Default HTG hotel image

Search Hotels Near Upper Sugarloaf Sound, Summerland Key

  • 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
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Filter by

Star rating

Guest rating

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 reception area with a wooden sculpture, a reception desk, a computer, and a television.

1. Sugar Loaf Lodge

Sugar Loaf Lodge
2.2 km from Upper Sugarloaf Sound
United States
Richard
Rp2.127.958
Rp2.394.042 total
includes taxes & fees
6 Oct - 7 Oct
Sugar Loaf Lodge
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 compact kitchen with wooden beams, a dining area with white chairs, and a TV mounted on the wall.
A row of houseboats docked at a marina with clear reflections in the water.

2. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
20.5 km from Upper Sugarloaf Sound
United States
Daisybel
Rp2.397.976
Rp5.212.379 total
includes taxes & fees
6 Oct - 7 Oct
Old Wooden Bridge Resort and Marina
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 dining area with a table and chairs, a ceiling fan, a television, and a window with a view of the outdoors.
A sunset view with a thatched structure and a palm tree by a calm body of water.

3. Parmer's Resort

Parmer's Resort
16 km from Upper Sugarloaf Sound
United States
Mireya
Rp2.264.755
Rp3.131.339 total
includes taxes & fees
1 Nov - 2 Nov
Parmer's Resort
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 canal with boats docked on both sides, surrounded by lush greenery and trees.
A thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.

4. Looe Key Reef Resort

Looe Key Reef Resort
14 km from Upper Sugarloaf Sound
United States
Stephen
Rp1.804.115
Rp2.029.630 total
includes taxes & fees
7 Oct - 8 Oct
Looe Key Reef Resort
A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.
A residential property with a swimming pool, a covered patio, and a view of the ocean.
A large house with a pool, surrounded by lush greenery.
A bedroom with a large bed, a ceiling fan, and a balcony with a view of greenery.

5. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
4.7 km from Upper Sugarloaf Sound
United States
Preetam
Rp9.253.935
Rp17.451.715 total
includes taxes & fees
9 Oct - 10 Oct
Atlantic View Luxury Villa with Pool
A marina with boats docked, a pool area, and a building with a white facade.
A clear view of turquoise ocean water and a blue sky with clouds.
A covered outdoor seating area with tables and chairs, overlooking a marina with boats.
A marina with numerous boats docked, a swimming pool, and palm trees.

6. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
20.9 km from Upper Sugarloaf Sound
United States
Molly
Rp2.258.139
Rp3.586.503 total
includes taxes & fees
12 Oct - 13 Oct
Hilton Key West Resort & Marina
A beachside resort with a wooden deck, palm trees, and a sunset view.
A waterfront property with a large building featuring balconies, a pool area, and boats docked in the water.
Room
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
Rp7.598.482
Rp12.893.620 total
includes taxes & fees
16 Oct - 17 Oct
Grand Marina Suite by Brightwild Waterfront
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A marina with boats docked, a swimming pool, and palm trees.
A hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.
A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.

8. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
21.8 km from Upper Sugarloaf Sound
United States
Jade
Rp2.083.825
Rp3.437.252 total
includes taxes & fees
26 Oct - 27 Oct
The Perry Hotel & Marina Key West
A modern kitchen with a central island, pendant lighting, and large windows offering a view of the outdoors.
A modern bathroom with a large mirror, two sinks, a toilet, and a glass-enclosed shower.
A modern living room with a sectional sofa, a dining area with a large table, and a TV mounted on the wall.
A boat with people jumping into the water.

9. Parking Pool Dock - Shellstone House

Parking Pool Dock - Shellstone House
20.2 km from Upper Sugarloaf Sound
Rp23.311.476
Rp45.216.093 total
includes taxes & fees
6 Oct - 7 Oct
Parking Pool Dock - Shellstone House
A spacious foyer with a wooden staircase, a console table with decorative items, and a view of the outdoors through a glass door.
A spacious living room with a large TV, comfortable seating, a ceiling fan, and a balcony with a view.
A spacious kitchen with a dining area, large windows, and a view of the outdoors.
A spacious kitchen with white cabinets, a central island, and a dining area with chairs.

10. Evershore House Pool Parking Dock

Evershore House Pool Parking Dock
20.4 km from Upper Sugarloaf Sound
Rp13.979.131
Rp28.782.618 total
includes taxes & fees
19 Oct - 20 Oct
Evershore House Pool Parking Dock
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 a central island, pendant lighting, and a view of the outdoors.
A modern kitchen with white cabinetry, a central island, and a dining area with a long table and chairs.

11. The Joyrise House at Solaire Lunara Bay

The Joyrise House at Solaire Lunara Bay
20.3 km from Upper Sugarloaf Sound
Rp27.977.716
Rp50.465.614 total
includes taxes & fees
19 Oct - 20 Oct
The Joyrise House at Solaire Lunara Bay
A poolside area with lounge chairs and umbrellas, a pool, and a view of the ocean.
A modern kitchen with a central island, bar stools, pendant lighting, and a large window providing natural light.
A multi-story white building with balconies, a swimming pool, and outdoor seating.
A modern living room with a sofa, two armchairs, a coffee table, and a dining area with a table and chairs.

12. New Waterfront Home - Dreamside House

New Waterfront Home - Dreamside House
20.3 km from Upper Sugarloaf Sound
Rp23.311.476
Rp45.216.093 total
includes taxes & fees
12 Oct - 13 Oct
New Waterfront Home - Dreamside House
A two-story house with a swimming pool, surrounded by greenery and palm trees.
A spacious kitchen with a large island, grey cabinets, and pendant lighting.
A modern living room with a large TV, comfortable seating, and a balcony with a view.
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

13. Seagate House by Brightwild Waterfront w Dock

Seagate House by Brightwild Waterfront w Dock
20.5 km from Upper Sugarloaf Sound
Rp13.979.131
Rp28.782.618 total
includes taxes & fees
6 Oct - 7 Oct
Seagate House by Brightwild Waterfront w Dock
A spacious living room with a large dining table, comfortable seating, and large windows offering a view of the outdoors.
A modern kitchen with a large island, wooden cabinets, and pendant lighting.
Room
Room

14. Waterfront Luxury Home - Tidelands House

Waterfront Luxury Home - Tidelands House
20.3 km from Upper Sugarloaf Sound
Rp23.311.476
Rp45.216.093 total
includes taxes & fees
6 Oct - 7 Oct
Waterfront Luxury Home - Tidelands House
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 modern living room with a large dining table, sofas, and a view of a body of water through large windows.
A modern hotel bedroom with a large bed, two bedside tables, a ceiling fan, and a view of the water.

15. New Waterfront Home - Sunray House

New Waterfront Home - Sunray House
20.4 km from Upper Sugarloaf Sound
Rp23.311.476
Rp45.216.093 total
includes taxes & fees
19 Oct - 20 Oct
New Waterfront Home - Sunray House
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 two-story house with a swimming pool, surrounded by lush greenery and a fenced yard.
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with chairs.
A two-story house with a swimming pool, outdoor seating, and a fenced yard.

16. Spindrift House by Brightwild Huge Pool Dock

Spindrift House by Brightwild Huge Pool Dock
20.5 km from Upper Sugarloaf Sound
Rp13.979.131
Rp28.782.618 total
includes taxes & fees
6 Oct - 7 Oct
Spindrift House by Brightwild Huge Pool Dock
A living room with two sofas, a coffee table, and a view of the outdoors.
A person performing a yoga pose on a mat in a room with a wooden floor and a mirror on the wall.
A two-story house with a swimming pool, white railings, and a covered patio area.
A spacious kitchen with modern appliances, a dining area with a large table and chairs, and a view of the outdoors through large windows.

17. Waterlane House by Brightwild Pool Boat Dock

Waterlane House by Brightwild Pool Boat Dock
20.5 km from Upper Sugarloaf Sound
Rp13.979.131
Rp28.782.618 total
includes taxes & fees
6 Oct - 7 Oct
Waterlane House by Brightwild Pool Boat Dock
A two-story house with a pool, surrounded by palm trees and a clear sky.
A modern living room with a sofa, coffee table, and a rug. There is a kitchen area with a bar and seating.
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with seating.
A two-story house with a front porch, a driveway, and palm trees.

18. Mirador House by Brightwild Pool Dock

Mirador House by Brightwild Pool Dock
20.5 km from Upper Sugarloaf Sound
Rp13.979.131
Rp31.987.296 total
includes taxes & fees
6 Oct - 7 Oct
Mirador House by Brightwild Pool Dock
A spacious kitchen with modern appliances, a dining area with a wooden table and chairs, and a view of a lake through large windows.
A covered outdoor area with a pool, white furniture, and a view of a lake.
Room
A modern kitchen with a sliding glass door leading to a balcony, a dining area with a gray sofa, and a small island with a vase of white flowers.

19. Springtide House by Brightwild Waterfront Pool

Springtide House by Brightwild Waterfront Pool
20.4 km from Upper Sugarloaf Sound
Rp13.979.131
Rp28.782.618 total
includes taxes & fees
19 Oct - 20 Oct
Springtide House by Brightwild Waterfront Pool
A spacious living area with a blue sofa, a grey armchair, and a wooden coffee table. Large sliding glass doors lead to a pool and outdoor furniture.
A spacious living room with a large TV, blue sofas, and a wooden coffee table.
A rectangular swimming pool with clear blue water, surrounded by a paved deck. There are lounge chairs and a small table on the deck. Palm trees and a grassy area are visible in the background.
A spacious living area with a dining table and chairs, a kitchen with white cabinets, and a large window overlooking a scenic view.

20. Suncoast House by Brightwild Pool Boat Dock

Suncoast House by Brightwild Pool Boat Dock
20.5 km from Upper Sugarloaf Sound
Rp13.979.131
Rp31.987.296 total
includes taxes & fees
6 Oct - 7 Oct
Suncoast House by Brightwild Pool Boat Dock
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 cozy room with a brown leather sofa, a white table, and a ceiling fan.
Old Wooden Bridge Resort and Marina
8.6
Excellent
373 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
1,001 reviews
View
A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.
Looe Key Reef Resort
7.8
Good
1,002 reviews
View
A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.
Atlantic View Luxury Villa with Pool
7.4
Good
3 reviews
View

Top Upper Sugarloaf Sound Hotel Reviews

Sugar Loaf Lodge

Sugar Loaf Lodge

10/10 Excellent
"Very accommodating! Staff is very friendly! Been coming to Sugarloaf Lodge for many years! Thanks again!"
Richard 2-night trip
Posted 10 days ago
Sugar Loaf Lodge
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 12 days ago
Sugarloaf Key RV Resort & Cottages
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 4 months ago
Starlight Serenity - Hideaway w Stunning Views

Other attractions near Upper Sugarloaf Sound

A wooden signpost with city names and distances, a beach with umbrellas, and lounge chairs.

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?
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.
See properties

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. Travellers like this budget-friendly area for its bars. You'll find 446 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 446 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. Out Key and Venture Key are both worth a visit while you're out exploring.