Explore top 2026 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
$401 nightly
The price is $451 total per night from Apr 28 to Apr 29
$451 total
Apr 28 - Apr 29
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! (1,015 reviews)
Great stay! The hotel was very clean, comfortable, and well-maintained. The staff was friendly and always ready to help, which made the experience even better. Everything was exactly as expected. I would definitely stay here again. Highly recommend!

Reviewed on Mar 27, 2026

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

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
$283 nightly
The price is $319 total per night from Apr 20 to Apr 21
$319 total
Apr 20 - Apr 21
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! (1,262 reviews)
Great staff, lovely location, great Tiki Bar

Reviewed on Mar 28, 2026

Opens in a new windowAmara Cay Resort
Hawks Cay Resort

Hawks Cay Resort

4 out of 5
61 Hawks Cay Blvd Marathon FL
$377 nightly
The price is $423 total per night from Apr 26 to Apr 27
$423 total
Apr 26 - Apr 27
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)
The pool was ok. Super overcrowded since it was the only pool that <21 years old could go to. They are building a waterpark and removed the other pool in prep for that waterpark. They could do a better job cleaning the pool. They had two different people playing music at the pool while we were there. ...

Reviewed on Mar 28, 2026

Opens in a new windowHawks Cay Resort
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
$326 nightly
The price is $367 total per night from Apr 22 to Apr 23
$367 total
Apr 22 - Apr 23
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! (1,005 reviews)
Breakfast was amazing at the restaurant! This resort is fabulous and it truly feels like you are on a tropical private island! We will definitely be back!

Reviewed on Mar 27, 2026

Opens in a new windowIslander Resort
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

4.5 out of 5
97450 Overseas Highway Key Largo FL
$448 nightly
The price is $504 total per night from Apr 12 to Apr 13
$504 total
Apr 12 - Apr 13
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! (1,004 reviews)
Property is beautiful and clean. Staff was very nice.

Reviewed on Mar 25, 2026

Opens in a new windowPlaya Largo Resort & Spa, Autograph Collection
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
$407 nightly
The price is $457 total per night from Apr 22 to Apr 23
$457 total
Apr 22 - Apr 23
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! (179 reviews)
No breakfast bar at this resort. Many onsite options for purchase. I did miss having a microwave.

Reviewed on Mar 27, 2026

Opens in a new windowThree Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
$268 nightly
The price is $302 total per night from Apr 14 to Apr 15
$302 total
Apr 14 - Apr 15
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! (1,002 reviews)
We stayed in the green cottage (didn't take photos of inside). Location is fabulous and sunrises are beautiful. Room was clean upon arrival. However, it did not look as nice as the website. Bathroom was very small. Little counter top space and no tub (we didn't care about that). Bedroom smaller too. ...

Reviewed on Mar 27, 2026

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
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. ...
8.2/10 Very Good! (183 reviews)
Was nervous since there was mixed reviews but glad we took a chance….and we are picky☺️The property was very clean and well maintained and really cared about making their guests happy! My teens loved the cay and renting the paddle boards! So much for families to do. Will def be back!

Reviewed on Mar 27, 2026

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
Fully refundableReserve now, pay when you stay
$748 nightly
The price is $842 total per night from Apr 13 to Apr 14
$842 total
Apr 13 - Apr 14
Total with taxes and fees
A marina, 2 outdoor pools, and a 24-hour gym are all featured at this smoke-free villa. Spend a day at the beach kayaking, or relax with sun loungers and beach ...
9.8/10 Exceptional! (73 reviews)
Phenomenal hotel, Marcel and Jackie were amazing with the kids and the activities offered. This is the first hotel where I feel there is great value in the resort fee with all that's included.

Reviewed on Mar 9, 2026

Opens in a new windowThe Islands of Islamorada
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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