Top Hotels in Monroe County

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Our top choices for Monroe County hotels

2 outdoor pools, open 7:00 AM to 10:00 PM, cabanas (surcharge)

Blue Flamingo Resort Key West

New Town

Chayla

CA $299 total

includes taxes & fees

Jun 1 - Jun 2

Margaritaville Beach House Key West

Key West

Christine M

CA $457 total

includes taxes & fees

Jun 7 - Jun 8

Havana Cabana at Key West

New Town

Mirelis

CA $314 total

includes taxes & fees

Jun 3 - Jun 4

Couples treatment rooms, facials, massages

Southernmost Beach Resort and Guesthouses

Old Town Key West

Tony

CA $461 total

includes taxes & fees

May 25 - May 26

4 outdoor pools, pool umbrellas, sun loungers

Parrot Key Hotel & Villas

Northside Resort

Melinda

CA $340 total

includes taxes & fees

Jun 16 - Jun 17

Oceanfront Walkout Suite - King | View from room

Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Brandon

CA $479 total

includes taxes & fees

Jun 1 - Jun 2

Room, 2 Queen Beds, Balcony, Pool View | Balcony view

DoubleTree Resort by Hilton Grand Key - Key West

Key West

Stacey

CA $292 total

includes taxes & fees

Jun 1 - Jun 2

Ocean View 3BR Condo with Rooftop Balcony | Balcony

Beachside Resort & Residences

Key West

William Jennings

CA $359 total

includes taxes & fees

Jun 2 - Jun 3

6 outdoor pools, free cabanas, pool umbrellas

Oceans Edge Key West Resort, Hotel & Marina

Stock Island

Cole

CA $346 total

includes taxes & fees

Jun 17 - Jun 18

Private beach, white sand, sun loungers, beach towels

Chesapeake Beach Resort

Matecumbe

Larry

CA $347 total

includes taxes & fees

Jun 9 - Jun 10

Lime Tree Bay Resort

Long Key

John

CA $261 total

includes taxes & fees

May 25 - May 26

On the beach, sun loungers, beach umbrellas, beach towels

Isla Bella Beach Resort & Spa

Marathon

daniella

CA $499 total

includes taxes & fees

Jun 14 - Jun 15

Hyatt Vacation Club at Beach House, Key West

Key West

KAREN

CA $627 total

includes taxes & fees

Jun 17 - Jun 18

Suite, 1 Bedroom, Ocean View (Spacious | King)

The Laureate Key West

New Town

Reina

CA $285 total

includes taxes & fees

May 25 - May 26

Opal Key Resort & Marina, Key West

Old Town Key West

Theresa

CA $493 total

includes taxes & fees

Jun 11 - Jun 12

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Key Largo

Viktoriya

CA $565 total

includes taxes & fees

Jun 15 - Jun 16

3 outdoor pools, cabanas (surcharge), pool umbrellas

Hawks Cay Resort

Marathon

Kathryne

CA $540 total

includes taxes & fees

Jun 14 - Jun 15

The Perry Hotel & Marina Key West

Stock Island

Sharon

CA $339 total

includes taxes & fees

Jun 4 - Jun 5

Cheeca Lodge & Spa

Matecumbe

Danielle

CA $520 total

includes taxes & fees

Jun 9 - Jun 10

Hyatt Vacation Club at Windward Pointe, Key West

Key West

Jessica

CA $586 total

includes taxes & fees

Jun 3 - Jun 4

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Great weekend hotel deals in Monroe County, FL

Showing deals for:May 29 - May 31

Affordable luxury yacht charters.

Key Largo

10/10Exceptional (50 reviews)

8% off

Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!

Key West

10/10Exceptional (5 reviews)

Member Price available

Calusa Campground #50- RV in Key Largo Florida Keys Vacation Paradise Place

Key Largo

9.8/10Exceptional (23 reviews)

10% off

Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort

Key West

9.6/10Exceptional (89 reviews)

5% off

SeaLab: 6 Cabin / 6 Head 52 ft Catamaran with Hotel Pools and a Captains Lounge

Key West

8.0/10Very good (5 reviews)

10% off

Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.

Summerland Key

10/10Exceptional (44 reviews)

10% off

Fridge, microwave, stovetop, coffee/tea maker

Charming bungalow in Tavernier perfect for a relaxing getaway

Tavernier

8.6/10Excellent (4 reviews)

10% off

Sombrero Beach Tropical Getaway in the Heart of Marathon

Marathon

9.8/10Exceptional (21 reviews)

10% off

Luxurious 3-bedroom house perfect for relaxing in the heart of Key Largo.

Key Largo

10/10Exceptional (15 reviews)

10% off

Newly renovated coastal home; Marina, Pools, Lagoon, Bikes, Tiki’s and More!

Key Largo

9.8/10Exceptional (83 reviews)

10% off

Where the sea, sun, and sand are just outside your door!

Key Largo

9.8/10Exceptional (36 reviews)

10% off

Open Water View from porch , golf cart, dock, bikes, kayaks, trailer parking

Summerland Key

9.8/10Exceptional (135 reviews)

10% off

TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking

Key West

10/10Exceptional (22 reviews)

10% off

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Top Monroe County Hotel Reviews

Hawks Cay Resort

8/10 Good

"All in all a good place to stay for the family. Grades: -Pools: Family and adult pools were available throughout the day, in good condition, and well serviced by the nearby tiki bar. (Grade A) -Service: Service in the overall resort depended on who you encountered. Some front desk members were quite helpful, others were low energy and doing the bare minimum. Same for restaurants. (Grade B) -Amenities: Amenities were plentiful with pickleball, tennis, and basketball courts. Multiple pools. A re-vamped workout room and spa area. Soon to be kids water park area. (Grade A+) -Lagoon: Lagoon for paddleboard, canoeing and swimming was not quite as picturesque as advertised. (Grade C) "

La Concha Key West, Autograph Collection

10/10 Excellent

"I've been going down to Key West for my birthday for close to a decade. I've stayed at a lot of different hotels. They're all generally pretty great. They excel in some things but lack in other things. I think I finally found the PERFECT hotel in Key West! La Concha turned 100 years this year!! But they shut down a few years ago to do renovations and it feels so modern inside! The room is big and spacious and it has everything you need inside. There are multiple restaurants in the building if you don't want to go out. But if you do, you're directly in the middle of Duval Street! This is the best location out of all the hotels I've been to! And there's a ton of parking behind the hotel, a rarity in Key West! I could go on and on about how much I loved it here! I will be returning next May for my next birthday celebration at La Concha! Oh and I need to mention that the staff all over the hotel were an absolute treat! Everyone was so helpful and knowledgeable! "

Havana Cabana at Key West

6/10 Okay

"Havana Cabana could be a 4 or 5 star except for a couple of things. First is there late check out - $75 for an extra two hours. I was able get the concierge to allow it gratis but I had to work for it. Another item was on the last night we found a cockroach and a worm type insect. Nasty. However the staff was helpful and nice to deal with. The bartenders, pool staff, etc. Other the the bugs mentioned the grounds were clean and well kept. However All in all i probably would not stay there again."

Southernmost Beach Resort and Guesthouses

8/10 Good

"It was a large and fun property. The roosters will wake you up early! But everything is shut down by 9 pm, so it’s not a problem. Plemty of seating and four different bars. It’s comfortable and casual, but it’s not the kind of place where they are sorting on you necessarily (for the price). But for a long weekend it was great and close enough to a lot of great restaurants."

Price trends for hotels in Monroe County

Less expensive	More expensive	Next month
September	February	CA $320

Month	Price
January	CA $502
February	CA $556
March	CA $556
April	CA $530
May	CA $345
June	CA $320
July	CA $312
August	CA $288
September	CA $269
October	CA $340
November	CA $377
December	CA $457

Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Monroe County. Select dates and complete search for nightly totals inclusive of taxes and fees.

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Top Cities in Monroe County

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Our top choices for Monroe County hotels

Blue Flamingo Resort Key West

Margaritaville Beach House Key West

Havana Cabana at Key West

Southernmost Beach Resort and Guesthouses

Parrot Key Hotel & Villas

Casa Marina Key West, Curio Collection by Hilton

DoubleTree Resort by Hilton Grand Key - Key West

Beachside Resort & Residences

Oceans Edge Key West Resort, Hotel & Marina

Chesapeake Beach Resort

Lime Tree Bay Resort

Isla Bella Beach Resort & Spa

Hyatt Vacation Club at Beach House, Key West

The Laureate Key West

Opal Key Resort & Marina, Key West

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Hawks Cay Resort

The Perry Hotel & Marina Key West

Cheeca Lodge & Spa

Hyatt Vacation Club at Windward Pointe, Key West

Great weekend hotel deals in Monroe County, FL

Showing deals for:May 29 - May 31

Image gallery for Affordable luxury yacht charters.

Affordable luxury yacht charters.

Top Monroe County Hotel Reviews

Hawks Cay Resort

Price trends for hotels in Monroe County

Explore a world of travel with Expedia

Top cities in Monroe County

Hotels near popular Attractions

More Accommodation Types in Monroe County

Hotels near Monroe County Airports

Explore more hotels

More ways to book

Expedia's Latest Trends

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