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Featured Islamorada 4 Star hotels

Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is CA $277 per night from Jan 12 to Jan 13
CA $277
CA $412 total
Jan 12 - Jan 13, 2026
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! (1,267 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
The price is CA $470 per night from Jan 6 to Jan 7
CA $470
CA $605 total
Jan 6 - Jan 7, 2026
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 ...
8.6/10 Excellent! (1,001 reviews)
Very nice beaches, and activities

Reviewed on Dec 25, 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
The price is CA $579 per night from Jan 13 to Jan 14
CA $579
CA $727 total
Jan 13 - Jan 14, 2026
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)
Good

Reviewed on Dec 24, 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
The price is CA $409 per night from Jan 12 to Jan 13
CA $409
CA $553 total
Jan 12 - Jan 13, 2026
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! (1,004 reviews)
Rooms at villas are a little small but loved staying there. The rooms at the main resort are spacious and the property is amazing.

Reviewed on Dec 25, 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
The price is CA $246 per night from Jan 12 to Jan 13
CA $246
CA $377 total
Jan 12 - Jan 13, 2026
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)
Great accommodations, very peaceful setting

Reviewed on Dec 25, 2025

Opens in a new windowLa Siesta Resort & Villas
The Islands of Islamorada

The Islands of Islamorada

4 out of 5
82779 Old Hwy Islamorada FL
The price is CA $833 per night from Jan 20 to Jan 21
CA $833
CA $1,012 total
Jan 20 - Jan 21, 2026
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

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
Stay at this vacation home in Islamorada. Enjoy free WiFi, free parking, and a marina. Popular attractions Keys History & Discovery Center and Florida Keys Brewing ...
Opens in a new window The Caribbean Resort Coconut Palm North
Turtle Nest Estate by Florida Keys Luxury Rentals

Turtle Nest Estate by Florida Keys Luxury Rentals

4 out of 5
75971 Overseas Highway Islamorada FL
Book a stay at this beach vacation home in Islamorada. Enjoy free parking and a private beach. Popular attractions Robbie’s of Islamorada and Sunset Drive Beach ...
Opens in a new windowTurtle Nest Estate by Florida Keys Luxury Rentals
Lime Key by Florida Keys Luxury Rentals

Lime Key by Florida Keys Luxury Rentals

4 out of 5
25 N. Bounty Lane Key Largo FL
Book a stay at this beach vacation home in Key Largo. Enjoy free parking and a private beach. Popular attractions John Pennekamp Coral Reef State Park and Bluefin ...
Opens in a new windowLime Key by Florida Keys Luxury Rentals
The Sanctuary Islet by Florida Keys Luxury Rentals

The Sanctuary Islet by Florida Keys Luxury Rentals

4 out of 5
1565 Ocean Bay Drive Key Largo FL
Book a stay at this beach vacation home in Key Largo. Enjoy free parking and a private beach. Popular attractions John Pennekamp Coral Reef State Park and Jacob's ...
Opens in a new windowThe Sanctuary Islet by Florida Keys Luxury Rentals
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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 Islamorada

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 Islamorada 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 Islamorada 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 Islamorada, 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 Islamorada hotel reviews by fellow wanderers