A dolphin swimming near a wooden dock and a tree branch in the water.

Find 5 Star Hotels in Grassy Key, FL from $221

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Check availability on Grassy Key 5 Star Hotels

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Oct 7 - Oct 8
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Oct 8 - Oct 9
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Oct 9 - Oct 11
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Oct 16 - Oct 18

Our top choices for Grassy Key 5-star hotels

An aerial view of a resort with a central pool, multiple buildings, and a beach area with sun loungers.
A beach with white chairs and kayaks, palm trees, and a clear view of the ocean.
A bar area with wooden chairs, a bar counter, and a variety of bottles and glasses.
A beach scene with two white chairs, a hammock, and palm trees.

1. Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
Marathon
United States
Andrew
$355 nightly
$399 total
Oct 19 - Oct 20
Total with taxes and fees
Isla Bella Beach Resort & Spa
A resort pool with a view of the sea, surrounded by palm trees and lounge chairs.
A modern white building with a garage, surrounded by palm trees and a clear blue sky.
A modern kitchen with white cabinetry, a marble island, and wooden bar stools.
A clean, empty garage with fluorescent lighting, a metal garage door, and visible plumbing on the ceiling.

2. Sea Glass Cove

Sea Glass Cove
Marathon
Sea Glass Cove
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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
$272 nightly
$304 total
Oct 14 - Oct 15
Total with taxes and fees
Hawks Cay Resort
Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

2600 Overseas Hwy Marathon FL
$272 nightly
$306 total
Oct 27 - Oct 28
Total with taxes and fees
Tranquility Bay Beachfront Hotel and Resort
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

1996 Overseas Highway Marathon FL
$197 nightly
$221 total
Oct 13 - Oct 14
Total with taxes and fees
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
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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 Grassy Key Marina.

See all hotels in Grassy Key
A building with a blue awning labeled "Dolphin Research Center" and a dolphin logo.

Top Grassy Key Hotel Reviews

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Grassy Key Five Star Hotel Information

If you’re searching for the celebrity treatment, the 5 star hotels in Grassy Key are your dreams come true. From sprawling resorts to fancy hot spots, theseGrassy Key 5 star hotels immerse each traveler in the most elite experience money can buy. Want to unwind with a VIP-worthy spa treatment? These hotels have the leisure you're looking for.

Interested in sampling world-class cuisine? The on-site restaurants at the 5 stars hotels in Grassy Key, Marathon, let you do just that. You’ll even be able to book a room (or perhaps a penthouse?) at first-rate hotels near the region’s can’t-miss sights and most bustling shopping centers. Plus, many globe-trotters who visit Grassy Key five star hotels find incredible rates and deep discounts thanks to Expedia, so you can score a deal without sacrificing an ounce of quality.

Everything you could possibly want (and a few things you didn’t know you needed): That’s what you’ll receive when you stay at Grassy Key 5 star hotels.

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 depends on factors such as when you plan to travel and the length of your break. Our top tip for landing an awesome deal? Use our pricing filters to check out the available hotels for your chosen dates.
  • Search for the lowest price per night from $221
What makes a hotel 5 stars in Grassy Key?
Exemplary guest service is at the heart of every 5-star hotel in Grassy Key. From the instant you arrive, staff ensure your every need is met, whether arranging valet parking or providing a turn-down service. In addition, hotels must offer upscale amenities to be eligible for a 5-star rating. These can include luxury bathrobes, spas or saunas, pools, gourmet kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Grassy Key?
Find an indulgent stay that includes your room, meals, drinks and entertainment in Grassy Key with our handy filter tool. Search for properties with a 5-star rating and click on the "All inclusive" filter. Be sure to check what's included in the purchase price. This way, you can take full advantage of all the premium perks as soon as you arrive.

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