Explore top 2025 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
$354 nightly
The price is $398 total per night from Oct 26 to Oct 27
$398 total
Oct 26 - Oct 27
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! (1,014 reviews)
"Excellent hotel"
Reviewed on Oct 14, 2025
Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
$192 nightly
The price is $217 total per night from Oct 26 to Oct 27
$217 total
Oct 26 - Oct 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! (1,259 reviews)
"This was our second stay there and will definitely go back. The location is great and there is plenty of well-maintained beach area to enjoy. The room was large, clean and updated. However, the view from the room left a lot to be desired. We booked a standard room so we didn't have expectations one ..."
Reviewed on Oct 14, 2025
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 Oct 26 to Oct 27
$324 total
Oct 26 - Oct 27
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! (1,011 reviews)
"Room was clean and spacious. Pools and beach were beautiful."
Reviewed on Oct 11, 2025
Islander Resort
82100 Overseas Highway, Islamorada, FL
Fully refundableReserve now, pay when you stay
$244 nightly
The price is $275 total per night from Oct 27 to Oct 28
$275 total
Oct 27 - Oct 28
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 ...
9/10 Wonderful! (1,013 reviews)
"We loved staying at the Islander! The staff was very welcoming and responded instantly to texts. It was nice that they offered a shuttled so we could experience other places close to the resort. The rooms were beautiful along with the beach and pool areas! So many seating/lounging options with the ..."
Reviewed on Oct 14, 2025
La Siesta Resort & Villas
80241 Overseas Highway, Islamorada, FL
Fully refundableReserve now, pay when you stay
$193 nightly
The price is $217 total per night from Oct 21 to Oct 22
$217 total
Oct 21 - Oct 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)
"Excellent stay with great amenities."
Reviewed on Oct 12, 2025
The Islands of Islamorada
82779 Old Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
$599 nightly
The price is $674 total per night from Oct 19 to Oct 20
$674 total
Oct 19 - Oct 20
Total with taxes and fees
2 outdoor pools, a 24-hour gym, and a hot tub 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! (66 reviews)
"Beautiful property!"
Reviewed on Aug 4, 2025
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.
Lime Key by Florida Keys Luxury Rentals
25 N. Bounty Lane, Key Largo, FL
This vacation home features a private beach and free WiFi in public areas. Take advantage of the free self parking.
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.
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
Cheeca Lodge & Spa
5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Wonderful resort. Would stay again. Dinner was amazing. "
A verified traveler stayed at Cheeca Lodge & Spa
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