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

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

4 out of 5
97000 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
$286 nightly
The price is $322 total per night from Sep 28 to Sep 29
$322 total
Sep 28 - Sep 29
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! (1,173 reviews)
"Loved the overall Resort! The beach thenchair"

Reviewed on Sep 1, 2026

Opens in a new windowBaker's Cay Resort Key Largo, Curio Collection by Hilton
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
$211 nightly
The price is $237 total per night from Sep 16 to Sep 17
$237 total
Sep 16 - Sep 17
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 ...
Opens in a new windowAmara Cay Resort
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
$242 nightly
The price is $272 total per night from Sep 16 to Sep 17
$272 total
Sep 16 - Sep 17
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! (1,113 reviews)
"Great property with an amazing concept, especially in an area where there aren’t many high-end properties offering this style and experience. The facilities are excellent, and overall we really enjoyed our stay. My only negative feedback is that a few members of staff were constantly on their phones ..."

Reviewed on Aug 31, 2026

Opens in a new windowIslander Resort
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

4.5 out of 5
97450 Overseas Highway Key Largo FL
Fully refundableReserve now, pay when you stay
$304 nightly
The price is $342 total per night from Sep 16 to Sep 17
$342 total
Sep 16 - Sep 17
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 ...
9/10 Wonderful! (1,002 reviews)
"Perfection!"

Reviewed on Sep 1, 2026

Opens in a new windowPlaya Largo Resort & Spa, Autograph Collection
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

4 out of 5
84001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$248 nightly
The price is $279 total per night from Sep 8 to Sep 9
$279 total
Sep 8 - Sep 9
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 ...
Opens in a new windowThree Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway Islamorada FL
$237 nightly
The price is $266 total per night from Sep 7 to Sep 8
$266 total
Sep 7 - Sep 8
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, ...
8.8/10 Excellent! (1,000 reviews)
"Good"

Reviewed on Aug 30, 2026

Opens in a new windowLa Siesta Resort & Villas
The Islands of Islamorada

The Islands of Islamorada

4 out of 5
82779 Old Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$453 nightly
The price is $509 total per night from Sep 3 to Sep 4
$509 total
Sep 3 - Sep 4
Total with taxes and fees
A marina, 2 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Spend a day at the beach kayaking, or relax with sun loungers and beach ...
Opens in a new windowThe Islands of Islamorada
Condo in the Keys

Condo in the Keys

4 out of 5
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! (16 reviews)
"We had an absolutely wonderful stay and couldn’t have been happier with this condo. The location is excellent, close to everything while still offering a peaceful, relaxing atmosphere. The condo itself is beautifully decorated with a tasteful beach theme that immediately makes you feel like you’re ..."

Reviewed on Aug 1, 2026

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Opens in a new windowCondo in the Keys
Lime Key by Florida Keys Luxury Rentals

Lime Key by Florida Keys Luxury Rentals

4 out of 5
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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Opens in a new windowLime Key by Florida Keys Luxury Rentals
Pineapple Beach by Florida Keys Luxury Rentals

Pineapple Beach by Florida Keys Luxury Rentals

4 out of 5
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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Opens in a new windowPineapple Beach by Florida Keys Luxury Rentals
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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

Amara Cay Resort

Amara Cay Resort

5 out of 5
Posted 1 day ago
Travelocity Verified Review
"It was a wonderful experience all around!!"
A verified traveler stayed at Amara Cay Resort
Amara Cay Resort

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