Explore top 2025 4 Star Hotels in Islamorada

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Top Islamorada 4 Star hotels

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

97000 Overseas Hwy, Key Largo, FL

Fully refundableReserve now, pay when you stay

$354 nightly

$398 total

Dec 1 - Dec 2

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! (1,002 reviews)

It was great

Reviewed on Nov 4, 2025

Amara Cay Resort

80001 Overseas Hwy, Islamorada, FL

Fully refundableReserve now, pay when you stay

$207 nightly

$233 total

Nov 30 - Dec 1

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! (1,278 reviews)

Water Taxi is the best perk ever ..

Reviewed on Nov 6, 2025

Playa Largo Resort & Spa, Autograph Collection

97450 Overseas Highway, Key Largo, FL

Fully refundableReserve now, pay when you stay

$288 nightly

$324 total

Nov 30 - Dec 1

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! (1,002 reviews)

It's a beautiful resort and the staff was friendly and helpful. We only encountered 2 disappointments: The first day the music at the pool was so loud we couldn't converse among ourselves, but after requesting the volume was reduced. The second was the temperature of the pool was HOT, I mean easily ...

Reviewed on Oct 31, 2025

Islander Resort

82100 Overseas Highway, Islamorada, FL

Fully refundableReserve now, pay when you stay

$242 nightly

$273 total

Nov 19 - Nov 20

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! (1,014 reviews)

What a consistent top performance from everyone on the staff! The grounds are immaculate and totally beautiful. Both a salt water pool and a fresh water pool kept everyone happy. And, our room was a delight with a private outside patio. We will return …….

Reviewed on Nov 2, 2025

La Siesta Resort & Villas

80241 Overseas Highway, Islamorada, FL

Fully refundableReserve now, pay when you stay

$195 nightly

$220 total

Dec 4 - Dec 5

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! (1,003 reviews)

Great place, unbelievable location, could use some updating.

Reviewed on Oct 31, 2025

The Islands of Islamorada

82779 Old Hwy, Islamorada, FL

Fully refundableReserve now, pay when you stay

$684 nightly

$769 total

Nov 9 - Nov 10

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! (68 reviews)

i like the fact that there's beach area but it was difficult to walk in an out of it due to the rocks. The pool filter could have been cleaned during our stay as there was multiple days of debris caught in the drain trap. would have enjoyed more dining options. Room was available before check in ...

Reviewed on Oct 27, 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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Pineapple Beach by Florida Keys Luxury Rentals

130 Aregood Lane, Islamorada, FL

This vacation home features a private beach and free WiFi in public areas. Take advantage of the free self parking.

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Lime Key by Florida Keys Luxury Rentals

25 N. Bounty Lane, Key Largo, FL

This vacation home features a private beach and free WiFi in public areas. Take advantage of the free self parking.

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The Sanctuary Islet by Florida Keys Luxury Rentals

1565 Ocean Bay Drive, Key Largo, FL

This vacation home features a private beach and free WiFi in public areas. Take advantage of the free self parking.

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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.