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
$376 nightly
The price is $423 total per night from Apr 20 to Apr 21
$423 total
Apr 20 - Apr 21
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! (1,025 reviews)
Small shops
Reviewed on Apr 5, 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$291 nightly
The price is $328 total per night from Apr 20 to Apr 21
$328 total
Apr 20 - Apr 21
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! (1,270 reviews)
When I arrived to this property I was told that it was overbooked and I had to stay down the street at a different hotel that was way lower quality! I’m LIVID!
Reviewed on Apr 9, 2026
Islander Resort
82100 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
$356 nightly
The price is $401 total per night from May 10 to May 11
$401 total
May 10 - May 11
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! (1,011 reviews)
An amazing resort. Front desk staff was incredible. I got an upgrade to a beautiful suite upon arrival. The property is beautiful. Pools, bars, restaurants, activities, and lots of spaces to sit and relax including gas fire pits and couches for evening wind-down. Loved it!
Reviewed on Apr 8, 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 4 to May 5
$459 total
May 4 - May 5
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! (1,002 reviews)
Beautiful resort. Property is very well maintained. Wonderful staff. Can’t say enough good things about this place. I will definitely be coming back to this place.
Reviewed on Apr 7, 2026
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$356 nightly
The price is $400 total per night from Apr 19 to Apr 20
$400 total
Apr 19 - Apr 20
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! (181 reviews)
Pool staff great. Too windy to do beach activities our trip unfortunately. Hotel room was great. Beautiful views. Check in was an unfortunate process. We were hoping for an early check in, instead didn’t get checked in till after our guaranteed 4PM.
Reviewed on Apr 4, 2026
La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
$276 nightly
The price is $311 total per night from Apr 14 to Apr 15
$311 total
Apr 14 - Apr 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! (1,001 reviews)
We had a wonderful stay in the BOTE House. Perfect for a small family and dogs with the fenced in yard. The staff was great and very accommodating. The access to the other resorts and amenities is also a huge plus. We will definitely be back!
Reviewed on Apr 6, 2026
The Islands of Islamorada
82779 Old Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$748 nightly
The price is $842 total per night from Apr 13 to Apr 14
$842 total
Apr 13 - Apr 14
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! (73 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
Condo in the Keys
500 Burton Dr Tavernier FL
This luxury condo resort's private beach and full-service spa are among the highlights. There's fun for all ages with a playground and an arcade/game room, and ...
8/10 Very Good! (14 reviews)
Nice kitchen. Great view.
Reviewed on Mar 27, 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.
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
1 out of 5
Posted 5 hours ago
Travelocity Verified Review
"When I arrived to this property I was told that it was overbooked and I had to stay down the street at a different hotel that was way lower quality! I’m LIVID!"
A verified traveler stayed at Amara Cay Resort
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