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
Fully refundableReserve now, pay when you stay
$314 nightly
The price is $353 total per night from Jul 8 to Jul 9
$353 total
Jul 8 - Jul 9
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! (1,110 reviews)
"Staff on reception were rude. Swimming pool is terrible. Food worse than average. Really expensive and really under whelming. Hotel staff more interested in running events for large businesses groups"

Reviewed on Jun 26, 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
Fully refundableReserve now, pay when you stay
$258 nightly
The price is $290 total per night from Jul 6 to Jul 7
$290 total
Jul 6 - Jul 7
Total with taxes and fees
A private beach, 2 restaurants, and an outdoor pool are all featured at this resort. If you want to take your pet along, this pet-friendly property offers everything ...
8.8/10 Excellent! (1,284 reviews)
"They’re we blood stains on the pull out mattress . I brought this to the managers attention, she was not to apologetic at all and offered at 65$ refund . I will not be staying there again ."

Reviewed on Jun 26, 2026

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
$352 nightly
The price is $396 total per night from Jul 12 to Jul 13
$396 total
Jul 12 - Jul 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 ...
9/10 Wonderful! (1,006 reviews)
"We loved our stay! The hotel was in excellent condition and exceptionally clean. The restaurants were beautiful, well-maintained, and offered delicious food. We enjoyed both dinner and breakfast at La Marea Restaurant, and everything was absolutely delicious. All of the staff were friendly, welcoming, ..."

Reviewed on Jun 23, 2026

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
$305 nightly
The price is $343 total per night from Jul 19 to Jul 20
$343 total
Jul 19 - Jul 20
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! (1,062 reviews)
"Wonderful property. Will return in the future!"

Reviewed on Jun 25, 2026

Opens in a new windowIslander Resort
Hawks Cay Resort

Hawks Cay Resort

4 out of 5
61 Hawks Cay Blvd Marathon FL
Fully refundableReserve now, pay when you stay
$267 nightly
The price is $298 total per night from Jul 6 to Jul 7
$298 total
Jul 6 - Jul 7
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. ...
8.2/10 Very Good! (1,001 reviews)
"The property is good but the rooms need to be upkept better. We rented three rooms and one of them smelled pretty bad like a wet smell the other room drain was not working too good. We found the breakfast extremely bad, expensive and with little offerings. The pool area bar and lobby were nice and ..."

Reviewed on Jun 26, 2026

Opens in a new windowHawks Cay 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
$240 nightly
The price is $270 total per night from Jun 29 to Jun 30
$270 total
Jun 29 - Jun 30
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! (1,003 reviews)
"Staff and facilities were great!"

Reviewed on Jun 26, 2026

Opens in a new windowLa Siesta Resort & Villas
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
$345 nightly
The price is $388 total per night from Jul 7 to Jul 8
$388 total
Jul 7 - Jul 8
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! (218 reviews)
"Very disappointed. Iguana poop everywhere, rude staff, cold showers, over priced food, dirty beaches... For what you pay to stay here they should really do a better job."

Reviewed on Jun 25, 2026

Opens in a new windowThree Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
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
$830 nightly
The price is $934 total per night from Jun 27 to Jun 28
$934 total
Jun 27 - Jun 28
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. ...
8.2/10 Very Good! (212 reviews)
"The villas were not as described in Expedia. No blackout shades. Don’t plan on sleeping late. Window treatments broken and a lot of light comes through. The golf cart pickup is spotty at best and the villas are a long hot walk from main resort attractions. There was a family of 40 having a photo ..."

Reviewed on Jun 21, 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
$688 nightly
The price is $774 total per night from Jul 6 to Jul 7
$774 total
Jul 6 - Jul 7
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 ...
9.6/10 Exceptional! (76 reviews)
"I am not usually about leaving reviews however this property definitely needs it. Heard a lot about being pampered when I was checked in and that they will bring you anything and to let them know what our needs were. Property does not have any coffee shop or restaurant. We were told we could come ..."

Reviewed on May 18, 2026

Opens in a new windowThe Islands of Islamorada
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 ...
8/10 Very Good! (15 reviews)
"The owners are great and very quick to respond. We had a couple of things that needed resolving which they did immediately. The beds are not the most comfortable, especially the sleeper sofa, it slants down. The cleaning person could do a better job but overall the owners made up for that."

Reviewed on Jun 22, 2026

Opens in a new windowCondo in the Keys
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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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