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

Fully refundableReserve now, pay when you stay

$352 nightly

$396 total

Jun 2 - Jun 3

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! (1,057 reviews)

Excelente y el señor Riqui muy amable

Reviewed on May 1, 2026

Islander Resort

82100 Overseas Highway Islamorada FL

Fully refundableReserve now, pay when you stay

$255 nightly

$286 total

May 17 - May 18

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! (1,001 reviews)

Wonderful resort. Immaculate grounds. Just a very happy place.

Reviewed on Apr 30, 2026

Amara Cay Resort

80001 Overseas Hwy Islamorada FL

Fully refundableReserve now, pay when you stay

$250 nightly

$282 total

May 18 - May 19

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! (1,263 reviews)

Very expensive at Tiki Bar. Also disappointed with offer of late check then insulting $100 price tag.

Reviewed on May 1, 2026

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

84001 Overseas Hwy Islamorada FL

Fully refundableReserve now, pay when you stay

$313 nightly

$352 total

Jun 1 - Jun 2

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! (192 reviews)

Clean updated room, great view and balcony! Loved the property and amenities.

Reviewed on Apr 25, 2026

Playa Largo Resort & Spa, Autograph Collection

97450 Overseas Highway Key Largo FL

$392 nightly

$441 total

Jun 1 - Jun 2

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! (1,005 reviews)

Excellent

Reviewed on May 1, 2026

La Siesta Resort & Villas

80241 Overseas Highway Islamorada FL

Fully refundableReserve now, pay when you stay

$239 nightly

$269 total

May 12 - May 13

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! (1,002 reviews)

La Siesta is one of those places where the setting does most of the work. The ocean views, beach access, and relaxed atmosphere are great

Reviewed on May 2, 2026

The Islands of Islamorada

82779 Old Hwy Islamorada FL

Fully refundableReserve now, pay when you stay

$649 nightly

$730 total

May 4 - May 5

Total with taxes and fees

A marina, 2 outdoor pools, and a 24-hour gym 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! (75 reviews)

The "suite" was a single room with a king and pullout sofa, there was no separation. So if you are traveling with children be aware that this is the same as a double queen at any other hotel room.

Reviewed on Apr 30, 2026

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 ...

8/10 Very Good! (14 reviews)

Nice kitchen. Great view.

Reviewed on Mar 27, 2026

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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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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.