Explore top 2025 4 Star Hotels in Islamorada

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Top Islamorada 4 Star hotels

Amara Cay Resort

80001 Overseas Hwy Islamorada FL

Fully refundableReserve now, pay when you stay

$205 nightly

$231 total

Nov 30 - Dec 1

Total with taxes and fees

A private beach and a restaurant are featured at this resort. If you want to take your pet along, this pet-friendly property offers everything you'll need for ...

8.8/10 Excellent! (1,258 reviews)

Rooms were clean, landscape was beautiful, staff was friendly. Access to the (2) other resorts were a plus. Would stay again.

Reviewed on Nov 17, 2025

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

97000 Overseas Hwy Key Largo FL

Fully refundableReserve now, pay when you stay

$302 nightly

$340 total

Dec 15 - Dec 16

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! (1,001 reviews)

As always great staff and amenities. I go there as often as I can , always love it. This time it was off season and they upgraded me to an ocean view for my birthday! 😊

Reviewed on Nov 18, 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)

This resort has it all. I will go back.

Reviewed on Nov 18, 2025

Islander Resort

82100 Overseas Highway Islamorada FL

Fully refundableReserve now, pay when you stay

$290 nightly

$327 total

Dec 1 - Dec 2

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 ...

9.2/10 Wonderful! (1,008 reviews)

Very nicely refurbished resort, rooms finished to high quality. Really struggled to find high quality accommodation on the Keys, this one ticks all the boxes. Spacious and well laid out resort, great on site activities, nice food options and great staff

Reviewed on Nov 20, 2025

La Siesta Resort & Villas

80241 Overseas Highway Islamorada FL

Fully refundableReserve now, pay when you stay

$199 nightly

$224 total

Nov 30 - Dec 1

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! (1,000 reviews)

This was the cutest little resort right in the beach! Peaceful and relaxing and the staff was amazingly friendly!!! Would definitely recommend it to anyone. Our room was clean and big and the beds were comfy. Only issue was the ac didn't seem consistent and the fan blower was like a tornado .... ...

Reviewed on Nov 18, 2025

The Islands of Islamorada

82779 Old Hwy Islamorada FL

Fully refundableReserve now, pay when you stay

$749 nightly

$843 total

Nov 30 - Dec 1

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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Turtle Nest Estate by Florida Keys Luxury Rentals

75971 Overseas Highway 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.

Recent Islamorada hotel reviews by fellow wanderers

Islander Resort

5 out of 5

Posted 1 day ago

Travelocity Verified Review

"Very nicely refurbished resort, rooms finished to high quality. Really struggled to find high quality accommodation on the Keys, this one ticks all the boxes. Spacious and well laid out resort, great on site activities, nice food options and great staff"

A verified traveler stayed at Islander Resort