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

7 nights
from Sun, Aug 23 · $124/night
$870
June 2026
Sun
Mon
Tue
Wed
Thu
Fri
Sat
1$1,3012$1,1143$1,1474$1,1805$1,2136Low$1,0417$1,0418$1,0429$1,07810$1,09011$1,08312$1,07513$1,11914$1,12815$1,15016$1,16217$1,17318$1,18419$1,19120$1,16521$1,12122$1,13523$1,13824$1,12725$1,13826$1,13627$1,18928$1,25529$1,24630$1,247
Cheapest dayCheaperMidPriciest

Hotels for Mon, Dec 21

  • Havana Cabana

    Havana Cabana

    4.2Pleasant · 2,918 reviews
    $2,364
    $338/night · 7n
    Book
  • NYAH Key West

    NYAH Key West

    3.9Pleasant · 1,502 reviews
    $2,634
    $376/night · 7n
    Book
  • Seashell Motel

    Seashell Motel

    3.7Pleasant · 814 reviews
    $2,649
    $378/night · 7n
    Book
  • The Southernmost Inn

    The Southernmost Inn

    3.8Pleasant · 839 reviews
    $2,716
    $388/night · 7n
    Book
  • Simonton Court Hotel Key West

    Simonton Court Hotel Key West

    4.8Pleasant · 540 reviews
    $3,023
    $432/night · 7n
    Book
  • DoubleTree Resort by Hilton Hotel Grand Key - Key West

    DoubleTree Resort by Hilton Hotel Grand Key - Key West

    4.0Pleasant · 2,822 reviews
    $3,047
    $435/night · 7n
    Book
  • Hilton Garden Inn Key West / The Keys Collection

    Hilton Garden Inn Key West / The Keys Collection

    3.7Pleasant · 2,607 reviews
    $3,077
    $440/night · 7n
    Book
  • Parrot Key Hotel & Villas

    Parrot Key Hotel & Villas

    4.3Pleasant · 2,411 reviews
    $3,089
    $441/night · 7n
    Book
  • Casablanca Hotel Key West

    Casablanca Hotel Key West

    4.6Pleasant · 361 reviews
    $3,153
    $450/night · 7n
    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
    $3,153
    $450/night · 7n
    Book
  • The Perry Hotel & Marina Key West

    The Perry Hotel & Marina Key West

    4.5Pleasant · 1,642 reviews
    $3,163
    $452/night · 7n
    Book
  • Hampton Inn Key West

    Hampton Inn Key West

    4.3Pleasant · 1,367 reviews
    $3,225
    $461/night · 7n
    Book
  • Southernmost Beach Resort & Guesthouses

    Southernmost Beach Resort & Guesthouses

    4.1Pleasant · 4,074 reviews
    $3,261
    $466/night · 7n
    Book
  • Margaritaville Beach House Key West

    Margaritaville Beach House Key West

    4.1Pleasant · 2,420 reviews
    $3,440
    $491/night · 7n
    Book
  • The Capitana Key West

    The Capitana Key West

    4.6Pleasant · 1,082 reviews
    $3,989
    $570/night · 7n
    Book
  • Courtyard by Marriott Key West Waterfront

    Courtyard by Marriott Key West Waterfront

    4.2Pleasant · 1,443 reviews
    $4,142
    $592/night · 7n
    Book
  • Beachside Resort & Residences

    Beachside Resort & Residences

    4.3Pleasant · 3,584 reviews
    $4,612
    $659/night · 7n
    Book
  • The Reach Key West, Curio Collection by Hilton

    The Reach Key West, Curio Collection by Hilton

    3.9Pleasant · 1,173 reviews
    $4,681
    $669/night · 7n
    Book
  • Lighthouse Hotel - Key West Historic Inns

    Lighthouse Hotel - Key West Historic Inns

    4.4Pleasant · 780 reviews
    $6,044
    $863/night · 7n
    Book
  • Hyatt Centric Key West Resort & Spa

    Hyatt Centric Key West Resort & Spa

    4.4Pleasant · 1,869 reviews
    $6,277
    $897/night · 7n
    Book
  • Casa Marina Key West, Curio Collection by Hilton

    Casa Marina Key West, Curio Collection by Hilton

    3.7Pleasant · 4,470 reviews
    $6,555
    $936/night · 7n
    Book
  • Ocean Key Resort & Spa

    Ocean Key Resort & Spa

    4.6Pleasant · 2,399 reviews
    $6,863
    $980/night · 7n
    Book

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