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

5 nights
from Sun, Aug 23 · $116/night
$579
June 2026
Sun
Mon
Tue
Wed
Thu
Fri
Sat
1$8202$8083$8414$8745$8966$7277$6888$7289$78210$78311$78112$77513$76914$75015$80516$83217$84318$86019$87320$83421$70822$78823$84624$83925$84826$83327$76628Low$62529$82730$971
Cheapest dayCheaperMidPriciest

Hotels for Sat, Mar 13

  • Havana Cabana

    Havana Cabana

    4.2Pleasant · 2,918 reviews
    $1,770
    $354/night · 5n
    Book
  • Hilton Garden Inn Key West / The Keys Collection

    Hilton Garden Inn Key West / The Keys Collection

    3.7Pleasant · 2,607 reviews
    $1,775
    $355/night · 5n
    Book
  • Parrot Key Hotel & Villas

    Parrot Key Hotel & Villas

    4.3Pleasant · 2,411 reviews
    $1,822
    $364/night · 5n
    Book
  • Authors Guesthouse Key West

    Authors Guesthouse Key West

    4.3Pleasant · 352 reviews
    $1,955
    $391/night · 5n
    Book
  • The Perry Hotel & Marina Key West

    The Perry Hotel & Marina Key West

    4.5Pleasant · 1,642 reviews
    $2,015
    $403/night · 5n
    Book
  • Seashell Motel

    Seashell Motel

    3.7Pleasant · 814 reviews
    $2,074
    $415/night · 5n
    Book
  • Casablanca Hotel Key West

    Casablanca Hotel Key West

    4.6Pleasant · 361 reviews
    $2,075
    $415/night · 5n
    Book
  • Hampton Inn Key West

    Hampton Inn Key West

    4.3Pleasant · 1,367 reviews
    $2,181
    $436/night · 5n
    Book
  • Ibis Bay Beach Resort

    Ibis Bay Beach Resort

    4.0Pleasant · 4,340 reviews
    $2,251
    $450/night · 5n
    Book
  • DoubleTree Resort by Hilton Hotel Grand Key - Key West

    DoubleTree Resort by Hilton Hotel Grand Key - Key West

    4.0Pleasant · 2,822 reviews
    $2,309
    $462/night · 5n
    Book
  • Simonton Court Hotel Key West

    Simonton Court Hotel Key West

    4.8Pleasant · 540 reviews
    $2,330
    $466/night · 5n
    Book
  • Eden House Key West

    Eden House Key West

    4.5Pleasant · 629 reviews
    $2,572
    $514/night · 5n
    Book
  • Southernmost Beach Resort & Guesthouses

    Southernmost Beach Resort & Guesthouses

    4.1Pleasant · 4,074 reviews
    $2,668
    $534/night · 5n
    Book
  • Margaritaville Beach House Key West

    Margaritaville Beach House Key West

    4.1Pleasant · 2,420 reviews
    $2,889
    $578/night · 5n
    Book
  • The Capitana Key West

    The Capitana Key West

    4.6Pleasant · 1,082 reviews
    $3,030
    $606/night · 5n
    Book
  • Hyatt Centric Key West Resort & Spa

    Hyatt Centric Key West Resort & Spa

    4.4Pleasant · 1,869 reviews
    $3,442
    $688/night · 5n
    Book
  • The Reach Key West, Curio Collection by Hilton

    The Reach Key West, Curio Collection by Hilton

    3.9Pleasant · 1,173 reviews
    $3,881
    $776/night · 5n
    Book
  • Lighthouse Hotel - Key West Historic Inns

    Lighthouse Hotel - Key West Historic Inns

    4.4Pleasant · 780 reviews
    $3,900
    $780/night · 5n
    Book
  • Ocean Key Resort & Spa

    Ocean Key Resort & Spa

    4.6Pleasant · 2,399 reviews
    $4,271
    $854/night · 5n
    Book
  • Casa Marina Key West, Curio Collection by Hilton

    Casa Marina Key West, Curio Collection by Hilton

    3.7Pleasant · 4,470 reviews
    $4,355
    $871/night · 5n
    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
    $4,468
    $894/night · 5n
    Book
  • Opal Key Resort & Marina

    Opal Key Resort & Marina

    4.5Pleasant · 4,830 reviews
    $4,770
    $954/night · 5n
    Book
  • Beachside Resort & Residences

    Beachside Resort & Residences

    4.3Pleasant · 3,584 reviews
    $7,583
    $1,517/night · 5n
    Book

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