Search Monroe County Hotels

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Top Cities in Monroe County

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Monroe County hotels

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (1781)
"Great stay"
United States
james
The price is RM715
RM1,012 total
includes taxes & fees
18 Dec - 19 Dec
Beachside Resort & Residences

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.0 out of 10, Very good, (1763)
"Loved staying here and would again next time we are in Key West!!"
Canada
David
The price is RM513
RM807 total
includes taxes & fees
16 Dec - 17 Dec
Blue Flamingo Resort Key West

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1778)
" Great location "
United States
Kristen
The price is RM856
RM1,222 total
includes taxes & fees
16 Dec - 17 Dec
Margaritaville Beach House Key West

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1752)
"Clean room, great and friendly staff, great pools, easy parking, everything was great "
United States
Zidan
The price is RM671
RM1,003 total
includes taxes & fees
16 Dec - 17 Dec
Oceans Edge Key West Resort, Hotel & Marina

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (2934)
"Great stay with an actual beach which is rare in Key West. "
United States
Robert
The price is RM771
RM1,167 total
includes taxes & fees
18 Dec - 19 Dec
Southernmost Beach Resort and Guesthouses

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
New Town
8.0 out of 10, Very good, (1154)
"clean room comfortable bed ,pool jacuzzi with bar make us amazing stay this hotel."
United States
Shanker
The price is RM486
RM662 total
includes taxes & fees
18 Dec - 19 Dec
Hilton Garden Inn Key West / The Keys Collection

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1173)
"great place to stay "
United States
michael
The price is RM1,063
RM1,447 total
includes taxes & fees
11 Jan - 12 Jan 2026
The Perry Hotel & Marina Key West

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.0 out of 10, Very good, (1003)
"Very very nice stay! "
United States
Chloe
The price is RM599
RM813 total
includes taxes & fees
18 Dec - 19 Dec
DoubleTree Resort by Hilton Grand Key - Key West

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very good, (471)
"Clean, great staff and location."
United States
Vincent
The price is RM1,483
RM1,915 total
includes taxes & fees
16 Dec - 17 Dec
Casa Marina Key West, Curio Collection by Hilton

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1193)
"Great hotel"
United States
Patrice
The price is RM867
RM1,211 total
includes taxes & fees
11 Jan - 12 Jan 2026
Parrot Key Hotel & Villas

Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
8.8 out of 10, Excellent, (1727)
"Pretty much everything you could hope for out of a resort. Staff was great, amenities were nice, the room was clean. We loved out stay"
United States
alec lawrence
The price is RM1,764
RM2,287 total
includes taxes & fees
3 Jan - 4 Jan 2026
Havana Cabana at Key West

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
3.5 star property
Key West
9.4 out of 10, Exceptional, (1016)
"We enjoyed the beautiful property."
United States
Susan
The price is RM1,471
RM1,839 total
includes taxes & fees
18 Dec - 19 Dec
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
Key West
9.6 out of 10, Exceptional, (1012)
"Staff was great and rooms were very well kept."
United States
Kayla
The price is RM1,594
RM1,978 total
includes taxes & fees
17 Dec - 18 Dec
Hyatt Vacation Club at Windward Pointe, Key West

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1116)
"Great place "
United States
Oscar
Lime Tree Bay Resort

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very good, (1002)
"Great view, amazing room and friendly staff"
United States
Kristine
The price is RM1,069
RM1,449 total
includes taxes & fees
16 Dec - 17 Dec
The Reach Key West, Curio Collection by Hilton

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1285)
"Wonderful stay"
United States
Lindsey
The price is RM856
RM963 total
includes taxes & fees
16 Dec - 17 Dec
Hampton Inn Key West FL

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1595)
"Great breakfast, great location, friendly staff, nice extras."
United States
Gary
The price is RM580
RM883 total
includes taxes & fees
16 Dec - 17 Dec
Chesapeake Beach Resort

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1269)
"It was awesome, great service, staff members are helpful, clean and tidy room with excellent views!"
United States
Sami
The price is RM815
RM1,194 total
includes taxes & fees
16 Dec - 17 Dec
Cheeca Lodge & Spa

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
8.8 out of 10, Excellent, (1002)
"Beautiful location, great views, very clean property, room was great (great bed), friendly staff."
United States
Scott
The price is RM1,348
RM1,742 total
includes taxes & fees
16 Dec - 17 Dec
Playa Largo Resort & Spa, Autograph Collection

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1023)
"Our stay was great!"
United States
Richard
The price is RM1,143
RM1,447 total
includes taxes & fees
16 Dec - 17 Dec
Opal Key Resort & Marina, Key West
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Showing deals for:26 Dec - 28 Dec
Save an average of 15% on thousands of hotels when you're signed in

Top Monroe County Hotel Reviews

Explore a world of travel with Expedia