Hotels in Cutthroat Harbor Estates, Summerland Key

    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
23 Jul - 24 Jul
Tomorrow
24 Jul - 25 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Filter by

Guest rating
Guest rating
Property class

Top 10 Hotels in Cutthroat Harbor Estates, Summerland Key

Parmer's Resort
Relax in a serene outdoor space surrounded by a tranquil body of water and a distant shoreline.

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Very nice place."
The price is RM568
RM777 total
includes taxes & fees
12 Aug - 13 Aug
Parmer's Resort
Barnacle Resort
Relax in a serene outdoor space with ocean views, a round table, and two wicker chairs.

Barnacle Resort

3.0 star property
8.2 out of 10, Very good, (39)
"Perfect place for a quiet getaway."
The price is RM991
RM1,220 total
includes taxes & fees
20 Aug - 21 Aug
Barnacle Resort
Old Wooden Bridge Resort and Marina
Relax in a cozy seating area with a sofa and small table, and enjoy a fully equipped kitchenette with microwave, coffee maker, and refrigerator.

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (250)
"I love ❤️ this place "
Old Wooden Bridge Resort and Marina
Looe Key Reef Resort
Relax amidst lush greenery and palm trees, surrounded by serene structures and a peaceful walkway.

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1004)
"We only stayed one night but it was nice and we enjoyed ourselves."
The price is RM767
RM863 total
includes taxes & fees
10 Aug - 11 Aug
Looe Key Reef Resort
Little Torch Cottages
Enjoy ocean views from the hotel's beachfront balconies, with access to the beach via the wooden pier.

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
Sugar Loaf Lodge
Enjoy meals and drinks in a relaxed setting by the calm water.

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very good, (1002)
"Good to stay for a night ! "
The price is RM419
RM472 total
includes taxes & fees
17 Aug - 18 Aug
Sugar Loaf Lodge
Atlantic View Luxury Villa with Pool
Relax by the serene pool surrounded by lush greenery and a white picket fence.

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 RM2,520
RM4,317 total
includes taxes & fees
25 Jul - 26 Jul
Atlantic View Luxury Villa with Pool
Aqua Lodges at Hurricane Hole Marina
Relax by the marina with a casual meal or snack at this tranquil waterfront spot.

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (158)
"Such a unique stay and affordable!"
The price is RM263
RM1,005 total
includes taxes & fees
27 Jul - 28 Jul
Aqua Lodges at Hurricane Hole Marina
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Dine al fresco amidst lush greenery and a serene garden setting.

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

3.5 star property
8.4 out of 10, Very good, (1017)
"Would stay again for sure"
The price is RM470
RM647 total
includes taxes & fees
17 Aug - 18 Aug
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
The Grand Turk by Brightwild Sunset View Pool
Relax by the serene pool surrounded by lush greenery and palm trees.

The Grand Turk by Brightwild Sunset View Pool

2.0 star property
The price is RM1,125
RM2,424 total
includes taxes & fees
20 Aug - 21 Aug
The Grand Turk by Brightwild Sunset View Pool
Oceans Edge Key West Resort, Hotel & Marina
Enjoy dining with a view of the marina from our outdoor dining area.

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1697)
"This is a fantastic resort. "
The price is RM920
RM1,283 total
includes taxes & fees
24 Jul - 25 Jul
Oceans Edge Key West Resort, Hotel & Marina
Ocean Front One Bedroom Residence
Relax on the beach with a view of the calm sea from our wooden pier.

Ocean Front One Bedroom Residence

2.0 star property
The price is RM1,185
RM1,693 total
includes taxes & fees
4 Aug - 5 Aug
Ocean Front One Bedroom Residence
Blue Flamingo Resort Key West
Relax by the serene pool surrounded by lush greenery and palm trees.

Blue Flamingo Resort Key West

4.0 star property
7.8 out of 10, Good, (1484)
"Clean, great accommodations."
The price is RM515
RM817 total
includes taxes & fees
21 Aug - 22 Aug
Blue Flamingo Resort Key West
Hampton Inn Key West FL
Relax by the pool surrounded by tall palm trees and enjoy a refreshing swim.

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1199)
"Great place "
The price is RM715
RM948 total
includes taxes & fees
17 Aug - 18 Aug
Hampton Inn Key West FL
Hilton Garden Inn Key West / The Keys Collection
Relax by the serene pool surrounded by palm trees and lounge chairs.

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1046)
"Good hotel and it includes breakfast!"
The price is RM464
RM641 total
includes taxes & fees
29 Jul - 30 Jul
Hilton Garden Inn Key West / The Keys Collection
Grand Marina Suite by Brightwild Waterfront
Relax by the pool surrounded by palm trees and lounge chairs.

Grand Marina Suite by Brightwild Waterfront

2.0 star property
10.0 out of 10, Exceptional, (3)
"Nice place "
The price is RM1,784
RM3,036 total
includes taxes & fees
20 Aug - 21 Aug
Grand Marina Suite by Brightwild Waterfront
Hyatt Vacation Club at Windward Pointe, Key West
Relax by the resort pool, surrounded by palm trees and offering a clear view of the ocean.

Hyatt Vacation Club at Windward Pointe, Key West

3.5 star property
9.4 out of 10, Exceptional, (1007)
"Nice room and pool"
The price is RM1,135
RM1,396 total
includes taxes & fees
21 Aug - 22 Aug
Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Beach House, Key West
Relax by the resort pool surrounded by lush greenery and lounge chairs.

Hyatt Vacation Club at Beach House, Key West

3.5 star property
9.2 out of 10, Wonderful, (1008)
"It was a wonderful stay! "
The price is RM1,026
RM1,273 total
includes taxes & fees
12 Aug - 13 Aug
Hyatt Vacation Club at Beach House, Key West
The Perry Hotel & Marina Key West
Relax by the serene pool surrounded by palm trees and lounge chairs, with a marina in the background offering access to water activities.

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1039)
"Great view, restaurants on site, clean rooms. "
The price is RM702
RM1,036 total
includes taxes & fees
12 Aug - 13 Aug
The Perry Hotel & Marina 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)
"We loved it there and are already planning next years trip!"
The price is RM758
RM972 total
includes taxes & fees
28 Jul - 29 Jul
The Laureate Key West
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 map

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 map

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 Florida Keys Beaches.

Breezeswept Beach Estates map

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

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

10/10 Excellent
"We had an amazing time. Great place to stay "
Dianelys 3-night trip
Posted 1 day ago
Hyatt Vacation Club at Beach House, Key West

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.

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.