A sunset over a coastal landscape with a small island surrounded by water.

Find 4 Star Hotels in Stock Island, FL from ￥28,714

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Stock Island 4 Star Hotels

Tonight
Oct 14 - Oct 15
Tomorrow
Oct 15 - Oct 16
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Stock Island 4-star hotels

A deck with sun loungers and a railing overlooking the sea.
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.
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.

1. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
United Kingdom
Olwen
￥25,382
￥40,134 total
includes taxes & fees
Oct 25 - Oct 26
Southernmost Beach Resort and Guesthouses
Pool
A couple holding hands in a tropical setting with palm trees and greenery.
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.
A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.

2. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Esteban
￥18,418
￥29,645 total
includes taxes & fees
Oct 26 - Oct 27
Blue Flamingo Resort Key West
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 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.

3. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
United States
William N
￥54,113
￥71,941 total
includes taxes & fees
Oct 15 - Oct 16
Pier House Resort & Spa
A hotel with a swimming pool, balconies, and a view of the sea.
A beach wedding setup with white chairs, a wooden arch, and lanterns.
A balcony with a view of the ocean, a table, chairs, and a railing.
A marina with jet skis docked in front of a hotel with a dock and a boat in the background.

4. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
United States
Jennifer
￥40,060
￥56,112 total
includes taxes & fees
Oct 28 - Oct 29
Hyatt Centric Key West Resort and Spa
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 beach with a palm tree and two chairs.

5. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
Richard
￥33,093
￥47,220 total
includes taxes & fees
Oct 15 - Oct 16
Margaritaville Beach House Key West
A multi-story hotel with a pink facade, multiple balconies, and a prominent 'LA CONCHA' sign.
A modern hotel entrance with a black and white striped curtain, wicker furniture, potted plants, and a sign for the Autograph Collection.
A spacious lobby with a checkered floor, a central seating area with wicker chairs, a large potted plant, and a staircase with a metal railing.
A beach with clear turquoise water, snorkelers, and a large building in the background.

6. La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Key West Historic District
United States
THOMAS
￥41,088
￥51,577 total
includes taxes & fees
Oct 25 - Oct 26
La Concha Key West, Autograph Collection
A swimming pool surrounded by palm trees and a natural rock formation.
A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.
A covered outdoor seating area with a pool in the background.
A spacious lobby with a central seating area, two staircases, and multiple potted plants.

7. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United States
Stephanie
￥23,593
￥36,604 total
includes taxes & fees
Oct 15 - Oct 16
Havana Cabana at Key West
A balcony with a view of a pool area, palm trees, and outdoor seating.
A sign for Doubletree by Hilton Grand Key Resort surrounded by lush greenery and palm trees.
A hotel room with two beds, a desk, a chair, a TV, and a balcony with a view of palm trees.
A modern hotel room with a grey sofa, a white coffee table, a red armchair, and a large window with a view of palm trees.

8. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Nancy
￥20,774
￥28,714 total
includes taxes & fees
Oct 27 - Oct 28
DoubleTree Resort by Hilton Grand Key - Key West
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.

9. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
United States
Rita
￥34,186
￥49,147 total
includes taxes & fees
Oct 25 - Oct 26
Casa Marina Key West, Curio Collection by Hilton
A wooden archway leading to a pool area surrounded by lush tropical vegetation.
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.
A beach with palm trees, lounge chairs, and umbrellas.

10. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Anthony
￥23,909
￥35,984 total
includes taxes & fees
Oct 15 - Oct 16
Parrot Key Hotel & Villas
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 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.

11. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Jade
￥17,538
￥29,405 total
includes taxes & fees
Oct 28 - Oct 29
The Perry Hotel & Marina Key West
A two-story building with a covered entrance, palm trees, and a bench outside.
A poolside area with lounge chairs, umbrellas, and a covered seating area with hanging lights.
A white building with a sign reading 'Kimpton Key West Winslow's Bungalow.'
A white picket fence, a wooden bench with cushions, and a concrete pathway surrounded by lush greenery.

12. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
United States
Elizabeth
￥28,555
￥40,157 total
includes taxes & fees
Oct 18 - Oct 19
Winslow's Bungalows - Key West Historic Inns
A hotel with a covered entrance, multiple balconies, and palm trees.
A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.
A room with a stone wall, a wooden bench, a cactus, and a framed painting.
A restaurant interior with wooden beams, a bar area, and a colorful ceiling mural.

13. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
United States
Susan
￥41,010
￥52,372 total
includes taxes & fees
Oct 15 - Oct 16
Opal Key Resort & 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.
A marina with numerous boats docked, a swimming pool, and palm trees.

14. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Eric A
￥19,351
￥31,033 total
includes taxes & fees
Oct 27 - Oct 28
Hilton Key West Resort & Marina
A pool area with lounge chairs and a cabana.
A dining area with a glass table, clear glass bottles, a bowl of fruit, and a wicker chair.
A hotel room with a bed, a sofa, a desk with a computer, a chair, and a view of the sea through large windows.
A waterfront hotel with a long pier, multiple balconies, and a view of the ocean.

15. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
United States
Patrick
￥49,663
￥68,698 total
includes taxes & fees
Oct 27 - Oct 28
Ocean Key Resort - A Noble House Resort
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.
A modern bar area with a central island, white bar stools, and a view of the ocean.
An outdoor dining area with tables set for guests, overlooking a calm sea and a pier.

16. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
United States
Darlene
￥24,099
￥37,799 total
includes taxes & fees
Oct 27 - Oct 28
The Reach Key West, Curio Collection by Hilton
A large, white, two-story building with a balcony and a sign reading "The Marker Resort."
A tropical setting with palm trees and a building with a white facade and dark roof.
A resort with a swimming pool, lounge chairs, umbrellas, and palm trees.
A covered outdoor area with a pool, palm trees, and lounge chairs.

17. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
United States
Lynne
￥29,815
￥43,517 total
includes taxes & fees
Oct 25 - Oct 26
The Marker Key West Harbor Resort
A bedroom with a bed, bedside table, lamp, and a small kitchenette. There is a balcony with wicker chairs and a glass table.
A spacious living area with a wooden staircase, a ceiling fan, a TV, and a view of the beach through an open door.
A spacious living area with a gray sofa, wooden staircase, and a kitchen in the background.
A cozy cabin with a wooden interior, a bed, a TV, and a kitchenette.

18. Eden House

Eden House
Key West Historic District
United States
Michelle
￥23,770
￥29,950 total
includes taxes & fees
Oct 28 - Oct 29
Eden House
A pool area with lounge chairs and palm trees.
A modern outdoor seating area with a sofa, chairs, and a small table, surrounded by glass doors and a view of greenery.
A neatly made bed with patterned pillows, a bedside table with a bottle and glasses, and a window with orchids.
A sign for Santa Maria Resort surrounded by lush greenery and palm trees.

19. Santa Maria Suites

Santa Maria Suites
Old Town Key West
United States
Anthony
￥47,344
￥63,949 total
includes taxes & fees
Oct 26 - Oct 27
Santa Maria Suites
A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.
A couple walking along a poolside pathway surrounded by lush greenery.
A bar area with a counter, chairs, and a clock.
A bedroom with a large bed, a television on a dresser, and a view of the outdoors through a sliding door.

20. The Gardens Hotel

The Gardens Hotel
Old Town Key West
United States
Gisele
￥53,262
￥59,919 total
includes taxes & fees
Oct 15 - Oct 16
The Gardens Hotel
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Stock Island

Just a stone's throw from Key West, this laid-back island offers a glimpse into authentic Florida Keys life. Explore colorful marinas, savor fresh seafood at local docks, and join fishing charters for a chance to reel in the big one.

See all hotels in Stock Island
A sunset over a coastal landscape with a small island surrounded by water.

Top Stock Island Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Great location. Friendly staff"
Elizabeth 8-night trip
Posted 1 hour ago
Southernmost Beach Resort and Guesthouses
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"We have stayed at the Pier House in the past and enjoyed it. Over the years, we have tried other Vrbo’s and Hotels, but for us the Pier House is our favorite. The location, people and amenities make it the winner for us! You can’t be anymore centrally located than #1 Duval St."
Wayne Allen 5-night trip
Posted 3 hours ago
Pier House Resort & Spa
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

10/10 Excellent
"Beautiful property. Staff is awesome. Location is perfect."
Debra 5-night trip
Posted 12 hours ago
Opal Key Resort & Marina, Key West
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"The beach was not swimma"
Kamila 4-night trip
Posted 15 hours ago
Casa Marina Key West, Curio Collection by Hilton
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Beautiful resort. Very good restaurant on site. Shuttle bus to and from Old Town Key West every hour. The staff was exceptional. Highly recommend this resort."
William 1-night trip
Posted 18 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"The Director of rooms, Chris, could not have been more of a help and a gentleman. Every staff member we ran into was delightful and more than willing to help with any questions or concerns. The hotel was wonderful in the pool, fantastic as well as the restaurants."
James 1-night trip
Posted 20 hours ago
The Perry Hotel & Marina Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Excellent"
MARIO 2-night trip
Posted 22 hours ago
Blue Flamingo Resort Key West
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

10/10 Excellent
"We went to Duval Street and Town Everyday, The Hilton KW Resort & Marina Shuttle Driver “Fausto” was a 15 Star!! He was so accommodating, professional, helpful people person, on time and just a Genuine Nice Guy! Wish everyone that we meant was like him!! Top Notch!!!!!👏👏🙌🙌 🌟🌟💫"
Michelle 5-night trip
Posted 1 day ago
Hilton Key West Resort & Marina

Frequently asked questions

What are the best 4-star hotels in Stock Island?
Look forward to 4-star hotel comfort at The Perry Hotel & Marina Key West. Ranked highly by many Expedia guests, it features a terrace and a swimming pool. Also take a look at The Gates Hotel Key West. Concierge services and premium bedding help make this getaway another traveler favorite in Stock Island.
How much does it cost to stay in a 4-star hotel in Stock Island?
To book a 4-star hotel in Stock Island that fits your budget, take advantage of Expedia's filter tool. Take a look at the available options during your travel dates and use our pricing filter to set your limit. You can also sort your results by the most budget-friendly stay first.
  • Search for the lowest price from ￥28,714
What's the difference between 5-star and 4-star hotels in Stock Island?
Treat yourself to luxury living during your Stock Island escape by checking in to a 4-star hotel. As well as featuring upmarket accommodations, these properties are typically packed with amenities such as large beds, complimentary bathrobes and plenty more. A 5-star hotel will go the extra mile to make your trip an even more indulgent and special one. 24-hour front desk, luxurious spas and world-class dining are a few of the exclusive services and conveniences you'll likely be able to enjoy.

Explore a world of travel with Expedia