A waterfront promenade with multi-story buildings, palm trees, and a clear blue sky.

Search Monroe County Hotels

  • 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

This weekend
Next weekend

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Monroe County hotels

1. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.6 out of 10, Excellent, (2,771 reviews)
"Nice resort very family friendly"
United States
Sigrid A
The price is €180
includes taxes & fees
1 Dec - 2 Dec
Blue Flamingo Resort Key West

2. Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,811 reviews)
"Very nice place to stay"
United States
ANTHONY
The price is €288
includes taxes & fees
15 Nov - 16 Nov
Margaritaville Beach House Key West

3. Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
9.0 out of 10, Wonderful, (1,901 reviews)
"Great place to stay"
United States
Stephanie
The price is €194
includes taxes & fees
1 Dec - 2 Dec
Havana Cabana at Key West

4. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.4 out of 10, Very good, (1,130 reviews)
"The hotel was a spectacular place near the airport."
United States
Suset
The price is €154
includes taxes & fees
17 Nov - 18 Nov
DoubleTree Resort by Hilton Grand Key - Key West

5. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,563 reviews)
"Very friendly staff, quiet and low key if that’s what you’re looking for"
United States
Mark Blair
The price is €165
includes taxes & fees
3 Nov - 4 Nov
Lime Tree Bay Resort

6. Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
5.0 star property
Marathon
9.2 out of 10, Wonderful, (1,303 reviews)
"Great stay beautiful property."
United States
Clinton
The price is €280
includes taxes & fees
2 Dec - 3 Dec
Isla Bella Beach Resort & Spa

7. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (3,632 reviews)
"Easy check in, huge property, great location and beautiful grounds."
United States
Charles
The price is €274
includes taxes & fees
15 Nov - 16 Nov
Southernmost Beach Resort and Guesthouses

8. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,499 reviews)
"Great place. Phenomenal food!"
United States
Brandon
The price is €248
includes taxes & fees
29 Nov - 30 Nov
Cheeca Lodge & Spa

9. 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, (1,002 reviews)
"Great place"
United States
Nguyen
The price is €306
includes taxes & fees
4 Nov - 5 Nov
Casa Marina Key West, Curio Collection by Hilton

10. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,482 reviews)
"Love the place it was so big lots of space had 4 swimming pools close everywhere. Highly recommend!"
United States
Malgorzata
The price is €211
includes taxes & fees
17 Nov - 18 Nov
Parrot Key Hotel & Villas

11. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1,308 reviews)
"Absolutely amazing property and people could not recommend enough helpfully staff and great location"
United States
david
The price is €98
includes taxes & fees
3 Nov - 4 Nov
The Perry Hotel & Marina Key West

12. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
New Town
8.2 out of 10, Very good, (1,353 reviews)
"Room was very comfortable, staff was very helpful and breakfast was good"
United States
Darlene
The price is €141
includes taxes & fees
17 Nov - 18 Nov
Hilton Garden Inn Key West / The Keys Collection

13. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (1,805 reviews)
"Nice beach walkable property Great breakfast made to order"
United States
kent brian
The price is €203
includes taxes & fees
3 Nov - 4 Nov
Chesapeake Beach Resort

14. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1,064 reviews)
"Had a great experience to celebrate my birthday here."
United States
Rowena
The price is €246
includes taxes & fees
3 Nov - 4 Nov
The Reach Key West, Curio Collection by Hilton

15. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1,800 reviews)
"Great location and great staff!!"
United States
Kevin
The price is €180
includes taxes & fees
15 Nov - 16 Nov
Hilton Key West Resort & Marina

16. Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.2 out of 10, Very good, (2,418 reviews)
"Great stay"
United States
Sebastian
The price is €137
includes taxes & fees
3 Nov - 4 Nov
Ibis Bay Beach Resort

17. Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1,577 reviews)
"Excellent location and the property it’s very clean"
United States
Heylin
The price is €190
includes taxes & fees
30 Nov - 1 Dec
Hampton Inn Key West FL

18. Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,383 reviews)
"Great location quite and excellent resuraunt"
United States
Richard
The price is €404
includes taxes & fees
22 Nov - 23 Nov
Pier House Resort & Spa

19. The Laureate Key West

The Laureate Key West
3.5 star property
New Town
9.2 out of 10, Wonderful, (1,034 reviews)
"Great place to stay!"
United States
Eileen
The price is €186
includes taxes & fees
10 Nov - 11 Nov
The Laureate Key West

20. Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2,665 reviews)
"Beautiful location, loved the pool and the Tiki Bar!"
United States
Deana
Beachside Resort & Residences
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:13 Nov - 15 Nov

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