Cutthroat Harbor Estates hotels in Summerland Key

Start date: Check-in selected.
To Date
End date: Check-out

    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

Tonight
27 Oct - 28 Oct
Tomorrow
28 Oct - 29 Oct
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Filter by

Guest rating
Guest rating
Star rating

Top 10 Trending Hotels Near Cutthroat Harbor Estates, Summerland Key

2 outdoor pools, open 8:00 AM to 10:00 PM, pool loungers
The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key West
4.0 star property
9.4 out of 10, Exceptional, (1134)
"Nice stay. "
United States
SHAMBRE
The price is HK$1,113
HK$1,689 total
includes taxes & fees
12 Nov - 13 Nov
The Perry Hotel & Marina Key West
Outdoor pool, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
8.0 out of 10, Very good, (1010)
"Amazing stay, friendly staff 10/10 vacation"
United States
Fabian
The price is HK$925
HK$1,302 total
includes taxes & fees
29 Oct - 30 Oct
DoubleTree Resort by Hilton Grand Key - Key West
Outdoor pool, pool loungers
Havana Cabana at Key West
Havana Cabana at Key West
4.0 star property
8.8 out of 10, Excellent, (1748)
"Great resort "
United States
Shaw Rostin
The price is HK$1,218
HK$1,864 total
includes taxes & fees
18 Nov - 19 Nov
Havana Cabana at Key West
Outdoor pool, open 6:00 AM to 10:00 PM, pool cabanas (surcharge)
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys Collection
3.5 star property
7.8 out of 10, Good, (1105)
"Great location "
United States
Johann
The price is HK$786
HK$1,103 total
includes taxes & fees
18 Nov - 19 Nov
Hilton Garden Inn Key West / The Keys Collection
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas
The Laureate Key West
The Laureate Key West
3.5 star property
9.0 out of 10, Wonderful, (1003)
"This is our second time staying there. We love the hotel. It close to everything and have a great view "
United States
Nini
The price is HK$1,235
HK$1,608 total
includes taxes & fees
30 Oct - 31 Oct
The Laureate Key West
Outdoor pool
Hyatt Vacation Club at Beach House, Key West
Hyatt Vacation Club at Beach House, Key West
3.5 star property
9.4 out of 10, Exceptional, (1028)
"It was peaceful and great location"
United States
Kevin
The price is HK$1,763
HK$2,333 total
includes taxes & fees
19 Nov - 20 Nov
Hyatt Vacation Club at Beach House, Key West
Daily cooked-to-order breakfast for a fee
Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
9.0 out of 10, Wonderful, (1730)
"Superb place and nice staff."
Canada
Nehal
The price is HK$1,226
HK$1,830 total
includes taxes & fees
29 Oct - 30 Oct
Oceans Edge Key West Resort, Hotel & Marina
Beach/ocean view
Parmer's Resort
Parmer's Resort
2.5 star property
9.0 out of 10, Wonderful, (1005)
"Excellent for relaxation "
United States
Leismy
The price is HK$797
HK$1,150 total
includes taxes & fees
29 Oct - 30 Oct
Parmer's Resort
Living area
Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and Marina
2.5 star property
8.6 out of 10, Excellent, (263)
"I love this place!!!"
United States
Greg
The price is HK$717
HK$1,900 total
includes taxes & fees
31 Oct - 1 Nov
Old Wooden Bridge Resort and Marina
Restaurant
Sugar Loaf Lodge
Sugar Loaf Lodge
2.5 star property
8.2 out of 10, Very good, (1001)
"Nice family owned spot. "
United States
Terry
The price is HK$924
HK$1,040 total
includes taxes & fees
29 Oct - 30 Oct
Sugar Loaf Lodge
Outdoor pool
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
3.5 star property
8.6 out of 10, Excellent, (1005)
"Very clean room. The staff were all so nice"
United States
tina
The price is HK$769
HK$1,083 total
includes taxes & fees
13 Nov - 14 Nov
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Outdoor pool, pool umbrellas, pool loungers
Hampton Inn Key West FL
Hampton Inn Key West FL
2.5 star property
9.0 out of 10, Wonderful, (1257)
"Very good hotel. "
United States
michael joseph Fria
The price is HK$1,196
HK$1,346 total
includes taxes & fees
30 Oct - 31 Oct
Hampton Inn Key West FL
Exterior
Looe Key Reef Resort
Looe Key Reef Resort
2.5 star property
7.4 out of 10, Good, (1001)
"We enjoyed our three night stay. We dived Looe Key reef every day through their dive shop. Safe shallow diving with excellent storage, easy access and excellent staff. Left the afternoon/evening open to relax or go into town. About 50 minutes from Key West. Recommend car rental for your stay"
United States
Timothy
Looe Key Reef Resort
Outdoor pool, pool umbrellas, pool loungers
Beachside Resort & Residences
Beachside Resort & Residences
3.5 star property
8.6 out of 10, Excellent, (1636)
"Very cool place to vacation "
United States
Gabriel
The price is HK$839
HK$1,337 total
includes taxes & fees
29 Oct - 30 Oct
Beachside Resort & Residences
2 outdoor pools, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
Blue Flamingo Resort Key West
Blue Flamingo Resort Key West
4.0 star property
8.0 out of 10, Very good, (1636)
"Amazing resort with lovely amenities:)"
United States
Wakglene
The price is HK$693
HK$1,217 total
includes taxes & fees
29 Oct - 30 Oct
Blue Flamingo Resort Key West
Outdoor pool
Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
9.6 out of 10, Exceptional, (1036)
"Great staff and service "
United States
Anthony
The price is HK$2,040
HK$2,645 total
includes taxes & fees
18 Nov - 19 Nov
Hyatt Vacation Club at Windward Pointe, Key West
Restaurant
Aqua Lodges at Hurricane Hole Marina
Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (165)
"The stay was beautiful "
United States
Jennifer
The price is HK$678
HK$2,066 total
includes taxes & fees
29 Oct - 30 Oct
Aqua Lodges at Hurricane Hole Marina
Exterior
Little Torch Cottages
Little Torch Cottages
2.0 star property
9.2 out of 10, Wonderful, (9)
"Felt like home. We'd stay here again!"
United States
William
Little Torch Cottages
1 bedroom
Island View 1BR Residence With Balcony
Island View 1BR Residence With Balcony
2.0 star property
10.0 out of 10, Exceptional, (1)
"The room was excellent, no complaints at all."
United States
Tonya
The price is HK$2,013
HK$2,926 total
includes taxes & fees
29 Oct - 30 Oct
Island View 1BR Residence With Balcony
Flat-screen TV
Barnacle Resort
Barnacle Resort
3.0 star property
8.2 out of 10, Very good, (40)
"Perfect place for a quiet getaway."
United States
David
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Hotels in Cutthroat Harbor Estates with free breakfast

Beach/ocean view
Parmer's Resort
Parmer's Resort
2.5 star property
  • Breakfast included
9.0 out of 10, Wonderful, (1005)
The price is HK$797
HK$1,150 total
includes taxes & fees
29 Oct - 30 Oct
Parmer's Resort
See more properties

Top guest rated hotels in Cutthroat Harbor Estates

Living area
Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and Marina
2.5 star property
    8.6 out of 10, Excellent, (263)
    The price is HK$717
    HK$1,900 total
    includes taxes & fees
    31 Oct - 1 Nov
    Old Wooden Bridge Resort and Marina
    See more properties

    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.

    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 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

    Explore a world of travel with Expedia

    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 74 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.