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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 $479 per night from Feb 25 to Feb 26
CA $479
CA $639 total
Feb 25 - Feb 26
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! (1,264 reviews)
All good, nice bartender inside downstairs, and easy walk to fish and eat

Reviewed on Feb 5, 2026

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
The price is CA $726 per night from Mar 5 to Mar 6
CA $726
CA $891 total
Mar 5 - Mar 6
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! (1,002 reviews)
Loved the beach and the included beach activies

Reviewed on Feb 2, 2026

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 $738 per night from Feb 26 to Feb 27
CA $738
CA $905 total
Feb 26 - Feb 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! (1,000 reviews)
We had a wonderful six night stay at Playa Largo Resort. Exceptional staff and resort amenities. Beautiful beach and Key Largo property. Definitely coming back!

Reviewed on Feb 6, 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
The price is CA $509 per night from Mar 2 to Mar 3
CA $509
CA $665 total
Mar 2 - Mar 3
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! (1,007 reviews)
My husband and I stayed 3 nights and we absolutely loved the resort. Beautiful, quiet and serene and with so many amenities. Our room was amazing with a wonderful huge patio that had a path right out to the beach. Breakfast and dinner at the two restaurants was fabulous with excellent food and great ...

Reviewed on Jan 30, 2026

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 $481 per night from Mar 4 to Mar 5
CA $481
CA $641 total
Mar 4 - Mar 5
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! (1,001 reviews)
excellent location very nice simple breakfast close to liz’s of activities great poool

Reviewed on Feb 2, 2026

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 $1,224 per night from Feb 26 to Feb 27
CA $1,224
CA $1,452 total
Feb 26 - Feb 27
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