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
Oct 2 - Oct 3
Tomorrow
Oct 3 - Oct 4
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Grassy Key 4-star hotels

A pool area with lounge chairs and umbrellas, surrounded by palm trees.
An aerial view of a coastal resort with multiple white buildings, a clear turquoise sea, and lush greenery.
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
Katherine
₩252,201
₩388,256 total
includes taxes & fees
Oct 8 - Oct 9
Hawks Cay Resort
A swimming pool surrounded by palm trees and lounge chairs.
A spacious living room with a wooden coffee table, a striped sofa, and a television on a wooden cabinet.
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.

2. Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort
Marathon
United Kingdom
Stuart
₩281,719
₩404,223 total
includes taxes & fees
Oct 22 - Oct 23
Tranquility Bay Beachfront Hotel and Resort
A marina with boats docked, a lighthouse, and a resort with outdoor seating.
A spacious lobby with a central round table, surrounded by wicker chairs, large potted plants, and decorative lanterns.
A bar area with a long counter, multiple bar stools, and a view of the marina with boats and palm trees.
A room with two sofas, a round coffee table, and a small side table with a vase.

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

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Marathon
United States
Rick
₩221,517
₩300,290 total
includes taxes & fees
Oct 11 - Oct 12
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 bar area with stools, a counter, and hanging lanterns.
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
₩249,998
₩346,511 total
includes taxes & fees
Nov 1 - Nov 2
Grassy Flats Resort & Beach Club
A resort pool with palm trees and lounge chairs, surrounded by a beachfront.
A resort with a large pool surrounded by lounge chairs, a beach area, and a building with multiple floors.
An aerial view of a resort island with a large building, a swimming pool, and a boat docked nearby.
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
₩746,448
₩923,896 total
includes taxes & fees
Oct 30 - Oct 31
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 large, two-story hotel with a swimming pool in front.
A beachside wedding setup with wicker chairs and a white canopy, palm trees, and a sunset view.

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.
An aerial view of a coastal resort with multiple buildings, a marina, and clear blue waters.
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 sandy area with a water body, surrounded by greenery and a building with a flat roof.
A kitchen with granite countertops, a stainless steel sink, a coffee maker, and a ceiling fan.

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!
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
₩243,513
₩354,064 total
Oct 4 - Oct 5
includes taxes & fees
9.2/10 Wonderful! (1,284 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

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

Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

10/10 Excellent
"Great"
Kevin 4-night trip
Posted 2 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 ₩354,064
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