Romantic Hotels in Stock Island
Key West
Florida
United States of America
Romantic Hotels
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A sunset over a coastal landscape with a small island surrounded by water.

Find Romantic Hotels in Stock Island from S$221

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your current months are November, 2026 and December, 2026.

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Our top choices for Stock Island romantic hotels

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

1. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4.0 star property

Stock Island

9.4 out of 10, Exceptional, (1,317 reviews)

9.4/10

Exceptional

(1,317 reviews)

"Good place to stay."

Dharmesh Raju

The price is S$249

S$249

includes taxes & fees

30 Nov - 1 Dec

The Perry Hotel & Marina Key West

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.

2. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

4.0 star property

Stock Island

9.0 out of 10, Wonderful, (1,795 reviews)

9.0/10

Wonderful

(1,795 reviews)

"Great location and great staff!!"

Kevin

The price is S$245

S$245

includes taxes & fees

15 Nov - 16 Nov

Hilton Key West Resort & Marina

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

A spacious room with a high ceiling, large windows, and a view of palm trees.

A modern dining area with multiple tables and chairs, large windows, and ceiling fans.

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

3. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property

Key West

8.4 out of 10, Very good, (1,134 reviews)

8.4/10

Very good

(1,134 reviews)

"The hotel was a spectacular place near the airport."

Suset

The price is S$221

S$221

includes taxes & fees

15 Nov - 16 Nov

DoubleTree Resort by Hilton Grand Key - Key West

A hotel with a swimming pool, sun loungers, and palm trees.

A spacious living area with a sofa, chairs, a coffee table, and a swing chair.

A beachside resort with palm trees, outdoor seating, and a food truck.

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

4. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4.0 star property

New Town

8.6 out of 10, Excellent, (2,784 reviews)

8.6/10

Excellent

(2,784 reviews)

"Nice resort very family friendly"

Sigrid A

The price is S$253

S$253

includes taxes & fees

15 Nov - 16 Nov

Blue Flamingo Resort Key West

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 bar area with a thatched roof, wooden chairs, and a poolside view.

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

5. Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 star property

Key West

9.0 out of 10, Wonderful, (1,573 reviews)

9.0/10

Wonderful

(1,573 reviews)

"Would definitely stay there again"

John

The price is S$271

S$271

includes taxes & fees

30 Nov - 1 Dec

Hampton Inn Key West FL

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

A covered outdoor seating area with a pool in the background.

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

A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.

6. Havana Cabana at Key West

Havana Cabana at Key West

4.0 star property

New Town

9.0 out of 10, Wonderful, (1,906 reviews)

9.0/10

Wonderful

(1,906 reviews)

"Great place to stay"

Stephanie

The price is S$289

S$289

includes taxes & fees

29 Nov - 30 Nov

Havana Cabana at Key West

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

7. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 star property

Key West

9.4 out of 10, Exceptional, (1,339 reviews)

9.4/10

Exceptional

(1,339 reviews)

"We were very impressed by the quality of this Hyatt Hotel!!"

Frank

The price is S$341

S$341

includes taxes & fees

30 Nov - 1 Dec

Hyatt Vacation Club at Windward Pointe, Key West

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Flights from Montgomery (MGM) to Key West (EYW)
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Flights from Marco Island (MRK) to Key West (EYW)
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Flights from Greenville (PGV) to Key West (EYW)
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Flights from St. Petersburg (PIE) to Key West (EYW)
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Flights from Pittsburgh (PIT) to Key West (EYW)
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Flights from Placencia (PLJ) to Key West (EYW)
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Fort East Martello Museum and Gallery
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Global Rent a Car Rental Cars in Stock Island
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Find Romantic Hotels in Stock Island from S$221

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Stock Island romantic hotels

1. The Perry Hotel & Marina Key West

2. Hilton Key West Resort & Marina

3. DoubleTree Resort by Hilton Grand Key - Key West

4. Blue Flamingo Resort Key West

5. Hampton Inn Key West FL

6. Havana Cabana at Key West

7. Hyatt Vacation Club at Windward Pointe, Key West

Explore a world of travel with Expedia