Top 10 Hotels in Lower Sugarloaf Key (from $92) 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 balcony with wicker furniture, a view of the sea, and a spiral staircase.

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

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

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

1. Beachside Resort & Residences

Key West

Jerome

$183 nightly

$206 total

Sep 14 - Sep 15

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 27 - Sep 28

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

REBECCA

$158 nightly

$178 total

Sep 14 - Sep 15

Total with taxes and fees

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

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.

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

4. Hyatt Vacation Club at Windward Pointe, Key West

Key West

Mauricio

$208 nightly

$234 total

Oct 5 - Oct 6

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 marina with boats docked, a covered boat, and a waterway with palm trees 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 hotel room with a bed, a TV, a coffee table, a sofa, and a view of the ocean.

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.

6. Margaritaville Beach House Key West

Key West

TRICIA LYNN

$234 nightly

$263 total

Sep 28 - Sep 29

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 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.

7. Havana Cabana at Key West

New Town

Silvia

$166 nightly

$187 total

Sep 27 - Sep 28

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.

8. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Lilian

$221 nightly

$250 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.

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

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

9. Isla Bella Beach Resort & Spa

Marathon

Natali

$242 nightly

$273 total

Sep 16 - Sep 17

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.'

10. Hilton Garden Inn Key West / The Keys Collection

New Town

Marian

$130 nightly

$146 total

Sep 22 - Sep 23

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

Anthony

$175 nightly

$197 total

Sep 24 - Sep 25

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

12. Hyatt Vacation Club at Beach House, Key West

Key West

Jose

$193 nightly

$218 total

Sep 27 - Sep 28

Total with taxes and fees

A waterfront building with a flat roof, large windows, and a balcony.

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

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

A reception area with a wooden sculpture, a reception desk, a computer, and a television.

13. Sugar Loaf Lodge

Summerland Key

Marjorie

$119 nightly

$134 total

Sep 13 - Sep 14

Total with taxes and fees

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

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.

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

14. Pier House Resort & Spa

Key West Historic District

Mark

$299 nightly

$337 total

Sep 23 - Sep 24

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 hotel with a central courtyard, palm trees, and a fountain.

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

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.

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.

A modern bar area with a central island, white bar stools, and a view of the ocean.

16. The Reach Key West, Curio Collection by Hilton

Old Town Key West

Susan

$177 nightly

$200 total

Sep 15 - Sep 16

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

17. Hilton Key West Resort & Marina

Stock Island

Elizabeth

$159 nightly

$179 total

Sep 20 - Sep 21

Total with taxes and fees

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

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.

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

Boyan

$194 nightly

$218 total

Sep 22 - Sep 23

Total with taxes and fees

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.

19. Ibis Bay Beach Resort

Northside Resort

Roland

$125 nightly

$141 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 modern kitchen with a marble island, wooden cabinets, and pendant lighting.

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

20. Hampton Inn Key West FL

Key West

Lois

$134 nightly

$151 total

Sep 21 - Sep 22

Total with taxes and fees

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Top Lower Sugarloaf Key Hotel Reviews

Hampton Inn Key West FL

10/10 Excellent

"Rooms are clean, Staff was ok, van drivers where great outdoor pool was a bit dirty but was cleaned the next day and the breakfast was very good."

Blue Flamingo Resort Key West

10/10 Excellent

"The only gripe I would give is I think our air in our room was not adjustable or maybe it was broken. Also shower was slippery! The staff were super super friendly. Love all the activities and games they offer. The best staff member was Irena at the pool bar! Give that girl a Raise! Would stay here again. Oh and we loved the Shuttle driver with the cool mustache and fun Tunes. This is out of old town but the shuttle was useful."

Beachside Resort & Residences

10/10 Excellent

"It was beautiful, not so crowded, relaxing, an peaceful"

Ibis Bay Beach Resort

8/10 Good

"We had a bad GFCI in the bathroom so there was no light or fan."

Parrot Key Hotel & Villas

10/10 Excellent

"Wonderful stay with my family. Fantastic location. Friendly staff. Large, clean rooms."

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"Good place to stay"

Southwinds Motel

10/10 Excellent

"Great property and the staff very helpful and friendly."

Havana Cabana at Key West

10/10 Excellent

"Staff very friendly and helpful. Really enjoyed our stay. Very clean and up to date. Great vibe.. amazing pool. Not as close as we thought to Duvall but not a problem with renting golf cart. Would stay here again in a heart beat"

Pier House Resort & Spa

10/10 Excellent

"What a great resort! Everything you need from a beach resort and more. The beautiful beach with NO sargassum. Clean, well maintained pool and common areas. Friendly staff. Delicious food and drinks. One of the best places I've ever stayed."

More cheap stays in Lower Sugarloaf Key

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

$125 nightly

$141 total

Oct 4 - Oct 5

Total with taxes and fees

8.2/10 Very Good! (2,376 reviews)

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

$134 nightly

$151 total

Sep 21 - Sep 22

Total with taxes and fees

9/10 Wonderful! (1,499 reviews)

Southwinds Motel

1321 Simonton Street Key West FL

$145 nightly

$163 total

Sep 14 - Sep 15

Total with taxes and fees

8.6/10 Excellent! (1,371 reviews)

Parmer's Resort

565 Barry Avenue Summerland Key FL

$147 nightly

$166 total

Sep 25 - Sep 26

Total with taxes and fees

9/10 Wonderful! (1,001 reviews)

Alexander Palms Court

715 South St Key West FL

$161 nightly

$181 total

Sep 13 - Sep 14

Total with taxes and fees

9.2/10 Wonderful! (1,005 reviews)

Pegasus International Hotel

501 Southard Street Key West FL

$172 nightly

$193 total

Sep 18 - Sep 19

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 $92

Go beyond your typical stay in Lower Sugarloaf Key

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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

Hampton Inn Key West FL

Blue Flamingo Resort Key West

Beachside Resort & Residences

Ibis Bay Beach Resort

Parrot Key Hotel & Villas

DoubleTree Resort by Hilton Grand Key - Key West

Southwinds Motel

Havana Cabana at Key West

Pier House Resort & Spa

More cheap stays in Lower Sugarloaf Key

Ibis Bay Beach Resort

Hampton Inn Key West FL

Southwinds Motel

Parmer's Resort

Alexander Palms Court

Pegasus International Hotel

Hotels in Lower Sugarloaf Key with star-rating

Explore a world of travel with Expedia