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

Baker's Cay Resort Key Largo, Curio Collection by Hilton

4 out of 5
97000 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
$288 nightly
The price is $324 total per night from Aug 17 to Aug 18
$324 total
Aug 17 - Aug 18
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! (1,161 reviews)
"A wonderful family friendly resort! We had a great time and would def come back."

Reviewed on Aug 4, 2026

Opens in a new windowBaker's Cay Resort Key Largo, Curio Collection by Hilton
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

4 out of 5
84001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$272 nightly
The price is $306 total per night from Aug 11 to Aug 12
$306 total
Aug 11 - Aug 12
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 ...
Opens in a new windowThree Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
$227 nightly
The price is $255 total per night from Aug 10 to Aug 11
$255 total
Aug 10 - Aug 11
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 ...
Opens in a new windowAmara Cay Resort
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
$283 nightly
The price is $319 total per night from Aug 30 to Aug 31
$319 total
Aug 30 - Aug 31
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 ...
Opens in a new windowIslander Resort
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

4.5 out of 5
97450 Overseas Highway Key Largo FL
Fully refundableReserve now, pay when you stay
$288 nightly
The price is $324 total per night from Aug 30 to Aug 31
$324 total
Aug 30 - Aug 31
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! (1,001 reviews)
"The staff were all very helpful"

Reviewed on Aug 4, 2026

Opens in a new windowPlaya Largo Resort & Spa, Autograph Collection
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway Islamorada FL
$237 nightly
The price is $266 total per night from Aug 9 to Aug 10
$266 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! (1,003 reviews)
"The check in staff was amazing and helpful. There was a lot of included things to do that were really nice and easy to access. There was a strong fish smell, but that was likely because people catch/clean their fish at the dock and there was a bit of sea grass along the shore that likely contributed. ..."

Reviewed on Aug 3, 2026

Opens in a new windowLa Siesta Resort & Villas
The Islands of Islamorada

The Islands of Islamorada

4 out of 5
82779 Old Hwy Islamorada FL
$369 nightly
The price is $415 total per night from Aug 16 to Aug 17
$415 total
Aug 16 - Aug 17
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

Opens in a new windowThe Islands of Islamorada
Condo in the Keys

Condo in the Keys

4 out of 5
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

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Opens in a new windowCondo in the Keys
Serenity by Florida Keys Luxury Rentals

Serenity by Florida Keys Luxury Rentals

4 out of 5
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.
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Opens in a new windowSerenity by Florida Keys Luxury Rentals
The Sanctuary Islet by Florida Keys Luxury Rentals

The Sanctuary Islet by Florida Keys Luxury Rentals

4 out of 5
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.
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Opens in a new windowThe Sanctuary Islet by Florida Keys Luxury Rentals
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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

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

5 out of 5
Posted 12 hours ago
Travelocity Verified Review
"Wow! I stayed there for a week and I really felt like I was in my little slice of heaven! The resort is decorated beautifully. The room definitely has the Florida keys vibe and the staff were so awesome. I would have loved to stay there forever. I can't wait to go back!!!"
A verified traveler stayed at Coconut Cove Resort and Marina
Coconut Cove Resort and Marina

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