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
$288 nightly
The price is $324 total per night from Aug 23 to Aug 24
$324 total
Aug 23 - Aug 24
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! (1,158 reviews)
"Recommend!"
Reviewed on Aug 18, 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$220 nightly
The price is $248 total per night from Aug 30 to Aug 31
$248 total
Aug 30 - Aug 31
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 ...
Islander Resort
82100 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
$297 nightly
The price is $334 total per night from Sep 2 to Sep 3
$334 total
Sep 2 - Sep 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! (1,106 reviews)
"I decided to splurge on myself and do a night and a day at the resort and man oh man what a treat. I have been to other resorts in the Caribbean and Mexico and this space totally gives you that vibe everywhere you go! Beautiful landscaping and gardens! Rooms were huge and so well decorated! This ..."
Reviewed on Aug 19, 2026
Playa Largo Resort & Spa, Autograph Collection
97450 Overseas Highway Key Largo FL
Fully refundableReserve now, pay when you stay
$288 nightly
The price is $324 total per night from Sep 1 to Sep 2
$324 total
Sep 1 - Sep 2
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! (1,012 reviews)
"Such a beautiful resort!"
Reviewed on Aug 18, 2026
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$272 nightly
The price is $306 total per night from Aug 25 to Aug 26
$306 total
Aug 25 - Aug 26
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! (251 reviews)
"Everyone was so kind, from the front desk to the cleaning staff and bartenders. Thanks for a great vacations"
Reviewed on Aug 18, 2026
La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
$237 nightly
The price is $266 total per night from Aug 23 to Aug 24
$266 total
Aug 23 - Aug 24
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, ...
The Islands of Islamorada
82779 Old Hwy Islamorada FL
$409 nightly
The price is $459 total per night from Sep 17 to Sep 18
$459 total
Sep 17 - Sep 18
Total with taxes and fees
A marina, 2 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Spend a day at the beach kayaking, or relax with sun loungers and beach ...
9.6/10 Exceptional! (79 reviews)
"Very helpful staff and all amenities are in excellent usable condition. The villas and the suites are very comfortable with beautiful comfortable bathrooms."
Reviewed on Aug 3, 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! (16 reviews)
"We had an absolutely wonderful stay and couldn’t have been happier with this condo. The location is excellent, close to everything while still offering a peaceful, relaxing atmosphere. The condo itself is beautifully decorated with a tasteful beach theme that immediately makes you feel like you’re ..."
Reviewed on Aug 1, 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.
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
Islander Resort
5 out of 5
Posted 8 hours ago
Travelocity Verified Review
"I decided to splurge on myself and do a night and a day at the resort and man oh man what a treat. I have been to other resorts in the Caribbean and Mexico and this space totally gives you that vibe everywhere you go! Beautiful landscaping and gardens! Rooms were huge and so well decorated! This room also had a back patio to hang out on! The long walkway to the beach and pool area is so relaxing and really sets the tone for your experience! Pool area was chill, they had a live singer out by the pool area who was really good. Tons of activities that you could engage in, basketball, mini golf, cornhole! You could even go fishing on the pier or hang out in a plethora of outdoor lounge seating. Unfortunately as is many of the areas in Islamorada, don’t expect to be swimming in the ocean, Islander Resort is the same, so much seaweed and unable for swimming, but that’s not their fault, more the environment and the way it goes in the summer months. Lobby was beautiful and catered to any need I had. Nighttime roaming and wandering around the space is chill and great resort vibes. Would def go back again in the future!"
A verified traveler stayed at Islander Resort
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