Search Hotels in Cutthroat Harbor Estates, Summerland Key

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Cutthroat Harbor Estates hotels

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
13.8 km from Cutthroat Harbor Estates
8.6 out of 10, Excellent, (335 reviews)
"This little resort was perfect. Was low key & had everything we needed to enjoy a nice boys trip. Boat rental prices were definitely some of the best around. Been visiting this place for 3 yrs now & try & make it at least twice a year. The key deer is definitely a treat to be around them almost always. "
United States
Benjamin
The price is ₹10,985
₹25,662 total
includes taxes & fees
21 May - 22 May
Old Wooden Bridge Resort and Marina

Barnacle Resort

Barnacle Resort
3.0 star property
13.3 km from Cutthroat Harbor Estates
8.0 out of 10, Very good, (48 reviews)
"The room was beautiful; very clean and spacious. The property was in an excellent location, tucked away on a private beach and the key deer were adorable. It was an easy drive to both Marathon and Key West. Would definitely stay here again. "
United States
Sara
The price is ₹19,017
₹23,760 total
includes taxes & fees
2 Jun - 3 Jun
Barnacle Resort

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
7.2 km from Cutthroat Harbor Estates
7.6 out of 10, Good, (1,003 reviews)
"Staff was great rooms were clean well worth it "
United States
Dwain
The price is ₹15,478
₹17,412 total
includes taxes & fees
26 May - 27 May
Looe Key Reef Resort

Parmer's Resort

Parmer's Resort
2.5 star property
9.2 km from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (1,007 reviews)
"Nice place, nice continental breakfast, but dinner eats and drinks are 1/2 mile away."
United States
James
The price is ₹14,395
₹19,282 total
includes taxes & fees
28 May - 29 May
Parmer's Resort

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
9 km from Cutthroat Harbor Estates
8.2 out of 10, Very good, (1,005 reviews)
"We would go back here again, view was amazing. Enjoyed staying there "
United States
Oyuntseren
The price is ₹15,990
₹17,989 total
includes taxes & fees
12 May - 13 May
Sugar Loaf Lodge

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
2.5 km from Cutthroat Harbor Estates
10.0 out of 10, Exceptional, (2 reviews)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
The price is ₹53,220
₹97,126 total
includes taxes & fees
8 May - 9 May
Atlantic View Luxury Villa with Pool

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
6.1 km from Cutthroat Harbor Estates
The price is ₹45,020
₹85,187 total
includes taxes & fees
14 May - 15 May
Starlight Serenity - Hideaway w Stunning Views

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
29.6 km from Cutthroat Harbor Estates
8.4 out of 10, Very good, (1,014 reviews)
"restaurant was great!"
United States
Daniel
The price is ₹15,200
₹20,293 total
includes taxes & fees
31 May - 1 Jun
DoubleTree Resort by Hilton Grand Key - Key West

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
3.5 star property
29.2 km from Cutthroat Harbor Estates
9.4 out of 10, Exceptional, (1,039 reviews)
"Great stay, very clean, spacious, easy to park, which was what we were after. "
United Kingdom
pascale
The price is ₹36,180
₹44,960 total
includes taxes & fees
28 May - 29 May
Hyatt Vacation Club at Beach House, Key West

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
28.4 km from Cutthroat Harbor Estates
9.4 out of 10, Exceptional, (1,273 reviews)
"Always love staying here, amenities and rooms are super! "
United States
Sharon
The price is ₹18,550
₹26,612 total
includes taxes & fees
26 May - 27 May
The Perry Hotel & Marina Key West

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
29.4 km from Cutthroat Harbor Estates
8.6 out of 10, Excellent, (2,205 reviews)
"The hotel is beautiful and the staff is very kind & professional p"
United States
Maria
The price is ₹16,304
₹27,389 total
includes taxes & fees
27 May - 28 May
Beachside Resort & Residences

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
29.8 km from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (1,357 reviews)
"Very good breakfast, clean hotel."
United States
Patrick
The price is ₹20,025
₹22,528 total
includes taxes & fees
2 Jun - 3 Jun
Hampton Inn Key West FL

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
28.8 km from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (183 reviews)
"Beautiful location, quick reply when you contact them. The bar and restaurant were so nice!! We would definitely stay again. "
United States
Stacy
The price is ₹12,347
₹29,750 total
includes taxes & fees
18 May - 19 May
Aqua Lodges at Hurricane Hole Marina

The Laureate Key West

The Laureate Key West
3.5 star property
30.1 km from Cutthroat Harbor Estates
9.2 out of 10, Wonderful, (1,018 reviews)
"Clean rooms ,ocean view rooms,pool "
United States
vijaybhasker reddy
The price is ₹15,043
₹19,586 total
includes taxes & fees
25 May - 26 May
The Laureate Key West

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
30 km from Cutthroat Harbor Estates
9.4 out of 10, Exceptional, (1,070 reviews)
"We had a wonderful family vacation there"
United States
Eric
The price is ₹32,892
₹41,261 total
includes taxes & fees
20 May - 21 May
Hyatt Vacation Club at Windward Pointe, Key West

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
29.6 km from Cutthroat Harbor Estates
8.4 out of 10, Very good, (2,201 reviews)
"Great atmosphere and perfect location"
United States
Robert
The price is ₹15,242
₹22,470 total
includes taxes & fees
10 May - 11 May
Blue Flamingo Resort Key West

Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
2.0 star property
27 km from Cutthroat Harbor Estates
10.0 out of 10, Exceptional, (3 reviews)
"the property was very nice! "
United States
Gracie
The price is ₹32,153
₹61,292 total
includes taxes & fees
10 May - 11 May
Grand Marina Suite by Brightwild Waterfront

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
29.5 km from Cutthroat Harbor Estates
8.0 out of 10, Very good, (1,231 reviews)
"Clean room, comfortable bed and excellent service in the front desk by Reka"
United States
Alejandro
The price is ₹13,591
₹17,951 total
includes taxes & fees
25 May - 26 May
Hilton Garden Inn Key West / The Keys Collection

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3.5 star property
29.5 km from Cutthroat Harbor Estates
8.6 out of 10, Excellent, (1,009 reviews)
"Very clean and safe"
United States
Morris
The price is ₹15,233
₹19,797 total
includes taxes & fees
26 May - 27 May
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
27.5 km from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (1,864 reviews)
"Very family friendly place and the property grounds was beautiful."
United States
Thieron Damian
The price is ₹21,227
₹29,654 total
includes taxes & fees
25 May - 26 May
Oceans Edge Key West Resort, Hotel & Marina
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 Florida Keys Beaches.

Bay Point

While Bay Point may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lower Sugarloaf Sound and Florida Keys Beaches.

Breezeswept Beach Estates

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

Top Cutthroat Harbor Estates Hotel Reviews

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 69 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.

Explore a world of travel with Expedia