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Find hotels near Upper Sugarloaf Sound, Summerland Key from ₩116,219

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Check prices for these dates

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

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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 reception area with a wooden sculpture, a reception desk, a computer, and a television.
A corridor lined with trees and potted plants, leading to a building with a white exterior and windows.

1. Sugar Loaf Lodge

Sugar Loaf Lodge
2.2 km from Upper Sugarloaf Sound
United States
Kevin
₩135,160
₩152,062 total
includes taxes & fees
Sep 27 - Sep 28
Sugar Loaf Lodge
A white building with a covered patio area, surrounded by palm trees and a view of the ocean.
Beach chairs and a blue umbrella on a sandy shore with a calm body of water and a palm tree in the background.
A sunset view with a thatched structure and a palm tree by a calm body of water.
A dining area with a table and chairs, a ceiling fan, a television, and a window with a view of the outdoors.

2. Parmer's Resort

Parmer's Resort
16 km from Upper Sugarloaf Sound
United States
Mireya
₩196,118
₩265,181 total
includes taxes & fees
Oct 4 - Oct 5
Parmer's Resort
A cozy room with a brown leather sofa, a white table, and a ceiling fan.
A compact kitchen with wooden beams, a dining area with white chairs, and a TV mounted on the wall.
A white building with a sloped roof, a balcony with blue chairs, and a yellow bird sculpture on the roof.
A floating houseboat with a covered deck and seating area, docked at a marina.

3. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
20.5 km from Upper Sugarloaf Sound
United States
abhimanyu
₩122,860
₩330,205 total
includes taxes & fees
Sep 27 - Sep 28
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 canal with boats docked on both sides, surrounded by lush greenery and trees.
A spacious indoor dining area with multiple tables and chairs, ceiling fans, and a bar area.
A sign for Looe Key Reef Resort's tiki bar, surrounded by palm trees and a thatched-roof structure.

4. Looe Key Reef Resort

Looe Key Reef Resort
14 km from Upper Sugarloaf Sound
United States
Michel
₩103,305
₩116,219 total
includes taxes & fees
Sep 27 - Sep 28
Looe Key Reef Resort
A marina with boats docked, a pool area, and a building with a white facade.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
A clear view of turquoise ocean water and a blue sky with clouds.
A hotel room with a balcony overlooking a marina and the ocean.

5. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
20.9 km from Upper Sugarloaf Sound
United States
Molly
₩162,028
₩263,979 total
includes taxes & fees
Sep 27 - Sep 28
Hilton Key West Resort & Marina
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.
A hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.
A marina with boats docked, a swimming pool, and palm trees.

6. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
21.8 km from Upper Sugarloaf Sound
United States
Jade
₩163,163
₩267,099 total
includes taxes & fees
Oct 8 - Oct 9
The Perry Hotel & Marina Key West
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.

7. Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
20.5 km from Upper Sugarloaf Sound
United States
Pawel
₩450,886
₩839,002 total
includes taxes & fees
Sep 25 - Sep 26
Grand Marina Suite by Brightwild Waterfront
A two-story house with a pool, surrounded by palm trees and a clear sky.
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with seating.
A modern living room with a sofa, coffee table, and a rug. There is a kitchen area with a bar and seating.
A two-story house with a front porch, a driveway, and palm trees.

8. Mirador House by Brightwild Pool Dock

Mirador House by Brightwild Pool Dock
20.5 km from Upper Sugarloaf Sound
₩1,059,496
₩2,424,357 total
includes taxes & fees
Oct 7 - Oct 8
Mirador House by Brightwild Pool Dock
A white two-story house with a central archway and a paved driveway.
A modern bathroom with a glass-enclosed shower, a white sink with black fixtures, and a large mirror.
A hotel room with a large bed, a ceiling fan, a window with curtains, a bedside table with a lamp, and a patterned wall.

9. Palmgale House in Key West

Palmgale House in Key West
20.6 km from Upper Sugarloaf Sound
₩1,413,146
₩2,939,160 total
includes taxes & fees
Oct 5 - Oct 6
Palmgale House in Key West
A spacious living area with a wooden dining table, comfortable seating, a flat-screen TV, and large windows offering a view of the outdoors.
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with chairs.
A spacious interior with a wooden staircase, a modern light fixture, and a view of the outdoors.
A two-story house with a swimming pool, surrounded by lush greenery and a fenced yard.

10. Spindrift House by Brightwild Huge Pool Dock

Spindrift House by Brightwild Huge Pool Dock
20.5 km from Upper Sugarloaf Sound
₩1,059,496
₩2,181,471 total
includes taxes & fees
Oct 7 - Oct 8
Spindrift House by Brightwild Huge Pool Dock
A modern house with a swimming pool, outdoor seating, and palm trees.
A spacious living area with a light blue sofa, a round coffee table, and a dining area with wooden chairs and a table.
A modern kitchen with a central island, bar stools, pendant lights, and a staircase leading to another room.
A covered outdoor seating area with white chairs and a ceiling fan, overlooking a swimming pool and a well-maintained lawn.

11. Floralee House in Key West

Floralee House in Key West
20.6 km from Upper Sugarloaf Sound
₩1,413,146
₩2,939,160 total
includes taxes & fees
Oct 7 - Oct 8
Floralee House in Key West
A modern kitchen with a large island, bar stools, and a view of the outdoors.
A modern bedroom with a large bed, a desk, a ceiling fan, and a window with curtains.
A two-story building with a symmetrical facade, a central entrance, and a car parked in front.
A modern living room with a large dining table, sofas, and a view of a body of water through large windows.

12. New Waterfront Home - Sunray House

New Waterfront Home - Sunray House
20.4 km from Upper Sugarloaf Sound
₩1,766,808
₩3,426,988 total
includes taxes & fees
Oct 7 - Oct 8
New Waterfront Home - Sunray House
A modern kitchen with a large island, bar stools, and pendant lighting.
A large, multi-story white house with a swimming pool, surrounded by lush greenery and palm trees.
A modern kitchen with white cabinetry, a central island, and a dining area with a long table and chairs.
A modern kitchen with a central island, pendant lighting, and a view of the outdoors.

13. The Joyrise House at Solaire Lunara Bay

The Joyrise House at Solaire Lunara Bay
20.3 km from Upper Sugarloaf Sound
₩2,120,468
₩3,824,854 total
includes taxes & fees
Oct 7 - Oct 8
The Joyrise House at Solaire Lunara Bay
A modern living room with a dark blue sectional sofa, a wooden coffee table, and a kitchen area with a blue backsplash and white cabinets.
A modern outdoor pool area with lounge chairs and umbrellas, surrounded by a well-maintained lawn and palm trees.
A bedroom with a large bed, a balcony with a view, and a door leading to another room.
A modern kitchen with a large island, pendant lighting, and a backsplash with blue tiles.

14. Ebberly House by Brightwild Amazing Pool

Ebberly House by Brightwild Amazing Pool
20.6 km from Upper Sugarloaf Sound
₩1,423,521
₩2,960,738 total
includes taxes & fees
Sep 27 - Sep 28
Ebberly House by Brightwild Amazing Pool
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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 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
A cozy room with a brown leather sofa, a white table, and a ceiling fan.
Old Wooden Bridge Resort and Marina
8.6
Excellent
372 reviews
View
A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.
Looe Key Reef Resort
7.6
Good
1,003 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

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
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

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 vacation like spending a carefree day at 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?
See properties

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.
See properties

Venture Key

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

Frequently asked questions

What's the area like around Upper Sugarloaf Sound?
Upper Sugarloaf Sound is located in Summerland Key. Travelers 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 traveler 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 will I find close to Upper Sugarloaf Sound?
Expedia has 440 hotels and other accommodations 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 bookings are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, you might be able to still cancel and be given a refund within 24 hours of your booking. Put your dates in and click on "Search", then you can filter by "fully refundable" to get the best deals near Upper Sugarloaf Sound.
Where can I learn more about changing or cancelling my trip in the area near Upper Sugarloaf Sound?
For additional details about updating your stay near Upper Sugarloaf Sound or cancelling it, head over to our customer service page.
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 checking out the area.