Find 5 Star Hotels in Grassy Key, FL from ￥53,207

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Check availability on Grassy Key 5 Star Hotels

Tonight
Dec 30 - Dec 31
Tomorrow
Dec 31 - Jan 1
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Grassy Key 5-star hotels

Property grounds
Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
5.0 star property
Marathon
9.2 out of 10, Wonderful, (1069)
"Beautiful property, staff are very friendly "
United States
Leann
The price is ￥48,676
￥64,683 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Isla Bella Beach Resort & Spa
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Grassy Key.
Hawks Cay Resort

Hawks Cay Resort

61 Hawks Cay Blvd Marathon FL
The price is ￥42,978 per night from Jan 4 to Jan 5
￥42,978
￥59,293 total
Jan 4 - Jan 5, 2026
includes taxes & fees
8/10 Very Good! (1,003 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 Grassy Key

Experience the seaside area of Grassy Key—beaches, a scenic waterfront, and sights from Curry Hammock State Park to Keys Cable Park.

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Top Grassy Key Hotel Reviews

Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

10/10 Excellent
"Beautiful property, staff are very friendly "
Leann 1-night trip
Posted 10 days ago
Isla Bella Beach Resort & Spa

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Grassy Key?
The amount you pay for a 5-star hotel in Grassy Key can vary depending on the time of year you travel and how long you plan to stay, among several factors. Take advantage of our price per night filter and other search tools to find the best deal on a luxurious stay.

  • Search for the lowest price per night from ￥53,207

What makes a hotel 5 stars in Grassy Key?
From high-end restaurants and all-day gyms to pools and the finest bedding, the 5-star experience in Grassy Key is all about luxury and relaxation. But it requires more than just top-notch perks to earn a 5-star rating. Hotels also have to provide superior guest services like in-room massages, dry cleaning and laundry and 24/7 room service.
Are there any 5-star all-inclusive resorts in Grassy Key?
Use Expedia's filters to find an upmarket retreat in Grassy Key where most of what you need is included in the price. From there, refine your results for hotels that have a rating of 5 stars and are deemed "All inclusive." The first thing on the itinerary at these stays? Relaxation and indulgence.

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