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.

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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 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.

1. Beachside Resort & Residences

Key West

Jerome

$185 nightly

$208 total

Sep 23 - Sep 24

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

A beachside lounge with chairs and umbrellas, overlooking the ocean.

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

Deaenna

$225 nightly

$253 total

Sep 29 - Sep 30

Total with taxes and fees

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

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

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

3. Blue Flamingo Resort Key West

New Town

Esteban

$168 nightly

$189 total

Sep 23 - Sep 24

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 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.

4. Hyatt Vacation Club at Windward Pointe, Key West

Key West

Tina

$208 nightly

$234 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 marina with boats docked, a covered boat, and a waterway with palm trees in the background.

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 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

Oct 6 - Oct 7

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

A pool area with lounge chairs and umbrellas, surrounded by palm trees.

7. Havana Cabana at Key West

New Town

Silvia

$167 nightly

$188 total

Sep 27 - Sep 28

Total with taxes and fees

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 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.

8. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Ronald

$261 nightly

$294 total

Sep 30 - Oct 1

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

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

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

9. Isla Bella Beach Resort & Spa

Marathon

Natali

$260 nightly

$293 total

Sep 23 - Sep 24

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.

10. Hilton Garden Inn Key West / The Keys Collection

New Town

Walt

$130 nightly

$147 total

Oct 4 - Oct 5

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 tall palm tree with a white building in the background.

11. Parrot Key Hotel & Villas

Northside Resort

Anthony

$183 nightly

$206 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 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

Rachel

$208 nightly

$234 total

Oct 7 - Oct 8

Total with taxes and fees

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

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

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.

13. Sugar Loaf Lodge

Summerland Key

Kevin

$99 nightly

$111 total

Sep 27 - Sep 28

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

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.

14. Pier House Resort & Spa

Key West Historic District

Mark

$308 nightly

$346 total

Sep 29 - Sep 30

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.

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

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

15. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Craige

$133 nightly

$150 total

Sep 29 - Sep 30

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.

16. The Reach Key West, Curio Collection by Hilton

Old Town Key West

Darlene

$243 nightly

$273 total

Sep 30 - Oct 1

Total with taxes and fees

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

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.

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

17. Hilton Key West Resort & Marina

Stock Island

Molly

$159 nightly

$179 total

Sep 29 - Sep 30

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 restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.

18. The Perry Hotel & Marina Key West

Stock Island

Jade

$168 nightly

$189 total

Sep 23 - Sep 24

Total with taxes and fees

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

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.

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

19. Ibis Bay Beach Resort

Northside Resort

Stephanie

$130 nightly

$146 total

Sep 23 - Sep 24

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 large bed, a TV mounted on a wooden cabinet, and a balcony with a view of palm trees.

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.

20. Hampton Inn Key West FL

Key West

Rabia

$135 nightly

$152 total

Sep 27 - Sep 28

Total with taxes and fees

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Top Lower Sugarloaf Key Hotel Reviews

La Concha Key West, Autograph Collection

10/10 Excellent

"Overall an excellent stay. Pool is somewhat small but nice. Staff is overall top notch. Location is about as good as you can get if your plan is to hang in Old Town. Would definitely recommend."

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"Todo estaba perfecto menos la playa estaba extremadamente sucia"

Margaritaville Beach House Key West

8/10 Good

"Dont forget the addition 54.00 a night fee after you already pay 1600 something for 4 nights"

Hampton Inn Key West FL

10/10 Excellent

"Me encantó la verdad muy limpio trankilo y para ir en familia y con niños lo recomiendo mucho gracias"

Beachside Resort & Residences

10/10 Excellent

"Comfortable beds"

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

10/10 Excellent

"Nice place"

Ibis Bay Beach Resort

8/10 Good

"Great"

The Perry Hotel & Marina Key West

10/10 Excellent

"This was our second time staying at The Perry and this time we brought friends. The location on the marina is really nice and there are restaurants nearby, like Roostica! We did notice from our 1st stay that the rooms are needing a little TLC regarding maintenance and repairs. Nothing serious, just an observation. BONUS they have an hourly shuttle to/from Key West! We will stay here again!"

Southwinds Motel

8/10 Good

"The room was clean and the staff very helpful"

More cheap stays in Lower Sugarloaf Key

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

$130 nightly

$146 total

Sep 23 - Sep 24

Total with taxes and fees

8.2/10 Very Good! (2,393 reviews)

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

$135 nightly

$152 total

Sep 27 - Sep 28

Total with taxes and fees

9/10 Wonderful! (1,522 reviews)

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 23 - Sep 24

Total with taxes and fees

8.6/10 Excellent! (1,382 reviews)

Pegasus International Hotel

501 Southard Street Key West FL

$170 nightly

$191 total

Oct 8 - Oct 9

Total with taxes and fees

8.2/10 Very Good! (1,004 reviews)

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 $88

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

La Concha Key West, Autograph Collection

Southernmost Beach Resort and Guesthouses

Margaritaville Beach House Key West

Hampton Inn Key West FL

Beachside Resort & Residences

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

Ibis Bay Beach Resort

The Perry Hotel & Marina Key West

Southwinds Motel

More cheap stays in Lower Sugarloaf Key

Ibis Bay Beach Resort

Hampton Inn Key West FL

Alexander Palms Court

Southwinds Motel

Pegasus International Hotel

Parmer's Resort

Hotels in Lower Sugarloaf Key with star-rating

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