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

1 night
from Mon, Jun 1 · $112/night
$112
June 2026
Sun
Mon
Tue
Wed
Thu
Fri
Sat
1Low$1122$1183$1154$1295$2086$1717$1428$1179$12910$12911$13412$15413$17114$13415$12516$13817$12518$15219$19820$18021$13322$12523$15124$13525$15826$17227$18528$12529$12530$125
Cheapest dayCheaperMidPriciest

Hotels for Thu, Dec 24

  • Parrot Key Hotel & Villas

    Parrot Key Hotel & Villas

    4.3Pleasant · 2,411 reviews
    $319
    $319/night · 1n
    Book
  • Seashell Motel

    Seashell Motel

    3.7Pleasant · 814 reviews
    $326
    $326/night · 1n
    Book
  • Southwinds Motel

    Southwinds Motel

    4.2Pleasant · 1,068 reviews
    $349
    $349/night · 1n
    Book
  • Margaritaville Beach House Key West

    Margaritaville Beach House Key West

    4.1Pleasant · 2,420 reviews
    $368
    $368/night · 1n
    Book
  • Havana Cabana

    Havana Cabana

    4.2Pleasant · 2,918 reviews
    $396
    $396/night · 1n
    Book
  • Southernmost Beach Resort & Guesthouses

    Southernmost Beach Resort & Guesthouses

    4.1Pleasant · 4,074 reviews
    $415
    $415/night · 1n
    Book
  • DoubleTree Resort by Hilton Hotel Grand Key - Key West

    DoubleTree Resort by Hilton Hotel Grand Key - Key West

    4.0Pleasant · 2,822 reviews
    $419
    $419/night · 1n
    Book
  • Hilton Garden Inn Key West / The Keys Collection

    Hilton Garden Inn Key West / The Keys Collection

    3.7Pleasant · 2,607 reviews
    $426
    $426/night · 1n
    Book
  • 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
    $437
    $437/night · 1n
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  • Simonton Court Hotel Key West

    Simonton Court Hotel Key West

    4.8Pleasant · 540 reviews
    $440
    $440/night · 1n
    Book
  • Casablanca Hotel Key West

    Casablanca Hotel Key West

    4.6Pleasant · 361 reviews
    $445
    $445/night · 1n
    Book
  • The Perry Hotel & Marina Key West

    The Perry Hotel & Marina Key West

    4.5Pleasant · 1,642 reviews
    $449
    $449/night · 1n
    Book
  • The Saint Hotel Key West, Autograph Collection, Adult Only

    The Saint Hotel Key West, Autograph Collection, Adult Only

    4.5Pleasant · 663 reviews
    $473
    $473/night · 1n
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  • NYAH Key West

    NYAH Key West

    3.9Pleasant · 1,502 reviews
    $495
    $495/night · 1n
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  • The Southernmost Inn

    The Southernmost Inn

    3.8Pleasant · 839 reviews
    $514
    $514/night · 1n
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  • The Capitana Key West

    The Capitana Key West

    4.6Pleasant · 1,082 reviews
    $524
    $524/night · 1n
    Book
  • Opal Key Resort & Marina

    Opal Key Resort & Marina

    4.5Pleasant · 4,830 reviews
    $534
    $534/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
    $540
    $540/night · 1n
    Book
  • Hampton Inn Key West

    Hampton Inn Key West

    4.3Pleasant · 1,367 reviews
    $545
    $545/night · 1n
    Book
  • Courtyard by Marriott Key West Waterfront

    Courtyard by Marriott Key West Waterfront

    4.2Pleasant · 1,443 reviews
    $652
    $652/night · 1n
    Book
  • Hyatt Centric Key West Resort & Spa

    Hyatt Centric Key West Resort & Spa

    4.4Pleasant · 1,869 reviews
    $741
    $741/night · 1n
    Book
  • Beachside Resort & Residences

    Beachside Resort & Residences

    4.3Pleasant · 3,584 reviews
    $835
    $835/night · 1n
    Book
  • Ocean Key Resort & Spa

    Ocean Key Resort & Spa

    4.6Pleasant · 2,399 reviews
    $864
    $864/night · 1n
    Book
  • Casa Marina Key West, Curio Collection by Hilton

    Casa Marina Key West, Curio Collection by Hilton

    3.7Pleasant · 4,470 reviews
    $868
    $868/night · 1n
    Book
  • Lighthouse Hotel - Key West Historic Inns

    Lighthouse Hotel - Key West Historic Inns

    4.4Pleasant · 780 reviews
    $872
    $872/night · 1n
    Book

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