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

2 nights
from Sun, Aug 23 · $117/night
$234
June 2026
Sun
Mon
Tue
Wed
Thu
Fri
Sat
1Low$2362$2363$2474$3395$4376$3137$2598$2599$25810$26811$31412$32513$31414$25915$26716$26717$30018$35019$37820$34521$26722$28723$28624$29325$33126$36327$32928$25029$25030$250
Cheapest dayCheaperMidPriciest

Hotels for Sat, Jul 4

  • Heron House Court

    Heron House Court

    4.4Pleasant · 366 reviews
    $366
    $183/night · 2n
    Book
  • Hilton Garden Inn Key West / The Keys Collection

    Hilton Garden Inn Key West / The Keys Collection

    3.7Pleasant · 2,607 reviews
    $403
    $202/night · 2n
    Book
  • Seashell Motel

    Seashell Motel

    3.7Pleasant · 814 reviews
    $449
    $225/night · 2n
    Book
  • Parrot Key Hotel & Villas

    Parrot Key Hotel & Villas

    4.3Pleasant · 2,411 reviews
    $452
    $226/night · 2n
    Book
  • Southwinds Motel

    Southwinds Motel

    4.2Pleasant · 1,068 reviews
    $471
    $236/night · 2n
    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
    $484
    $242/night · 2n
    Book
  • Lighthouse Hotel - Key West Historic Inns

    Lighthouse Hotel - Key West Historic Inns

    4.4Pleasant · 780 reviews
    $499
    $250/night · 2n
    Book
  • NYAH Key West

    NYAH Key West

    3.9Pleasant · 1,502 reviews
    $519
    $260/night · 2n
    Book
  • The Southernmost Inn

    The Southernmost Inn

    3.8Pleasant · 839 reviews
    $528
    $264/night · 2n
    Book
  • The Perry Hotel & Marina Key West

    The Perry Hotel & Marina Key West

    4.5Pleasant · 1,642 reviews
    $529
    $265/night · 2n
    Book
  • Casablanca Hotel Key West

    Casablanca Hotel Key West

    4.6Pleasant · 361 reviews
    $529
    $265/night · 2n
    Book
  • Havana Cabana

    Havana Cabana

    4.2Pleasant · 2,918 reviews
    $533
    $267/night · 2n
    Book
  • DoubleTree Resort by Hilton Hotel Grand Key - Key West

    DoubleTree Resort by Hilton Hotel Grand Key - Key West

    4.0Pleasant · 2,822 reviews
    $535
    $268/night · 2n
    Book
  • Hampton Inn Key West

    Hampton Inn Key West

    4.3Pleasant · 1,367 reviews
    $541
    $271/night · 2n
    Book
  • The Reach Key West, Curio Collection by Hilton

    The Reach Key West, Curio Collection by Hilton

    3.9Pleasant · 1,173 reviews
    $624
    $312/night · 2n
    Book
  • Southernmost Beach Resort & Guesthouses

    Southernmost Beach Resort & Guesthouses

    4.1Pleasant · 4,074 reviews
    $631
    $316/night · 2n
    Book
  • Simonton Court Hotel Key West

    Simonton Court Hotel Key West

    4.8Pleasant · 540 reviews
    $643
    $322/night · 2n
    Book
  • Courtyard by Marriott Key West Waterfront

    Courtyard by Marriott Key West Waterfront

    4.2Pleasant · 1,443 reviews
    $672
    $336/night · 2n
    Book
  • Beachside Resort & Residences

    Beachside Resort & Residences

    4.3Pleasant · 3,584 reviews
    $691
    $346/night · 2n
    Book
  • Eden House Key West

    Eden House Key West

    4.5Pleasant · 629 reviews
    $696
    $348/night · 2n
    Book
  • The Saint Hotel Key West, Autograph Collection, Adult Only

    The Saint Hotel Key West, Autograph Collection, Adult Only

    4.5Pleasant · 663 reviews
    $738
    $369/night · 2n
    Book
  • Margaritaville Beach House Key West

    Margaritaville Beach House Key West

    4.1Pleasant · 2,420 reviews
    $775
    $388/night · 2n
    Book
  • Hyatt Centric Key West Resort & Spa

    Hyatt Centric Key West Resort & Spa

    4.4Pleasant · 1,869 reviews
    $807
    $404/night · 2n
    Book
  • Casa Marina Key West, Curio Collection by Hilton

    Casa Marina Key West, Curio Collection by Hilton

    3.7Pleasant · 4,469 reviews
    $914
    $457/night · 2n
    Book
  • Ocean Key Resort & Spa

    Ocean Key Resort & Spa

    4.6Pleasant · 2,399 reviews
    $1,015
    $508/night · 2n
    Book
  • Pier House Resort & Spa

    Pier House Resort & Spa

    4.4Pleasant · 1,920 reviews
    $1,712
    $856/night · 2n
    Book

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