Search Monroe County Hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Top Cities in Monroe County

HotelsHotels

Key West

Key West

Check prices for these dates

Tonight
Aug 23 - Aug 24
Tomorrow
Aug 24 - Aug 25
Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7

Filter by

Guest rating
Guest rating
Star rating

Top Hotels in Monroe County

Beachside Resort & Residences
Outdoor pool, pool umbrellas, sun loungers

Beachside Resort & Residences

3.5 star property
8.6 out of 10, Excellent, (1479)
"Was a wonderful place to stay "
The price is CA $173
CA $265 total
includes taxes & fees
Aug 24 - Aug 25
Beachside Resort & Residences
Margaritaville Beach House Key West
Beach nearby, white sand

Margaritaville Beach House Key West

4.0 star property
8.8 out of 10, Excellent, (1775)
"The best place to stay"
The price is CA $247
CA $365 total
includes taxes & fees
Sep 7 - Sep 8
Margaritaville Beach House Key West
Oceans Edge Key West Resort, Hotel & Marina
Daily cooked-to-order breakfast for a fee

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
9.0 out of 10, Wonderful, (1723)
"Amazing place to stay! "
The price is CA $232
CA $341 total
includes taxes & fees
Sep 2 - Sep 3
Oceans Edge Key West Resort, Hotel & Marina
Southernmost Beach Resort and Guesthouses
3 outdoor pools, pool umbrellas, sun loungers

Southernmost Beach Resort and Guesthouses

4.0 star property
8.6 out of 10, Excellent, (2697)
"Great stay awesome staff we will definitely stay here again. "
The price is CA $234
CA $357 total
includes taxes & fees
Sep 7 - Sep 8
Southernmost Beach Resort and Guesthouses
Casa Marina Key West, Curio Collection by Hilton
Fireplace

Casa Marina Key West, Curio Collection by Hilton

4.0 star property
8.4 out of 10, Very good, (306)
"Amazing hotel, beautiful areas and lovely rooms. "
The price is CA $305
CA $426 total
includes taxes & fees
Sep 2 - Sep 3
Casa Marina Key West, Curio Collection by Hilton
Blue Flamingo Resort Key West
2 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)

Blue Flamingo Resort Key West

4.0 star property
7.8 out of 10, Good, (1554)
"I would love to stay there again! "
The price is CA $158
CA $255 total
includes taxes & fees
Sep 22 - Sep 23
Blue Flamingo Resort Key West
Hilton Garden Inn Key West / The Keys Collection
Outdoor pool, open 6:00 AM to 10:00 PM, cabanas (surcharge)

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1070)
"Great property and excellent staff. Very clean and enjoyable stay."
The price is CA $140
CA $196 total
includes taxes & fees
Sep 1 - Sep 2
Hilton Garden Inn Key West / The Keys Collection
Parrot Key Hotel & Villas
Waterfront King Guest Room | Exterior

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1058)
"Great view. Great staff and very clean"
The price is CA $175
CA $277 total
includes taxes & fees
Sep 1 - Sep 2
Parrot Key Hotel & Villas
Isla Bella Beach Resort & Spa
Property grounds

Isla Bella Beach Resort & Spa

5.0 star property
9.2 out of 10, Wonderful, (1033)
"Beautiful hotel with fantastic facilities and stunning views. Great spot for some family downtime - the kids loved the pools and the linked fishing charters were awesome "
The price is CA $322
CA $445 total
includes taxes & fees
Aug 25 - Aug 26
Isla Bella Beach Resort & Spa
Chesapeake Beach Resort
Private beach, white sand, sun loungers, beach towels

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1496)
"Excellent location on the ocean and everything was really perfect. will stay there again"
The price is CA $159
CA $257 total
includes taxes & fees
Sep 23 - Sep 24
Chesapeake Beach Resort
The Perry Hotel & Marina Key West
2 outdoor pools, open 8:00 AM to 10:00 PM, sun loungers

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1069)
"easy access to fishing, shuttle to key west, great rooms"
The price is CA $176
CA $278 total
includes taxes & fees
Sep 7 - Sep 8
The Perry Hotel & Marina Key West
Hyatt Vacation Club at Windward Pointe, Key West
Outdoor pool

Hyatt Vacation Club at Windward Pointe, Key West

3.5 star property
9.6 out of 10, Exceptional, (1002)
"Great place!!!"
The price is CA $289
CA $387 total
includes taxes & fees
Sep 1 - Sep 2
Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Beach House, Key West
Outdoor pool

Hyatt Vacation Club at Beach House, Key West

3.5 star property
9.4 out of 10, Exceptional, (1003)
"Great place"
The price is CA $278
CA $376 total
includes taxes & fees
Sep 9 - Sep 10
Hyatt Vacation Club at Beach House, Key West
The Reach Key West, Curio Collection by Hilton
Outdoor pool, pool umbrellas, sun loungers

The Reach Key West, Curio Collection by Hilton

4.0 star property
8.4 out of 10, Very good, (1004)
"great location for our trip "
The price is CA $310
CA $432 total
includes taxes & fees
Sep 15 - Sep 16
The Reach Key West, Curio Collection by Hilton
Hawks Cay Resort
5 outdoor pools, cabanas (surcharge), pool umbrellas

Hawks Cay Resort

4.0 star property
8.0 out of 10, Very good, (1004)
"Great stay with family! Lots to do and plenty nearby for other dining and shopping options."
The price is CA $271
CA $401 total
includes taxes & fees
Sep 7 - Sep 8
Hawks Cay Resort
Havana Cabana at Key West
Outdoor pool, sun loungers

Havana Cabana at Key West

4.0 star property
8.8 out of 10, Excellent, (1758)
"Best hotel in Key West super affordable and great hotel. The pool and the bar are the best "
The price is CA $163
CA $274 total
includes taxes & fees
Aug 25 - Aug 26
Havana Cabana at Key West
Cheeca Lodge & Spa
Private beach, sun loungers, beach umbrellas, beach towels

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1158)
"amazing stay"
The price is CA $220
CA $341 total
includes taxes & fees
Aug 24 - Aug 25
Cheeca Lodge & Spa
Amara Cay Resort
Exterior

Amara Cay Resort

4.0 star property
9.0 out of 10, Wonderful, (1237)
"Always an amazing place to stay "
The price is CA $232
CA $353 total
includes taxes & fees
Sep 1 - Sep 2
Amara Cay Resort
Playa Largo Resort & Spa, Autograph Collection
Outdoor pool, cabanas (surcharge), pool umbrellas

Playa Largo Resort & Spa, Autograph Collection

4.5 star property
9.0 out of 10, Wonderful, (1003)
"Love this property and the food is amazing!"
The price is CA $330
CA $448 total
includes taxes & fees
Sep 7 - Sep 8
Playa Largo Resort & Spa, Autograph Collection
Hampton Inn Key West FL
Outdoor pool, pool umbrellas, sun loungers

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1218)
"Excellent accommodations, clean and friendly staff . I would definitely stay here again. "
The price is CA $187
CA $257 total
includes taxes & fees
Sep 15 - Sep 16
Hampton Inn Key West FL
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.

Great weekend hotel deals in Monroe County, FL

Showing deals for:Sept 5 - Sept 7

Image gallery for Atlantic View Luxury Villa with Pool

Swim-up bar

Atlantic View Luxury Villa with Pool

3.5 star property
Summerland Key
10/10Exceptional (1 review)
10% off
Price is CA $823
CA $2,336 total
includes taxes & fees
Atlantic View Luxury Villa with Pool
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Monroe County Hotel Reviews

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"Perfect experience from beginning to end. Greeted by friendly people at the gate that gave me excellent information on checking in and parking. The check in staff were very friendly and when asked if any upgrades to my room were avaliable she found me something nicer then I was able to. The room was beautiful and spacious overlooking the golf course. Parking for the room was close and convenient. And everyone in the cleaning staff were friendly and full of smiles. Only issue I had was none of the ice machines worked, I checked multiple buildings but im sure they are getting that figured out soon. Will definitely stay agian next time in Islamorada"
Nicholas 1-night trip
Posted 16 hours ago
Cheeca Lodge & Spa