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

Grassy Key 4 Stars Hotels

  • 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 Grassy Key 4 Star Hotels

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Grassy Key 4-star hotels

A pool area with lounge chairs and umbrellas, surrounded by palm trees.
A spacious lobby with high ceilings, large windows, and a central coffee table surrounded by sofas and chairs.
A pathway leading to a pool area with palm trees and a sunset view.
A modern living room with a balcony overlooking the sea, furnished with a sofa, chairs, and a dining table.

1. Hawks Cay Resort

Hawks Cay Resort
Marathon
United States
Antonio
HK$1,583
HK$2,384 total
includes taxes & fees
20 Oct - 21 Oct
Hawks Cay Resort
A swimming pool surrounded by palm trees and lounge chairs.
A beach scene with a wooden deck, palm trees, and a gazebo-like structure.
An aerial view of a resort with a central swimming pool, surrounded by lush greenery and palm trees, with a view of the ocean.
A wooden deck with blue chairs overlooking a beach with palm trees and the ocean.

2. Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort
Marathon
United Kingdom
Stuart
HK$1,797
HK$2,528 total
includes taxes & fees
19 Oct - 20 Oct
Tranquility Bay Beachfront Hotel and Resort
A marina with boats docked, a lighthouse, and a resort with outdoor seating.
A room with two sofas, a round coffee table, and a small side table with a vase.
A bar area with a long counter, multiple bar stools, and a view of the marina with boats and palm trees.
An outdoor dining area with tables and chairs, a pool, and a view of the sea and boats.

3. Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Marathon
United States
Rick
HK$1,281
HK$1,736 total
includes taxes & fees
21 Oct - 22 Oct
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
A wooden deck with a pool and chairs overlooking a beach with palm trees.
A pool area with palm trees and a view of the ocean.
A beach with a wooden walkway leading to the water, palm trees, and a clear sky.
A hotel room with a sofa, a desk, a chair, a TV, and a balcony with curtains.

4. Grassy Flats Resort & Beach Club

Grassy Flats Resort & Beach Club
Marathon
United States
Tiffany
HK$1,443
HK$2,000 total
includes taxes & fees
12 Nov - 13 Nov
Grassy Flats Resort & Beach Club
A resort pool with palm trees and lounge chairs, surrounded by a beachfront.
A modern kitchen with white cabinetry, a stainless steel oven, and a large island with a bowl of fruit.
A resort with a large pool surrounded by lounge chairs, a beach area, and a building with multiple floors.
A modern living room with a sofa, chairs, a dining table, a TV, and a view of the ocean.

5. Villas At Hawks Cay Resort

Villas At Hawks Cay Resort
Marathon
United States
Gabriela
HK$4,309
HK$5,333 total
includes taxes & fees
30 Oct - 31 Oct
Villas At Hawks Cay Resort
A large hotel with a pool, multiple balconies, and palm trees.
A modern living room with a beige sectional sofa, large windows with wooden blinds, and a view of a marina and beach.
A beachside wedding setup with wicker chairs and a white canopy, palm trees, and a sunset view.
A beach with clear water and gentle waves.

6. Marlin Bay Resort & Marina

Marlin Bay Resort & Marina
Marathon
United States
Chardell
Marlin Bay Resort & Marina
A covered outdoor area with a wooden deck, white railings, and a view of the ocean.
A resort with multiple buildings, a large central pool, and a view of the ocean.
A spacious dining area with a long table, wicker chairs, and hanging wicker lamps.
A poolside area with lounge chairs and palm trees.

7. Waterfront Luxury Villa

Waterfront Luxury Villa
Marathon Shores
Waterfront Luxury Villa
A living room with a sofa, a glass coffee table, a television on a cabinet, and a sliding glass door leading to an outdoor area.
A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.
A kitchen with granite countertops, a stainless steel sink, a coffee maker, and a ceiling fan.
A sandy area with a water body, surrounded by greenery and a building with a flat roof.

8. Oceanfront Duck Key Villa: 2 Marinas Steps Away!

Oceanfront Duck Key Villa: 2 Marinas Steps Away!
Marathon
Oceanfront Duck Key Villa: 2 Marinas Steps Away!
Interior
A modern kitchen with white cabinetry, a built-in oven, and a large island with stools.
A beach with clear turquoise water, a wooden pier, and a rocky shoreline.
A modern kitchen with a central island, bar stools, and a ceiling fan.

9. Florida Keys Getaway w/ Stunning Ocean Views

Florida Keys Getaway w/ Stunning Ocean Views
Long Key
HK$4,442
HK$8,238 total
includes taxes & fees
28 Oct - 29 Oct
Florida Keys Getaway w/ Stunning Ocean Views
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Grassy Key.
Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

1 Knights Key Boulevard Marathon FL
HK$1,617
HK$2,289 total
18 Oct - 19 Oct
includes taxes & fees
9.2/10 Wonderful! (1,290 reviews)
Isla Bella Beach Resort & Spa
Sea Glass Cove

Sea Glass Cove

59720 Overseas Hwy Marathon FL
Get ratesSea Glass Cove
Still don't see what you're looking for?
See all properties in Grassy Key.
You can also use these popular filters to refine your search.
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

Discover the seaside area of Grassy Key—beaches, a marina 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

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

10/10 Excellent
"As soon as we"
Stephen 4-night trip
Posted 17 hours ago
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

10/10 Excellent
"Access to the beach for the kids"
Rene 4-night trip
Posted 4 days ago
Tranquility Bay Beachfront Hotel and Resort

Frequently asked questions

What are the best 4-star hotels in Grassy Key?
Make amazing memories in Grassy Key at Hawks Cay Resort. Highly recommended by Expedia customers, this 4-star hotel includes lots of amenities for a relaxing and comfortable stay.
How much does it cost to stay in a 4-star hotel in Grassy Key?
With Expedia's handy search filters, scoring a terrific deal on a 4-star hotel in Grassy Key just got simpler. Start by entering your chosen arrival date and length of your escape. Then list the results by price and choose a property that best suits your style and budget.
  • Search for the lowest price from HK$2,289
What's the difference between 5-star and 4-star hotels in Grassy Key?
If you decide to book a stay at a 4-star hotel in Grassy Key, you'll typically find lots of conveniences to keep you comfortable, such as a restaurant, gym and pool. You can look forward to top-quality service and upscale surroundings. Choose a 5-star hotel and you'll get a few more bells and whistles — think on-site spas, 24-hour front desk and nightly turndown services. You'll most likely get additional amenities and premium services at a 5-star retreat, though both are terrific options for luxury guests.

Explore a world of travel with Expedia