Search Best Resorts in Summerland Key

  • 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 prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Summerland Key resorts

A marina with boats docked, a swimming pool, and a building with a blue roof.

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

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
4.0 star property
Marathon
8.6 out of 10, Excellent, (1,130 reviews)
"Great resort, restaurant and bar!"
United States
Rick
The price is AU$296
includes taxes & fees
29 Nov - 30 Nov
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
A pool area with lounge chairs and gazebos, surrounded by palm trees.

2. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.4 out of 10, Very good, (1,142 reviews)
"This is a very comfortable place to stay"
United States
Wendi
The price is AU$272
includes taxes & fees
30 Nov - 1 Dec
DoubleTree Resort by Hilton Grand Key - Key West
A beach with a wooden pier, palm trees, and beach umbrellas.

3. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1,068 reviews)
"Clean room,staff,beach view,bar"
United States
Andrzej
The price is AU$483
includes taxes & fees
30 Nov - 1 Dec
The Reach Key West, Curio Collection by Hilton
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.

4. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very good, (1,026 reviews)
"Great place"
United States
Nguyen
The price is AU$466
includes taxes & fees
23 Nov - 24 Nov
Casa Marina Key West, Curio Collection by Hilton
A pool area with lounge chairs and a cabana.

5. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,000 reviews)
"Great place to stay!"
United States
Trevor
The price is AU$539
includes taxes & fees
29 Nov - 30 Nov
Ocean Key Resort - A Noble House Resort
A hotel with a swimming pool, balconies, and a view of the sea.

6. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,005 reviews)
"Wonderful property with wonderful staff"
United States
Michael Joseph
The price is AU$506
includes taxes & fees
29 Nov - 30 Nov
Hyatt Centric Key West Resort and Spa
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.

7. Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,394 reviews)
"Best place we have stayed in Key West"
United States
William N
The price is AU$659
includes taxes & fees
28 Nov - 29 Nov
Pier House Resort & Spa
A pool area with lounge chairs and palm trees.

8. Santa Maria Suites

Santa Maria Suites
4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,007 reviews)
"Great place for families"
United States
Anthony
The price is AU$706
includes taxes & fees
14 Dec - 15 Dec
Santa Maria Suites
A balcony with two rocking chairs facing a beach with palm trees and a pier.

9. Coconut Beach Resort

Coconut Beach Resort
2.5 star property
Old Town Key West
8.8 out of 10, Excellent, (230 reviews)
"Clean room,comfortable bed. Beautiful beach view and lovely pool area."
United States
Angela
The price is AU$718
includes taxes & fees
18 Nov - 19 Nov
Coconut Beach Resort
A pool area with lounge chairs and palm trees, overlooking the ocean.

10. Coconut Beach Resort Timeshare

Coconut Beach Resort Timeshare
2.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (2 reviews)
"Amenities over the top resort"
United States
Wayne
The price is AU$2,137
includes taxes & fees
15 Nov - 16 Nov
Coconut Beach Resort Timeshare
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

Learn more about Summerland Key

Snorkel the vibrant coral reefs at Looe Key, where rangers can direct you to spots with fewer boats. Rent kayaks to explore the mangrove trails, then ask locals about their favourite seafood shacks serving fresh-caught Keys lobster.

See all hotels in Summerland Key
A coastal pier extending into the sea, surrounded by rocky shores and greenery.

Top reviews in Summerland Key

A pool area with lounge chairs and palm trees.
Santa Maria Suites

Santa Maria Suites

Santa Maria Suites
Old Town Key West

10/10 Excellent

Spacious rooms, nicely set up and very clean. Good location.
Australia
Bingbing
Reviewed July 26, 2026
Santa Maria Suites

Frequently Asked Questions

How many hotel resorts can I expect to find in Summerland Key?

Take your pick from Expedia's 5 resorts in Summerland Key, where you'll find great entertainment, fantastic guest rooms and more.

What can I expect from a resort holiday in Summerland Key?

You deserve a holiday, and a resort is the perfect place to treat yourself to the amenities and services you need for a relaxing time in Summerland Key. One of the comfortable resorts in the surrounding area might be just what you're looking for, whether you want an amazing pool, shopping possibilities or nightly entertainment options.

What's a favourite resort in Summerland Key?

Here are our top-rated resorts around Summerland Key: Luxury Pull Thru Rv lot with access to all the Resorts amenities! - Family-friendly resort. 1.9 mi (3 km) from Summerland Key. Has a garden, an outdoor pool and 1 hot tub. ISLAND PARADISE - Family-friendly resort. 1.8 mi (2.9 km) from Summerland Key. Enjoy the garden, outdoor pool and Hot tub. Pier House Resort & Spa - Beach resort steps from Mallory Square. 23.8 mi (38.2 km) from Summerland Key. Amenities include a private beach, 2 bars and a full-service spa. Guests love the pool. Casa Marina Key West, Curio Collection by Hilton - Beach resort, 5-minute walk from Florida Keys Beaches. 23.1 mi (37.1 km) from Summerland Key. Access to 2 outdoor pools, a private beach and a full-service spa.

What can I do in Summerland Key?

For some time by the water, you can head to Florida Keys Beaches and Sugarloaf Beach. Additional attractions in the area include Upper Sugarloaf Key and Venture Out Keys.

What's the weather like in Summerland Key?

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 the best way to get to and around Summerland Key?

Fly into Key West, FL (EYW-Key West Intl.), which is located 20.9 mi (33.6 km) from the city centre. You can also search for flights into Marathon, FL (MTH-Florida Keys Marathon), which is 25.1 mi (40.3 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.