Book The Best Hotels in Rockland Key, FL for 2026 from CA $130 - Fully Refundable Options

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Our top choices for Rockland Key hotels

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

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.

A breakfast setting with a table, chairs, a vase with flowers, and a city view.

1. Hilton Key West Resort & Marina

Stock Island

Molly

CA $168

CA $273 total

includes taxes & fees

Sep 27 - Sep 28

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 beach with palm trees, clear blue water, and a pier extending into the sea.

2. Beachside Resort & Residences

Key West

James

CA $123

CA $274 total

includes taxes & fees

Sep 28 - Sep 29

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.

3. The Perry Hotel & Marina Key West

Stock Island

Jade

CA $163

CA $270 total

includes taxes & fees

Sep 27 - Sep 28

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

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

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.

4. Hampton Inn Key West FL

Key West

Rabia

CA $215

CA $242 total

includes taxes & fees

Oct 1 - Oct 2

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.

A spacious living area with a high ceiling, a blue accent wall, and a wooden staircase.

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

5. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Craige

CA $169

CA $237 total

includes taxes & fees

Oct 1 - Oct 2

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

A hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.

An outdoor patio area with tables and chairs, a bar area with a counter and bar stools, and a TV mounted on the wall.

A wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.

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

New Town

Patricia

CA $177

CA $239 total

includes taxes & fees

Oct 1 - Oct 2

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

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

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.

7. Ibis Bay Beach Resort

Northside Resort

Stephanie

CA $143

CA $206 total

includes taxes & fees

Sep 28 - Sep 29

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 beach with a palm tree and two chairs.

A hotel room with a bed, a TV, a coffee table, a sofa, and a view of the ocean.

8. Margaritaville Beach House Key West

Key West

TRICIA LYNN

CA $251

CA $371 total

includes taxes & fees

Oct 15 - Oct 16

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.'

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

9. Hilton Garden Inn Key West / The Keys Collection

New Town

Walt

CA $149

CA $208 total

includes taxes & fees

Oct 4 - Oct 5

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

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

A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.

10. Blue Flamingo Resort Key West

New Town

Esteban

CA $167

CA $267 total

includes taxes & fees

Sep 28 - Sep 29

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, a sandy shore, and a calm sea under a clear sky.

A beach with palm trees, lounge chairs, and umbrellas.

11. Parrot Key Hotel & Villas

Northside Resort

Anthony

CA $177

CA $280 total

includes taxes & fees

Sep 27 - Sep 28

A swimming pool with water splashing, surrounded by palm trees and a building in the background.

The entrance to Silver Palms Inn with a reception desk, a seating area, and a glass door.

A hotel with a pool, bicycles, and lush greenery.

The exterior of the Silver Palms Inn with a two-story structure, a green awning over the entrance, and a palm tree to the right.

12. Silver Palms Inn & Historic Homes

Old Town Key West

sam

CA $113

CA $222 total

includes taxes & fees

Sep 28 - Sep 29

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

13. Havana Cabana at Key West

New Town

Silvia

CA $157

CA $265 total

includes taxes & fees

Sep 28 - Sep 29

A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.

A hotel room with a desk, two beds, a TV, a ceiling fan, and a balcony with curtains.

A pool area with lounge chairs, palm trees, and a building with a tiled roof.

A covered outdoor area with wooden tables and chairs, a view of the water, and a wooden deck with railings.

14. Courtyard by Marriott Key West Waterfront

Northside Resort

Everton

CA $273

CA $307 total

includes taxes & fees

Oct 26 - Oct 27

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 reception area with a wooden sculpture, a reception desk, a computer, and a television.

15. Sugar Loaf Lodge

Summerland Key

Kevin

CA $140

CA $158 total

includes taxes & fees

Sep 27 - Sep 28

A building with a white exterior, a large red awning, and a gated entrance.

A pool area with lounge chairs and a lifebuoy.

A paved pathway lined with various plants and trees, leading to a building with a beige exterior.

A small, enclosed porch with a chair and a table, surrounded by lush greenery and a white lattice fence.

16. Authors of Key West Guest House

Key West Historic District

Avamarie

CA $115

CA $130 total

includes taxes & fees

Sep 27 - Sep 28

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 waterfront hotel with a long pier, multiple balconies, and a view of the ocean.

A hotel room with a bed, a sofa, a desk with a computer, a chair, and a view of the sea through large windows.

17. Ocean Key Resort - A Noble House Resort

Key West Historic District

Brian

CA $274

CA $418 total

includes taxes & fees

Sep 30 - Oct 1

A spacious living room with a balcony, a ceiling fan, and a large window offering a view of the ocean.

A modern kitchen with white cabinets and a built-in microwave. There is a dining area with a table set for two, a sofa, and a balcony with a view of the ocean.

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean at dusk.

A hotel room with two beds, a balcony with a view of the ocean, and a large wave painting on the wall.

18. The Laureate Key West

New Town

Mailyn

CA $224

CA $292 total

includes taxes & fees

Sep 28 - Sep 29

A hotel with a swimming pool, balconies, and a view of the sea.

A marina with jet skis docked in front of a hotel with a dock and a boat in the background.

A balcony with a view of the ocean, a table, chairs, and a railing.

A spacious bar area with a wooden counter and green bar stools, a seating area with a sofa and chairs, and a dining area with a table set for two.

19. Hyatt Centric Key West Resort and Spa

Key West Historic District

yendy

CA $293

CA $428 total

includes taxes & fees

Sep 28 - Sep 29

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

A couple walking on a deck with lounge chairs and a railing overlooking the ocean.

A beachfront hotel with multiple balconies, a well-maintained lawn, and a clear view of the ocean.

A balcony with white railings, a view of the beach, and palm trees.

20. Southernmost Beach Resort and Guesthouses

Old Town Key West

Krystle

CA $232

CA $364 total

includes taxes & fees

Sep 28 - Sep 29

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Top Rockland Key Hotel Reviews

Hampton Inn Key West FL

10/10 Excellent

"Rooms was spacious for 4 adults. Great pool and breakfast. Hotel shuttle was awesome. Friendly staff. Would highly recommend!!"

The Perry Hotel & Marina Key West

10/10 Excellent

"Staff was very friendly. The room was spacious but the mattress was sunken in the middle. The hotel has a beautiful view of the marina if you get a Stock Island room. The burgers at the Salty Oyster are SO GOOD! The shuttle runs like clockwork and is very convenient for visiting Duval/Downtown area. I felt completely safe as a solo traveler,"

Ibis Bay Beach Resort

8/10 Good

"An older resort but had a Key West vibe. Aaron at the activity desk was great, and we rented a golf cart for 2 days. Gave us tips on what to see and do. Was a value stay and we enjoyed our time."

Margaritaville Beach House Key West

10/10 Excellent

"The room was fantastic, the staff excellent , the frozen drinks weak. We had lots of fun at the pool feeding the iguanas…would definitely recommend"

Pier House Resort & Spa

8/10 Good

"La ubicacion es excelente, solo que el hotel esta un poco dejado, le falta cariño, pero el personal es muy atento y hemos tenido una muy buena estancia en Key West,"

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"Our room was always clean with clean towels. The night person (Michelle) was very personable! The only thing that was an inconvenient was the elevator being out of order to where out room was. It was a long walk for me to go to the other side to get in the elevator. My legs don't work very well. It was like that for 3 days"

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"The facility was beautiful and the amenities were great! just keep in mind it is a walk to the seaport and the main part of Duval, which became a little too far to walk back in forth, which we knew it would be a walk when we booked it."

Southwinds Motel

10/10 Excellent

"Rooms were clean and beds were very comfortable. All staff were friendly and helpful. This was our 4 th stay here and we will stay here again"

More cheap stays in Rockland Key

Alexander Palms Court

715 South St Key West FL

CA $168

CA $189 total

Sep 27 - Sep 28

includes taxes & fees

9.4/10 Exceptional! (1,001 reviews)

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

CA $143

CA $206 total

Sep 28 - Sep 29

includes taxes & fees

8.2/10 Very good! (2,386 reviews)

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

CA $215

CA $242 total

Oct 1 - Oct 2

includes taxes & fees

9/10 Wonderful! (1,521 reviews)

Southwinds Motel

1321 Simonton Street Key West FL

CA $176

CA $245 total

Sep 28 - Sep 29

includes taxes & fees

8.6/10 Excellent! (1,385 reviews)

Pegasus International Hotel

501 Southard Street Key West FL

CA $155

CA $245 total

Oct 1 - Oct 2

includes taxes & fees

8.2/10 Very good! (1,005 reviews)

Parmer's Resort

565 Barry Avenue Summerland Key FL

CA $203

CA $274 total

Oct 4 - Oct 5

includes taxes & fees

Hotels in Rockland Key with star rating

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Find hotels in Rockland Key, FL from CA $130

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Rockland Key

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Rockland Key hotels

1. Hilton Key West Resort & Marina

2. Beachside Resort & Residences

3. The Perry Hotel & Marina Key West

4. Hampton Inn Key West FL

5. DoubleTree Resort by Hilton Grand Key - Key West

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

7. Ibis Bay Beach Resort

8. Margaritaville Beach House Key West

9. Hilton Garden Inn Key West / The Keys Collection

10. Blue Flamingo Resort Key West

11. Parrot Key Hotel & Villas

12. Silver Palms Inn & Historic Homes

13. Havana Cabana at Key West

14. Courtyard by Marriott Key West Waterfront

15. Sugar Loaf Lodge

16. Authors of Key West Guest House

17. Ocean Key Resort - A Noble House Resort

18. The Laureate Key West

19. Hyatt Centric Key West Resort and Spa

20. Southernmost Beach Resort and Guesthouses

Top Rockland Key Hotel Reviews

Hampton Inn Key West FL

The Perry Hotel & Marina Key West

Ibis Bay Beach Resort

Margaritaville Beach House Key West

Pier House Resort & Spa

DoubleTree Resort by Hilton Grand Key - Key West

Southernmost Beach Resort and Guesthouses

Southwinds Motel

More cheap stays in Rockland Key

Alexander Palms Court

Ibis Bay Beach Resort

Hampton Inn Key West FL

Southwinds Motel

Pegasus International Hotel

Parmer's Resort

Hotels in Rockland Key with star rating

Explore a world of travel with Expedia

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