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

Find Luxury Hotels in Grassy Key, FL

  • 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 Luxury Hotels

Our top choices for Grassy Key luxury hotels

A pool area with lounge chairs and umbrellas, surrounded by palm trees.

1. Hawks Cay Resort

Hawks Cay Resort
4.0 star property
Marathon
8.2 out of 10, Very good, (1,001 reviews)
The price is ₩323,764
₩486,553 total
includes taxes & fees
Dec 9 - Dec 10
Hawks Cay Resort
An aerial view of a resort with a central pool, multiple buildings, and a beach area with sun loungers.

2. Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
5.0 star property
Marathon
9.2 out of 10, Wonderful, (1,305 reviews)
  • cleanliness
    Indulge in beachfront serenity with 5 outdoor pools, full-service spa, and private balconies overlooking the Florida Keys coast.
The price is ₩299,782
₩418,066 total
includes taxes & fees
Nov 16 - Nov 17
Isla Bella Beach Resort & Spa
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.
View all properties

Top Grassy Key Hotel Reviews

Kingsail Resort

Kingsail Resort

8/10 Good
"Pleasantly Surprised"
Paul 2-night trip
Posted 1 hour ago
Kingsail Resort