Search Hotels in Sugarloaf Shores, 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
28 Oct - 29 Oct
Tomorrow
29 Oct - 30 Oct
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Filter by

Guest rating
Guest rating
Star rating

Top Trending Hotels Near Sugarloaf Shores, Summerland Key

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 Rp2.310.319
Rp3.160.068 total
includes taxes & fees
30 Oct - 31 Oct
DoubleTree Resort by Hilton Grand Key - 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, (1103)
"Great location "
United States
Johann
The price is Rp1.679.899
Rp2.357.069 total
includes taxes & fees
18 Nov - 19 Nov
Hilton Garden Inn Key West / The Keys Collection
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, (1131)
"Nice stay. "
United States
SHAMBRE
The price is Rp2.380.127
Rp3.612.574 total
includes taxes & fees
12 Nov - 13 Nov
The Perry Hotel & Marina Key West
Front of property – evening/night
Opal Key Resort & Marina, Key West
Opal Key Resort & Marina, Key West
4.0 star property
9.2 out of 10, Wonderful, (1000)
"Great place"
United States
Jeff
The price is Rp4.387.944
Rp5.590.972 total
includes taxes & fees
11 Nov - 12 Nov
Opal Key Resort & Marina, Key West
Waterfront King Guest Room | Exterior
Parrot Key Hotel & Villas
Parrot Key Hotel & Villas
4.0 star property
9.0 out of 10, Wonderful, (1141)
"Loved the room and the shuttle service. It was super nice to book excursions from the hotel. "
United States
Heather
The price is Rp2.245.402
Rp3.479.044 total
includes taxes & fees
20 Nov - 21 Nov
Parrot Key Hotel & Villas
Outdoor pool, pool loungers
Havana Cabana at Key West
Havana Cabana at Key West
4.0 star property
8.8 out of 10, Excellent, (1745)
"Great resort "
United States
Shaw Rostin
The price is Rp2.603.304
Rp3.985.651 total
includes taxes & fees
18 Nov - 19 Nov
Havana Cabana at Key West
Suite, 1 Bedroom, Kitchen, Sea Facing | 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 Rp1.705.315
Rp2.460.822 total
includes taxes & fees
30 Oct - 31 Oct
Parmer's Resort
Garden
Douglas House
Douglas House
3.0 star property
9.6 out of 10, Exceptional, (192)
"Absolute awesome place to stay"
United States
Dennis
The price is Rp2.859.037
Rp3.328.991 total
includes taxes & fees
3 Nov - 4 Nov
Douglas House
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV
Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and Marina
2.5 star property
8.6 out of 10, Excellent, (264)
"I love this place!!!"
United States
Greg
The price is Rp1.582.319
Rp4.117.437 total
includes taxes & fees
30 Oct - 31 Oct
Old Wooden Bridge Resort and Marina
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, (1030)
"It was peaceful and great location"
United States
Kevin
The price is Rp3.772.136
Rp4.991.598 total
includes taxes & fees
19 Nov - 20 Nov
Hyatt Vacation Club at Beach House, Key West
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 Rp1.976.352
Rp2.223.479 total
includes taxes & fees
18 Nov - 19 Nov
Sugar Loaf Lodge
3 outdoor pools, open 7:00 AM to 10:00 PM, pool loungers
Winslow's Bungalows - Key West Historic Inns
Winslow's Bungalows - Key West Historic Inns
4.0 star property
9.2 out of 10, Wonderful, (1025)
"Great place. 2nd time here and will definitely go back."
United States
Cynthia
The price is Rp3.310.903
Rp4.566.204 total
includes taxes & fees
30 Oct - 31 Oct
Winslow's Bungalows - Key West Historic Inns
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, (1000)
"Very clean room. The staff were all so nice"
United States
tina
The price is Rp1.778.447
Rp2.467.305 total
includes taxes & fees
11 Nov - 12 Nov
Fairfield Inn & Suites by Marriott Key West at 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 Rp2.640.672
Rp3.438.022 total
includes taxes & fees
18 Nov - 19 Nov
The Laureate Key West
Outdoor spa tub
NYAH Key West - Adults Only
NYAH Key West - Adults Only
3.0 star property
7.8 out of 10, Good, (1012)
"Clean facility, nice pool area, very convenient location. "
United States
Arthur
NYAH Key West - Adults Only
Boating
Ibis Bay Beach Resort
Ibis Bay Beach Resort
2.5 star property
8.2 out of 10, Very good, (1987)
"Great little resort!"
United States
Carlos
The price is Rp1.694.827
Rp2.353.453 total
includes taxes & fees
30 Oct - 31 Oct
Ibis Bay Beach Resort
View from property
Courtyard by Marriott Key West Waterfront
Courtyard by Marriott Key West Waterfront
3.0 star property
8.8 out of 10, Excellent, (1023)
"Friendly staff, clean room, and facilities are nice. "
United States
michael
The price is Rp2.476.529
Rp2.786.095 total
includes taxes & fees
30 Oct - 31 Oct
Courtyard by Marriott Key West Waterfront
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
View from property
Duval House
Duval House
3.0 star property
9.4 out of 10, Exceptional, (1030)
"Great location, excellent breakfast and amazing customer service!! Definitely i would recommend!👍Aliyah very attentive and makes our staying wonderful!"
United States
Alejandro
The price is Rp1.977.899
Rp2.582.489 total
includes taxes & fees
30 Oct - 31 Oct
Duval House
Beach nearby, white sand
Margaritaville Beach House Key West
Margaritaville Beach House Key West
4.0 star property
8.8 out of 10, Excellent, (1777)
"Great place to stay"
United States
Tracey
The price is Rp2.972.832
Rp4.386.816 total
includes taxes & fees
18 Nov - 19 Nov
Margaritaville Beach House 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.
View all properties

Top guest rated hotels in Sugarloaf Shores

2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV
Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and Marina
2.5 star property
    8.6 out of 10, Excellent, (264)
    The price is Rp1.582.319
    Rp4.117.437 total
    includes taxes & fees
    30 Oct - 31 Oct
    Old Wooden Bridge Resort and Marina
    See more properties

    Where to stay in Sugarloaf Shores

    Find the best Sugarloaf Shores areas for the activities you enjoy most.

    Cutthroat Harbor Estates

    While there might not be top attractions in Cutthroat Harbor Estates, you can explore the larger area and discover places like Venture Out Keys and Upper Sugarloaf Key.

    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 Sugarloaf Shores Hotel Reviews

    Southernmost Beach Resort and Guesthouses

    Southernmost Beach Resort and Guesthouses

    10/10 Excellent
    "All aspects were fabulous"
    Jeffrey 4-night trip
    Posted 1 day ago
    Southernmost Beach Resort and Guesthouses

    Explore a world of travel with Expedia

    Frequently asked questions

    What is Sugarloaf Shores like?
    Travellers will be sure to find plenty to entertain them in Summerland Key's Sugarloaf Shores neighbourhood. Consider a visit to Lower Sugarloaf Sound as part of your Sugarloaf Shores travel plans.
    How many hotels should I expect to find in the Sugarloaf Shores area?
    If you're searching for places to stay in Summerland Key, Expedia has something to meet your needs with 33 Sugarloaf Shores hotels and other accommodation options to choose from.
    If I need to cancel my hotel reservation in Sugarloaf Shores, will I receive a refund?
    Yes, the majority of hotel bookings are fully refundable if you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and receive a refund within a 24-hour period of booking. Enter dates in and click on "Search", then you can use the "fully refundable" filter to get top deals in Sugarloaf Shores.
    What is there to do in this Summerland Key neighbourhood?
    Lower Sugarloaf Sound is an attraction you might want to check out while you're in Sugarloaf Shores. While you're out sightseeing in Summerland Key, make sure that you visit other sights such as Upper Sugarloaf Sound or Florida Keys Beaches.