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

Search Hotels in Monroe County

  • 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

Next weekend
In two weeks

Filter by

Star rating

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, (2,649 reviews)
"I had an amazing stay everything was exactly like the pictures"
United States
Sabrina
The price is NT$3,671
NT$5,908 total
includes taxes & fees
Sep 1 - Sep 2
Blue Flamingo Resort Key West

2. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (3,548 reviews)
"Excellent place to stay!!!"
United States
Deaenna
The price is NT$4,593
NT$7,480 total
includes taxes & fees
Sep 8 - Sep 9
Southernmost Beach Resort and Guesthouses

3. Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,797 reviews)
"Excellent place to stay."
United States
TRICIA LYNN
The price is NT$5,628
NT$8,316 total
includes taxes & fees
Sep 13 - Sep 14
Margaritaville Beach House Key West

4. Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
9.0 out of 10, Wonderful, (1,854 reviews)
"Love love love this hotel."
United States
Dora
The price is NT$4,395
NT$6,950 total
includes taxes & fees
Sep 2 - Sep 3
Havana Cabana at Key West

5. Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2,485 reviews)
"Enjoyed my stay"
United States
Jerome
The price is NT$3,373
NT$6,818 total
includes taxes & fees
Sep 1 - Sep 2
Beachside Resort & Residences

6. Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
5.0 star property
Marathon
9.2 out of 10, Wonderful, (1,258 reviews)
"Nice stay, property was kept in great condition, helpful staff."
United States
Christopher
The price is NT$6,232
NT$8,893 total
includes taxes & fees
Sep 1 - Sep 2
Isla Bella Beach Resort & Spa

7. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,418 reviews)
"Nice property with great dining options and activities for the whole family."
United States
John
The price is NT$4,711
NT$7,612 total
includes taxes & fees
Sep 7 - Sep 8
Cheeca Lodge & Spa

8. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,474 reviews)
"Would stay again!"
United States
Chadwick
The price is NT$3,544
NT$5,410 total
includes taxes & fees
Sep 2 - Sep 3
Lime Tree Bay Resort

9. 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, (1,082 reviews)
"Excellent place love it"
United States
Jose
The price is NT$3,604
NT$5,122 total
includes taxes & fees
Sep 7 - Sep 8
DoubleTree Resort by Hilton Grand Key - Key West

10. 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, (1,306 reviews)
"Entire stay was fabulous"
United States
Amanda
The price is NT$3,468
NT$4,791 total
includes taxes & fees
Sep 22 - Sep 23
Hilton Garden Inn Key West / The Keys Collection

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, (1,329 reviews)
"very good better than hotel on key west main island"
United States
Boyan
The price is NT$4,461
NT$6,969 total
includes taxes & fees
Sep 21 - Sep 22
The Perry Hotel & Marina Key West

12. 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, (883 reviews)
"thoroughly enjoyed our stay"
United States
Dirk
The price is NT$6,692
NT$9,663 total
includes taxes & fees
Sep 13 - Sep 14
Casa Marina Key West, Curio Collection by Hilton

13. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,771 reviews)
"Great stay"
United States
Yeniaris
The price is NT$4,776
NT$7,152 total
includes taxes & fees
Sep 1 - Sep 2
Chesapeake Beach Resort

14. Hawks Cay Resort

Hawks Cay Resort
4.0 star property
Marathon
8.2 out of 10, Very Good, (1,004 reviews)
"The beauty of the resort takes you away, and reminds you that this is paradise."
United States
Craig
The price is NT$5,865
NT$9,029 total
includes taxes & fees
Sep 13 - Sep 14
Hawks Cay Resort

15. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,459 reviews)
"Great stay"
United States
Melvin
The price is NT$5,154
NT$7,612 total
includes taxes & fees
Sep 14 - Sep 15
Parrot Key Hotel & Villas

16. 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, (1,003 reviews)
"Great location, friendly staff"
United States
Joseph
The price is NT$5,617
NT$8,454 total
includes taxes & fees
Sep 8 - Sep 9
The Reach Key West, Curio Collection by Hilton

17. Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,307 reviews)
"Great stay great location"
United States
Mark
The price is NT$8,856
NT$12,168 total
includes taxes & fees
Oct 1 - Oct 2
Pier House Resort & Spa

18. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,004 reviews)
"Great place great price great location "
United States
Richard
The price is NT$2,898
NT$3,260 total
includes taxes & fees
Sep 1 - Sep 2
The Pelican Key Largo Cottages

19. Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.2 out of 10, Very Good, (2,364 reviews)
"Was clean breakfast was perfect nice little beach was also clean good place"
United States
Roland
The price is NT$3,396
NT$4,840 total
includes taxes & fees
Sep 1 - Sep 2
Ibis Bay Beach Resort

20. Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1,485 reviews)
"Staff are very friendly and the pool area is beautiful"
United States
Melisa
The price is NT$4,395
NT$4,944 total
includes taxes & fees
Sep 1 - Sep 2
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:Sep 11 - Sep 13

Save an average of 15% on thousands of hotels when you're signed in

Top Monroe County Hotel Reviews

Guide to exploring around Monroe County

Top reasons to visit Monroe County

  • Stunning Beaches: Monroe County boasts beautiful beaches perfect for sunbathing and water activities.
  • Outdoor Adventures: Enjoy a variety of outdoor activities, from hiking in national parks to snorkeling in crystal-clear waters.
  • Cultural Experiences: Discover local culture through vibrant dining and shopping spots like Tecumseh Street.
  • Family-Friendly Excursions: Explore family-friendly attractions and create lasting memories in a tropical paradise.
  • Iconic Landmarks: Visit the historic Monroe County Courthouse, a must-see for history buffs.

Find great hotels in Monroe County

Explore the best hotel accommodations in Monroe County, Florida, where adventure meets relaxation. Whether you seek a family-friendly resort or a beachfront hotel, you'll find a variety of options tailored to your vacation needs. Enjoy exciting activities and stunning views as you discover the top-rated hotels, complete with amenities designed for a memorable stay in this tropical paradise.

  • Southernmost Beach Resort and Guesthouses: Embrace the vibrant spirit of Key West at Southernmost Beach Resort and Guesthouses, a 4-star haven designed for adventurers and LGBTQIA-friendly travelers. Nestled in Monroe County, this resort offers a unique blend of relaxation and excitement, with a variety of adventure sports available both onsite and nearby. Enjoy thrilling activities like kayaking, snorkeling, and skydiving, all while basking in the tropical atmosphere. The resort's welcoming ambiance and commitment to inclusivity make it a perfect choice for those seeking both leisure and adventure during their stay.
  • Oceans Edge Key West Resort, Hotel & Marina: Oceans Edge Key West Resort, Hotel & Marina offers an unforgettable escape with a golf-themed twist, perfect for pet-friendly vacations. This 4-star property boasts direct access to adventure sports such as onsite kayaking and parasailing, ensuring an action-packed getaway. With a stunning marina and lush landscapes, it’s a golfer’s paradise. The resort is also accommodating to pets, featuring a thoughtful pet policy to ensure your furry friends enjoy the trip too. Whether you're teeing off or soaking up the sun, Oceans Edge promises a memorable experience for the entire family.
  • Margaritaville Beach House Key West: Step into a laid-back paradise at Margaritaville Beach House Key West, where family-friendly amenities meet beachside bliss. This 4-star resort features direct access to the beach, making it ideal for sun-seekers and water enthusiasts. With thoughtful amenities for children, including toys, books, and highchairs, families can relax and enjoy quality time together. The resort’s vibrant atmosphere and welcoming services create a memorable backdrop for both business and leisure travelers, ensuring a delightful stay in the heart of Monroe County.

Where to stay in Monroe County

Monroe County, Florida, offers a tropical paradise perfect for outdoor adventures and family-friendly excursions. Explore the charming Marathon area, where you can relax on stunning beaches and indulge in local seafood. Don't miss Tecumseh Street, a vibrant hub for dining and shopping. With its romantic atmosphere and exciting activities, Monroe County is an ideal destination for both relaxation and adventure. Experience the best of Florida's Keys as you create unforgettable memories on your vacation.

  • Key West: Known as the southernmost point in the continental United States, Key West is a vibrant island city that offers a unique blend of history, culture, and natural beauty. Visitors flock here year-round, with peak arrivals in January, March, and September. This city-themed destination is perfect for families and business travelers alike. Enjoy a leisurely stroll through the historic streets, visit the iconic beaches, and indulge in shopping at local boutiques and malls. Key West is renowned for attractions like the Ernest Hemingway Home and Museum, as well as lively nightlife on Duval Street, making it an exciting getaway for everyone.
  • Key Largo: As the first key in the Florida Keys, Key Largo is a paradise for outdoor enthusiasts and families. With a consistent influx of visitors, particularly from October to December, this island city is famous for its stunning beaches and abundant marine life. Travelers can enjoy activities like snorkeling, diving, and kayaking in the crystal-clear waters. Key Largo also features excellent resorts and shopping areas, making it easy to relax and explore. Don't miss the chance to visit John Pennekamp Coral Reef State Park, where you can immerse yourself in the vibrant underwater world.
  • Marathon: Positioned in the heart of the Florida Keys, Marathon is a family-friendly city that offers a mix of beach relaxation and outdoor adventures. With peak tourism in March to April and September, visitors can experience the charm of local beaches and recreational areas. Marathon is perfect for those seeking sun-soaked days and thrilling water sports. Enjoy the local resorts, explore the picturesque tourist precinct, and make sure to visit the beautiful Sombrero Beach. The welcoming atmosphere and stunning surroundings make Marathon an ideal destination for a memorable vacation.

Things to do in Monroe County

Monroe County, Florida, is a fantastic destination for outdoor and beach adventures. Visitors can enjoy various activities such as exploring local resorts, shopping at vibrant malls, and joining tour groups to discover area attractions. With its stunning natural beauty and exciting recreational options, Monroe County promises a memorable vacation experience for everyone.

Shopping

Visit the Big Pine Key Flea Market for a unique selection of local crafts and souvenirs. For cycling enthusiasts, We Cycle Key West offers rentals and gear. Don’t miss Rain Barrel Village, where you'll find charming shops and art pieces perfect for gifts.

Recreation

At Key West Golf Club, enjoy a serene round of golf amidst lush landscapes and vibrant outdoor vibes. Florida Keys Country Club offers a luxurious experience with upscale amenities for relaxation. Meanwhile, Jacob's Aquatic Center is perfect for families, featuring fun aquatic activities and a welcoming atmosphere for all ages.

Adventure

Pigeon Key offers thrilling water sports amidst the stunning Florida Keys, where you can enjoy kayaking, snorkeling, and paddleboarding. At the Florida Keys Dive Center, explore underwater wonders with scuba diving adventures. Keys Cable Park provides exciting wakeboarding experiences, perfect for adrenaline seekers looking to ride the waves.

Nightlife

In Monroe County, Jimmy Johnson's Big Chill and Caribbean Club Bar offer vibrant atmospheres with a mix of romance and entertainment, perfect for enjoying drinks. For a cultural experience, the Red Barn Theater showcases captivating performances, making it an ideal spot for a lively night out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Monroe County

To save money on your vacation to Monroe County, visit during the off-peak months of August to October, when hotel prices are lower. Book your stay about a month in advance for the best rates, and consider Tuesday for the cheapest night. Utilize Expedia's search tool for budget-friendly options and bundle your hotel with flights and activities for added savings. Keep an eye out for last-minute deals and flexible booking options to maximize your budget while enjoying the beautiful surroundings and available free activities.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Monroe County are August to October, where the prices are slightly lower. This is in comparison to February to April, where prices are slightly higher.
  • The best time to book a hotel: Booking a hotel in Monroe County about 1 month out from when you are planning to stay is usually when prices are lowest. If you're a little more spontaneous, you could also peruse Expedia's last minute deals for hotels, look out for the green banner below the price, as this indicates a cheaper deal.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Monroe County is Tuesday. The most expensive day to stay in Monroe County is Friday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to refine your options based on your budget, preferred location, and desired hotel type. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Monroe County with your flights and activities through an Expedia package deal.

Find the best attractions in Monroe County

Monroe County, Florida, is an ideal destination for outdoor enthusiasts and beach lovers, offering stunning beaches, beautiful islands, and scenic national parks. Visitors can enjoy a range of activities, from relaxing on the shore to exploring the diverse cultural experiences available. Don’t miss the Monroe County Courthouse, a notable landmark worth a visit. Whether you seek adventure or tranquility, Monroe County has something for everyone.

  • Duval Street: Experience the vibrant atmosphere of Duval Street, the heart of Key West, where you’ll find lively bars, eclectic shops, and a variety of restaurants. This iconic street is perfect for people-watching and enjoying the local nightlife, with energy that continues into the late hours.
  • Southernmost Point: Visit the Southernmost Point Buoy, a must-see landmark that marks the southernmost tip of the continental United States. This colorful buoy is a fantastic photo opportunity and a symbol of Key West's unique culture and history, offering stunning views of the ocean.
  • Mallory Square: Head to Mallory Square for the famous sunset celebration, where street performers, artists, and food vendors gather. This lively square is an ideal spot to soak in the sunset with a festive atmosphere that embodies the spirit of Key West.

Explore a world of travel with Expedia