A beach with palm trees, people relaxing on chairs, and colorful kayaks.

Find Luxury Hotels in Florida Keys

  • 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 Florida Keys Luxury Hotels

Tonight
Aug 19 - Aug 20
Tomorrow
Aug 20 - Aug 21
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

Our top choices for Florida Keys luxury hotels

1. Villas At Hawks Cay Resort

Villas At Hawks Cay Resort
Marathon
  • Indulge in oceanfront splendor at this Florida Keys resort with 5 pools, private beach, and full-service spa treatments.
₩1,094,804
₩1,319,070 total
includes taxes & fees
Aug 20 - Aug 21
Villas At Hawks Cay Resort

2. The Islands of Islamorada

The Islands of Islamorada
Matecumbe
₩508,554
₩660,167 total
includes taxes & fees
Aug 30 - Aug 31
The Islands of Islamorada

3. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
₩365,876
₩467,248 total
includes taxes & fees
Aug 23 - Aug 24
Opal Key Resort & Marina, Key West

4. Santa Maria Suites

Santa Maria Suites
Old Town Key West
  • Lavish Key West retreat features luxury suites, designer touches, 2 pools, and vibrant bar scene.
₩394,129
₩538,749 total
includes taxes & fees
Aug 23 - Aug 24
Santa Maria Suites

5. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
₩310,995
₩459,533 total
includes taxes & fees
Sep 1 - Sep 2
Ocean Key Resort - A Noble House Resort

6. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
  • Beachfront luxury graces historic Key West resort with private shore access and spa treatments.
₩305,758
₩439,572 total
includes taxes & fees
Sep 14 - Sep 15
Casa Marina Key West, Curio Collection by Hilton

7. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
Rock Harbor
  • Beachfront luxury awaits at this Key Largo resort with spa treatments and ocean views.
₩337,623
₩457,705 total
includes taxes & fees
Sep 2 - Sep 3
Playa Largo Resort & Spa, Autograph Collection

8. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
₩276,534
₩409,632 total
includes taxes & fees
Aug 25 - Aug 26
Pier House Resort & Spa

9. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
₩281,117
₩414,788 total
includes taxes & fees
Sep 1 - Sep 2
Hyatt Centric Key West Resort and Spa

10. Reefhouse Resort & Marina

Reefhouse Resort & Marina
Key Largo
₩309,370
₩404,554 total
includes taxes & fees
Aug 20 - Aug 21
Reefhouse Resort & Marina
View all properties

Find out more about Florida Keys

Florida Keysand its attractions for luxury travelers

In the Florida Keys, luxury travelers can indulge in a variety of high-end experiences that blend relaxation with adventure. Begin your journey in Key West, where you can visit the historic Ernest Hemingway Home and Museum, offering a glimpse into the life of the iconic author while surrounded by lush gardens. For a unique aquatic experience, charter a private yacht to explore the stunning coral reefs of the Florida Keys National Marine Sanctuary, where snorkeling and diving unveil vibrant underwater ecosystems. Gourmet dining awaits at the renowned Latitudes, perched on Sunset Key, where you can savor fresh seafood while watching the sun dip below the horizon. For those seeking relaxation, indulge in a spa day at a luxury resort like the Ocean Key Resort & Spa, where you can enjoy rejuvenating treatments with ocean views. Staying in the upscale area of Islamorada allows travelers to enjoy a slower pace with beachfront resorts like the Moorings Village, providing an intimate setting with lush tropical gardens and private beach access, perfect for families seeking both adventure and pampering. With attentive service and exquisite surroundings, the Florida Keys present a captivating escape for travelers.

Top Florida Keys Hotel Reviews

Islander Resort

Islander Resort

10/10 Excellent
"I decided to splurge on myself and do a night and a day at the resort and man oh man what a treat. I have been to other resorts in the Caribbean and Mexico and this space totally gives you that vibe everywhere you go! Beautiful landscaping and gardens! Rooms were huge and so well decorated! This room also had a back patio to hang out on! The long walkway to the beach and pool area is so relaxing and really sets the tone for your experience! Pool area was chill, they had a live singer out by the pool area who was really good. Tons of activities that you could engage in, basketball, mini golf, cornhole! You could even go fishing on the pier or hang out in a plethora of outdoor lounge seating. Unfortunately as is many of the areas in Islamorada, don’t expect to be swimming in the ocean, Islander Resort is the same, so much seaweed and unable for swimming, but that’s not their fault, more the environment and the way it goes in the summer months. Lobby was beautiful and catered to any need I had. Nighttime roaming and wandering around the space is chill and great resort vibes. Would def go back again in the future!"
Ryan 1-night trip
Posted 6 hours ago
Islander Resort
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"The room was great with a perfect view of the ocean. Great location in the middle of the Keys that allowed us to go north and south any given day. Water was warm and just great to float away your stress. The only issues were the internet connection with the tv wasn’t good. At night we watched tv but it the connection created numerous pauses, and they could do a bit more with decor. Great size room but tv small for the size of the room and not centered which made it harder for the person on the right side of the bed. All in all I would recommend to everyone and I would come back, and this is my second stay at Lime Tree."
Melissa 4-night trip
Posted 6 hours ago
Lime Tree Bay Resort
Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"Great one night stay. Property was clean and convenient!"
Jennifer 1-night trip
Posted 9 hours ago
Waterside Suites & Marina
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

10/10 Excellent
"Everyone was so kind, from the front desk to the cleaning staff and bartenders. Thanks for a great vacations"
Alejandro 2-night trip
Posted 10 hours ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

10/10 Excellent
"Such a beautiful resort!"
Rachel 3-night trip
Posted 12 hours ago
Playa Largo Resort & Spa, Autograph Collection
Hawks Cay Resort

Hawks Cay Resort

10/10 Excellent
"So relaxing now need to do anything but relax"
FRANCESCO 2-night trip
Posted 15 hours ago
Hawks Cay Resort
Reefhouse Resort & Marina

Reefhouse Resort & Marina

10/10 Excellent
".."
Martin 3-night trip
Posted 17 hours ago
Reefhouse Resort & Marina
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

10/10 Excellent
"Recommend!"
Fares 2-night trip
Posted 19 hours ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Chesapeake Beach Resort

Chesapeake Beach Resort

8/10 Good
"The welcome staff were personable and our room was clean. The garden view left much to be desired- no garden or landscaping. (Maybe due to renovations) The free breakfast was a pleasant experience along with the staff."
Paula 3-night trip
Posted 2 days ago
Chesapeake Beach Resort

Explore a world of travel with Expedia