Summerland Key Hotel Guide. Hotels in Cutthroat Harbor Estates, Summerland Key, United States of America

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
21 Aug - 22 Aug
Tomorrow
22 Aug - 23 Aug
This weekend
22 Aug - 24 Aug
Next weekend
29 Aug - 31 Aug

Filter by

Guest rating
Guest rating
Property class

Top Trending Hotels Near Cutthroat Harbor Estates, Summerland Key

Our top choices for Cutthroat Harbor Estates hotels

The Perry Hotel & Marina Key West
2 outdoor pools, open 8:00 AM to 10:00 PM, pool loungers

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1069)
"Laid back atmosphere with gorgeous marina views!"
The price is €172
includes taxes & fees
4 Sept - 5 Sept
The Perry Hotel & Marina Key West
DoubleTree Resort by Hilton Grand Key - Key West
Outdoor pool, open 7:00 AM to 11:00 PM, free pool cabanas, pool loungers

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
8.0 out of 10, Very good, (1000)
"Great property. "
The price is €154
includes taxes & fees
28 Aug - 29 Aug
DoubleTree Resort by Hilton Grand Key - Key West
Hilton Garden Inn Key West / The Keys Collection
Outdoor pool, open 6:00 AM to 10:00 PM, pool cabanas (surcharge)

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1070)
"Great property and excellent staff. Very clean and enjoyable stay."
The price is €122
includes taxes & fees
1 Sept - 2 Sept
Hilton Garden Inn Key West / The Keys Collection
Havana Cabana at Key West
Outdoor pool, pool loungers

Havana Cabana at Key West

4.0 star property
8.8 out of 10, Excellent, (1755)
"Best hotel in Key West super affordable and great hotel. The pool and the bar are the best "
The price is €175
includes taxes & fees
8 Sept - 9 Sept
Havana Cabana at Key West
Hyatt Vacation Club at Beach House, Key West
Outdoor pool

Hyatt Vacation Club at Beach House, Key West

3.5 star property
9.4 out of 10, Exceptional, (1009)
"Great place"
The price is €235
includes taxes & fees
9 Sept - 10 Sept
Hyatt Vacation Club at Beach House, Key West
The Laureate Key West
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas

The Laureate Key West

3.5 star property
9.0 out of 10, Wonderful, (1000)
"Great place!!!"
The price is €197
includes taxes & fees
24 Aug - 25 Aug
The Laureate Key West
Parmer's Resort
Suite, 1 Bedroom, Kitchen, Sea Facing | Beach/ocean view

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Great place all around, will be going back in the future!"
The price is €131
includes taxes & fees
21 Sept - 22 Sept
Parmer's Resort
Oceans Edge Key West Resort, Hotel & Marina
Daily cooked-to-order breakfast for a fee

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1718)
"Amazing place to stay! "
The price is €212
includes taxes & fees
7 Sept - 8 Sept
Oceans Edge Key West Resort, Hotel & Marina
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Reception

Fairfield Inn & Suites by Marriott Key West at the Keys Collection

3.5 star property
8.4 out of 10, Very good, (1002)
"Would stay again for sure"
The price is €131
includes taxes & fees
3 Sept - 4 Sept
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Sugar Loaf Lodge
Restaurant

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very good, (1000)
"Great sleep"
The price is €96
includes taxes & fees
24 Aug - 25 Aug
Sugar Loaf Lodge
Beachside Resort & Residences
Outdoor pool, pool umbrellas, pool loungers

Beachside Resort & Residences

3.5 star property
8.6 out of 10, Excellent, (1476)
"Was a wonderful place to stay "
The price is €164
includes taxes & fees
25 Aug - 26 Aug
Beachside Resort & Residences
Hampton Inn Key West FL
Outdoor pool, pool umbrellas, pool loungers

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1215)
"Was an amazing stay"
The price is €166
includes taxes & fees
4 Sept - 5 Sept
Hampton Inn Key West FL
Hyatt Vacation Club at Windward Pointe, Key West
Outdoor pool

Hyatt Vacation Club at Windward Pointe, Key West

3.5 star property
9.6 out of 10, Exceptional, (1014)
"Great place!!!"
The price is €240
includes taxes & fees
1 Sept - 2 Sept
Hyatt Vacation Club at Windward Pointe, Key West
Looe Key Reef Resort
Exterior

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1000)
"We only stayed one night but it was nice and we enjoyed ourselves."
The price is €299
includes taxes & fees
20 Sept - 21 Sept
Looe Key Reef Resort
Blue Flamingo Resort Key West
2 outdoor pools, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)

Blue Flamingo Resort Key West

4.0 star property
7.8 out of 10, Good, (1550)
"Definitely staying here again! "
The price is €163
includes taxes & fees
21 Sept - 22 Sept
Blue Flamingo Resort Key West
Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (161)
"The stay was beautiful "
The price is €204
includes taxes & fees
24 Aug - 25 Aug
Aqua Lodges at Hurricane Hole Marina
Atlantic View Luxury Villa with Pool
Swim-up bar

Atlantic View Luxury Villa with Pool

3.5 star property
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
The price is €789
includes taxes & fees
13 Sept - 14 Sept
Atlantic View Luxury Villa with Pool
Resort View 1BR Suite
Apartment

Resort View 1BR Suite

2.0 star property
10.0 out of 10, Exceptional, (2)
"Cleanliness "
The price is €298
includes taxes & fees
24 Aug - 25 Aug
Resort View 1BR Suite
Little Torch Cottages
Exterior

Little Torch Cottages

2.0 star property
9.2 out of 10, Wonderful, (9)
"Felt like home. We'd stay here again!"
Little Torch Cottages
Barnacle Resort
Flat-screen TV

Barnacle Resort

3.0 star property
8.2 out of 10, Very good, (40)
"Perfect place for a quiet getaway."
The price is €246
includes taxes & fees
26 Aug - 27 Aug
Barnacle Resort
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.

Where to stay in Cutthroat Harbor Estates

Find the best Cutthroat Harbor Estates areas for the activities you enjoy most.

Sugarloaf Shores

Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Florida Keys Beaches and Sugarloaf Beach.

Cudjoe Gardens

While Cudjoe Gardens may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Upper Sugarloaf Key and Venture Out Keys.

Breezeswept Beach Estates

While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Newfound Harbor Keys and Cook Island.

Top Cutthroat Harbor Estates Hotel Reviews

Fairfield Inn & Suites by Marriott Key West at the Keys Collection

Fairfield Inn & Suites by Marriott Key West at the Keys Collection

10/10 Excellent
"Awesome"
Diane 3-night trip
Posted 1 day ago
Fairfield Inn & Suites by Marriott Key West at the Keys Collection

Frequently asked questions

What's it like in Cutthroat Harbor Estates?

Travellers to Summerland Key's Cutthroat Harbor Estates neighbourhood will be sure to enjoy a stay here.

What's a favourite hotel to stay in Cutthroat Harbor Estates?

For your stay in Cutthroat Harbor Estates, Just 20 miles from Key West! Oceanfront, dockage, swimming pool is one of the top choices based on our traveller data.

How many hotels are there in Cutthroat Harbor Estates?

Expedia has 77 hotels and other accommodation options in Cutthroat Harbor Estates to choose from, making this an ideal home base for exploring the greater Summerland Key area.

If I need to cancel my hotel reservation in Cutthroat Harbor Estates, will I receive a refund?

Yes! Most hotel bookings are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it and receive a refund within 24 hours of booking. Add dates, click "Search", then use the filter option "fully refundable" to get the best options available in Cutthroat Harbor Estates.

What are the top things to see and do in Cutthroat Harbor Estates?

A few places to visit in the area around Cutthroat Harbor Estates include Venture Key, Out Key and Venture Out Keys. Crab Key and Pye Key are also worth a visit when you're out sightseeing in Summerland Key.