Explore top 2026 4 Star Hotels in Upper Matecumbe Key

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Top Upper Matecumbe Key 4 Star hotels

Hawks Cay Resort

Hawks Cay Resort

4 out of 5
61 Hawks Cay Blvd Marathon FL
Fully refundableReserve now, pay when you stay
$301 nightly
The price is $337 total per night from Nov 17 to Nov 18
$337 total
Nov 17 - Nov 18
Total with taxes and fees
This luxury hotel features a private beach, a full-service spa, and a water park. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. ...
Opens in a new windowHawks Cay Resort
Baker's Cay Resort Key Largo, Curio Collection by Hilton

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

4 out of 5
97000 Overseas Hwy Key Largo FL
$312 nightly
The price is $351 total per night from Nov 29 to Nov 30
$351 total
Nov 29 - Nov 30
Total with taxes and fees
A private beach, 2 restaurants, and 2 outdoor pools are all featured at this resort. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...
8.8/10 Excellent! (1,202 reviews)
"The hotel is lovely and the service was excellent. Some construction going on while we were there directly outside of our room."

Reviewed on Nov 10, 2026

Opens in a new windowBaker's Cay Resort Key Largo, Curio Collection by Hilton
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
$267 nightly
The price is $300 total per night from Nov 15 to Nov 16
$300 total
Nov 15 - Nov 16
Total with taxes and fees
A private beach, 3 restaurants, and 2 outdoor pools are all featured at this hotel. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Families ...
9.4/10 Exceptional! (1,165 reviews)
"Sunrise was beautiful. Loved the private seating out back. Arrived at night and it is not well signed or lit. Bathroom layout with the sink in the bedroom was odd and there was no vanity space to set anything. Menu at the resteraunt was limited. Not all items were available. The value for the money ..."

Reviewed on Nov 10, 2026

Opens in a new windowIslander Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
$222 nightly
The price is $250 total per night from Nov 15 to Nov 16
$250 total
Nov 15 - Nov 16
Total with taxes and fees
A private beach, 2 restaurants, and an outdoor pool are all featured at this resort. If you want to take your pet along, this pet-friendly property offers everything ...
Opens in a new windowAmara Cay Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

4 out of 5
84001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$272 nightly
The price is $306 total per night from Nov 29 to Nov 30
$306 total
Nov 29 - Nov 30
Total with taxes and fees
This Art Deco resort features a private beach, a marina, and 4 restaurants. Enjoy a day at the beach snorkeling, or relax with sun loungers. Families will appreciate ...
9/10 Wonderful! (311 reviews)
"Rooms were clean, property is bea"

Reviewed on Nov 9, 2026

Opens in a new windowThree Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

4.5 out of 5
97450 Overseas Highway Key Largo FL
Fully refundableReserve now, pay when you stay
$312 nightly
The price is $351 total per night from Nov 29 to Nov 30
$351 total
Nov 29 - Nov 30
Total with taxes and fees
This luxury resort features a full-service spa, a marina, and 4 restaurants. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Relax with ...
Opens in a new windowPlaya Largo Resort & Spa, Autograph Collection
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway Islamorada FL
$237 nightly
The price is $266 total per night from Nov 15 to Nov 16
$266 total
Nov 15 - Nov 16
Total with taxes and fees
The private beach and marina are among the highlights at this resort. Enjoy the outdoor pool and perks like a free area shuttle. There's a poolside bar on site, ...
Opens in a new windowLa Siesta Resort & Villas
Villas At Hawks Cay Resort

Villas At Hawks Cay Resort

4 out of 5
61 Hawks Cay Boulevard Marathon FL
Fully refundableReserve now, pay when you stay
$491 nightly
The price is $552 total per night from Nov 17 to Nov 18
$552 total
Nov 17 - Nov 18
Total with taxes and fees
This luxury resort features a private beach, a full-service spa, and a marina. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. ...
8/10 Very Good! (234 reviews)
"Na"

Reviewed on Nov 9, 2026

Opens in a new windowVillas At Hawks Cay Resort
Condo in the Keys

Condo in the Keys

4 out of 5
500 Burton Dr Tavernier FL
The private beach and full-service spa are among the highlights at this apartment. There's fun for all ages with a playground and an arcade/game room, and families ...
Opens in a new windowCondo in the Keys
Oceanfront Duck Key Villa: 2 Marinas Steps Away!

Oceanfront Duck Key Villa: 2 Marinas Steps Away!

4 out of 5
Marathon FL
This apartment features a marina and free WiFi in public areas.
Opens in a new windowOceanfront Duck Key Villa: 2 Marinas Steps Away!
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4 Star Hotels Upper Matecumbe Key

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Upper Matecumbe Key 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Upper Matecumbe Key will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Upper Matecumbe Key, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.

Recent Upper Matecumbe Key hotel reviews by fellow wanderers

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