Top 10 Hotels in Lower Sugarloaf Key (from $88) 2026 - Competitive Prices

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

Go beyond your typical stay in Lower Sugarloaf Key

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

1. Southernmost Beach Resort and Guesthouses

Old Town Key West

Krystle

$229 nightly

$258 total

Sep 28 - Sep 29

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.

2. Blue Flamingo Resort Key West

New Town

Esteban

$168 nightly

$189 total

Sep 27 - Sep 28

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

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

3. Hyatt Vacation Club at Windward Pointe, Key West

Key West

Tina

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

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.

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

4. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Coni

$294 nightly

$331 total

Sep 29 - Sep 30

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 beach with a palm tree and two chairs.

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

5. Margaritaville Beach House Key West

Key West

TRICIA LYNN

$265 nightly

$298 total

Sep 27 - Sep 28

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.

6. Havana Cabana at Key West

New Town

Silvia

$167 nightly

$188 total

Sep 27 - Sep 28

Total with taxes and fees

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

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

7. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Craige

$151 nightly

$170 total

Sep 29 - Sep 30

Total with taxes and fees

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

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

8. Beachside Resort & Residences

Key West

James

$175 nightly

$197 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 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

Andrew

$258 nightly

$290 total

Sep 27 - Sep 28

Total with taxes and fees

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

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

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.

10. Sugarloaf Key Hotel at KOA Resort

Summerland Key

Bruce

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

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.

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

11. Ibis Bay Beach Resort

Northside Resort

Stephanie

$130 nightly

$146 total

Sep 27 - Sep 28

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

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

12. Parrot Key Hotel & Villas

Northside Resort

Anthony

$183 nightly

$206 total

Oct 4 - Oct 5

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

13. Pier House Resort & Spa

Key West Historic District

Cheryl

$291 nightly

$327 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 bar area with a wooden counter, bar stools, and a sign that reads 'So we BEATON.'

14. Hilton Garden Inn Key West / The Keys Collection

New Town

Walt

$130 nightly

$146 total

Oct 4 - Oct 5

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.

15. The Perry Hotel & Marina Key West

Stock Island

Jade

$182 nightly

$205 total

Sep 27 - Sep 28

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.

16. Hyatt Vacation Club at Beach House, Key West

Key West

Rachel

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

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

17. Hilton Key West Resort & Marina

Stock Island

Molly

$172 nightly

$193 total

Sep 27 - Sep 28

Total with taxes and fees

A two-story building with a covered entrance, palm trees, and a bench outside.

A white picket fence, a wooden bench with cushions, and a concrete pathway surrounded by lush greenery.

A white building with a sign reading 'Kimpton Key West Winslow's Bungalow.'

A bright room with a staircase, two windows overlooking a pool area, and two wicker chairs with cushions.

18. Winslow's Bungalows - Key West Historic Inns

Old Town Key West

Mackenzie

$245 nightly

$276 total

Sep 27 - Sep 28

Total with taxes and fees

A hotel with a covered entrance, multiple balconies, and palm trees.

A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.

A room with a stone wall, a wooden bench, a cactus, and a framed painting.

A restaurant interior with wooden beams, a bar area, and a colorful ceiling mural.

19. Opal Key Resort & Marina, Key West

Old Town Key West

Susan

$294 nightly

$331 total

Sep 27 - Sep 28

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.

20. Sugar Loaf Lodge

Summerland Key

Richard

$99 nightly

$111 total

Sep 27 - Sep 28

Total with taxes and fees

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Top Lower Sugarloaf Key Hotel Reviews

Hampton Inn Key West FL

10/10 Excellent

"Everyone a pleasure to talk with ! concierge very helpful in planning with activities/restaurants! we loved having the shuttle!"

Blue Flamingo Resort Key West

10/10 Excellent

"Genial"

La Concha Key West, Autograph Collection

10/10 Excellent

"Great location"

Margaritaville Beach House Key West

10/10 Excellent

"Food and Drinks were excellent. Some things on the property were a bit run down. However, place was clean. Really nice pool and bar facilities. Beautiful beach."

DoubleTree Resort by Hilton Grand Key - Key West

8/10 Good

"Basic and pretty clean, rooms need updating overall. Shuttle is nice"

The Perry Hotel & Marina Key West

10/10 Excellent

"The Perry hotel and marina has excellent views staff comfort and convenience"

Hyatt Centric Key West Resort and Spa

10/10 Excellent

"Air conditioning was noisy. But other than that we loved our stay."

Ibis Bay Beach Resort

8/10 Good

"If your looking for an a good resort for a value price this is your place. It is full of character!! The staff is friendly, even let us check in early. Beautiful location on the water with lots of outdoor space, just to lounge around. Loved all the hammocks. Do yourself a favor and pay a little extra for a water view room super cute porch that leads out to a secluded beach with hammocks and loungers."

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent

"From before we arrived we already knew we chose the right place to stay! We had questions about parking our motorcycle on property and there was no hesitation to share information and also connect with us. The staff is great. We are recommending this location and properties to friends and family. Next time we’re in town, 100% this will be the place we stay. Location is great and the property is fun to explore. Thank you all for making our stay memorable!"

More cheap stays in Lower Sugarloaf Key

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

$130 nightly

$146 total

Sep 27 - Sep 28

Total with taxes and fees

8.2/10 Very Good! (2,389 reviews)

Alexander Palms Court

715 South St Key West FL

$135 nightly

$152 total

Sep 27 - Sep 28

Total with taxes and fees

9.4/10 Exceptional! (1,002 reviews)

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

$152 nightly

$171 total

Oct 1 - Oct 2

Total with taxes and fees

9/10 Wonderful! (1,528 reviews)

Southwinds Motel

1321 Simonton Street Key West FL

$155 nightly

$174 total

Sep 27 - Sep 28

Total with taxes and fees

Pegasus International Hotel

501 Southard Street Key West FL

$160 nightly

$180 total

Oct 5 - Oct 6

Total with taxes and fees

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

Parmer's Resort

565 Barry Avenue Summerland Key FL

$173 nightly

$194 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 $88

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. Hyatt Vacation Club at Windward Pointe, Key West

4. Casa Marina Key West, Curio Collection by Hilton

5. Margaritaville Beach House Key West

6. Havana Cabana at Key West

7. DoubleTree Resort by Hilton Grand Key - Key West

8. Beachside Resort & Residences

9. Isla Bella Beach Resort & Spa

10. Sugarloaf Key Hotel at KOA Resort

11. Ibis Bay Beach Resort

12. Parrot Key Hotel & Villas

13. Pier House Resort & Spa

14. Hilton Garden Inn Key West / The Keys Collection

15. The Perry Hotel & Marina Key West

16. Hyatt Vacation Club at Beach House, Key West

17. Hilton Key West Resort & Marina

18. Winslow's Bungalows - Key West Historic Inns

19. Opal Key Resort & Marina, Key West

20. Sugar Loaf Lodge

Learn more about Lower Sugarloaf Key

Top Lower Sugarloaf Key Hotel Reviews

Hampton Inn Key West FL

Blue Flamingo Resort Key West

La Concha Key West, Autograph Collection

Margaritaville Beach House Key West

DoubleTree Resort by Hilton Grand Key - Key West

The Perry Hotel & Marina Key West

Hyatt Centric Key West Resort and Spa

Ibis Bay Beach Resort

Winslow's Bungalows - Key West Historic Inns

More cheap stays in Lower Sugarloaf Key

Ibis Bay Beach Resort

Alexander Palms Court

Hampton Inn Key West FL

Southwinds Motel

Pegasus International Hotel

Parmer's Resort

Hotels in Lower Sugarloaf Key with star-rating

Explore a world of travel with Expedia