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
$300 nightly
The price is $337 total per night from Jan 4 to Jan 5
$337 total
Jan 4 - Jan 5, 2026
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! (1,000 reviews)
Outstanding in every wat

Reviewed on Dec 15, 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
$271 nightly
The price is $305 total per night from Jan 5 to Jan 6
$305 total
Jan 5 - Jan 6, 2026
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! (1,267 reviews)
Clean rooms! Great resort , fun activities , very nice and quiet area , made my anniversary with my girlfriend very special!

Reviewed on Dec 21, 2025

Opens in a new windowAmara 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
Fully refundableReserve now, pay when you stay
$417 nightly
The price is $469 total per night from Jan 8 to Jan 9
$469 total
Jan 8 - Jan 9, 2026
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! (1,000 reviews)
One of the nicest hotels we have stayed at. Amazing staff, food, activities and property

Reviewed on Dec 23, 2025

Opens in a new windowBaker's Cay Resort Key Largo, Curio Collection by Hilton
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
$392 nightly
The price is $441 total per night from Jan 19 to Jan 20
$441 total
Jan 19 - Jan 20, 2026
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! (1,001 reviews)
Yes

Reviewed on Dec 14, 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
$308 nightly
The price is $347 total per night from Jan 4 to Jan 5
$347 total
Jan 4 - Jan 5, 2026
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)
The resort was perfect Everyone from checking in and during our stay could not have been nicer and helpful

Reviewed on Dec 17, 2025

Opens in a new windowIslander 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
$392 nightly
The price is $442 total per night from Jan 3 to Jan 4
$442 total
Jan 3 - Jan 4, 2026
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)
Clean, spacious room. Property was beautiful. Staff friendly. Nice to be able to go to the sister resorts as well.

Reviewed on Dec 15, 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 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! (148 reviews)
The 3-bedroom premium villa with pool was absolutely amazing!! Lots of space for the kids to spread out and the pool was small but very nice and warm. The resort main areas are beautiful and the staff was all very helpful. My only complaint would be that they collect a $200 per night hold for incidentals, ...

Reviewed on Dec 20, 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
Fully refundableReserve now, pay when you stay
$658 nightly
The price is $740 total per night from Jan 5 to Jan 6
$740 total
Jan 5 - Jan 6, 2026
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! (70 reviews)
Beautiful accommodations and location, very clean, many activities available at resort

Reviewed on Nov 25, 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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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.

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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