Islamorada Hotel Guide - 4 Stars Hotels in Islamorada, Florida

  • 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

This weekend
26 Jun - 28 Jun
Next weekend
3 Jul - 5 Jul

Our top choices for Islamorada 4-star hotels

Exterior

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, (1,108 reviews)
"Great stay over Spring Break. Beautiful place!"
United States
Angela
The price is Rp5.205.623
Rp6.845.524 total
includes taxes & fees
21 Jul - 22 Jul
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Room, 1 King Bed with Sofa bed, Oceanfront (Alligator Reef, Lanai) | View from room

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,283 reviews)
"Good place to stay, very friendly staff and great breakfast!"
United Kingdom
Christos
The price is Rp3.379.116
Rp5.113.677 total
includes taxes & fees
13 Jul - 14 Jul
Amara Cay Resort
Exterior

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (1,006 reviews)
"Our favorite hotel in the FL Keys"
United States
Jose
The price is Rp5.436.729
Rp7.105.518 total
includes taxes & fees
26 Jul - 27 Jul
Playa Largo Resort & Spa, Autograph Collection
Exterior

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,062 reviews)
"Beautiful rooms and resort."
United States
Neha
The price is Rp4.880.496
Rp6.701.711 total
includes taxes & fees
13 Jul - 14 Jul
Islander Resort
Suite, 1 King Bed with Sofa bed, Ocean View | Egyptian cotton sheets, premium bedding, pillow-top 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)
"Our families really enjoyed our stay there new favorite"
United States
Marc
The price is Rp3.379.116
Rp5.113.677 total
includes taxes & fees
29 Jun - 30 Jun
La Siesta Resort & Villas
Room, 1 King Bed, Balcony, Ocean View (Balcony) | Premium bedding, in-room safe, individually decorated

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, (218 reviews)
"Room was beautiful, just as pictured on the website. It is a lovely place."
United States
CATHY
The price is Rp5.017.760
Rp6.957.152 total
includes taxes & fees
7 Jul - 8 Jul
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Balcony view

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.6 out of 10, Exceptional, (76 reviews)
"What a wonderful venue for our last 2 nights in the Keys. This place is a hidden gem. The entire staff, especially Edith, the bartender, were fantastic."
United States
Michael
The price is Rp11.465.577
Rp13.887.882 total
includes taxes & fees
6 Jul - 7 Jul
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, (15 reviews)
"Nice kitchen. Great view."
United States
ann
Condo in the Keys
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, 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
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, 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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 Rp4.291.966 per night from 20 Jul to 21 Jul
Rp4.291.966
Rp6.140.634 total
20 Jul - 21 Jul
includes taxes & fees
9.2/10 Wonderful! (1,324 reviews)
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.
PoolSpaHot tubBreakfast includedWaterpark
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
A wooden pier extending into calm waters with a covered seating area and a boat docked at the end.

Top Islamorada Hotel Reviews

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

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

8/10 Good
"Ocean view in the 200’s building was great, ac worked excellent, loved the live music and the sunset views by the marina, room fridge was a great!!! Size, front desk communication was very well, only con is I would request a microwave well in advance if you want one as they are of VERY limited availability. I would have gave an 5 star had the microwave been included in the room without request or had I known I would need to request one prior. Also the sea grass isn’t fun but I felt like they worked well to clean it being its high season for the grass and unfortunately out of their control. The cleaning ladies were AMAZING and all staff very accommodating and polite."
kelley Lynn 6-night trip
Posted 2 days ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Islamorada?
To find a 4-star hotel in Islamorada that matches your budget, take advantage of Expedia's handy search filters. Take a look at what's available during your holiday dates and use our pricing filter to set your limit. You can also sort your results by the most wallet-friendly stay first.

  • Search for the lowest price from Rp6.140.634

What's the difference between 5-star and 4-star hotels in Islamorada?
If you decide to stay at a 4-star hotel in Islamorada, you'll usually find plenty of amenities to ensure you're comfortable, such as a gym, pool and restaurant. You can enjoy top-quality service and deluxe accommodation. Go for a 5-star hotel and you'll have access to a few more perks — think on-site spas, concierge assistance and opulent turndown services. You're likely to get more amenities and exclusive services at a 5-star retreat, though both are superb options for luxury travellers.
Does Islamorada have any 4-star all-inclusive resorts?
Finding your dream holiday in Islamorada is as easy as entering your travel dates and destination, and clicking on our "All inclusive" filter. Stay and play where everything is already taken care of like your accommodation, meals, activities and entertainment, or go for a standard 4-star resort in or around this leading destination.