Explore top 2025 4 Star Hotels in Upper Matecumbe Key

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Top Upper Matecumbe Key 4 Star hotels

Hawks Cay Resort

61 Hawks Cay Blvd, Marathon, FL

Fully refundableReserve now, pay when you stay

$362 nightly

$406 total

Sep 28 - Sep 29

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! (1,007 reviews)

"Had an amazing and relaxed time with my family! Dolphin encounter was so much fun and educational. I do recommend having a microwave in rooms. Thank you for the amazing hospitality 🙏"

Reviewed on Sep 15, 2025

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

97000 Overseas Hwy, Key Largo, FL

Fully refundableReserve now, pay when you stay

$311 nightly

$350 total

Sep 29 - Sep 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. ...

8.6/10 Excellent! (1,029 reviews)

"Didn’t like the food options and the hotel needs some updates, specially the rooms. The rest was great."

Reviewed on Sep 23, 2025

Amara Cay Resort

80001 Overseas Hwy, Islamorada, FL

Fully refundableReserve now, pay when you stay

$223 nightly

$251 total

Sep 29 - Sep 30

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! (1,258 reviews)

"The resort had free kayaking and paddle boarding which was a great addition."

Reviewed on Sep 22, 2025

Islander Resort

82100 Overseas Highway, Islamorada, FL

Fully refundableReserve now, pay when you stay

$247 nightly

$278 total

Oct 2 - Oct 3

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 ...

9/10 Wonderful! (1,011 reviews)

"We loved the rooms.. pool was a little small. The other pool did not have any lounge chairs to lay out on , when other pool was crowded.. But great place"

Reviewed on Sep 21, 2025

Playa Largo Resort & Spa, Autograph Collection

97450 Overseas Highway, Key Largo, FL

Fully refundableReserve now, pay when you stay

$288 nightly

$324 total

Oct 5 - Oct 6

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! (1,008 reviews)

"By far one of the best hotels in the keys."

Reviewed on Sep 21, 2025

La Siesta Resort & Villas

80241 Overseas Highway, Islamorada, FL

Fully refundableReserve now, pay when you stay

$199 nightly

$224 total

Sep 29 - Sep 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! (1,004 reviews)

"Great rooms"

Reviewed on Sep 20, 2025

Villas At Hawks Cay Resort

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! (131 reviews)

"Complementary dolphin show daily, lagoon is safe option for ocean water swim, wildlife( fish, nurse sharks, manatees) able to be seen off the docks. Drinks are pricey. Variety of activities"

Reviewed on Sep 13, 2025

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The Islands of Islamorada

82779 Old Hwy, Islamorada, FL

Fully refundableReserve now, pay when you stay

$599 nightly

$674 total

Sep 28 - Sep 29

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! (66 reviews)

"Beautiful property!"

Reviewed on Aug 4, 2025

The Caribbean Resort Coconut Palm North

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.

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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.