Top 10 Hotels in Lower Sugarloaf Key (from $150) 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 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.

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

1. Beachside Resort & Residences

Key West

Jerome

$185 nightly

$208 total

Sep 2 - Sep 3

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 poolside area with lounge chairs and umbrellas, palm trees, and a view of the sea.

A beachfront resort with a prominent sign, white balconies, and tropical landscaping.

2. Southernmost Beach Resort and Guesthouses

Old Town Key West

Deaenna

$210 nightly

$237 total

Sep 8 - Sep 9

Total with taxes and fees

A hotel with a large pool, multiple balconies, and palm trees.

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

Sabrina

$158 nightly

$177 total

Sep 13 - Sep 14

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 resort with a well-maintained lawn, palm trees, a pool area, and a view of the ocean.

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

4. Hyatt Vacation Club at Windward Pointe, Key West

Key West

Mauricio

$209 nightly

$235 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.

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 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.

A beach with a palm tree and two chairs.

6. Margaritaville Beach House Key West

Key West

TRICIA LYNN

$234 nightly

$263 total

Sep 15 - Sep 16

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

7. Havana Cabana at Key West

New Town

Fabrizio

$166 nightly

$187 total

Sep 17 - Sep 18

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 resort with a pool leading to a beach, surrounded by palm trees and white buildings.

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

Dirk

$272 nightly

$306 total

Sep 13 - Sep 14

Total with taxes and fees

An aerial view of a resort with a central pool, multiple buildings, and a beach area with sun loungers.

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.

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

9. Isla Bella Beach Resort & Spa

Marathon

Silvia

$273 nightly

$307 total

Sep 2 - Sep 3

Total with taxes and fees

A swimming pool with lounge chairs and palm trees.

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

A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.

10. Hilton Garden Inn Key West / The Keys Collection

New Town

Amanda

$135 nightly

$151 total

Sep 22 - Sep 23

Total with taxes and fees

A wooden archway leading to a pool area surrounded by lush tropical vegetation.

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.

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

Melvin

$214 nightly

$241 total

Sep 14 - Sep 15

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

12. Hyatt Vacation Club at Beach House, Key West

Key West

Kailey

$238 nightly

$267 total

Sep 19 - Sep 20

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 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.

13. Sugar Loaf Lodge

Summerland Key

Marjorie

$101 nightly

$114 total

Sep 2 - Sep 3

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 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.

14. Pier House Resort & Spa

Key West Historic District

Mark

$313 nightly

$352 total

Sep 23 - Sep 24

Total with taxes and fees

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

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

Jose

$144 nightly

$162 total

Sep 8 - Sep 9

Total with taxes and fees

A beach with a wooden pier, palm trees, and beach umbrellas.

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

An outdoor dining area with tables set for guests, overlooking a calm sea and a pier.

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

16. The Reach Key West, Curio Collection by Hilton

Old Town Key West

Joseph

$242 nightly

$272 total

Sep 28 - Sep 29

Total with taxes and fees

A hotel room with a balcony overlooking a marina and the ocean.

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

Linda

$167 nightly

$188 total

Sep 8 - Sep 9

Total with taxes and fees

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

An outdoor seating area with tables and chairs, overlooking a marina with boats.

A marina with numerous yachts docked, surrounded by palm trees and a clear sky.

A marina with boats docked, a building with multiple floors, and palm trees in the background.

18. The Perry Hotel & Marina Key West

Stock Island

Boyan

$199 nightly

$224 total

Sep 21 - Sep 22

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

19. Ibis Bay Beach Resort

Northside Resort

Roland

$133 nightly

$150 total

Sep 13 - Sep 14

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 balcony, a bed, a desk, and two chairs.

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

$157 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

"Staff was very helpful and the location is great plus the free shuttle service is great 👍 and there are very helpful"

Hilton Garden Inn Key West / The Keys Collection

8/10 Good

"We had a good stay at the Hilton Garden Inn Key West. The hotel is clean, comfortable, and practical. It’s not a luxury-style property, and the rooms have more of the straightforward, convenient feel you might find at a good value-oriented hotel in Orlando, including the large individual AC unit in the room. Nothing wrong with that—it just helps set expectations about the style of the property. One very convenient feature for us was the EV charging. There are several chargers available on a first-come, first-served basis. They are relatively slow chargers, but I left my Tesla charging for about six hours and had a full battery, so they work very well for overnight charging. We didn’t use the pool, but the pool area looked nice, comfortable, and inviting. The hotel is a little away from Duval Street and downtown, but that also means you come back to a quieter area after spending the day or evening in the busier part of Key West. Overall, a comfortable and convenient stay, especially if you have a car or EV and don’t need to be directly in the middle of downtown."

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent

"This was my first time at an Hyatt and it was great.. loved the stay all around. No complaints about anything. Looking forward to next time."

Hampton Inn Key West FL

10/10 Excellent

"Nice clean"

DoubleTree Resort by Hilton Grand Key - Key West

8/10 Good

"My husband and I joined the hotel. I would definitely recommend this place. I felt like I was in a mini resort."

Pier House Resort & Spa

10/10 Excellent

"Best Hotel in the Key West. Room was very clean, best staff services. Beautiful beach view and breakfast was delicious. My husband and I love this place. 💯 recommend."

The Reach Key West, Curio Collection by Hilton

10/10 Excellent

"Had an issue with the door on the last day, but they rectified the problem. Stay was quite pleasant. Enjoyed immensely will be back in January."

Margaritaville Beach House Key West

10/10 Excellent

"This hotel is beautiful, and the service is outstanding. From the moment you approach the front desk, they offer you a drink. I've been encouraging all my friends to visit. I can't wait to return and stay for a few days longer!"

More cheap stays in Lower Sugarloaf Key

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

$133 nightly

$150 total

Sep 13 - Sep 14

Total with taxes and fees

Simonton Court Historic Inn & Cottages

523 Eaton Street Key West FL

$139 nightly

$156 total

Sep 2 - Sep 3

Total with taxes and fees

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

$139 nightly

$157 total

Sep 20 - Sep 21

Total with taxes and fees

9/10 Wonderful! (1,487 reviews)

Southwinds Motel

1321 Simonton Street Key West FL

$152 nightly

$171 total

Sep 7 - Sep 8

Total with taxes and fees

Parmer's Resort

565 Barry Avenue Summerland Key FL

$164 nightly

$185 total

Sep 2 - Sep 3

Total with taxes and fees

9/10 Wonderful! (1,005 reviews)

Weatherstation Inn

57 Front St Key West FL

$169 nightly

$190 total

Sep 2 - Sep 3

Total with taxes and fees

9.4/10 Exceptional! (1,002 reviews)

Hotels in Lower Sugarloaf Key with star-rating

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Find hotels in Lower Sugarloaf Key, FL from $150

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Be picky

Go beyond your typical stay in Lower Sugarloaf Key

Check prices for these dates

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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

Hilton Garden Inn Key West / The Keys Collection

Hyatt Vacation Club at Windward Pointe, Key West

Hampton Inn Key West FL

DoubleTree Resort by Hilton Grand Key - Key West

Pier House Resort & Spa

The Reach Key West, Curio Collection by Hilton

Margaritaville Beach House Key West

More cheap stays in Lower Sugarloaf Key

Ibis Bay Beach Resort

Simonton Court Historic Inn & Cottages

Hampton Inn Key West FL

Southwinds Motel

Parmer's Resort

Weatherstation Inn

Hotels in Lower Sugarloaf Key with star-rating

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