A wooden pier extending into a clear blue sea with a sandy beach in the foreground and a cloudy sky above.

Find 4 Star Hotels in Upper Matecumbe Key, FL from ¥38,344

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Check availability on Upper Matecumbe Key 4 Star Hotels

Tonight
Aug 13 - Aug 14
Tomorrow
Aug 14 - Aug 15
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

Our top choices for Upper Matecumbe Key 4-star hotels

1. Hawks Cay Resort

Hawks Cay Resort
Marathon
United States
Aida
¥30,833
¥46,932 total
includes taxes & fees
Aug 25 - Aug 26
Hawks Cay Resort

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

Baker's Cay Resort Key Largo, Curio Collection by Hilton
Key Largo
United States
Jennifer
¥40,356
¥54,179 total
includes taxes & fees
Aug 26 - Aug 27
Baker's Cay Resort Key Largo, Curio Collection by Hilton

3. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
Estefani
¥25,699
¥40,558 total
includes taxes & fees
Aug 18 - Aug 19
Amara Cay Resort

4. Islander Resort

Islander Resort
Matecumbe
United States
Chris
¥41,569
¥57,516 total
includes taxes & fees
Aug 23 - Aug 24
Islander Resort

5. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
Rock Harbor
United States
Nicole
¥38,066
¥51,605 total
includes taxes & fees
Aug 31 - Sep 1
Playa Largo Resort & Spa, Autograph Collection

6. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
United States
Ana
¥33,026
¥48,810 total
includes taxes & fees
Sep 7 - Sep 8
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

7. La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
United States
Brianne
¥24,620
¥39,345 total
includes taxes & fees
Aug 18 - Aug 19
La Siesta Resort & Villas

8. Villas At Hawks Cay Resort

Villas At Hawks Cay Resort
Marathon
United States
Elise
¥123,434
¥148,720 total
includes taxes & fees
Aug 15 - Aug 16
Villas At Hawks Cay Resort

9. The Islands of Islamorada

The Islands of Islamorada
Matecumbe
United States
Christian
¥56,190
¥73,117 total
includes taxes & fees
Aug 18 - Aug 19
The Islands of Islamorada

10. Condo in the Keys

Condo in the Keys
Tavernier
United States
ann
Condo in the Keys

14. Serenity by Florida Keys Luxury Rentals

Serenity by Florida Keys Luxury Rentals
Matecumbe
Serenity by Florida Keys Luxury Rentals
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Upper Matecumbe Key.
Cheeca Lodge & Spa

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL
¥23,731
¥38,344 total
Aug 18 - Aug 19
includes taxes & fees
9.2/10 Wonderful! (1,395 reviews)
Cheeca Lodge & Spa
Waterfront House with Boat Dock

Waterfront House with Boat Dock

213 Aberdeen Ct Tavernier FL
Get rates
6/10 (3 reviews)
Waterfront House with Boat Dock
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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.

Learn more about Upper Matecumbe Key

Check out the local area in Upper Matecumbe Key—home to attractions like Bud n' Mary's Dive Center and Florida Keys Brewing Co..

See all hotels in Upper Matecumbe Key
A wooden pier extending into a clear blue sea with a sandy beach in the foreground and a cloudy sky above.
Photo by Cameron Abbott

Top Upper Matecumbe Key Hotel Reviews

La Siesta Resort & Villas

La Siesta Resort & Villas

10/10 Excellent
"The resort needs some maintance"
Chayan 2-night trip
Posted 2 hours ago
La Siesta Resort & Villas
Hawks Cay Resort

Hawks Cay Resort

8/10 Good
"The beauty of the resort takes you away, and reminds you that this is paradise."
Craig 5-night trip
Posted 12 hours ago
Hawks Cay Resort
Islander Resort

Islander Resort

10/10 Excellent
"Gran limpieza. Personal atento y profesional . Fantástico lugar para descansar."
Guillermo 2-night trip
Posted 21 hours ago
Islander Resort
The Islands of Islamorada

The Islands of Islamorada

10/10 Excellent
"Very helpful staff and all amenities are in excellent usable condition. The villas and the suites are very comfortable with beautiful comfortable bathrooms."
Lila 3-night trip
Posted 10 days ago
The Islands of Islamorada

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