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 deck with sun loungers and a railing overlooking the sea.

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.

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

Krystle

$243 nightly

$274 total

Oct 11 - Oct 12

Total with taxes and fees

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

Esteban

$168 nightly

$189 total

Oct 4 - Oct 5

Total with taxes and fees

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

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

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

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

3. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Coni

$239 nightly

$269 total

Oct 7 - Oct 8

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

James

$185 nightly

$208 total

Oct 4 - Oct 5

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 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.

5. Hyatt Vacation Club at Windward Pointe, Key West

Key West

Tina

$229 nightly

$257 total

Oct 4 - Oct 5

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.

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.

6. Havana Cabana at Key West

New Town

Gustavo

$184 nightly

$207 total

Nov 1 - Nov 2

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

A beach with a palm tree and two chairs.

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

7. Margaritaville Beach House Key West

Key West

TRICIA LYNN

$265 nightly

$298 total

Oct 4 - Oct 5

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 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

Andrew

$252 nightly

$283 total

Oct 4 - Oct 5

Total with taxes and fees

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

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

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

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

9. Sugarloaf Key Hotel at KOA Resort

Summerland Key

John

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.

10. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Nancy

$153 nightly

$172 total

Oct 11 - Oct 12

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, a sandy shore, and a calm sea under a clear sky.

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

$178 nightly

$200 total

Oct 6 - Oct 7

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

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

12. Pier House Resort & Spa

Key West Historic District

Cheryl

$308 nightly

$346 total

Oct 12 - Oct 13

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.

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

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

13. The Reach Key West, Curio Collection by Hilton

Old Town Key West

Darlene

$276 nightly

$310 total

Oct 14 - Oct 15

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

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

14. Hilton Key West Resort & Marina

Stock Island

Molly

$178 nightly

$201 total

Oct 12 - Oct 13

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

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

15. Hyatt Vacation Club at Beach House, Key West

Key West

Rachel

$266 nightly

$299 total

Oct 5 - Oct 6

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 corridor lined with trees and potted plants, leading to a building with a white exterior and windows.

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

16. Sugar Loaf Lodge

Summerland Key

Richard

$99 nightly

$111 total

Oct 4 - Oct 5

Total with taxes and fees

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

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.

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

17. Hampton Inn Key West FL

Key West

Jaycie

$152 nightly

$171 total

Oct 7 - Oct 8

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 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.

18. The Perry Hotel & Marina Key West

Stock Island

Jade

$181 nightly

$204 total

Oct 5 - Oct 6

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

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

19. Ibis Bay Beach Resort

Northside Resort

Stephanie

$184 nightly

$207 total

Oct 4 - Oct 5

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.'

20. Hilton Garden Inn Key West / The Keys Collection

New Town

Walt

$137 nightly

$154 total

Oct 5 - Oct 6

Total with taxes and fees

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Top Lower Sugarloaf Key Hotel Reviews

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

10/10 Excellent

"Great customer service and very clean!!!"

Hampton Inn Key West FL

10/10 Excellent

"Great experience even with the rain. Great place to stay."

Hyatt Centric Key West Resort and Spa

10/10 Excellent

"Location is excellent. Very quiet. Pool and bar are quite relaxing and convenient."

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"Great shuttle service"

Parrot Key Hotel & Villas

8/10 Good

"Valet parking obligatoire ce qui était pour nous plutôt une nuisance qu’un avantage car nous sortions souvent visiter les alentours! Nous ne pouvions pas apporter de boissons alcoolisé au bord de la piscine il fallait les acheter directement au bar de piscine …"

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"The property was immaculate, the staff friendly and the location was perfect. We love that the resort allows you access to The Reach, which is basically next door. You are able to use all of their amenities as well and charge them to Your room. We had a beach front room with a balcony. It was beautiful!"

The Perry Hotel & Marina Key West

10/10 Excellent

"Hotel was great. All of the staff were friendly and accommodating"

Hilton Garden Inn Key West / The Keys Collection

8/10 Good

"Thank you"

More cheap stays in Lower Sugarloaf Key

Alexander Palms Court

715 South St Key West FL

$135 nightly

$152 total

Oct 5 - Oct 6

Total with taxes and fees

9.4/10 Exceptional! (1,005 reviews)

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

$152 nightly

$171 total

Oct 7 - Oct 8

Total with taxes and fees

9/10 Wonderful! (1,539 reviews)

Parmer's Resort

565 Barry Avenue Summerland Key FL

$156 nightly

$175 total

Nov 1 - Nov 2

Total with taxes and fees

Pegasus International Hotel

501 Southard Street Key West FL

$159 nightly

$179 total

Oct 7 - Oct 8

Total with taxes and fees

8.2/10 Very Good! (1,007 reviews)

Southwinds Motel

1321 Simonton Street Key West FL

$169 nightly

$190 total

Oct 5 - Oct 6

Total with taxes and fees

8.6/10 Excellent! (1,393 reviews)

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

$184 nightly

$207 total

Oct 4 - Oct 5

Total with taxes and fees

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. Southernmost Beach Resort and Guesthouses

2. Blue Flamingo Resort Key West

3. Casa Marina Key West, Curio Collection by Hilton

4. Beachside Resort & Residences

5. Hyatt Vacation Club at Windward Pointe, Key West

6. Havana Cabana at Key West

7. Margaritaville Beach House Key West

8. Isla Bella Beach Resort & Spa

9. Sugarloaf Key Hotel at KOA Resort

10. DoubleTree Resort by Hilton Grand Key - Key West

11. Parrot Key Hotel & Villas

12. Pier House Resort & Spa

13. The Reach Key West, Curio Collection by Hilton

14. Hilton Key West Resort & Marina

15. Hyatt Vacation Club at Beach House, Key West

16. Sugar Loaf Lodge

17. Hampton Inn Key West FL

18. The Perry Hotel & Marina Key West

19. Ibis Bay Beach Resort

20. Hilton Garden Inn Key West / The Keys Collection

Learn more about Lower Sugarloaf Key

Top Lower Sugarloaf Key Hotel Reviews

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

Hampton Inn Key West FL

Hyatt Centric Key West Resort and Spa

DoubleTree Resort by Hilton Grand Key - Key West

Parrot Key Hotel & Villas

Casa Marina Key West, Curio Collection by Hilton

The Perry Hotel & Marina Key West

Hilton Garden Inn Key West / The Keys Collection

More cheap stays in Lower Sugarloaf Key

Alexander Palms Court

Hampton Inn Key West FL

Parmer's Resort

Pegasus International Hotel

Southwinds Motel

Ibis Bay Beach Resort

Hotels in Lower Sugarloaf Key with star-rating

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