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

4 Stars Hotels in Upper Matecumbe Key, Islamorada from CA $372

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Our top choices for Upper Matecumbe Key 4-star hotels

Hawks Cay Resort

Hawks Cay Resort
4.0 star property
Marathon
8.2 out of 10, Very good, (1,005 reviews)
"Perfect for our family, staff was amazing and the property is beautiful"
United States
Kathryne
The price is CA $236
CA $375 total
includes taxes & fees
Jul 19 - Jul 20
Hawks Cay Resort

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

Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
Key Largo
8.6 out of 10, Excellent, (1,127 reviews)
"Great stay over Spring Break. Beautiful place!"
United States
Angela
The price is CA $393
CA $521 total
includes taxes & fees
Jul 14 - Jul 15
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,287 reviews)
"Good place to stay, very friendly staff and great breakfast!"
United Kingdom
Christos
The price is CA $239
CA $372 total
includes taxes & fees
Jul 19 - Jul 20
Amara Cay Resort

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (1,005 reviews)
"Our favorite hotel in the FL Keys"
United States
Jose
The price is CA $396
CA $524 total
includes taxes & fees
Aug 2 - Aug 3
Playa Largo Resort & Spa, Autograph Collection

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,069 reviews)
"Beautiful rooms and resort."
United States
Neha
The price is CA $300
CA $433 total
includes taxes & fees
Jul 26 - Jul 27
Islander Resort

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,007 reviews)
"Our families really enjoyed our stay there new favorite"
United States
Marc
The price is CA $241
CA $375 total
includes taxes & fees
Aug 2 - Aug 3
La Siesta Resort & Villas

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (224 reviews)
"Room was beautiful, just as pictured on the website. It is a lovely place."
United States
CATHY
The price is CA $361
CA $510 total
includes taxes & fees
Jul 14 - Jul 15
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Villas At Hawks Cay Resort

Villas At Hawks Cay Resort
4.0 star property
Marathon
8.2 out of 10, Very good, (216 reviews)
"We had a great stay."
United States
Elise
The price is CA $1,101
CA $1,326 total
includes taxes & fees
Jul 6 - Jul 7
Villas At Hawks Cay Resort

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.6 out of 10, Exceptional, (77 reviews)
"What a wonderful venue for our last 2 nights in the Keys. This place is a hidden gem. The entire staff, especially Edith, the bartender, were fantastic."
United States
Michael
The price is CA $907
CA $1,099 total
includes taxes & fees
Jul 7 - Jul 8
The Islands of Islamorada

Condo in the Keys

Condo in the Keys
4.0 star property
Tavernier
8.0 out of 10, Very good, (15 reviews)
"Nice kitchen. Great view."
United States
ann
Condo in the Keys

Oceanfront Duck Key Villa: 2 Marinas Steps Away!

Oceanfront Duck Key Villa: 2 Marinas Steps Away!
4.0 star property
Marathon
Oceanfront Duck Key Villa: 2 Marinas Steps Away!

Florida Keys Getaway w/ Stunning Ocean Views

Florida Keys Getaway w/ Stunning Ocean Views
4.0 star property
Long Key
Florida Keys Getaway w/ Stunning Ocean Views

Serenity by Florida Keys Luxury Rentals

Serenity by Florida Keys Luxury Rentals
4.0 star property
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
The price is CA $252 per night from Jul 12 to Jul 13
CA $252
CA $387 total
Jul 12 - Jul 13
includes taxes & fees
9.2/10 Wonderful! (1,329 reviews)
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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..

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
Open Photo by Cameron Abbott

Top Upper Matecumbe Key Hotel Reviews

Find out more about Upper Matecumbe Key

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Upper Matecumbe Key are calling your name. Known for providing first-rate service in amazing locations, each of the Upper Matecumbe Key 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Upper Matecumbe Key. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Upper Matecumbe Key, Islamorada, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Upper Matecumbe Key hotels with 4 Stars provide everything you need to unwind in style.

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