Find and compare 4 Star hotels in Islamorada

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Featured Islamorada 4 Star hotels

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

97000 Overseas Hwy Key Largo FL

CA $467

CA $601 total

Apr 13 - Apr 14

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! (1,021 reviews)

Very good.

Reviewed on Mar 30, 2026

Amara Cay Resort

80001 Overseas Hwy Islamorada FL

CA $310

CA $450 total

Apr 20 - Apr 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! (1,265 reviews)

Great

Reviewed on Mar 30, 2026

Islander Resort

82100 Overseas Highway Islamorada FL

CA $357

CA $496 total

Apr 22 - Apr 23

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)

Breakfast was amazing at the restaurant! This resort is fabulous and it truly feels like you are on a tropical private island! We will definitely be back!

Reviewed on Mar 27, 2026

Playa Largo Resort & Spa, Autograph Collection

97450 Overseas Highway Key Largo FL

CA $554

CA $700 total

Apr 13 - Apr 14

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! (1,007 reviews)

Genial

Reviewed on Mar 30, 2026

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

84001 Overseas Hwy Islamorada FL

Fully refundableReserve now, pay when you stay

CA $461

CA $611 total

Apr 26 - Apr 27

includes taxes & fees

Book a stay at this beach resort in Islamorada. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms ...

9/10 Wonderful! (179 reviews)

No breakfast bar at this resort. Many onsite options for purchase. I did miss having a microwave.

Reviewed on Mar 27, 2026

La Siesta Resort & Villas

80241 Overseas Highway Islamorada FL

CA $280

CA $416 total

Apr 23 - Apr 24

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! (1,003 reviews)

Everything was great. We enjoyed the complimentary water activities and access to sister resorts.

Reviewed on Mar 28, 2026

The Islands of Islamorada

82779 Old Hwy Islamorada FL

CA $931

CA $1,125 total

Apr 21 - Apr 22

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 ...

9.8/10 Exceptional! (73 reviews)

Phenomenal hotel, Marcel and Jackie were amazing with the kids and the activities offered. This is the first hotel where I feel there is great value in the resort fee with all that's included.

Reviewed on Mar 9, 2026

The Caribbean Resort Coconut Palm North

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 ...

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Pineapple Beach by Florida Keys Luxury Rentals

130 Aregood Lane Islamorada FL

Book a stay at this beach vacation home in Islamorada. Enjoy free parking and a private beach. Popular attractions Old Road Gallery and Founders Park are located ...

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Serenity by Florida Keys Luxury Rentals

75631 Overseas Highway Islamorada FL

Book a stay at this beach vacation home in Islamorada. Enjoy free parking and a private beach. Popular attractions Sunset Drive Beach and Robbie’s of Islamorada ...

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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.