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

Four Star Hotels in Upper Matecumbe Key

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Check availability on Upper Matecumbe Key 4 Star Hotels

Tonight
16 Oct - 17 Oct
Tomorrow
17 Oct - 18 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Upper Matecumbe Key 4-star hotels

A table with a glass pitcher, a glass with a slice of lime, and a plate with raspberries and a sprig of rosemary.
A beachfront hotel with multiple balconies, a pool, and a beach area with lounge chairs.
A child sitting on a beach with sand toys and a green bucket nearby.
An aerial view of a resort with two large swimming pools surrounded by palm trees and lounge chairs.

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

Baker's Cay Resort Key Largo, Curio Collection by Hilton
Key Largo
United States
Alan
RM1,202
RM1,577 total
includes taxes & fees
28 Oct - 29 Oct
Baker's Cay Resort Key Largo, Curio Collection by Hilton
A pool area with lounge chairs and umbrellas, surrounded by palm trees.
A spacious lobby with high ceilings, large windows, and a central coffee table surrounded by sofas and chairs.
An aerial view of a coastal resort with multiple white buildings, a clear turquoise sea, and lush greenery.
A modern living room with a balcony overlooking the sea, furnished with a sofa, chairs, and a dining table.

2. Hawks Cay Resort

Hawks Cay Resort
Marathon
United States
Antonio
RM823
RM1,240 total
includes taxes & fees
22 Oct - 23 Oct
Hawks Cay Resort
A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.
A beach with palm trees, a dock, and lounge chairs.
A hotel room with a bed, a sofa, a coffee table, a desk with a lamp, and a view of the ocean.
An aerial view of a resort with a swimming pool, palm trees, and a dock.

3. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
Danielle
RM631
RM1,008 total
includes taxes & fees
18 Oct - 19 Oct
Amara Cay Resort
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.
An outdoor dining area with round tables and chairs, a thatched roof, and a view of the sea.
A coastal resort with a beach, a swimming pool, and multiple buildings.
A beach with palm trees, a clear blue sky, and a calm sea.

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
United States
Liosbel
RM976
RM1,397 total
includes taxes & fees
2 Nov - 3 Nov
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.
A paved pathway leading to a beach with palm trees and a view of the ocean.
A bar area with a wooden counter, bar stools, and potted plants.
A beachside patio with wooden furniture, a thatched roof, and a view of the ocean.

5. Islander Resort

Islander Resort
Matecumbe
United States
Steven
RM849
RM1,254 total
includes taxes & fees
18 Oct - 19 Oct
Islander Resort
An aerial view of a resort with a large pool, palm trees, and a beach.
A beachside patio with lounge chairs, a table, and a view of the ocean.
A beach with clear water, a wooden pier, and lounge chairs under a tree.
A restaurant with wooden tables and chairs, a bar area, and a view of the sea.

6. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
Rock Harbor
United States
Jorge
RM1,139
RM1,506 total
includes taxes & fees
1 Nov - 2 Nov
Playa Largo Resort & Spa, Autograph Collection
A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.
A resort with a pool surrounded by palm trees and a view of the ocean.
A row of colorful beach huts with palm trees in the background.
A beach resort with palm trees, a thatched hut, and a purple building with a window.

7. La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
United States
Brianne
RM631
RM1,008 total
includes taxes & fees
15 Nov - 16 Nov
La Siesta Resort & Villas
A resort pool with palm trees and lounge chairs, surrounded by a beachfront.
A modern kitchen with white cabinetry, a stainless steel oven, and a large island with a bowl of fruit.
An aerial view of a resort island with a large building, a swimming pool, and a boat docked nearby.
A resort with a large pool surrounded by lounge chairs, a beach area, and a building with multiple floors.

8. Villas At Hawks Cay Resort

Villas At Hawks Cay Resort
Marathon
United States
Gabriela
RM1,874
RM2,360 total
includes taxes & fees
16 Nov - 17 Nov
Villas At Hawks Cay Resort
A beach with palm trees, lounge chairs, and a thatched-roof structure.
A restaurant with a bar area, wooden ceiling, large windows, and potted plants.
A wooden deck with a thatched-roof structure, a sign indicating no swimming, and a clear view of the ocean.
A spacious living room with a dining area, a sofa, and a coffee table.

9. Condo in the Keys

Condo in the Keys
Tavernier
United States
Angela
Condo in the Keys
A living room with a sofa, a glass coffee table, a television on a cabinet, and a sliding glass door leading to an outdoor area.
A sandy area with a water body, surrounded by greenery and a building with a flat roof.
A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.
A kitchen with granite countertops, a stainless steel sink, a coffee maker, and a ceiling fan.

10. Oceanfront Duck Key Villa: 2 Marinas Steps Away!

Oceanfront Duck Key Villa: 2 Marinas Steps Away!
Marathon
Oceanfront Duck Key Villa: 2 Marinas Steps Away!
Interior
A beach with clear turquoise water, a wooden pier, and a rocky shoreline.
A modern kitchen with white cabinetry, a built-in oven, and a large island with stools.
A modern kitchen with white cabinets, a microwave, and a dishwasher. There are three bar stools and a large window overlooking the ocean.

11. Florida Keys Getaway w/ Stunning Ocean Views

Florida Keys Getaway w/ Stunning Ocean Views
Long Key
RM2,311
RM4,285 total
includes taxes & fees
28 Oct - 29 Oct
Florida Keys Getaway w/ Stunning Ocean Views
Property grounds
Pool
Exterior
Beach/ocean view

12. Pineapple Beach by Florida Keys Luxury Rentals

Pineapple Beach by Florida Keys Luxury Rentals
Islamorada
Pineapple Beach 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
RM812
RM1,212 total
18 Oct - 19 Oct
includes taxes & fees
Cheeca Lodge & Spa
The Islands of Islamorada

The Islands of Islamorada

82779 Old Hwy Islamorada FL
RM2,131
RM2,665 total
18 Oct - 19 Oct
includes taxes & fees
The Islands of Islamorada
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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

Venture to sights like Bud n' Mary's Dive Center and Florida Keys Brewing Co. as you discover Upper Matecumbe Key.

See all hotels in Upper Matecumbe Key
A shark sculpture with a sign above it that reads "Islamorada Florida Keys".

Top Upper Matecumbe Key Hotel Reviews

Hawks Cay Resort

Hawks Cay Resort

8/10 Good
"We love staying at Hawks Cay we have been going for years. The Property amenities are amazing. However, the Villa we stayed at (7039) was in horrible condition. Roaches in kitchen and bathroom, Shades on windows were broken in rooms. The jacuzzi outside was dirty and we were not able to use. We were extremely disappointed to have found it in that condition. I reported to the front office when we checked out. I didn't bother saying anything while there because I am pretty sure they didn't have another one available."
Ivonne 3-night trip
Posted 15 hours ago
Hawks Cay Resort

Find out more about Upper Matecumbe Key

Take Your Pick of 4 Star Hotels in Upper Matecumbe Key

The get-go of any holiday starts with choosing a great spot. Upper Matecumbe Key has been a popular destination with guests because it offers so much to do and see. But, "location, location, location" applies to more than just what city where your plane lands. Now that you have a feel for the town, it's time you to get to know your new digs.

Accommodations as Picturesque as Upper Matecumbe Key

Search Expedia.com.sg for the right 4 Star Upper Matecumbe Key Hotel to suit your fancy. Plenty of these people wrote tips to help you select the accommodation that is the right fit for your holiday.You'll be more than glad to get back to your resort every night. Upper Matecumbe Key has dozens of good options in the 4-star hotel range that create the ideal getaway.

A stay at one of these lodgings ensure that whether you are just relaxing after a day of checking out Upper Matecumbe Key or you are ready to lie down for the night, you'll be as comfortable as possible. You won't go without a thing during your stay at one of these accommodations. Visitors have consistently given them high marks for their attentive service. It's no surprise that loads of guests recommend it.

Reserve a 4-Star Hotel in Upper Matecumbe Key Today!

Your trip to Upper Matecumbe Key should be one that you'll reminisce over for years to come, and booking a 4-star hotel will help create memories that are incredible. Make sure to make a reservation soon. With so few hotels, and plenty of people desiring to vacation in Upper Matecumbe Key, you may miss out on your perfect hotel.

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