Islamorada 4 Stars Hotels

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Our top choices for Islamorada 4-star hotels

Property grounds

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

Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
Key Largo
8.6 out of 10, Excellent, (1,037 reviews)
"The resort was beautiful. We really enjoyed our time there."
United States
Jessica
The price is ₩520,564
₩667,216 total
includes taxes & fees
Apr 29 - Apr 30
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Alligator Reef Oceanfront Room King Lanai with Queen Sofabed | View from room

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,264 reviews)
"Great staff, lovely location, great Tiki Bar"
United States
David
The price is ₩448,491
₩612,770 total
includes taxes & fees
Apr 29 - Apr 30
Amara Cay Resort
Exterior

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,001 reviews)
"Beautiful place to stay! "
United States
DeShawn
The price is ₩372,910
₩519,411 total
includes taxes & fees
May 4 - May 5
Islander Resort
Exterior

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
8.8 out of 10, Excellent, (1,002 reviews)
"Overall wonderful resort and great location. "
United States
Kristie Howle
The price is ₩531,248
₩679,235 total
includes taxes & fees
May 10 - May 11
Playa Largo Resort & Spa, Autograph Collection
In-room safe, individually decorated, individually furnished

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (184 reviews)
"Very, very good architectural design and construction. And a well-maintained facility."
United States
roy steven
The price is ₩442,460
₩596,004 total
includes taxes & fees
May 4 - May 5
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Suite, 1 King Bed with Sofa bed, Ocean View | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,002 reviews)
"We had a enjoyable stay here and would come back again if we were ever in the area. "
United States
angela
The price is ₩337,542
₩487,611 total
includes taxes & fees
Apr 30 - May 1
La Siesta Resort & Villas
On the beach, sun loungers, beach umbrellas, beach towels

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (74 reviews)
"Beautiful accommodations and location, very clean, many activities available at resort"
United States
Janet
The price is ₩995,715
₩1,201,754 total
includes taxes & fees
Apr 20 - Apr 21
The Islands of Islamorada
Exterior

Condo in the Keys

Condo in the Keys
4.0 star property
Tavernier
8.0 out of 10, Very Good, (14 reviews)
"Nice kitchen. Great view."
United States
ann
Condo in the Keys
House, 3 Bedrooms | Balcony

The Sanctuary Islet by Florida Keys Luxury Rentals

The Sanctuary Islet by Florida Keys Luxury Rentals
4.0 star property
Key Largo
The Sanctuary Islet by Florida Keys Luxury Rentals
House, 5 Bedrooms | Property grounds

Pineapple Beach by Florida Keys Luxury Rentals

Pineapple Beach by Florida Keys Luxury Rentals
4.0 star property
Islamorada
Pineapple Beach by Florida Keys Luxury Rentals
Outdoor pool

The Caribbean Resort Coconut Palm North

The Caribbean Resort Coconut Palm North
4.0 star property
Islamorada
The Caribbean Resort Coconut Palm North
House, 3 Bedrooms | Pool

Serenity by Florida Keys Luxury Rentals

Serenity by Florida Keys Luxury Rentals
4.0 star property
Matecumbe
Serenity by Florida Keys Luxury Rentals
Private beach

Turtle Nest Estate by Florida Keys Luxury Rentals

Turtle Nest Estate by Florida Keys Luxury Rentals
4.0 star property
Matecumbe
Turtle Nest Estate by Florida Keys Luxury Rentals
House, 3 Bedrooms | Dining

Lime Key by Florida Keys Luxury Rentals

Lime Key by Florida Keys Luxury Rentals
4.0 star property
Buccaneer Point
Lime Key by Florida Keys Luxury Rentals
House, 5 Bedrooms | Exterior

Bay Beach by Florida Keys Luxury Rentals

Bay Beach by Florida Keys Luxury Rentals
4.0 star property
Key Largo
Bay Beach by Florida Keys Luxury Rentals
House, 5 Bedrooms | Balcony

Midnight Runner by Florida Keys Luxury Rentals

Midnight Runner by Florida Keys Luxury Rentals
4.0 star property
Tavernier
Midnight Runner by Florida Keys Luxury Rentals
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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

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL
The price is ₩442,460 per night from May 3 to May 4
₩442,460
₩605,993 total
May 3 - May 4
includes taxes & fees
9.2/10 Wonderful! (1,314 reviews)
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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.

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 snorkeling coral reefs teeming with tropical fish, then unwind at waterfront restaurants where chefs cook your fresh catch.

See all hotels in Islamorada

Top Islamorada Hotel Reviews

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

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

10/10 Excellent
"We loved everthing about this resort! We just wish we had stayed longer! We stayed in The Cove. It was secluded and quiet! A perfect get away!"
Lora 2-night trip
Posted 14 hours ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Frequently asked questions

What are the best 4-star hotels in Islamorada?
Make lifelong vacation 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 ₩605,993

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.