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 · $125/night
$874
June 2026
Sun
Mon
Tue
Wed
Thu
Fri
Sat
1$1,2082$1,1143$1,1474$1,1805$1,2056Low$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$1,11722$1,12823$1,13124$1,11725$1,12526$1,12327$1,17028$1,24829$1,24430$1,243
Cheapest dayCheaperMidPriciest

Hotels for Fri, Nov 6

  • Southwinds Motel

    Southwinds Motel

    4.2Pleasant · 1,068 reviews
    $1,826
    $261/night · 7n
    Book
  • Seashell Motel

    Seashell Motel

    3.7Pleasant · 814 reviews
    $1,865
    $266/night · 7n
    Book
  • Parrot Key Hotel & Villas

    Parrot Key Hotel & Villas

    4.3Pleasant · 2,411 reviews
    $1,884
    $269/night · 7n
    Book
  • Hilton Garden Inn Key West / The Keys Collection

    Hilton Garden Inn Key West / The Keys Collection

    3.7Pleasant · 2,607 reviews
    $1,906
    $272/night · 7n
    Book
  • NYAH Key West

    NYAH Key West

    3.9Pleasant · 1,502 reviews
    $2,001
    $286/night · 7n
    Book
  • Havana Cabana

    Havana Cabana

    4.2Pleasant · 2,918 reviews
    $2,001
    $286/night · 7n
    Book
  • The Southernmost Inn

    The Southernmost Inn

    3.8Pleasant · 839 reviews
    $2,114
    $302/night · 7n
    Book
  • Beachside Resort & Residences

    Beachside Resort & Residences

    4.3Pleasant · 3,584 reviews
    $2,231
    $319/night · 7n
    Book
  • Hampton Inn Key West

    Hampton Inn Key West

    4.3Pleasant · 1,367 reviews
    $2,280
    $326/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
    $2,295
    $328/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
    $2,366
    $338/night · 7n
    Book
  • Margaritaville Beach House Key West

    Margaritaville Beach House Key West

    4.1Pleasant · 2,420 reviews
    $2,406
    $344/night · 7n
    Book
  • Casablanca Hotel Key West

    Casablanca Hotel Key West

    4.6Pleasant · 361 reviews
    $2,424
    $346/night · 7n
    Book
  • The Perry Hotel & Marina Key West

    The Perry Hotel & Marina Key West

    4.5Pleasant · 1,642 reviews
    $2,448
    $350/night · 7n
    Book
  • Southernmost Beach Resort & Guesthouses

    Southernmost Beach Resort & Guesthouses

    4.1Pleasant · 4,074 reviews
    $2,764
    $395/night · 7n
    Book
  • Simonton Court Hotel Key West

    Simonton Court Hotel Key West

    4.8Pleasant · 540 reviews
    $2,965
    $424/night · 7n
    Book
  • The Capitana Key West

    The Capitana Key West

    4.6Pleasant · 1,082 reviews
    $3,146
    $449/night · 7n
    Book
  • Eden House Key West

    Eden House Key West

    4.5Pleasant · 629 reviews
    $3,148
    $450/night · 7n
    Book
  • The Reach Key West, Curio Collection by Hilton

    The Reach Key West, Curio Collection by Hilton

    3.9Pleasant · 1,173 reviews
    $3,497
    $500/night · 7n
    Book
  • Courtyard by Marriott Key West Waterfront

    Courtyard by Marriott Key West Waterfront

    4.2Pleasant · 1,443 reviews
    $3,532
    $505/night · 7n
    Book
  • Casa Marina Key West, Curio Collection by Hilton

    Casa Marina Key West, Curio Collection by Hilton

    3.7Pleasant · 4,469 reviews
    $4,075
    $582/night · 7n
    Book
  • Opal Key Resort & Marina

    Opal Key Resort & Marina

    4.5Pleasant · 4,829 reviews
    $5,288
    $755/night · 7n
    Book
  • Hyatt Centric Key West Resort & Spa

    Hyatt Centric Key West Resort & Spa

    4.4Pleasant · 1,869 reviews
    $5,643
    $806/night · 7n
    Book

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