265
    $755/night · 3n
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  • Southernmost Beach Resort & Guesthouses

    Southernmost Beach Resort & Guesthouses

    4.1Pleasant · 4,074 reviews
    $2,317
    $772/night · 3n
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  • Courtyard by Marriott Key West Waterfront

    Courtyard by Marriott Key West Waterfront

    4.2Pleasant · 1,443 reviews
    $2,376
    $792/night · 3n
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  • The Capitana Key West

    The Capitana Key West

    4.6Pleasant · 1,082 reviews
    $2,618
    $873/night · 3n
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  • Ocean Key Resort & Spa

    Ocean Key Resort & Spa

    4.6Pleasant · 2,399 reviews
    $3,220
    $1,073/night · 3n
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  • Beachside Resort & Residences

    Beachside Resort & Residences

    4.3Pleasant · 3,584 reviews
    $3,238
    $1,079/night · 3n
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  • Hyatt Centric Key West Resort & Spa

    Hyatt Centric Key West Resort & Spa

    4.4Pleasant · 1,869 reviews
    $4,139
    $1,380/night · 3n
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