Book Monroe County Hotels

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Top Cities in Monroe County

Top Hotels in Monroe County

Margaritaville Beach House Key West
4.0 star property
8.6 out of 10, Excellent, (1781)
"X"
The price is NZ$497
includes taxes & fees
19 Dec - 20 Dec
Margaritaville Beach House Key West
Beachside Resort & Residences
3.5 star property
8.4 out of 10, Very good, (1004)
"loved the free transit taxi into town and back"
The price is NZ$374
includes taxes & fees
1 Dec - 2 Dec
Beachside Resort & Residences
Havana Cabana at Key West - Adults Only
4.0 star property
8.8 out of 10, Excellent, (1597)
"Amazing stay! The entire property and rooms are all kept at all times. Every area smells so good too. I can not say enough about the staff; each was was attentive and took pride in their duties to the patrons. Bartenders were next level good! We loved the hen and her baby chicks and the Iguanas that came out to play. We are already planning to go back next year, and this IS where we will be staying. We came for the boat races, next year maybe we'll go earlier so we can enjoy some of the...
The price is NZ$417
includes taxes & fees
9 Dec - 10 Dec
Havana Cabana at Key West - Adults Only
The Perry Hotel & Marina Key West
4.0 star property
9.4 out of 10, Exceptional, (1002)
"Great place to stay conveniently located you have all the activities on Duvall street about a 10 min drive on a golf cart or you can take the free hotel shuttle down there get atmosphere "
The price is NZ$374
includes taxes & fees
15 Dec - 16 Dec
The Perry Hotel & Marina Key West
Southernmost Beach Resort
4.0 star property
8.6 out of 10, Excellent, (2181)
"I loved this place. They tried to do anything we asked and smiled about it. We will be back."
The price is NZ$580
includes taxes & fees
17 Dec - 18 Dec
Southernmost Beach Resort
Isla Bella Beach Resort & Spa
5.0 star property
9.0 out of 10, Wonderful, (1002)
"I liked the five pools and beach bar. Did not like the walk to the Market place for coffee as our Keurig didn't work. Also did not like the constant loud music at the pools, just give it a break once in a while. But what was the most upsetting was Isal the bartender at the beach pool was not attentive but seemed to cater to men. We sat and waited for refills and clean up. Felt ignored."
The price is NZ$561
includes taxes & fees
1 Dec - 2 Dec
Isla Bella Beach Resort & Spa
Parrot Key Hotel & Villas
4.0 star property
8.8 out of 10, Excellent, (1007)
"Parrot Key Hotel is such a beautiful property. It has a lush tropical feel with 4 gorgeous pools. My week there was so relaxing. "
The price is NZ$427
includes taxes & fees
1 Dec - 2 Dec
Parrot Key Hotel & Villas
Hilton Garden Inn Key West / The Keys Collection
3.5 star property
7.6 out of 10, Good, (1004)
"Clean and easy in and out."
The price is NZ$339
includes taxes & fees
2 Dec - 3 Dec
Hilton Garden Inn Key West / The Keys Collection
Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
8.8 out of 10, Excellent, (1499)
"I thoroughly enjoyed my stay at oceans edge. I like how it is quaint and relaxing. On the other hand, the shuttle makes it easy to go downtown where all the business is happening. When i return to Key West i plan to stay with Oceans Edge."
The price is NZ$442
includes taxes & fees
1 Dec - 2 Dec
Oceans Edge Key West Resort, Hotel & Marina
Lime Tree Bay Resort
3.5 star property
9.2 out of 10, Wonderful, (1015)
"great location!"
The price is NZ$357
includes taxes & fees
2 Dec - 3 Dec
Lime Tree Bay Resort
Casa Marina Key West, Curio Collection by Hilton
4.0 star property
7.0 out of 10, Good, (1004)
"Getting old "
The price is NZ$683
includes taxes & fees
2 Dec - 3 Dec
Casa Marina Key West, Curio Collection by Hilton
Cheeca Lodge & Spa
5.0 star property
9.0 out of 10, Wonderful, (1002)
"We were forced to leave a day early due to mold in the room and have contacted Expedia for a refund which they are working on."
The price is NZ$601
includes taxes & fees
22 Nov - 23 Nov
Cheeca Lodge & Spa
Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
8.8 out of 10, Excellent, (1000)
"Love the placw"
The price is NZ$599
includes taxes & fees
8 Dec - 9 Dec
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Ibis Bay Beach Resort
2.5 star property
8.0 out of 10, Very good, (1664)
"The staff was very nice and our room was comfortable with a small patio and beach. There were chairs and hammocks for the beach."
The price is NZ$304
includes taxes & fees
26 Nov - 27 Nov
Ibis Bay Beach Resort
DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
7.8 out of 10, Good, (1000)
"Lovely hotel with a great restaurant, pool/jacuzzi/poolside bar and staff. "
The price is NZ$344
includes taxes & fees
15 Dec - 16 Dec
DoubleTree Resort by Hilton Grand Key - Key West
Tranquility Bay Beachfront Hotel and Resort
4.0 star property
8.8 out of 10, Excellent, (1002)
"Property very clean very very quiet very nice place to stay if you go alone to relax but if you go in group to have fun this is not the place.but is very beautiful place and we like it a lot"
The price is NZ$618
includes taxes & fees
1 Dec - 2 Dec
Tranquility Bay Beachfront Hotel and Resort
Winslow's Bungalows - Key West Historic Inns
4.0 star property
9.0 out of 10, Wonderful, (949)
"Excellent choice for location, amenities and overall ambience with historical vibes. Staff was stellar."
The price is NZ$658
includes taxes & fees
25 Nov - 26 Nov
Winslow's Bungalows - Key West Historic Inns
Ocean Key Resort - A Noble House Resort
4.0 star property
9.2 out of 10, Wonderful, (1003)
"Liked everything Great staff"
The price is NZ$640
includes taxes & fees
15 Dec - 16 Dec
Ocean Key Resort - A Noble House Resort
Hampton Inn Key West FL
2.5 star property
9.0 out of 10, Wonderful, (1130)
"Other than the battery dying on our door lock we had a great time! Beautiful pool and quiet location "
The price is NZ$419
includes taxes & fees
1 Dec - 2 Dec
Hampton Inn Key West FL
Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
9.4 out of 10, Exceptional, (1003)
"Very relaxing week"
The price is NZ$560
includes taxes & fees
2 Dec - 3 Dec
Hyatt Vacation Club at Windward Pointe, 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.
Don't see what you're looking for?
See all available properties in Monroe County
Save an average of 15% on thousands of hotels when you're signed in
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.