Explore top 2026 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

$312 nightly

$351 total

Nov 29 - Nov 30

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. ...

8.8/10 Excellent! (1,198 reviews)

"The hotel is lovely and the service was excellent. Some construction going on while we were there directly outside of our room."

Reviewed on Nov 10, 2026

Islander Resort

82100 Overseas Highway Islamorada FL

Fully refundableReserve now, pay when you stay

$267 nightly

$300 total

Nov 15 - Nov 16

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 ...

9.4/10 Exceptional! (1,165 reviews)

"Sunrise was beautiful. Loved the private seating out back. Arrived at night and it is not well signed or lit. Bathroom layout with the sink in the bedroom was odd and there was no vanity space to set anything. Menu at the resteraunt was limited. Not all items were available. The value for the money ..."

Reviewed on Nov 10, 2026

Amara Cay Resort

80001 Overseas Hwy Islamorada FL

$222 nightly

$250 total

Nov 15 - Nov 16

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 ...

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

84001 Overseas Hwy Islamorada FL

Fully refundableReserve now, pay when you stay

$272 nightly

$306 total

Nov 29 - Nov 30

Total with taxes and fees

This Art Deco resort features a private beach, a marina, and 4 restaurants. Enjoy a day at the beach snorkeling, or relax with sun loungers. Families will appreciate ...

9/10 Wonderful! (312 reviews)

"Great stay!"

Reviewed on Nov 11, 2026

Playa Largo Resort & Spa, Autograph Collection

97450 Overseas Highway Key Largo FL

Fully refundableReserve now, pay when you stay

$312 nightly

$351 total

Nov 29 - Nov 30

Total with taxes and fees

This luxury resort features a full-service spa, a marina, and 4 restaurants. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Relax with ...

La Siesta Resort & Villas

80241 Overseas Highway Islamorada FL

$237 nightly

$266 total

Nov 15 - Nov 16

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, ...

Condo in the Keys

500 Burton Dr Tavernier FL

The private beach and full-service spa are among the highlights at this apartment. There's fun for all ages with a playground and an arcade/game room, and families ...

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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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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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Serenity by Florida Keys Luxury Rentals

75631 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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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.