Default HTG hotel image

Find hotels near Upper Sugarloaf Sound, Summerland Key from SAR 426

  • 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
11 Oct - 12 Oct
Tomorrow
12 Oct - 13 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 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 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.
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
Richard
SAR 447
SAR 503 total
includes taxes & fees
13 Oct - 14 Oct
Sugar Loaf Lodge
A wooden deck with a railing, wicker chairs, and a view of greenery.
A spacious living area with a large flat-screen TV, a sofa, and a dining area with bar stools.
A modern kitchen with a large island, white cabinetry, and three wicker bar stools.
A two-story house with a balcony and a staircase leading to the upper level.

2. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
1.8 km from Upper Sugarloaf Sound
United States
max
SAR 1,065
SAR 2,569 total
includes taxes & fees
14 Oct - 15 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 balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.
A marina with boats docked, 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
SAR 500
SAR 794 total
includes taxes & fees
26 Oct - 27 Oct
The Perry Hotel & Marina Key West
A marina with boats docked, a pool area, and a building with a white facade.
A covered outdoor seating area with tables and chairs, overlooking a marina with boats.
A clear view of turquoise ocean water and a blue sky with clouds.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.

4. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
20.9 km from Upper Sugarloaf Sound
Sweden
Anders
SAR 498
SAR 780 total
includes taxes & fees
15 Oct - 16 Oct
Hilton Key West Resort & Marina
A white building with a covered patio area, surrounded by palm trees and a view of the ocean.
A spacious living area with a flat-screen TV, a wooden coffee table, a sofa with colorful cushions, and a blue chair.
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.

5. Parmer's Resort

Parmer's Resort
16 km from Upper Sugarloaf Sound
United States
Mireya
SAR 551
SAR 742 total
includes taxes & fees
3 Nov - 4 Nov
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.

6. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
20.5 km from Upper Sugarloaf Sound
United States
Daisybel
SAR 331
SAR 900 total
includes taxes & fees
17 Oct - 18 Oct
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 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.
A canal with boats docked on both sides, surrounded by lush greenery and trees.

7. Looe Key Reef Resort

Looe Key Reef Resort
14 km from Upper Sugarloaf Sound
United States
Stephen
SAR 379
SAR 426 total
includes taxes & fees
14 Oct - 15 Oct
Looe Key Reef Resort
A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.
A bedroom with a large bed, a ceiling fan, and a balcony with a view of greenery.
A concrete pathway flanked by lush green foliage, leading to a shaded area.
A large house with a pool, surrounded by lush greenery.

8. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
4.7 km from Upper Sugarloaf Sound
United States
Preetam
SAR 1,944
SAR 3,665 total
includes taxes & fees
13 Oct - 14 Oct
Atlantic View Luxury Villa with Pool
A beachside resort with a wooden deck, palm trees, and a sunset view.
Room
A dining area with a round table and chairs, a potted plant, and a view of the ocean through large windows with shutters.
A waterfront property with a large building featuring balconies, a pool area, and boats docked in the water.

9. Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
20.5 km from Upper Sugarloaf Sound
United States
Pawel
SAR 1,541
SAR 2,646 total
includes taxes & fees
13 Oct - 14 Oct
Grand Marina Suite by Brightwild Waterfront
A white two-story house with a balcony and a swimming pool.
A residential building with a covered porch, surrounded by lush greenery and a well-maintained lawn.
A spacious kitchen with wooden cabinets, a large island, and modern appliances.
A balcony with a view of a swimming pool, palm trees, and a fenced yard.

10. Capmar House by Brightwild Huge Home Pool

Capmar House by Brightwild Huge Home Pool
20.5 km from Upper Sugarloaf Sound
France
Karen
SAR 3,040
SAR 6,162 total
includes taxes & fees
13 Oct - 14 Oct
Capmar House by Brightwild Huge Home Pool
A poolside area with lounge chairs and umbrellas, a pool, and a view of the ocean.
A modern living room with a sofa, two armchairs, a coffee table, and a dining area with a table and chairs.
A modern resort with a well-maintained lawn, outdoor seating area, and a large building with multiple floors.
A modern kitchen with a central island, bar stools, pendant lighting, and a large window providing natural light.

11. New Waterfront Home - Dreamside House

New Waterfront Home - Dreamside House
20.3 km from Upper Sugarloaf Sound
SAR 5,069
SAR 9,691 total
includes taxes & fees
13 Oct - 14 Oct
New Waterfront Home - Dreamside House
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 modern kitchen with a central island, stainless steel appliances, and pendant lighting.
A spacious living area with a dining table and chairs, a kitchen with white cabinets, and a large window overlooking a scenic view.
A spacious living room with a large TV, blue sofas, and a wooden coffee table.

12. Suncoast House by Brightwild Pool Boat Dock

Suncoast House by Brightwild Pool Boat Dock
20.5 km from Upper Sugarloaf Sound
SAR 3,040
SAR 6,835 total
includes taxes & fees
19 Oct - 20 Oct
Suncoast House by Brightwild Pool Boat Dock
A modern kitchen with a large island, bar stools, and pendant lighting.
A spacious living area with a large dining table, comfortable seating, a wicker chandelier, and a view of palm trees through large windows.
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.

13. The Joyrise House at Solaire Lunara Bay

The Joyrise House at Solaire Lunara Bay
20.3 km from Upper Sugarloaf Sound
SAR 6,083
SAR 10,832 total
includes taxes & fees
13 Oct - 14 Oct
The Joyrise House at Solaire Lunara Bay
A modern kitchen with a large island, bar stools, and a view of the outdoors.
A modern living room with a large dining table, sofas, and a view of a body of water through large windows.
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.

14. New Waterfront Home - Sunray House

New Waterfront Home - Sunray House
20.4 km from Upper Sugarloaf Sound
SAR 5,069
SAR 9,691 total
includes taxes & fees
18 Oct - 19 Oct
New Waterfront Home - Sunray House
A white two-story house with a central archway and a paved driveway.
BBQ/picnic area
A modern bathroom with a glass-enclosed shower, a white sink with black fixtures, and a large mirror.
A modern house with a swimming pool, lounge chairs, and a covered patio area.

15. Palmgale House in Key West

Palmgale House in Key West
20.6 km from Upper Sugarloaf Sound
SAR 4,054
SAR 8,300 total
includes taxes & fees
13 Oct - 14 Oct
Palmgale House in Key West
A modern kitchen with a central island, bar stools, and a large window.
A modern two-story house with a swimming pool, outdoor seating, and a well-maintained garden.
A modern living space with a large wooden dining table, a sofa set, and a kitchen area.
A modern two-story house with a paved driveway and a well-maintained lawn.

16. Brand New Catchlight House With Private Pool

Brand New Catchlight House With Private Pool
20.6 km from Upper Sugarloaf Sound
SAR 3,732
SAR 7,937 total
includes taxes & fees
19 Oct - 20 Oct
Brand New Catchlight House With Private Pool
A modern kitchen with white cabinetry, a marble countertop, and a central island with bar stools.
A modern kitchen with white cabinets, a wooden countertop, and a hanging pendant light.
A spacious kitchen with a large island, wooden flooring, and pendant lighting.
A two-story white building with a swimming pool, outdoor seating, and a staircase leading to the upper floor.

17. New Altair House by Brightwild Pool Pets

New Altair House by Brightwild Pool Pets
20.5 km from Upper Sugarloaf Sound
SAR 4,054
SAR 8,300 total
includes taxes & fees
13 Oct - 14 Oct
New Altair House by Brightwild Pool Pets
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 kitchen with a large island, pendant lighting, and a backsplash with blue tiles.
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.

18. Ebberly House by Brightwild Amazing Pool

Ebberly House by Brightwild Amazing Pool
20.6 km from Upper Sugarloaf Sound
SAR 4,054
SAR 8,300 total
includes taxes & fees
13 Oct - 14 Oct
Ebberly House by Brightwild Amazing Pool
A spacious kitchen with a marble island, pendant lighting, and a dining area with chairs and a table.
A two-story house with a pool, surrounded by a well-maintained lawn and palm trees.
A two-story house with a pool, outdoor seating, and a covered patio.
A modern kitchen with white cabinetry, a large island, pendant lighting, and a view of greenery outside.

19. New Crestwood House by Brightwild Huge Pool

New Crestwood House by Brightwild Huge Pool
20.5 km from Upper Sugarloaf Sound
SAR 4,054
SAR 8,300 total
includes taxes & fees
13 Oct - 14 Oct
New Crestwood House by Brightwild Huge Pool
A spacious kitchen with a large island, pendant lighting, and a dining area with a table and chairs.
A modern kitchen with white cabinetry, a central island, and pendant lighting.
A modern kitchen with a central island, bar stools, pendant lights, and a dining area with a sofa and chairs.
A two-story house with a swimming pool, outdoor seating, and a barbecue area.

20. New Windrose House by Brightwild Pool

New Windrose House by Brightwild Pool
20.6 km from Upper Sugarloaf Sound
SAR 4,054
SAR 8,300 total
includes taxes & fees
18 Oct - 19 Oct
New Windrose House by Brightwild 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
1,002 reviews
View
A wooden deck with a railing, wicker chairs, and a view of greenery.
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
1,316 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
1,802 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
1,002 reviews
View

Top Upper Sugarloaf Sound Hotel Reviews

Sugar Loaf Lodge

Sugar Loaf Lodge

8/10 Good
"Hostess was wonderful. The rooms traditional with the most amazing views of the gulf. coffee and hot tea appreciated. both the tiki and the restaurant were closed but will like to try on next trip south. Definitely nice place to stay on way down to key west."
morgan 1-night trip
Posted 12 hours ago
Sugar Loaf Lodge
Private Secluded Ocean View & Pool Near Key West

Private Secluded Ocean View & Pool Near Key West

10/10 Excellent
"Everything was great! The house and the pool were clean and the basketball goal was an added plus! We wished that there were pool/beach towels in the house, but other than that everything was perfect!"
Bevan B. 4-night trip
Posted 2 days ago
Private Secluded Ocean View & Pool Near Key West
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 3 weeks ago
Sugarloaf Key RV Resort & Cottages
Casa Cudjoe: Tropical Canal Front Retreat on Cudjoe Key, Dockage, Boater's Paradise & Dog-Friendly!

Casa Cudjoe: Tropical Canal Front Retreat on Cudjoe Key, Dockage, Boater's Paradise & Dog-Friendly!

10/10 Excellent
"The property was very comfortable on the inside of the house. Access to the water was great. Boat docking situation was great. Kitchen very well equipped… a fish cleaning table would have been nice. Landscape maintenance needed help."
Carol A. 28-night trip
Posted 2 months ago
Casa Cudjoe: Tropical Canal Front Retreat on Cudjoe Key, Dockage, Boater's Paradise & Dog-Friendly!
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 4 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 6 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 7 months ago
Waterfront home with a large dock, pool, and deck area. Can accommodate pets.
Private and Exclusive Beach Getaway

Private and Exclusive Beach Getaway

10/10 Excellent
"Location was amazing. Lots of great local restaurants and food markets nearby. Property was gorgeous, very private, and spacious interiors. Beds were so comfortable! Friendly staff and the pool was a 10 out of 10!! I will be back. "
Joanna G. 5-night trip
Posted 7 months ago
Private and Exclusive Beach Getaway

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 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.
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. Travelers 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 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 446 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. Out Key and Venture Key are both worth a visit while you're checking out the area.