Explore top 2025 4 Star Hotels in Upper Matecumbe Key

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Top Upper Matecumbe Key 4 Star hotels

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
Fully refundableReserve now, pay when you stay
$354 nightly
The price is $398 total per night from Dec 2 to Dec 3
$398 total
Dec 2 - Dec 3
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. ...
8.6/10 Excellent! (1,002 reviews)
It was great

Reviewed on Nov 4, 2025

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

Hawks Cay Resort

4 out of 5
61 Hawks Cay Blvd, Marathon, FL
Fully refundableReserve now, pay when you stay
$360 nightly
The price is $404 total per night from Nov 17 to Nov 18
$404 total
Nov 17 - Nov 18
Total with taxes and fees
This luxury hotel 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! (1,001 reviews)
Room was clean and spacious. Property did not have available microwave for guest. House keeping was good but did not replace soap or drinking glass. Gym not located in main hotel area and it closes at 5pm. Overall property is beautiful and good amenities.

Reviewed on Nov 7, 2025

Opens in a new windowHawks Cay Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
$207 nightly
The price is $233 total per night from Nov 30 to Dec 1
$233 total
Nov 30 - Dec 1
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 ...
8.8/10 Excellent! (1,278 reviews)
Water Taxi is the best perk ever ..

Reviewed on Nov 6, 2025

Opens in a new windowAmara Cay 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
$288 nightly
The price is $324 total per night from Nov 30 to Dec 1
$324 total
Nov 30 - Dec 1
Total with taxes and fees
This luxury resort features a full-service spa, a marina, and 3 restaurants. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Enjoy the ...
8.8/10 Excellent! (1,002 reviews)
Beautiful as always !

Reviewed on Nov 7, 2025

Opens in a new windowPlaya Largo Resort & Spa, Autograph Collection
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway, Islamorada, FL
Fully refundableReserve now, pay when you stay
$266 nightly
The price is $300 total per night from Nov 20 to Nov 21
$300 total
Nov 20 - Nov 21
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 ...
9.2/10 Wonderful! (1,001 reviews)
Awesome stay! Well recommended!

Reviewed on Nov 6, 2025

Opens in a new windowIslander Resort
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway, Islamorada, FL
$197 nightly
The price is $222 total per night from Dec 4 to Dec 5
$222 total
Dec 4 - Dec 5
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, ...
8.6/10 Excellent! (1,001 reviews)
Great spot! Beautiful grounds and awesome rooms. Pool, beach and boats docks are great. Def will stay again **beer and wine only** at the bar. FYI. Pack accordingly 😂😂

Reviewed on Nov 5, 2025

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, Villas, Marathon, FL
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. ...
8.4/10 Very Good! (145 reviews)
The resort must have been in the off season, as we mostly had the pools to ourselves some days, which was a beautiful experience! The villa was fresh and spotless and the staff at the resort were friendly and attentive! This is why we come back every year!

Reviewed on Nov 1, 2025

Opens in a new windowVillas At Hawks Cay Resort
The Islands of Islamorada

The Islands of Islamorada

4 out of 5
82779 Old Hwy, Islamorada, FL
$749 nightly
The price is $843 total per night from Nov 12 to Nov 13
$843 total
Nov 12 - Nov 13
Total with taxes and fees
2 outdoor pools, a 24-hour gym, and a hot tub are all featured at this smoke-free villa. Spend a day at the beach kayaking, or relax with sun loungers and beach ...
9.6/10 Exceptional! (68 reviews)
i like the fact that there's beach area but it was difficult to walk in an out of it due to the rocks. The pool filter could have been cleaned during our stay as there was multiple days of debris caught in the drain trap. would have enjoyed more dining options. Room was available before check in ...

Reviewed on Oct 27, 2025

Opens in a new windowThe Islands of Islamorada
 The Caribbean Resort Coconut Palm North

The Caribbean Resort Coconut Palm North

4 out of 5
117 South Carroll Street, Islamorada, FL
A marina and an outdoor pool are featured at this smoke-free vacation home. Free self parking and a convenience store are also offered on site.
Opens in a new window The Caribbean Resort Coconut Palm North
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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.

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