Top 10 Hotels in Lower Sugarloaf Key (from $95) 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 spacious lobby with a marble floor, leather sofas, and large potted plants.

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

$188 nightly

$212 total

Oct 6 - Oct 7

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 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.

2. Southernmost Beach Resort and Guesthouses

Old Town Key West

Deaenna

$208 nightly

$234 total

Sep 22 - Sep 23

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

3. Blue Flamingo Resort Key West

New Town

REBECCA

$160 nightly

$180 total

Sep 9 - Sep 10

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 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

$213 nightly

$239 total

Sep 15 - Sep 16

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.

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.

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

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.

6. Margaritaville Beach House Key West

Key West

TRICIA LYNN

$234 nightly

$263 total

Sep 22 - Sep 23

Total with taxes and fees

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

An outdoor dining area with round tables and chairs, surrounded by greenery and a mural.

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.

7. Havana Cabana at Key West

New Town

Silvia

$158 nightly

$178 total

Sep 23 - Sep 24

Total with taxes and fees

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

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.

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

Dirk

$306 nightly

$344 total

Sep 20 - Sep 21

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.

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

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

9. Isla Bella Beach Resort & Spa

Marathon

Maria

$205 nightly

$231 total

Sep 9 - Sep 10

Total with taxes and fees

A swimming pool with lounge chairs and palm trees.

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

Amanda

$139 nightly

$156 total

Sep 17 - Sep 18

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 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.

11. Parrot Key Hotel & Villas

Northside Resort

Anthony

$177 nightly

$199 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 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.

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

$219 nightly

$246 total

Oct 8 - Oct 9

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 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.

13. Sugar Loaf Lodge

Summerland Key

Marjorie

$99 nightly

$111 total

Sep 9 - Sep 10

Total with taxes and fees

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

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

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

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

$310 nightly

$349 total

Sep 27 - Sep 28

Total with taxes and fees

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

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.

A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.

15. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Jose

$140 nightly

$157 total

Sep 15 - Sep 16

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

Susan

$246 nightly

$277 total

Sep 28 - Sep 29

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.

17. Hilton Key West Resort & Marina

Stock Island

Linda

$159 nightly

$179 total

Sep 22 - Sep 23

Total with taxes and fees

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

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.

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

18. The Perry Hotel & Marina Key West

Stock Island

Boyan

$191 nightly

$214 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 marina with boats docked, a beach resort building, and palm trees.

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

Roland

$130 nightly

$146 total

Sep 9 - Sep 10

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

20. Hampton Inn Key West FL

Key West

Melisa

$139 nightly

$156 total

Sep 20 - Sep 21

Total with taxes and fees

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Top Lower Sugarloaf Key Hotel Reviews

Blue Flamingo Resort Key West

10/10 Excellent

"Everything was great! Clean andultiple amenities"

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"Great property and friendly staff. Will continue to stay at this resort."

The Reach Key West, Curio Collection by Hilton

10/10 Excellent

"In my opinion this location is the best in all of Key West. There is plenty of everything in the south side of the island. Unless you are going for the drunk college crown on the north side, stick to the south. The Reach has one of the few sand beaches directly on site. Also the pool is right there so you can enjoy both. Poolside bar and restaurant with service to both the pool and beach area can't be beat. There are some of the best local spots near the Reach that are literally steps away. Would highly recommend making sure you do not keep leftover food items laying around in your room. The rooms are very nice, updated, and clean, however, the building is overall on the older side (as most everything in Key West) and there is a gap with light showing in some of the doors to your room where roaches or ants can easily come through. I did not see any but I also live exceptionally cleanly."

Hampton Inn Key West FL

10/10 Excellent

"Everything was absolutely beautiful and great service here! Pool here is amazing. Difficult to leave this to do other things. Staff, room, pool side tiki bar with drinks and great food, shuttle into town, breakfast options provided and quick to airport. A few planes flying over head only drawback....small price to pay as everything else so wonderful. Have booked again!"

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"We arrive early and our room was ready,clean and spacious, personnal very attentive. Great Stay"

Ibis Bay Beach Resort

10/10 Excellent

"Excellent"

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"Very good cleaning and super friendly staff"

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent

"Satisfecha"

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent

"Comfortable beds and living space. The balcony was wonderful to sit in on mornings to watch the sunrise. We loved staying there and having everything within a short distance. Will stay there again!"

More cheap stays in Lower Sugarloaf Key

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

$130 nightly

$146 total

Sep 9 - Sep 10

Total with taxes and fees

8.2/10 Very Good! (2,381 reviews)

Alexander Palms Court

715 South St Key West FL

$132 nightly

$148 total

Sep 9 - Sep 10

Total with taxes and fees

9.2/10 Wonderful! (1,004 reviews)

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

$139 nightly

$156 total

Sep 20 - Sep 21

Total with taxes and fees

9/10 Wonderful! (1,494 reviews)

Southwinds Motel

1321 Simonton Street Key West FL

$145 nightly

$163 total

Sep 22 - Sep 23

Total with taxes and fees

8.6/10 Excellent! (1,378 reviews)

Pegasus International Hotel

501 Southard Street Key West FL

$167 nightly

$187 total

Sep 11 - Sep 12

Total with taxes and fees

Parmer's Resort

565 Barry Avenue Summerland Key FL

$197 nightly

$221 total

Sep 10 - Sep 11

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 $95

Upfront pricing

Treat yourself

Be picky

Go beyond your typical stay in Lower Sugarloaf Key

Check prices for these dates

Filter by

Star rating

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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

Blue Flamingo Resort Key West

Southernmost Beach Resort and Guesthouses

The Reach Key West, Curio Collection by Hilton

Hampton Inn Key West FL

DoubleTree Resort by Hilton Grand Key - Key West

Ibis Bay Beach Resort

Casa Marina Key West, Curio Collection by Hilton

Hilton Garden Inn Key West / The Keys Collection

Hyatt Vacation Club at Windward Pointe, Key West

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

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