Top 10 Hotels in Lower Sugarloaf Key (from $114) 2026 - Competitive Prices | Expedia

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

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Go beyond your typical stay in Lower Sugarloaf Key

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Oct 16 - Oct 18

Our top choices for Lower Sugarloaf Key hotels

A deck with sun loungers and a railing overlooking the sea.

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 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.

1. Southernmost Beach Resort and Guesthouses

Old Town Key West

United States

Krystle

$211 nightly

$238 total

Oct 11 - Oct 12

Total with taxes and fees

Pool

A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.

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

2. Blue Flamingo Resort Key West

New Town

United States

Esteban

$168 nightly

$189 total

Oct 11 - Oct 12

Total with taxes and fees

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

A beachside spa with two massage tables under a canopy, overlooking the sea and a pier.

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

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

3. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

United States

Coni

$276 nightly

$310 total

Oct 25 - Oct 26

Total with taxes and fees

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

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

A beach with palm trees, clear blue water, and a pier extending into the sea.

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

4. Beachside Resort & Residences

Key West

United States

James

$192 nightly

$216 total

Oct 8 - Oct 9

Total with taxes and fees

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

A swimming pool surrounded by palm trees and lounge chairs, with a clear view of the ocean in the background.

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.

5. Hyatt Vacation Club at Windward Pointe, Key West

Key West

United States

Tina

$232 nightly

$261 total

Oct 26 - Oct 27

Total with taxes and fees

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

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.

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

6. Havana Cabana at Key West

New Town

United States

Stephanie

$197 nightly

$222 total

Oct 25 - Oct 26

Total with taxes and fees

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 beach with a palm tree and two chairs.

7. Margaritaville Beach House Key West

Key West

United States

James Joseph

$265 nightly

$298 total

Oct 8 - Oct 9

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

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

An aerial view of a resort with a large building, a beach, and a pier in the background.

8. Isla Bella Beach Resort & Spa

Marathon

United States

Andrew

$355 nightly

$399 total

Oct 19 - Oct 20

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 beach with lounge chairs, a palm tree, and a bridge in the background.

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

9. Sugarloaf Key Hotel at KOA Resort

Summerland Key

United States

John

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

A spacious living area with a high ceiling, a blue accent wall, and a wooden staircase.

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.

10. DoubleTree Resort by Hilton Grand Key - Key West

Key West

United States

Nancy

$145 nightly

$163 total

Oct 14 - Oct 15

Total with taxes and fees

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

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, lounge chairs, and umbrellas.

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

11. Parrot Key Hotel & Villas

Northside Resort

United States

Anthony

$175 nightly

$197 total

Oct 14 - Oct 15

Total with taxes and fees

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

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.

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

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

12. Pier House Resort & Spa

Key West Historic District

United States

Richard

$431 nightly

$485 total

Oct 12 - Oct 13

Total with taxes and fees

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

An outdoor dining area with tables set for guests, overlooking a calm sea and a pier.

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

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

13. The Reach Key West, Curio Collection by Hilton

Old Town Key West

United States

Darlene

$165 nightly

$186 total

Oct 19 - Oct 20

Total with taxes and fees

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 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.

14. Hilton Key West Resort & Marina

Stock Island

United States

Molly

$170 nightly

$191 total

Oct 14 - Oct 15

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 two-story building with a balcony, arched windows, and a green roof.

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

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

15. Hyatt Vacation Club at Beach House, Key West

Key West

United States

Rachel

$248 nightly

$279 total

Oct 28 - Oct 29

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 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.

16. Sugar Loaf Lodge

Summerland Key

United States

Richard

$119 nightly

$134 total

Oct 8 - Oct 9

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

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

17. Hampton Inn Key West FL

Key West

United States

Jaycie

$169 nightly

$190 total

Oct 28 - Oct 29

Total with taxes and fees

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 marina with boats docked, a swimming pool, and palm trees.

A balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.

18. The Perry Hotel & Marina Key West

Stock Island

United States

Jade

$193 nightly

$217 total

Oct 8 - Oct 9

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

A beachfront hotel with multiple colorful buildings, a pool area, and a boat dock.

19. Ibis Bay Beach Resort

Northside Resort

United States

Stephanie

$172 nightly

$193 total

Oct 8 - Oct 9

Total with taxes and fees

A swimming pool with lounge chairs and palm trees.

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

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

Sports facility

20. Hilton Garden Inn Key West / The Keys Collection

New Town

United States

Eli

$144 nightly

$162 total

Oct 8 - Oct 9

Total with taxes and fees

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Learn more about Lower Sugarloaf Key

Venture to sights like Upper Sugarloaf Sound and Lower Sugarloaf Sound as you discover Lower Sugarloaf Key.

See all hotels in Lower Sugarloaf Key

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

Top Lower Sugarloaf Key Hotel Reviews

Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent

"The only thing that I didn’t like was the bar staff"

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"I did hear roosters, but that's part of the charm of Key West. There was occasional chicken poop on the floors outside, so that's why I gave a 4 for cleanliness, but they do seem to clean it up fairly quickly. Overall I loved the stay. I will go again."

Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent

"Very nice and staff was great."

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

10/10 Excellent

"Great place! Rooms were nice. So was staff. Great breakfast with lots of choices."

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent

"Great hotel and pool!"

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

10/10 Excellent

"Staff at reception are genuinely welcoming."

Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent

"It was good"

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"Perfect! Great surroundings, staff & people! Convenient to get to everything!"

Margaritaville Beach House Key West

Margaritaville Beach House Key West

10/10 Excellent

"Staff was great! Rooms were clean! Had a great stay!"

More cheap stays in Lower Sugarloaf Key

Pegasus International Hotel

Pegasus International Hotel

501 Southard Street Key West FL

$159 nightly

$179 total

Oct 8 - Oct 9

Total with taxes and fees

Alexander Palms Court

Alexander Palms Court

715 South St Key West FL

$161 nightly

$181 total

Oct 11 - Oct 12

Total with taxes and fees

9.4/10 Exceptional! (1,001 reviews)

Hampton Inn Key West FL

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

$169 nightly

$190 total

Oct 28 - Oct 29

Total with taxes and fees

9/10 Wonderful! (1,545 reviews)

Ibis Bay Beach Resort

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

$172 nightly

$193 total

Oct 8 - Oct 9

Total with taxes and fees

8.2/10 Very Good! (2,406 reviews)

Southwinds Motel

Southwinds Motel

1321 Simonton Street Key West FL

$173 nightly

$195 total

Oct 12 - Oct 13

Total with taxes and fees

8.6/10 Excellent! (1,388 reviews)

Parmer's Resort

Parmer's Resort

565 Barry Avenue Summerland Key FL

$198 nightly

$223 total

Nov 1 - Nov 2

Total with taxes and fees

9/10 Wonderful! (1,001 reviews)

Hotels in Lower Sugarloaf Key with star-rating

4 Star Hotels

3 Star Hotels

2 Star Hotels

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