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
$331 nightly
The price is $372 total per night from Aug 9 to Aug 10
$372 total
Aug 9 - Aug 10
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! (1,131 reviews)
"It was a beautiful place. Staff helpful, it was clean and general excellent. The hidden fees added to the cost. No free breakfast that is usual available from Hilton. Extra 50 a day for the resort, 28 for car parking, resort fee for every purchase. No availability to use cash. All adds up in the ..."
Reviewed on Jul 7, 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$218 nightly
The price is $245 total per night from Jul 22 to Jul 23
$245 total
Jul 22 - Jul 23
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! (1,287 reviews)
"Thw hotel is not what it used to be. Smell terrible . Fans in all thr floors due to leaks . Room service is ordered now through text ."
Reviewed on Jul 5, 2026
Playa Largo Resort & Spa, Autograph Collection
97450 Overseas Highway Key Largo FL
Fully refundableReserve now, pay when you stay
$328 nightly
The price is $369 total per night from Aug 2 to Aug 3
$369 total
Aug 2 - Aug 3
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! (1,011 reviews)
"Amazing Hotel and Staff! However kids shouldn’t have been charged for fun activities on the 4th of July! Also fishing poles and bait were excellent and free however super far away from fishing deck… made no sense! Food and Staff was Excellent but those two things should have been more accessible ..."
Reviewed on Jul 6, 2026
Islander Resort
82100 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
$262 nightly
The price is $295 total per night from Aug 2 to Aug 3
$295 total
Aug 2 - Aug 3
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! (1,075 reviews)
"The place is very quaint and the staff is very friendly. They were even able to help me with an hour later check out because my daughter was not feeling well. It’s a shame we could not use the beach because of the algae, but that has nothing to do with the resort. I would definitely stay here ..."
Reviewed on Jul 8, 2026
La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
$250 nightly
The price is $281 total per night from Aug 9 to Aug 10
$281 total
Aug 9 - Aug 10
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! (1,008 reviews)
"Rooms could be cleaner and furniture requires updating. Overall a great stay."
Reviewed on Jul 5, 2026
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$319 nightly
The price is $359 total per night from Aug 9 to Aug 10
$359 total
Aug 9 - Aug 10
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! (225 reviews)
"Beautiful place I had a great t"
Reviewed on Jul 8, 2026
The Islands of Islamorada
82779 Old Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$548 nightly
The price is $617 total per night from Aug 2 to Aug 3
$617 total
Aug 2 - Aug 3
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! (77 reviews)
"Bright and clean rooms. Nice and quiet. Pool and tiki bar was nice and clean and very accommodating. We will be back!"
Reviewed on Jul 1, 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! (15 reviews)
"The owners are great and very quick to respond. We had a couple of things that needed resolving which they did immediately. The beds are not the most comfortable, especially the sleeper sofa, it slants down. The cleaning person could do a better job but overall the owners made up for that."
Reviewed on Jun 22, 2026
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.
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
Islander Resort
5 out of 5
Posted 4 hours ago
Travelocity Verified Review
"The place is very quaint and the staff is very friendly. They were even able to help me with an hour later check out because my daughter was not feeling well. It’s a shame we could not use the beach because of the algae, but that has nothing to do with the resort. I would definitely stay here again!"
A verified traveler stayed at Islander Resort
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