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Summerland Key Upper Sugarloaf Sound Hotels

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Check prices for these dates

Tonight
24 Sept - 25 Sept
Tomorrow
25 Sept - 26 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

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Our top choices for Upper Sugarloaf Sound hotels

A waterfront building with a flat roof, large windows, and a balcony.
A swimming pool with a surrounding deck, palm trees, and lounge chairs.
A corridor lined with trees and potted plants, leading to a building with a white exterior and windows.
A beachside dining area with thatched umbrellas, white plastic chairs, and tables.

1. Sugar Loaf Lodge

Sugar Loaf Lodge
2.2 km from Upper Sugarloaf Sound
United States
Kevin
HK$776
HK$874 total
includes taxes & fees
27 Sept - 28 Sept
Sugar Loaf Lodge
A wooden deck with a swing chair overlooking a lush landscape.
A covered outdoor area with a concrete floor, a central table with chairs, and a wooden staircase leading to an upper level.
A two-story house with a balcony and a staircase leading to the upper level.
A bathroom with a wooden vanity, a round mirror, and a glass shower enclosure.

2. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
1.8 km from Upper Sugarloaf Sound
United States
max
HK$1,825
HK$4,916 total
includes taxes & fees
30 Sept - 1 Oct
Starlight Serenity - Hideaway w Stunning Views
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.
A hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.
A balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.

3. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
21.8 km from Upper Sugarloaf Sound
United States
Jade
HK$976
HK$1,578 total
includes taxes & fees
29 Sept - 30 Sept
The Perry Hotel & Marina Key West
A marina with boats docked, a pool area, and a building with a white facade.
A hotel room with a balcony overlooking a marina and the ocean.
A marina with numerous boats docked, a swimming pool, and palm trees.
A clear view of turquoise ocean water and a blue sky with clouds.

4. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
20.9 km from Upper Sugarloaf Sound
United States
Molly
HK$931
HK$1,516 total
includes taxes & fees
27 Sept - 28 Sept
Hilton Key West Resort & Marina
A white building with a covered patio area, surrounded by palm trees and a view of the ocean.
A sunset view with a thatched structure and a palm tree by a calm body of water.
Beach chairs and a blue umbrella on a sandy shore with a calm body of water and a palm tree in the background.
A dining area with a table and chairs, a ceiling fan, a television, and a window with a view of the outdoors.

5. Parmer's Resort

Parmer's Resort
16 km from Upper Sugarloaf Sound
United States
Mireya
HK$1,127
HK$1,523 total
includes taxes & fees
4 Oct - 5 Oct
Parmer's Resort
A cozy room with a brown leather sofa, a white table, and a ceiling fan.
A floating houseboat with a covered deck and seating area, docked at a marina.
A row of houseboats docked at a marina with clear reflections in the water.
A white building with a sloped roof, a balcony with blue chairs, and a yellow bird sculpture on the roof.

6. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
20.5 km from Upper Sugarloaf Sound
United States
abhimanyu
HK$706
HK$1,897 total
includes taxes & fees
27 Sept - 28 Sept
Old Wooden Bridge Resort and Marina
A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.
A sign for Looe Key Reef Resort's tiki bar, surrounded by palm trees and a thatched-roof structure.
A thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.
A spacious indoor dining area with multiple tables and chairs, ceiling fans, and a bar area.

7. Looe Key Reef Resort

Looe Key Reef Resort
14 km from Upper Sugarloaf Sound
United States
Michel
HK$593
HK$668 total
includes taxes & fees
27 Sept - 28 Sept
Looe Key Reef Resort
A beachside resort with a wooden deck, palm trees, and a sunset view.
A dining area with a round table and chairs, a potted plant, and a view of the ocean through large windows with shutters.

8. Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
20.5 km from Upper Sugarloaf Sound
United States
Pawel
HK$2,590
HK$4,820 total
includes taxes & fees
27 Sept - 28 Sept
Grand Marina Suite by Brightwild Waterfront
A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.
A large house with a pool, surrounded by lush greenery.
A concrete pathway flanked by lush green foliage, leading to a shaded area.
A residential property with a swimming pool, a covered patio, and a view of the ocean.

9. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
4.7 km from Upper Sugarloaf Sound
United States
Preetam
HK$4,059
HK$7,654 total
includes taxes & fees
26 Oct - 27 Oct
Atlantic View Luxury Villa with Pool
View all properties

Compare popular hotels close to Upper Sugarloaf Sound

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A waterfront building with a flat roof, large windows, and a balcony.
Sugar Loaf Lodge
8.2
Very good
1,000 reviews
View
A wooden deck with a swing chair overlooking a lush landscape.
Starlight Serenity - Hideaway w Stunning Views
10.0
Exceptional
1 review
View
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
The Perry Hotel & Marina Key West
9.4
Exceptional
1,318 reviews
View
A marina with boats docked, a pool area, and a building with a white facade.
Hilton Key West Resort & Marina
9.0
Wonderful
1,811 reviews
View
A white building with a covered patio area, surrounded by palm trees and a view of the ocean.
Parmer's Resort
9.0
Wonderful
1,003 reviews
View

Top Upper Sugarloaf Sound Hotel Reviews

Sugarloaf Key RV Resort & Cottages

Sugarloaf Key RV Resort & Cottages

8/10 Good
"Nice for a chill weekend in the lower keys and for people with family accompanying them"
Janey 3-night trip
Posted 1 day ago
Sugarloaf Key RV Resort & Cottages
Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

10/10 Excellent
"Extraordinarily clean and well maintained. We stayed in the hotel which was well thought out"
Patrick 4-night trip
Posted 6 days ago
Sugarloaf Key Hotel at KOA Resort
Private Secluded Ocean View & Pool Near Key West

Private Secluded Ocean View & Pool Near Key West

10/10 Excellent
"Great host ! Few snags but it all worked out great."
Nick N. 3-night trip
Posted 10 days ago
Private Secluded Ocean View & Pool Near Key West
Oceanside, pet friendly, smart home with plenty of paddle equipment

Oceanside, pet friendly, smart home with plenty of paddle equipment

10/10 Excellent
"nice location, lovely atmosphere in neighborhood"
jenny t. 31-night trip
Posted 2 months ago
Oceanside, pet friendly, smart home with plenty of paddle equipment
Stunning 3BR Lower Keys Remodel, Waterfront with 90-fT dock & private pool

Stunning 3BR Lower Keys Remodel, Waterfront with 90-fT dock & private pool

10/10 Excellent
"Great house in Cudjoe GardensWould definitely come back"
Bill M. 32-night trip
Posted 3 months ago
Stunning 3BR Lower Keys Remodel, Waterfront with 90-fT dock & private pool
Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views

10/10 Excellent
"The host team is amazing and very responsive. The house is very beautiful inside and out. We loved grilling downstairs, so much room down there. We loved our stay here because it was very secluded, unlike Key West, where you are on top of each other. The location is perfect because you can still make it down to Key West in 25 minutes for activities and food."
max 4-night trip
Posted 3 months ago
Starlight Serenity - Hideaway w Stunning Views
Starlight Serenity - Hideaway with Stunning Views

Starlight Serenity - Hideaway with Stunning Views

10/10 Excellent
"This place was everything we needed. The location was the perfect combination of secluded but with accessibility to Marathon and Key West. The house had everything we needed. We loved the appliances, the bed, the shower and the wrap-around porch with the swing. And the people managing the property made our visit the best experience from booking to departure. Will book again!"
Tom H. 9-night trip
Posted 5 months ago
Starlight Serenity - Hideaway with Stunning Views
Waterfront home with a large dock, pool, and deck area. Can accommodate pets.

Waterfront home with a large dock, pool, and deck area. Can accommodate pets.

10/10 Excellent
"This was a lovely home and there was great communication with the host."
Denise F. 30-night trip
Posted 6 months ago
Waterfront home with a large dock, pool, and deck area. Can accommodate pets.
Sublimely private luxury home with enveloping oceanfront views near Key West

Sublimely private luxury home with enveloping oceanfront views near Key West

10/10 Excellent
"We had a wonderful stay at this home. The property itself is absolutely stunning, with beautiful sunset views and a great layout that made it easy for everyone to spread out and relax. The pool was warm and inviting, and there was plenty of space for our group to enjoy both indoors and outdoors. The party room was fun for our teenagers and adults! One of the highlights was the location on the bay—the water is very shallow and incredibly calm, which made it perfect for relaxing and enjoying the surroundings. However, if you’re looking for ocean waves, you won’t get that here. The bedrooms were a pleasant surprise. Although there were no photos listed, they were all very spacious and each had its own en-suite bathroom, which added a lot of comfort and convenience for our group.There were just a couple of things to note. The upstairs bathrooms had low water pressure, which could be improved. Additionally, only four exterior cameras were disclosed in the listing; however, we counted seven cameras around the exterior of the home. Full and accurate disclosure of all cameras is important, and this discrepancy made us feel uncomfortable at times—especially traveling with teenage daughters.Overall, this is a beautiful home in a great setting, and we truly enjoyed our stay."
Natalie B. 8-night trip
Posted 6 months ago
Sublimely private luxury home with enveloping oceanfront views near Key West

Other attractions near Upper Sugarloaf Sound

A beach with a pier extending into the ocean during sunset.

Florida Keys Beaches

8.4/10 (858 reviews)
Nothing says holiday like spending a care-free day in Florida Keys Beaches, a popular beach in Long Beach Estates.
See properties
A motorcycle parked on a beach with palm trees and a clear sky.
Photo by Paul Devall

Sugarloaf Beach

8.4/10 (38 reviews)
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?
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Upper Sugarloaf Key

8.6/10 (54 reviews)
Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key.
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Squirrel Key

Commune with nature and explore the great outdoors at Squirrel Key during your travels in Summerland Key.
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Venture Key

Commune with nature and explore the great outdoors at Venture Key during your travels in Summerland Key.
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Frequently asked questions

What's the area like around Upper Sugarloaf Sound?
Upper Sugarloaf Sound is located in Summerland Key. Travellers like this budget-friendly area for its bars. You'll find 440 hotels and other accommodations within a few miles for a convenient home base.
Where is the best place to stay close to Upper Sugarloaf Sound?
Sugarloaf Key Hotel at KOA Resort is one of the top choices for your stay based on our traveller data, and this hotel offers a marina and a private beach. It's located 1.8 mi (2.9 km) from Upper Sugarloaf Sound. Other good options within a few miles include Sugarloaf Key RV Resort & Cottages and Sugar Loaf Lodge.
How many hotels can I expect to find close to Upper Sugarloaf Sound?
Expedia has 440 hotels and other accommodation options a few miles from Upper Sugarloaf Sound.
If I need to cancel the hotel reservation for my stay near Upper Sugarloaf Sound, will I receive a refund?
Yes, the majority of hotel reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of your booking. Enter dates in and click on "Search", then filter by "fully refundable" to review the best deals available near Upper Sugarloaf Sound.
What can I see and do near Upper Sugarloaf Sound?
Lounge by the water at Florida Keys Beaches and Sugarloaf Beach. At Upper Sugarloaf Key, Lower Sugarloaf Sound and Venture Out Keys, you can surround yourself with nature. Venture Key and Out Key are both worth a visit while you're out exploring.