Find 5 Star Hotels in Islamorada, FL from SAR 436

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Islamorada 5 Star Hotels

Tonight
3 Sep - 4 Sep
Tomorrow
4 Sep - 5 Sep
This weekend
5 Sep - 7 Sep
Next weekend
12 Sep - 14 Sep

Compare Islamorada 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Our top choices for Islamorada 5-star hotels

Cheeca Lodge & Spa
Private beach, sun loungers, beach umbrellas, beach towels

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1183)
"amazing stay"
The price is SAR 436
SAR 743 total
includes taxes & fees
7 Sep - 8 Sep
Cheeca Lodge & Spa
Condo in the Keys
Outdoor pool

Condo in the Keys

5.0 star property
8.8 out of 10, Excellent, (9)
"Thoroughly enjoyed our stay! The pool, beach area and pickleball courts were fantastic! Also enjoyed the premium cable. "
Condo in the Keys
Waterfront House with Boat Dock
Terrace/patio

Waterfront House with Boat Dock

5.0 star property
6.0 out of 10, (1)
"Covered porch was nice for time outside. Inside was in need of work. Closets unfinished, no place to put any luggage, advertises a king bed and a queen bed, but only had a king and a full, no tp, or tissue products when we arrived. None of the above were deal breakers but just allot of small things that add up to frustration."
Waterfront House with Boat Dock
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Islamorada.
Baker's Cay Resort Key Largo, Curio Collection by Hilton

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

97000 Overseas Hwy, Key Largo, FL
The price is SAR 858 per night from Sep 9 to Sep 10
SAR 858
SAR 1,172 total
9 Sep - 10 Sep
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.
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 snorkeling coral reefs teeming with tropical fish, then unwind at waterfront restaurants where chefs cook your fresh catch.

See all hotels in Islamorada
Islamorada featuring a beach and tropical scenes

Top Islamorada Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Islamorada?
How much you pay for a 5-star hotel in Islamorada can vary based on when you want to travel and how long you plan to stay, among several factors. Take advantage of our price per night filter and other search tools to score the best rate on a high-end getaway.

  • Search for the lowest price per night from SAR 631

What makes a hotel 5 stars in Islamorada?
From gourmet restaurants and all-day fitness centers to pools and the finest bedding, the 5-star experience in Islamorada is all about relaxation and luxury. But it takes more than just upscale conveniences to receive a 5-star rating. Stays must also offer outstanding guest-centric services like beauty treatments, on-site dry cleaning and laundry and 24/7 room service.
Are there any 5-star all-inclusive resorts in Islamorada?
Find an upscale escape that includes your lodging, meals, bar and entertainment in Islamorada with our handy filters. Search for properties with a 5-star rating and select the "All inclusive" filter. Be sure to check what's included in the upfront price. That way, you'll be ready to maximize the many perks on offer when you get there.