Find and compare 4 Star hotels in Florida Keys

Name: The Islands of Islamorada
Price range: CA $847
Rating: 9.6

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Featured Florida Keys 4 Star hotels

Hawks Cay Resort

61 Hawks Cay Blvd Marathon FL

Fully refundableReserve now, pay when you stay

CA $478

CA $635 total

Jan 13 - Jan 14

includes taxes & fees

Book a stay at this luxury hotel in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...

8/10 Very Good! (1,000 reviews)

Overall a great stay. Very nice and clean condo with its own small pool. The property is beautiful and we enjoyed the tennis and pickleball facilities. Only areas for improvement were the initial delay in room being available from housekeeping and need for more service staff around the pool ...

Reviewed on Jan 4, 2026

Amara Cay Resort

80001 Overseas Hwy Islamorada FL

Fully refundableReserve now, pay when you stay

CA $285

CA $423 total

Jan 20 - Jan 21

includes taxes & fees

Book a stay at this beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the helpful staff in ...

8.8/10 Excellent! (1,256 reviews)

Poolside seating was great, but there was pieces of trash on the ground that no one picked up. On the 3rd day I finally picked it up myself. On the floor outside the elevator, there was a candy wrapper and gum stuck that remained there for 5 days! Other than dirty floors in common areas, the place ...

Reviewed on Jan 8, 2026

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

97000 Overseas Hwy Key Largo FL

Fully refundableReserve now, pay when you stay

CA $569

CA $717 total

Jan 22 - Jan 23

includes taxes & fees

Book a stay at this beach resort in Key Largo. Enjoy 2 outdoor pools, 2 restaurants, and a private beach. Our guests praise the helpful staff and the clean rooms ...

8.4/10 Very Good! (1,001 reviews)

Loved the property but too many screaming kids.

Reviewed on Jan 9, 2026

Playa Largo Resort & Spa, Autograph Collection

97450 Overseas Highway Key Largo FL

Fully refundableReserve now, pay when you stay

CA $666

CA $826 total

Jan 26 - Jan 27

includes taxes & fees

Book a stay at this luxury resort in Key Largo. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the clean rooms ...

8.8/10 Excellent! (1,001 reviews)

Didnt have breakfast

Reviewed on Jan 4, 2026

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

1996 Overseas Highway Marathon FL

Fully refundableReserve now, pay when you stay

CA $398

CA $500 total

Jan 19 - Jan 20

includes taxes & fees

Book a stay at this beach resort in Marathon. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant in our ...

8.8/10 Excellent! (1,249 reviews)

Excellent

Reviewed on Jan 4, 2026

Islander Resort

82100 Overseas Highway Islamorada FL

Fully refundableReserve now, pay when you stay

CA $424

CA $571 total

Jan 29 - Jan 30

includes taxes & fees

Book a stay at this beach hotel in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...

9.2/10 Wonderful! (1,003 reviews)

Hotel and grounds were beautiful. Restaurant and bar offered friendly service. Breakfast was very good.

Reviewed on Jan 8, 2026

Tranquility Bay Beachfront Hotel and Resort

2600 Overseas Hwy Marathon FL

Fully refundableReserve now, pay when you stay

CA $450

CA $597 total

Jan 13 - Jan 14

includes taxes & fees

Book a stay at this beach hotel in Marathon. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...

8.8/10 Excellent! (1,002 reviews)

nice facilities, only partial daily room service/cleaning

Reviewed on Jan 7, 2026

La Siesta Resort & Villas

80241 Overseas Highway Islamorada FL

Fully refundableReserve now, pay when you stay

CA $270

CA $406 total

Jan 14 - Jan 15

includes taxes & fees

Book a stay at this beach resort in Islamorada. Enjoy a private beach, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the spacious ...

8.6/10 Excellent! (1,002 reviews)

Staff were nice, the bathroom needs an upgrade and more water pressure

Reviewed on Jan 7, 2026

Villas At Hawks Cay Resort

61 Hawks Cay Boulevard Marathon FL

Book a stay at this luxury resort in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Popular attractions Little Conch Key and Walkers Island ...

8.4/10 Very Good! (157 reviews)

Amenities are amazing! Beautiful property.

Reviewed on Dec 31, 2025

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The Islands of Islamorada

82779 Old Hwy Islamorada FL

Fully refundableReserve now, pay when you stay

CA $847

CA $1,030 total

Jan 13 - Jan 14

includes taxes & fees

Book a stay at this beach villa in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions History of Diving Museum and Islamorada ...

9.6/10 Exceptional! (70 reviews)

Beautiful accommodations and location, very clean, many activities available at resort

Reviewed on Nov 25, 2025

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4 Star Hotels Florida Keys

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 Florida Keys 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 Florida Keys 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 Florida Keys, 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.