Top 10 Hotels in Lower Sugarloaf Key (from $95) 2026 - Competitive Prices

A waterfront with a pier, calm water, and houses with palm trees in the background.

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Our top choices for Lower Sugarloaf Key hotels

A balcony with wicker furniture, a view of the sea, and a spiral staircase.

A modern dining area with a glass table, four chairs, and a ceiling fan.

A swimming pool with lounge chairs and palm trees, overlooking a sunset over the water.

A spacious lobby with a marble floor, leather sofas, and large potted plants.

1. Beachside Resort & Residences

Key West

Jerome

$188 nightly

$212 total

Sep 10 - Sep 11

Total with taxes and fees

A room with a view of the beach and ocean, a bed with a white and blue blanket, and a small table with a potted plant.

A poolside area with lounge chairs and umbrellas, palm trees, and a view of the sea.

A beach scene with two people relaxing under a white umbrella, a palm tree, and a clear blue sky.

A beachside lounge with chairs and umbrellas, overlooking the ocean.

2. Southernmost Beach Resort and Guesthouses

Old Town Key West

Deaenna

$210 nightly

$237 total

Sep 16 - Sep 17

Total with taxes and fees

A couple holding hands in a tropical setting with palm trees and greenery.

A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.

A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.

3. Blue Flamingo Resort Key West

New Town

REBECCA

$158 nightly

$178 total

Sep 15 - Sep 16

Total with taxes and fees

A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.

A beach volleyball court with a net, surrounded by palm trees and a hotel in the background.

A two-story building with a central entrance, surrounded by palm trees and a wooden walkway.

A resort with a well-maintained lawn, palm trees, a pool area, and a view of the ocean.

4. Hyatt Vacation Club at Windward Pointe, Key West

Key West

Mauricio

$206 nightly

$232 total

Sep 16 - Sep 17

Total with taxes and fees

A clear pool with reflections of palm trees and lounge chairs, surrounded by greenery.

A marina with boats docked, a covered boat, and a waterway with palm trees in the background.

A resort with multiple RV parking, a central walkway, and a building with balconies overlooking a body of water.

An outdoor patio with wicker furniture, a fire pit, and a hammock.

5. Sugarloaf Key Hotel at KOA Resort

Summerland Key

Bruce

A dining table with plates of food, a drink, and a view of a pool and palm trees.

A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.

A person standing by a window overlooking a beach with palm trees and the ocean.

A hotel room with a bed, a TV, a coffee table, a sofa, and a view of the ocean.

6. Margaritaville Beach House Key West

Key West

TRICIA LYNN

$234 nightly

$263 total

Sep 23 - Sep 24

Total with taxes and fees

A swimming pool surrounded by palm trees and a natural rock formation.

A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.

A spacious lobby with a central seating area, two staircases, and multiple potted plants.

A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.

7. Havana Cabana at Key West

New Town

Silvia

$166 nightly

$187 total

Sep 24 - Sep 25

Total with taxes and fees

A wooden deck with wicker furniture and a glass balustrade overlooking a beach.

A beach with white lounge chairs and umbrellas, a sandy shore, and a calm sea under a partly cloudy sky.

A resort with a pool leading to a beach, surrounded by palm trees and white buildings.

A spacious lobby with green sofas, a coffee table, and a dining area.

8. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Dirk

$306 nightly

$344 total

Sep 27 - Sep 28

Total with taxes and fees

An aerial view of a resort with a central pool, multiple buildings, and a beach area with sun loungers.

A beach scene with two white chairs, a hammock, and palm trees.

A beach with white chairs and kayaks, palm trees, and a clear view of the ocean.

A bar area with wooden chairs, a bar counter, and a variety of bottles and glasses.

9. Isla Bella Beach Resort & Spa

Marathon

Maria

$221 nightly

$249 total

Sep 13 - Sep 14

Total with taxes and fees

A swimming pool with lounge chairs and palm trees.

A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.

A modern living room with a sectional sofa, a small round table, and a potted plant.

A bar area with a wooden counter, bar stools, and a sign that reads 'So we BEATON.'

10. Hilton Garden Inn Key West / The Keys Collection

New Town

Amanda

$139 nightly

$156 total

Sep 16 - Sep 17

Total with taxes and fees

A wooden archway leading to a pool area surrounded by lush tropical vegetation.

A tall palm tree with a white building in the background.

A large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.

A beach with palm trees, a sandy shore, and a calm sea under a clear sky.

11. Parrot Key Hotel & Villas

Northside Resort

Anthony

$177 nightly

$199 total

Sep 16 - Sep 17

Total with taxes and fees

Two wooden Adirondack chairs on a sandy beach with a view of the sea and a sailboat in the distance.

A poolside lounge area with a wicker chair, a straw hat, and a beach bag.

A spacious living area with a large window, a dining table, and comfortable seating.

A wooden deck with two wooden chairs and a small table, surrounded by white railings and palm trees.

12. Hyatt Vacation Club at Beach House, Key West

Key West

Jose

$195 nightly

$220 total

Sep 27 - Sep 28

Total with taxes and fees

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.

13. Sugar Loaf Lodge

Summerland Key

Marjorie

$99 nightly

$111 total

Sep 10 - Sep 11

Total with taxes and fees

A beachfront hotel with a covered patio, palm trees, and a boat on the sand.

A resort with a beach, a dock, and a water view.

A balcony with a view of the ocean, a sofa, and a massage table.

A view through a white-framed window with a decorative white fence, leading to a tiled patio area with a round table.

14. Pier House Resort & Spa

Key West Historic District

Mark

$304 nightly

$342 total

Sep 27 - Sep 28

Total with taxes and fees

A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.

An outdoor patio with tables and chairs, umbrellas, and palm trees.

A hotel with a central courtyard, palm trees, and a fountain.

A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.

15. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Jose

$133 nightly

$150 total

Sep 27 - Sep 28

Total with taxes and fees

A beach with a wooden pier, palm trees, and beach umbrellas.

A resort with a pool, lounge chairs, umbrellas, palm trees, and a view of the ocean.

A modern bar area with a central island, white bar stools, and a view of the ocean.

An outdoor dining area with tables and chairs, overlooking the ocean.

16. The Reach Key West, Curio Collection by Hilton

Old Town Key West

Susan

$240 nightly

$270 total

Sep 22 - Sep 23

Total with taxes and fees

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 breakfast setting with a table, chairs, a vase with flowers, and a city view.

17. Hilton Key West Resort & Marina

Stock Island

Linda

$159 nightly

$179 total

Sep 16 - Sep 17

Total with taxes and fees

A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

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.

A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.

18. The Perry Hotel & Marina Key West

Stock Island

Boyan

$194 nightly

$218 total

Sep 22 - Sep 23

Total with taxes and fees

A hotel room with a bed, a view of the beach, a hammock, and beach chairs.

A marina with boats docked, a beach resort building, and palm trees.

A pool area with blue lounge chairs, a hot tub, and a covered seating area.

A beachfront restaurant with outdoor seating, a seafood sign, and a market sign.

19. Ibis Bay Beach Resort

Northside Resort

Roland

$130 nightly

$146 total

Sep 10 - Sep 11

Total with taxes and fees

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

A hotel room with a balcony, a bed, a desk, and two chairs.

A bar area with a thatched roof, wooden chairs, and a poolside view.

A hotel room with a large bed, a TV mounted on a wooden cabinet, and a balcony with a view of palm trees.

20. Hampton Inn Key West FL

Key West

Melisa

$128 nightly

$197 total

Sep 23 - Sep 24

Total with taxes and fees

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Top Lower Sugarloaf Key Hotel Reviews

Hilton Key West Resort & Marina

10/10 Excellent

"great place"

Hampton Inn Key West FL

10/10 Excellent

"Clean, comfortable, and friendly staff."

Margaritaville Beach House Key West

10/10 Excellent

"close to beach"

Blue Flamingo Resort Key West

10/10 Excellent

"good , will come back again with my family"

Ibis Bay Beach Resort

10/10 Excellent

"Todo bien pero la playa no era playa era un pantano todo lo demás muy bueno"

Beachside Resort & Residences

10/10 Excellent

"Very happy with this stay. The location is perfect with shopping food coffee The hotel area and the room were so clean the staff were very friendly and gave us everything we needed it was very quiet until the morning Loved hearing the chicken arlam and the shuttle are very services."

Southwinds Motel

10/10 Excellent

"Love the Southwinds! It is a funky little beach hotel with old wall A/C units and a bar on property that plays live music most of the day and late into the night. Probably not everyone's cup of tea, but it is exactly right for me on a Key West adventure. The staff are all super nice and helpful. There are muffins, fruit, cereal and coffee served in the lobby until 10 every morning. The pools are wonderful and well kept. The property is nice and tropical with decent parking. It can be loud. The walls are thin. I was glad I had a room far enough away from the bar that I could hear it just a little bit, but not loud enough to keep me awake if I decided to call it a night at a somewhat decent hour. And had neighbors arguing one night and then getting in at 4 am and bringing friends to party until the sun came up another night. Annoying."

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent

"Beautiful updated condo!!! Chris was so helpful and kind and would respond so quickly!"

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent

"Excellent location"

More cheap stays in Lower Sugarloaf Key

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

$130 nightly

$146 total

Sep 10 - Sep 11

Total with taxes and fees

8.2/10 Very Good! (2,385 reviews)

Alexander Palms Court

715 South St Key West FL

$135 nightly

$152 total

Sep 10 - Sep 11

Total with taxes and fees

9.2/10 Wonderful! (1,005 reviews)

Southwinds Motel

1321 Simonton Street Key West FL

$154 nightly

$173 total

Sep 15 - Sep 16

Total with taxes and fees

8.6/10 Excellent! (1,379 reviews)

Parmer's Resort

565 Barry Avenue Summerland Key FL

$156 nightly

$175 total

Sep 27 - Sep 28

Total with taxes and fees

Pegasus International Hotel

501 Southard Street Key West FL

$167 nightly

$187 total

Sep 25 - Sep 26

Total with taxes and fees

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

$128 nightly

$197 total

Sep 23 - Sep 24

Total with taxes and fees

9/10 Wonderful! (1,491 reviews)

Hotels in Lower Sugarloaf Key with star-rating

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Key West Vacation Rentals

Find hotels in Lower Sugarloaf Key, FL from $95

Upfront pricing

Treat yourself

Be picky

Go beyond your typical stay in Lower Sugarloaf Key

Check prices for these dates

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Star rating

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Our top choices for Lower Sugarloaf Key hotels

1. Beachside Resort & Residences

2. Southernmost Beach Resort and Guesthouses

3. Blue Flamingo Resort Key West

4. Hyatt Vacation Club at Windward Pointe, Key West

5. Sugarloaf Key Hotel at KOA Resort

6. Margaritaville Beach House Key West

7. Havana Cabana at Key West

8. Casa Marina Key West, Curio Collection by Hilton

9. Isla Bella Beach Resort & Spa

10. Hilton Garden Inn Key West / The Keys Collection

11. Parrot Key Hotel & Villas

12. Hyatt Vacation Club at Beach House, Key West

13. Sugar Loaf Lodge

14. Pier House Resort & Spa

15. DoubleTree Resort by Hilton Grand Key - Key West

16. The Reach Key West, Curio Collection by Hilton

17. Hilton Key West Resort & Marina

18. The Perry Hotel & Marina Key West

19. Ibis Bay Beach Resort

20. Hampton Inn Key West FL

Learn more about Lower Sugarloaf Key

Top Lower Sugarloaf Key Hotel Reviews

Hilton Key West Resort & Marina

Hampton Inn Key West FL

Margaritaville Beach House Key West

Blue Flamingo Resort Key West

Ibis Bay Beach Resort

Beachside Resort & Residences

Southwinds Motel

Hilton Garden Inn Key West / The Keys Collection

Hyatt Vacation Club at Windward Pointe, Key West

More cheap stays in Lower Sugarloaf Key

Ibis Bay Beach Resort

Alexander Palms Court

Southwinds Motel

Parmer's Resort

Pegasus International Hotel

Hampton Inn Key West FL

Hotels in Lower Sugarloaf Key with star-rating

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