Explore top 2026 4 Star Hotels in Islamorada

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Top Islamorada 4 Star hotels

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
$345 nightly
The price is $388 total per night from Jun 21 to Jun 22
$388 total
Jun 21 - Jun 22
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! (203 reviews)
"This hotel was my favorite. If I come to the keys I will be returning to this hotel and this hotel only. We stayed in the cove (21 age plus) and loved it. So quiet and you even had your own pool and gym. Even the other amenities were great."

Reviewed on Jun 3, 2026

Opens in a new windowThree Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$256 nightly
The price is $288 total per night from Jun 8 to Jun 9
$288 total
Jun 8 - Jun 9
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! (1,291 reviews)
"We love love Amara Cay!!! Will be back for sure."

Reviewed on Jun 4, 2026

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
$297 nightly
The price is $334 total per night from Jun 30 to Jul 1
$334 total
Jun 30 - Jul 1
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! (1,034 reviews)
"Amazing property!"

Reviewed on Jun 4, 2026

Opens in a new windowIslander Resort
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
$302 nightly
The price is $340 total per night from Jun 16 to Jun 17
$340 total
Jun 16 - Jun 17
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! (1,074 reviews)
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Reviewed on Jun 1, 2026

Opens in a new windowBaker's Cay Resort Key Largo, Curio Collection by Hilton
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
$344 nightly
The price is $387 total per night from Jun 18 to Jun 19
$387 total
Jun 18 - Jun 19
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! (1,001 reviews)
"The place was spectacular. Beach bartenders were great. Definitely will Be back"

Reviewed on May 31, 2026

Opens in a new windowPlaya Largo Resort & Spa, Autograph Collection
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
$253 nightly
The price is $284 total per night from Jun 14 to Jun 15
$284 total
Jun 14 - Jun 15
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! (1,006 reviews)
"Muy buen lugar y acogedor"

Reviewed on Jun 4, 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
$673 nightly
The price is $757 total per night from Jun 8 to Jun 9
$757 total
Jun 8 - Jun 9
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! (76 reviews)
"I am not usually about leaving reviews however this property definitely needs it. Heard a lot about being pampered when I was checked in and that they will bring you anything and to let them know what our needs were. Property does not have any coffee shop or restaurant. We were told we could come ..."

Reviewed on May 18, 2026

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! (14 reviews)
"Nice kitchen. Great view."

Reviewed on Mar 27, 2026

Opens in a new windowCondo in the Keys
Turtle Nest Estate by Florida Keys Luxury Rentals

Turtle Nest Estate by Florida Keys Luxury Rentals

4 out of 5
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.
Opens in a new windowTurtle Nest Estate by Florida Keys Luxury Rentals
The Sanctuary Islet by Florida Keys Luxury Rentals

The Sanctuary Islet by Florida Keys Luxury Rentals

4 out of 5
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.
Opens in a new windowThe Sanctuary Islet by Florida Keys Luxury Rentals
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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

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