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

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

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Sep 11 - Sep 13

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Sep 18 - Sep 20

Our top choices for Lower Sugarloaf Key hotels

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.

1. Beachside Resort & Residences

Key West

United States

Jerome

$188 nightly

$212 total

Oct 4 - Oct 5

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

A beachside hotel with rows of blue lounge chairs and white umbrellas, palm trees, and a clear blue sky.

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

2. Southernmost Beach Resort and Guesthouses

Old Town Key West

United States

Deaenna

$208 nightly

$234 total

Sep 15 - Sep 16

Total with taxes and fees

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

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

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

3. Blue Flamingo Resort Key West

New Town

United States

REBECCA

$160 nightly

$180 total

Sep 9 - Sep 10

Total with taxes and fees

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

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.

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

4. Hyatt Vacation Club at Windward Pointe, Key West

Key West

United States

Mauricio

$204 nightly

$229 total

Oct 4 - Oct 5

Total with taxes and fees

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

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

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.

5. Sugarloaf Key Hotel at KOA Resort

Summerland Key

United States

Bruce

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

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

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

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

United States

TRICIA LYNN

$234 nightly

$263 total

Sep 21 - Sep 22

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

An outdoor dining area with round tables and chairs, surrounded by greenery and a mural.

7. Havana Cabana at Key West

New Town

United States

Silvia

$155 nightly

$175 total

Sep 23 - Sep 24

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 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

United States

Dirk

$272 nightly

$306 total

Sep 15 - Sep 16

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

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

9. Isla Bella Beach Resort & Spa

Marathon

United States

Maria

$247 nightly

$278 total

Sep 9 - Sep 10

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.

10. Hilton Garden Inn Key West / The Keys Collection

New Town

United States

Amanda

$139 nightly

$156 total

Sep 14 - Sep 15

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 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

$183 nightly

$206 total

Sep 14 - Sep 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 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.

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

12. Hyatt Vacation Club at Beach House, Key West

Key West

United States

Jose

$219 nightly

$246 total

Oct 8 - Oct 9

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.

13. Sugar Loaf Lodge

Summerland Key

United States

Marjorie

$119 nightly

$134 total

Sep 9 - Sep 10

Total with taxes and fees

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

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.

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

14. Pier House Resort & Spa

Key West Historic District

United States

Mark

$313 nightly

$352 total

Sep 15 - Sep 16

Total with taxes and fees

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

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

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.

15. DoubleTree Resort by Hilton Grand Key - Key West

Key West

United States

Jose

$140 nightly

$157 total

Sep 15 - Sep 16

Total with taxes and fees

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

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.

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

16. The Reach Key West, Curio Collection by Hilton

Old Town Key West

United States

Susan

$244 nightly

$274 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 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.

A hotel room with a balcony overlooking a marina and the ocean.

17. Hilton Key West Resort & Marina

Stock Island

United States

Linda

$167 nightly

$188 total

Sep 15 - Sep 16

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 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.

18. The Perry Hotel & Marina Key West

Stock Island

United States

Boyan

$199 nightly

$224 total

Sep 20 - Sep 21

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

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

19. Ibis Bay Beach Resort

Northside Resort

United States

Roland

$130 nightly

$146 total

Sep 9 - Sep 10

Total with taxes and fees

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

A modern kitchen with a marble island, wooden cabinets, and pendant lighting.

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

United States

Melisa

$139 nightly

$156 total

Sep 20 - Sep 21

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

Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent

"Excellent"

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"Very good cleaning and super friendly staff"

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"Great time, Great Location, Friendly staff and not a bad breakfast!"

Hampton Inn Key West FL

Hampton Inn Key West FL

8/10 Good

"My room was very clean, nicely redone and was very comfortable. Desk staff were amazing especially Kim. Breakfast well, I was surprised to see the yogurt was genetically modified so I didn't eat it but there was plenty pool area was kept up well and the van drivers... They rocked!"

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent

"Satisfecha"

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"Everyone was amazing, and the room was super clean! Comfy cozy and location was great!"

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent

"Comfortable beds and living space. The balcony was wonderful to sit in on mornings to watch the sunrise. We loved staying there and having everything within a short distance. Will stay there again!"

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent

"Great place to stay !!! I recommend 100%"

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

10/10 Excellent

"Loved the stay. Definitely will be back"

More cheap stays in Lower Sugarloaf Key

Ibis Bay Beach Resort

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

$130 nightly

$146 total

Sep 9 - Sep 10

Total with taxes and fees

8.2/10 Very Good! (2,381 reviews)

Alexander Palms Court

Alexander Palms Court

715 South St Key West FL

$132 nightly

$148 total

Sep 9 - Sep 10

Total with taxes and fees

9.2/10 Wonderful! (1,003 reviews)

Hampton Inn Key West FL

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

$139 nightly

$156 total

Sep 20 - Sep 21

Total with taxes and fees

9/10 Wonderful! (1,492 reviews)

Southwinds Motel

Southwinds Motel

1321 Simonton Street Key West FL

$155 nightly

$174 total

Sep 9 - Sep 10

Total with taxes and fees

8.6/10 Excellent! (1,378 reviews)

Pegasus International Hotel

Pegasus International Hotel

501 Southard Street Key West FL

$167 nightly

$187 total

Sep 11 - Sep 12

Total with taxes and fees

Parmer's Resort

Parmer's Resort

565 Barry Avenue Summerland Key FL

$198 nightly

$223 total

Sep 9 - Sep 10

Total with taxes and fees

Hotels in Lower Sugarloaf Key with star-rating

4 Star Hotels

3 Star Hotels

2 Star Hotels

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