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Featured 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
The price is CA $383 per night from Jul 15 to Jul 16
CA $383
CA $509 total
Jul 15 - Jul 16
includes taxes & fees
Book a stay at this beach resort in Key Largo. Enjoy 2 outdoor pools, 2 restaurants, and a private beach. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,122 reviews)
"Everything was so perfect, easy check in and express check out. Every single employee was super nice and helpful."

Reviewed on Jun 30, 2026

Opens in a new windowBaker's Cay Resort Key Largo, Curio Collection by Hilton
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
The price is CA $239 per night from Jul 6 to Jul 7
CA $239
CA $372 total
Jul 6 - Jul 7
includes taxes & fees
Book a stay at this beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.8/10 Excellent! (1,291 reviews)
"It was a really nice family trip"

Reviewed on Jul 1, 2026

Opens in a new windowAmara Cay 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
The price is CA $430 per night from Jul 15 to Jul 16
CA $430
CA $562 total
Jul 15 - Jul 16
includes taxes & fees
Book a stay at this luxury resort in Key Largo. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,003 reviews)
"The floor of the room was dirty and never vacuumed/ swept during our visit. Other guests were loud and entitled."

Reviewed on Jun 30, 2026

Opens in a new windowPlaya Largo Resort & Spa, Autograph Collection
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
The price is CA $329 per night from Jul 19 to Jul 20
CA $329
CA $466 total
Jul 19 - Jul 20
includes taxes & fees
Book a stay at this beach hotel in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
9.4/10 Exceptional! (1,070 reviews)
"Perfect stay!! Nice staff and very accommodating! Property is beautiful and rooms are lovely. Ammenities are best I have seen!"

Reviewed on Jul 1, 2026

Opens in a new windowIslander Resort
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway Islamorada FL
The price is CA $276 per night from Jul 15 to Jul 16
CA $276
CA $414 total
Jul 15 - Jul 16
includes taxes & fees
Book a stay at this beach resort in Islamorada. Enjoy a private beach, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the spacious ...
8.6/10 Excellent! (1,001 reviews)
"We love it"

Reviewed on Jun 29, 2026

Opens in a new windowLa Siesta Resort & Villas
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
The price is CA $361 per night from Jul 14 to Jul 15
CA $361
CA $510 total
Jul 14 - Jul 15
includes taxes & fees
Book a stay at this beach resort in Islamorada. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (222 reviews)
"Hotel is nice but there is a lot of seaweed!!! so the beach is unusable... We were given a room in Building 7, so far from everything—and had to walk way too much! Some staff are nice and another one rude. There is a lot of thing to do there but sincerely it's not worth the money, no coming ..."

Reviewed on Jun 29, 2026

Opens in a new windowThree Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
The Islands of Islamorada

The Islands of Islamorada

4 out of 5
82779 Old Hwy Islamorada FL
The price is CA $907 per night from Jul 6 to Jul 7
CA $907
CA $1,099 total
Jul 6 - Jul 7
includes taxes & fees
Book a stay at this beach villa in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions History of Diving Museum and Islamorada ...
9.6/10 Exceptional! (76 reviews)
"I am not usually about leaving reviews however this property definitely needs it. Heard a lot about being pampered when I was checked in and that they will bring you anything and to let them know what our needs were. Property does not have any coffee shop or restaurant. We were told we could come ..."

Reviewed on May 18, 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
Book a stay at this beach apartment in Tavernier. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Harry Harris Park and Mangrove Marina ...
8/10 Very good! (15 reviews)
"The owners are great and very quick to respond. We had a couple of things that needed resolving which they did immediately. The beds are not the most comfortable, especially the sleeper sofa, it slants down. The cleaning person could do a better job but overall the owners made up for that."

Reviewed on Jun 22, 2026

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
Book a stay at this beach vacation home in Islamorada. Enjoy free parking and a private beach. Popular attractions Sunset Drive Beach and Robbie’s of Islamorada ...
Opens in a new windowSerenity by Florida Keys Luxury Rentals
Turtle Nest Estate by Florida Keys Luxury Rentals

Turtle Nest Estate by Florida Keys Luxury Rentals

4 out of 5
75971 Overseas Highway Islamorada FL
Book a stay at this beach vacation home in Islamorada. Enjoy free parking and a private beach. Popular attractions Robbie’s of Islamorada and Sunset Drive Beach ...
Opens in a new windowTurtle Nest Estate by Florida Keys Luxury Rentals
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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

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