A coastal road with a beach on one side and a marina with boats on the other.

Luxury Hotels & Resorts in Summerland Key from AU$120

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Check availability on Summerland Key Luxury Hotels

Tonight
24 Sept - 25 Sept
Tomorrow
25 Sept - 26 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Summerland Key luxury hotels

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

1. Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
Marathon
  • Indulge in beachfront serenity with 5 outdoor pools, full-service spa, and private balconies overlooking the Florida Keys coast.
AU$375
includes taxes & fees
27 Sept - 28 Sept
Isla Bella Beach Resort & Spa
A marina with boats docked, a pool area, and a building with a white facade.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
A clear view of turquoise ocean water and a blue sky with clouds.
A marina with numerous boats docked, a swimming pool, and palm trees.

2. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
  • Waterfront luxury meets marina adventure at Key West resort with 6 pools and bayside elegance.
AU$264
includes taxes & fees
30 Sept - 1 Oct
Hilton Key West Resort & Marina
A dining table with plates of food, a drink, and a view of a pool and palm trees.
A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.
A beach with a palm tree and two chairs.
A person standing by a window overlooking a beach with palm trees and the ocean.

3. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
AU$370
includes taxes & fees
7 Oct - 8 Oct
Margaritaville Beach House Key West
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
An outdoor patio with tables and chairs, umbrellas, and palm trees.
A spacious living area with a high ceiling, a blue accent wall, and a wooden staircase.
A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.

4. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
AU$211
includes taxes & fees
30 Sept - 1 Oct
DoubleTree Resort by Hilton Grand Key - Key West
A hotel with a swimming pool, balconies, and a view of the sea.
A beach wedding setup with white chairs, a wooden arch, and lanterns.
A marina with jet skis docked in front of a hotel with a dock and a boat in the background.
A balcony with a view of the ocean, a table, chairs, and a railing.

5. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
AU$431
includes taxes & fees
28 Sept - 29 Sept
Hyatt Centric Key West Resort and Spa
A pool area with lounge chairs and a cabana.
A hotel room with a bed, a sofa, a desk with a computer, a chair, and a view of the sea through large windows.
A balcony with a table set for breakfast, overlooking the sea.
A waterfront hotel with a long pier, multiple balconies, and a view of the ocean.

6. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
AU$421
includes taxes & fees
29 Sept - 30 Sept
Ocean Key Resort - A Noble House Resort
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.
A beach with white lounge chairs and umbrellas, a sandy shore, and a calm sea under a partly cloudy sky.
A spacious lobby with green sofas, a coffee table, and a dining area.
A beachside spa with two massage tables under a canopy, overlooking the sea and a pier.

7. 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.
AU$468
includes taxes & fees
30 Sept - 1 Oct
Casa Marina Key West, Curio Collection by Hilton
A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.
A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.

8. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
AU$266
includes taxes & fees
27 Sept - 28 Sept
Blue Flamingo Resort Key West
A beach with a wooden pier, palm trees, and beach umbrellas.
A resort with a pool, lounge chairs, umbrellas, palm trees, and a view of the ocean.
An outdoor dining area with tables and chairs, overlooking the ocean.
An outdoor dining area with tables set for guests, overlooking a calm sea and a pier.

9. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
AU$409
includes taxes & fees
1 Oct - 2 Oct
The Reach Key West, Curio Collection by Hilton
A marina with boats docked, a lighthouse, and a resort with outdoor seating.
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.
An outdoor dining area with tables and chairs, a pool, and a view of the sea and boats.

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

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Marathon
  • Oceanfront luxury in Marathon offers private beach, spa services, 4 pools, and spectacular nightly sunsets.
AU$288
includes taxes & fees
11 Oct - 12 Oct
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
View all properties

Top Summerland Key Hotel Reviews

Looe Key Reef Resort

Looe Key Reef Resort

10/10 Excellent
"The lady that checked me in was super cool. Had"
Kevin 1-night trip
Posted 19 hours ago
Looe Key Reef Resort

Frequently asked questions

Are you searching for the perfect hotel for your luxury trip to Summerland Key?
Summerland Key has some interesting things to see and do including Florida Keys Beaches and Upper Sugarloaf Key, so you might want to take in the local sights during your visit.
When can I expect good weather in Summerland Key?
Planning for the weather is a good way to make your trip to Summerland Key relaxing and enjoyable, especially when you're splurging. The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 23°C. Average annual precipitation for Summerland Key is 895 mm.
What's there to see and do in Summerland Key?
When you're in Summerland Key, enjoy exploring the sights and attractions here including Florida Keys Beaches, Upper Sugarloaf Key and Venture Out Keys. If you have extra time while you're in the area, you might want to stop by Upper Sugarloaf Sound and Sugarloaf Beach.

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