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 Fri, Jan 1

  • Heron House Court

    Heron House Court

    4.4Pleasant · 366 reviews
    $1,796
    $257/night · 7n
    Book
  • Southwinds Motel

    Southwinds Motel

    4.2Pleasant · 1,068 reviews
    $1,869
    $267/night · 7n
    Book
  • Havana Cabana

    Havana Cabana

    4.2Pleasant · 2,918 reviews
    $2,070
    $296/night · 7n
    Book
  • Parrot Key Hotel & Villas

    Parrot Key Hotel & Villas

    4.3Pleasant · 2,411 reviews
    $2,351
    $336/night · 7n
    Book
  • The Perry Hotel & Marina Key West

    The Perry Hotel & Marina Key West

    4.5Pleasant · 1,642 reviews
    $2,396
    $342/night · 7n
    Book
  • The Southernmost Inn

    The Southernmost Inn

    3.8Pleasant · 839 reviews
    $2,458
    $351/night · 7n
    Book
  • Hilton Garden Inn Key West / The Keys Collection

    Hilton Garden Inn Key West / The Keys Collection

    3.7Pleasant · 2,607 reviews
    $2,647
    $378/night · 7n
    Book
  • Seashell Motel

    Seashell Motel

    3.7Pleasant · 814 reviews
    $2,680
    $383/night · 7n
    Book
  • Margaritaville Beach House Key West

    Margaritaville Beach House Key West

    4.1Pleasant · 2,420 reviews
    $2,800
    $400/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
    $2,830
    $404/night · 7n
    Book
  • NYAH Key West

    NYAH Key West

    3.9Pleasant · 1,502 reviews
    $3,019
    $431/night · 7n
    Book
  • Hampton Inn Key West

    Hampton Inn Key West

    4.3Pleasant · 1,367 reviews
    $3,022
    $432/night · 7n
    Book
  • Casablanca Hotel Key West

    Casablanca Hotel Key West

    4.6Pleasant · 361 reviews
    $3,105
    $444/night · 7n
    Book
  • Simonton Court Hotel Key West

    Simonton Court Hotel Key West

    4.8Pleasant · 540 reviews
    $3,121
    $446/night · 7n
    Book
  • Ibis Bay Beach Resort

    Ibis Bay Beach Resort

    4.0Pleasant · 4,340 reviews
    $3,224
    $461/night · 7n
    Book
  • Southernmost Beach Resort & Guesthouses

    Southernmost Beach Resort & Guesthouses

    4.1Pleasant · 4,074 reviews
    $3,620
    $517/night · 7n
    Book
  • Eden House Key West

    Eden House Key West

    4.5Pleasant · 629 reviews
    $3,622
    $517/night · 7n
    Book
  • Courtyard by Marriott Key West Waterfront

    Courtyard by Marriott Key West Waterfront

    4.2Pleasant · 1,443 reviews
    $3,720
    $531/night · 7n
    Book
  • The Capitana Key West

    The Capitana Key West

    4.6Pleasant · 1,082 reviews
    $3,844
    $549/night · 7n
    Book
  • Beachside Resort & Residences

    Beachside Resort & Residences

    4.3Pleasant · 3,584 reviews
    $4,367
    $624/night · 7n
    Book
  • The Reach Key West, Curio Collection by Hilton

    The Reach Key West, Curio Collection by Hilton

    3.9Pleasant · 1,173 reviews
    $4,886
    $698/night · 7n
    Book
  • Opal Key Resort & Marina

    Opal Key Resort & Marina

    4.5Pleasant · 4,830 reviews
    $4,963
    $709/night · 7n
    Book
  • Casa Marina Key West, Curio Collection by Hilton

    Casa Marina Key West, Curio Collection by Hilton

    3.7Pleasant · 4,470 reviews
    $5,046
    $721/night · 7n
    Book
  • Hyatt Centric Key West Resort & Spa

    Hyatt Centric Key West Resort & Spa

    4.4Pleasant · 1,869 reviews
    $5,225
    $746/night · 7n
    Book
  • Ocean Key Resort & Spa

    Ocean Key Resort & Spa

    4.6Pleasant · 2,399 reviews
    $5,294
    $756/night · 7n
    Book

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