Top 10 Hotels in Lower Sugarloaf Key (from $104) 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 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

Jerome

$185 nightly

$208 total

Sep 20 - Sep 21

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 beachside lounge with chairs and umbrellas, overlooking the ocean.

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

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

2. Southernmost Beach Resort and Guesthouses

Old Town Key West

Deaenna

$239 nightly

$269 total

Sep 28 - Sep 29

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

3. Blue Flamingo Resort Key West

New Town

Danielle

$160 nightly

$180 total

Sep 17 - Sep 18

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

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

4. Hyatt Vacation Club at Windward Pointe, Key West

Key West

Mauricio

$194 nightly

$219 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 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.

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

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 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.

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

6. Margaritaville Beach House Key West

Key West

TRICIA LYNN

$234 nightly

$263 total

Sep 30 - Oct 1

Total with taxes and fees

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

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.

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

7. Havana Cabana at Key West

New Town

Silvia

$166 nightly

$187 total

Oct 1 - Oct 2

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

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

Ronald

$296 nightly

$333 total

Sep 29 - Sep 30

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 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.

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

9. Isla Bella Beach Resort & Spa

Marathon

Natali

$273 nightly

$307 total

Sep 28 - Sep 29

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

10. Hilton Garden Inn Key West / The Keys Collection

New Town

Marian

$130 nightly

$146 total

Sep 23 - Sep 24

Total with taxes and fees

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

A beach with palm trees, lounge chairs, and umbrellas.

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.

11. Parrot Key Hotel & Villas

Northside Resort

Anthony

$180 nightly

$203 total

Sep 22 - Sep 23

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 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.

12. Hyatt Vacation Club at Beach House, Key West

Key West

Jose

$204 nightly

$229 total

Oct 4 - Oct 5

Total with taxes and fees

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 beachside dining area with thatched umbrellas, white plastic chairs, and tables.

A swimming pool with a surrounding deck, palm trees, and lounge chairs.

13. Sugar Loaf Lodge

Summerland Key

Marjorie

$119 nightly

$134 total

Sep 17 - Sep 18

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.

14. Pier House Resort & Spa

Key West Historic District

Mark

$246 nightly

$277 total

Sep 22 - Sep 23

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

Fabio

$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.

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.

16. The Reach Key West, Curio Collection by Hilton

Old Town Key West

Darlene

$233 nightly

$263 total

Sep 29 - Sep 30

Total with taxes and fees

A marina with boats docked, a pool area, and a building with a white facade.

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.

A clear view of turquoise ocean water and a blue sky with clouds.

17. Hilton Key West Resort & Marina

Stock Island

Elizabeth

$159 nightly

$179 total

Sep 23 - Sep 24

Total with taxes and fees

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

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.

A hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.

18. The Perry Hotel & Marina Key West

Stock Island

Jade

$194 nightly

$218 total

Sep 17 - Sep 18

Total with taxes and fees

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

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.

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

19. Ibis Bay Beach Resort

Northside Resort

Roland

$130 nightly

$146 total

Sep 17 - Sep 18

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

20. Hampton Inn Key West FL

Key West

Lois

$110 nightly

$124 total

Sep 23 - Sep 24

Total with taxes and fees

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Top Lower Sugarloaf Key Hotel Reviews

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent

"Our stay was pleasant except for the rooster in the Palm tree that woke me up at 3;45 AM in the morning."

Havana Cabana at Key West

10/10 Excellent

"Me gusto que la instalación tiene un ambiente familiar"

Southernmost Beach Resort and Guesthouses

8/10 Good

"Booked this place for the location and how many pools they had. Didn’t know until we got there that the largest pool was under renovation and completely out of service. Not the end of the world but this made the other 2 pools (combined they were the size of the 1 that was closed) more cramped. Then I booked an ocean view room. Always do. Only to find out when we get there that the beach access is closed due to the awful smelling seaweed (sargassum) that is washing up. Again, not the end of the world but it smells gross! Overall, stay was relaxing but could’ve been better. Sheets always felt like they had sand in them after the cleaning crew would come in and make the bed up so I always had to wipe them out before we got in for the evening. Older rooms but you can tell they are trying to renovate and make them nicer/newer. Overall pretty happy with the place"

Blue Flamingo Resort Key West

10/10 Excellent

"Clean room, clean pool. staff very helpful,"

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"Close by beaches. Great shuttle service. Staff friendly and professional."

Parrot Key Hotel & Villas

10/10 Excellent

"Good"

Hampton Inn Key West FL

10/10 Excellent

"Hampton Inn Key West – A Fantastic Stay! As always, we had another fantastic trip to Key West, and our stay at the Hampton Inn was a big part of it. The staff are always so friendly and welcoming, which makes you feel at home from the moment you arrive. The coffee is always on tap ☕, and the breakfast is a great way to start the day before heading out to explore. The hotel is also in a great location, with easy access to downtown via the bus service. The drivers are friendly and helpful, making getting around really easy. We always enjoy our time here and look forward to returning again. Key West never disappoints, and neither does the Hampton Inn! Highly recommended!"

The Perry Hotel & Marina Key West

10/10 Excellent

"Loved it, marina view room"

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent

"We loved our room! It was clean and comfortable. The swimming pool was excellent. The hotel staff were super helpful and friendly. We would come back here and bring our kids next time!"

More cheap stays in Lower Sugarloaf Key

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

$110 nightly

$124 total

Sep 23 - Sep 24

Total with taxes and fees

9/10 Wonderful! (1,504 reviews)

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

$130 nightly

$146 total

Sep 17 - Sep 18

Total with taxes and fees

Alexander Palms Court

715 South St Key West FL

$135 nightly

$152 total

Sep 23 - Sep 24

Total with taxes and fees

9.4/10 Exceptional! (1,000 reviews)

Southwinds Motel

1321 Simonton Street Key West FL

$155 nightly

$174 total

Sep 17 - Sep 18

Total with taxes and fees

Pegasus International Hotel

501 Southard Street Key West FL

$155 nightly

$174 total

Oct 1 - Oct 2

Total with taxes and fees

Parmer's Resort

565 Barry Avenue Summerland Key FL

$173 nightly

$194 total

Oct 4 - Oct 5

Total with taxes and fees

9/10 Wonderful! (1,002 reviews)

Hotels in Lower Sugarloaf Key with star-rating

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Find hotels in Lower Sugarloaf Key, FL from $104

Upfront pricing

Treat yourself

Be picky

Go beyond your typical stay in Lower Sugarloaf Key

Check prices for these dates

Filter by

Star rating

Guest rating

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 Garden Inn Key West / The Keys Collection

Havana Cabana at Key West

Southernmost Beach Resort and Guesthouses

Blue Flamingo Resort Key West

DoubleTree Resort by Hilton Grand Key - Key West

Parrot Key Hotel & Villas

Hampton Inn Key West FL

The Perry Hotel & Marina Key West

Hyatt Vacation Club at Windward Pointe, Key West

More cheap stays in Lower Sugarloaf Key

Hampton Inn Key West FL

Ibis Bay Beach Resort

Alexander Palms Court

Southwinds Motel

Pegasus International Hotel

Parmer's Resort

Hotels in Lower Sugarloaf Key with star-rating

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