Does Islamorada have any 4-star all-inclusive resorts?

Enjoy a relaxing holiday experience where everything is included in the one upfront price by using our "All inclusive" filter. Budgeting is easy when your accommodation, meals and many activities are already taken care of. After something a little different? Browse the offers on our standard 4-star hotels in and around Islamorada too.

Are there any 4-star casino hotels in Islamorada?

To find your ideal getaway in Islamorada, simply use our convenient filters to narrow your search. Offering resort-style amenities and a level of service that's hard to beat, staying in a 4-star casino hotel is a safe bet for a good time.

What are the top 4-star hotels in downtown Islamorada?

Book a room at Cheeca Lodge & Spa and you'll be in the prime spot to experience the action in downtown Islamorada. Located about 2 km southwest from the heart of the city, this 4-star hotel also has on-site beach yoga activities and a swimming pool.

The 10 Best 4 Star Hotels in Islamorada - 2026 Updated Prices

A beach with white lounge chairs, a covered pavilion, and palm trees.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Islamorada 4 Star Hotels

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Islamorada 4-star hotels

A table with a glass pitcher, a glass with a slice of lime, and a plate with raspberries and a sprig of rosemary.

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

Key Largo

Damion

8.562.772 ₫ total

includes taxes & fees

10 Nov - 11 Nov

An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

2. Islander Resort

Matecumbe

DEBORAH

8.636.668 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.

3. Amara Cay Resort

Matecumbe

Amir

6.770.638 ₫ total

includes taxes & fees

30 Nov - 1 Dec

A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

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

Islamorada

Liosbel

7.907.164 ₫ total

includes taxes & fees

30 Nov - 1 Dec

An aerial view of a resort with a large pool, palm trees, and a beach.

5. Playa Largo Resort & Spa, Autograph Collection

Rock Harbor

Jorge

10.236.334 ₫ total

includes taxes & fees

16 Nov - 17 Nov

A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.

6. La Siesta Resort & Villas

Matecumbe

Brianne

6.385.397 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A sunset over a body of water with clouds.

7. Condo in the Keys

Tavernier

Angela

8. Pineapple Beach by Florida Keys Luxury Rentals

Islamorada

Save an average of 15% on thousands of hotels when you're signed in

Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Islamorada.

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

4.143.595 ₫

6.551.882 ₫ total

1 Nov - 2 Nov

includes taxes & fees

Still don't see what you're looking for?

See all properties in Islamorada.

You can also use these popular filters to refine your search.

Pool Spa Hot tub Breakfast included Waterpark

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.

Learn more about Islamorada

The turquoise waters between the Keys offer world-class fishing that even beginners can enjoy with knowledgeable local guides. Spend mornings snorkelling coral reefs teeming with tropical fish, then unwind at waterfront restaurants where chefs cook your fresh catch.

See all hotels in Islamorada

An aerial view of a coastal town with a marina, surrounded by clear blue waters and green islands.

Top Islamorada Hotel Reviews

Islander Resort

10/10 Excellent

"Quiet and beautiful"

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

10/10 Excellent

"This was by far the best hotel I have ever stayed in. It caters for all of your needs and you don’t have to leave the hotel at all if you don’t want to. They have thought about every little detail. I hope to come back one day"

Frequently asked questions

What are the best 4-star hotels in Islamorada?

Make lifelong holiday memories in Islamorada at Cheeca Lodge & Spa. Popular with our customers, this 4-star hotel offers lots of amenities for a relaxing and comfortable stay.

How much does it cost to stay in a 4-star hotel in Islamorada?

Expedia can help you easily locate the perfect 4-star hotel for your getaway in Islamorada. Use our filter tool to tailor your search by things like budget, amenities and property star rating and get access to awesome deals in a couple of clicks.

Search for the lowest price from 6.551.882 ₫

What's the difference between 5-star and 4-star hotels in Islamorada?

Treat yourself to luxury during your Islamorada getaway by checking in to a 4-star hotel. As well as featuring upscale surroundings, these properties are typically filled with amenities like bathrobes, large beds and more. A 5-star hotel will go the extra mile to make your trip an even more lavish and special one. Round-the-clock concierge assistance, elegant décor and world-class dining are just the start of the exclusive conveniences and services you'll likely have access to.

Explore a world of travel with Expedia

More ways to book

Book 4 Star Hotels in Islamorada on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Islamorada 4 Star Hotels

Our top choices for Islamorada 4-star hotels