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
$401 nightly
The price is $451 total per night from Apr 27 to Apr 28
$451 total
Apr 27 - Apr 28
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! (1,038 reviews)
Great property, nice pools staff fantastic . overall excellent place to stay
Reviewed on Apr 17, 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$286 nightly
The price is $322 total per night from Apr 21 to Apr 22
$322 total
Apr 21 - Apr 22
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! (1,264 reviews)
No clean room every day
Reviewed on Apr 16, 2026
Islander Resort
82100 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
$252 nightly
The price is $284 total per night from May 17 to May 18
$284 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! (1,002 reviews)
Beautiful resort, but we had roaches in our room. The manager did not appear to really care.
Reviewed on Apr 16, 2026
Playa Largo Resort & Spa, Autograph Collection
97450 Overseas Highway Key Largo FL
Fully refundableReserve now, pay when you stay
$408 nightly
The price is $459 total per night from May 3 to May 4
$459 total
May 3 - May 4
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! (1,003 reviews)
The restaurants were great and room was clean. The staff was very attentive and nice. Our room was on the first floor and our room was really cold so that was the only downfall. We really enjoyed our stay! Beautiful water!!
Reviewed on Apr 16, 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
The price is $352 total per night from May 4 to May 5
$352 total
May 4 - May 5
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! (184 reviews)
We loved everthing about this resort! We just wish we had stayed longer! We stayed in The Cove. It was secluded and quiet! A perfect get away!
Reviewed on Apr 16, 2026
La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
$271 nightly
The price is $305 total per night from Apr 21 to Apr 22
$305 total
Apr 21 - Apr 22
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! (1,005 reviews)
Pool was way too warm and heaters still running. Hidden fees. No glass
Reviewed on Apr 18, 2026
The Islands of Islamorada
82779 Old Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$722 nightly
The price is $812 total per night from Apr 20 to Apr 21
$812 total
Apr 20 - Apr 21
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 ...
9.8/10 Exceptional! (74 reviews)
What a wonderful venue for our last 2 nights in the Keys. This place is a hidden gem. The entire staff, especially Edith, the bartender, were fantastic.
Reviewed on Apr 14, 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
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.
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.
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
La Siesta Resort & Villas
3 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Pool was way too warm and heaters still running. Hidden fees. No glass"
A verified traveler stayed at La Siesta Resort & Villas
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