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
84001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$398 nightly
The price is $448 total per night from Mar 23 to Mar 24
$448 total
Mar 23 - Mar 24
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! (166 reviews)
Overpriced for a view of the parking lot on the ground floor.
Reviewed on Mar 7, 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$327 nightly
The price is $368 total per night from Mar 26 to Mar 27
$368 total
Mar 26 - Mar 27
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! (1,268 reviews)
Loved the resort, we actually arrived a little earlier than the check in time but we were able to enjoy the amenities. Took the bikes for a little ride around, hang out by the pool and grab some nachos at the bar (amazing) definitely will come back on my next visit.
Reviewed on Mar 9, 2026
Baker's Cay Resort Key Largo, Curio Collection by Hilton
97000 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
$518 nightly
The price is $583 total per night from Mar 12 to Mar 13
$583 total
Mar 12 - Mar 13
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! (1,012 reviews)
did not have beach view. room was clean
Reviewed on Mar 9, 2026
Islander Resort
82100 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
$498 nightly
The price is $561 total per night from Mar 26 to Mar 27
$561 total
Mar 26 - Mar 27
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! (1,014 reviews)
Loved everything about this hotel❤️
Reviewed on Mar 9, 2026
Playa Largo Resort & Spa, Autograph Collection
97450 Overseas Highway Key Largo FL
Fully refundableReserve now, pay when you stay
$528 nightly
The price is $594 total per night from Apr 6 to Apr 7
$594 total
Apr 6 - Apr 7
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)
Pool had tree debris every day. Could have been cleaner. Staff was very friendly and responsive. Suggest you look at expenses that are not disclosed when booking with Expedia. Resort fees added up quickly that were charged after check in. Room was not what we reserved on Expedia site.
Reviewed on Mar 9, 2026
La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
$358 nightly
The price is $403 total per night from Mar 24 to Mar 25
$403 total
Mar 24 - Mar 25
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! (1,004 reviews)
Great place
Reviewed on Mar 6, 2026
The Islands of Islamorada
82779 Old Hwy Islamorada FL
$848 nightly
The price is $954 total per night from Apr 7 to Apr 8
$954 total
Apr 7 - Apr 8
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! (72 reviews)
Phenomenal hotel, Marcel and Jackie were amazing with the kids and the activities offered. This is the first hotel where I feel there is great value in the resort fee with all that's included.
Reviewed on Mar 9, 2026
The Caribbean Resort Coconut Palm North
117 South Carroll Street Islamorada FL
A marina and an outdoor pool are featured at this smoke-free vacation home. Free self parking and a convenience store are also offered on site.
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.
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.
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
Treasure Harbor
5 out of 5
Posted 6 hours ago
Travelocity Verified Review
"Quite unique property - lovely views. Owner very responsive to enquiries - I would highly recommend this place . Very niche."
A verified traveler stayed at Treasure Harbor
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