Top 10 Hotels in Rockland Key (from $134) 2026 - Competitive Prices

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

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

1. Hilton Key West Resort & Marina

Stock Island

Molly

$185 nightly

$208 total

Oct 15 - Oct 16

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

2. Hilton Garden Inn Key West / The Keys Collection

New Town

Eli

$148 nightly

$166 total

Oct 25 - Oct 26

Total with taxes and fees

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 hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.

A balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.

3. The Perry Hotel & Marina Key West

Stock Island

Jade

$188 nightly

$211 total

Oct 25 - Oct 26

Total with taxes and fees

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

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 modern office space with a reception desk, computer, and seating area.

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

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

New Town

Brian

$164 nightly

$185 total

Oct 12 - Oct 13

Total with taxes and fees

A waterfront building with a flat roof, large windows, and a balcony.

A corridor lined with trees and potted plants, leading to a building with a white exterior and windows.

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.

5. Sugar Loaf Lodge

Summerland Key

Richard

$119 nightly

$134 total

Oct 11 - Oct 12

Total with taxes and fees

A sign for Doubletree by Hilton Grand Key Resort surrounded by lush greenery and palm trees.

6. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Nancy

$157 nightly

$177 total

Oct 27 - Oct 28

Total with taxes and fees

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

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

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.

7. The Laureate Key West

New Town

Eileen

$184 nightly

$207 total

Oct 25 - Oct 26

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 large bed, a TV mounted on a wooden cabinet, and a balcony with a view of palm trees.

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

A hotel room with a balcony, a bed, a desk, and two chairs.

8. Hampton Inn Key West FL

Key West

Jaycie

$181 nightly

$204 total

Oct 13 - Oct 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 two-story building with a central entrance, surrounded by palm trees and a wooden walkway.

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

9. Hyatt Vacation Club at Windward Pointe, Key West

Key West

Tina

$227 nightly

$256 total

Oct 26 - Oct 27

Total with taxes and fees

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

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.

10. Blue Flamingo Resort Key West

New Town

Esteban

$175 nightly

$197 total

Oct 11 - Oct 12

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 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.

11. Ibis Bay Beach Resort

Northside Resort

Andre

$175 nightly

$197 total

Oct 11 - Oct 12

Total with taxes and fees

A balcony with wicker furniture, a view of the sea, and a spiral staircase.

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

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

A modern dining area with a glass table, four chairs, and a ceiling fan.

12. Beachside Resort & Residences

Key West

James

$199 nightly

$223 total

Oct 12 - Oct 13

Total with taxes and fees

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

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.

A modern restaurant with a wooden counter, seating area, and large windows.

13. Courtyard by Marriott Key West Waterfront

Northside Resort

Everton

$159 nightly

$179 total

Oct 12 - Oct 13

Total with taxes and fees

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

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

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

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

14. Havana Cabana at Key West

New Town

Stephanie

$197 nightly

$222 total

Oct 25 - Oct 26

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 two-story building with a balcony, arched windows, and a green roof.

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

15. Hyatt Vacation Club at Beach House, Key West

Key West

Rachel

$258 nightly

$291 total

Oct 29 - Oct 30

Total with taxes and fees

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 tall palm tree with a white building in the background.

16. Parrot Key Hotel & Villas

Northside Resort

Anthony

$178 nightly

$200 total

Oct 12 - Oct 13

Total with taxes and fees

A dining table with plates of food, a drink, and a view of a pool and palm trees.

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.

A person standing by a window overlooking a beach with palm trees and the ocean.

17. Margaritaville Beach House Key West

Key West

Richard

$265 nightly

$298 total

Oct 12 - Oct 13

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 and chairs, overlooking the ocean.

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

18. The Reach Key West, Curio Collection by Hilton

Old Town Key West

Darlene

$238 nightly

$267 total

Oct 25 - Oct 26

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 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.

19. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Coni

$276 nightly

$310 total

Oct 25 - Oct 26

Total with taxes and fees

A large, ornate hotel with a pool, palm trees, and a view of the ocean.

A large, two-story house with a prominent tower and a covered porch.

A balcony with white railings and a table, overlooking a beach with palm trees and a clear blue sky.

A grand staircase with ornate railings and a chandelier.

20. Southernmost House - Adult Exclusive

Old Town Key West

yessy

$261 nightly

$294 total

Oct 27 - Oct 28

Total with taxes and fees

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Top Rockland Key Hotel Reviews

Hampton Inn Key West FL

10/10 Excellent

"Amazing stay, no complaints, clean rooms, and great pool area."

Parrot Key Hotel & Villas

10/10 Excellent

"Great place!!!"

Hilton Key West Resort & Marina

10/10 Excellent

"We arrived late around 8PM so difficult to see vista from room. However next morning a stunning view of sea was apparent. Nice balcony but a lttle warm to sit out"

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

10/10 Excellent

"This is an excellent property i every way. Staff are outstanding. The free shuttle to downtown every hour is a huge plus!"

The Perry Hotel & Marina Key West

10/10 Excellent

"Wonderful hotel, good food/restaurant on site, bar too. Great view of marina and pool on site. Will definitely go back. Staff was very helpful whenever we needed anything."

Pier House Resort & Spa

8/10 Good

"Guest BEWARE, didn't think there would be a surcharge, but there was. A total of $262. and no one said anything. When we checked in and the asked for a credit card, I asked why, they said for unexpectedly occurred charges, nothing about surcharges. So PLEASE beware"

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"Perfect! Great surroundings, staff & people! Convenient to get to everything!"

More cheap stays in Rockland Key

Pegasus International Hotel

501 Southard Street Key West FL

$152 nightly

$171 total

Oct 11 - Oct 12

Total with taxes and fees

Southwinds Motel

1321 Simonton Street Key West FL

$173 nightly

$195 total

Oct 12 - Oct 13

Total with taxes and fees

8.6/10 Excellent! (1,390 reviews)

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

$175 nightly

$197 total

Oct 11 - Oct 12

Total with taxes and fees

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

$181 nightly

$204 total

Oct 13 - Oct 14

Total with taxes and fees

9/10 Wonderful! (1,551 reviews)

Alexander Palms Court

715 South St Key West FL

$189 nightly

$213 total

Oct 11 - Oct 12

Total with taxes and fees

9.4/10 Exceptional! (1,003 reviews)

Parmer's Resort

565 Barry Avenue Summerland Key FL

$198 nightly

$223 total

Nov 1 - Nov 2

Total with taxes and fees

9/10 Wonderful! (1,001 reviews)

Hotels in Rockland Key with star-rating

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Find hotels in Rockland Key, FL from $134

Upfront pricing

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. Hilton Garden Inn Key West / The Keys Collection

3. The Perry Hotel & Marina Key West

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

5. Sugar Loaf Lodge

6. DoubleTree Resort by Hilton Grand Key - Key West

7. The Laureate Key West

8. Hampton Inn Key West FL

9. Hyatt Vacation Club at Windward Pointe, Key West

10. Blue Flamingo Resort Key West

11. Ibis Bay Beach Resort

12. Beachside Resort & Residences

13. Courtyard by Marriott Key West Waterfront

14. Havana Cabana at Key West

15. Hyatt Vacation Club at Beach House, Key West

16. Parrot Key Hotel & Villas

17. Margaritaville Beach House Key West

18. The Reach Key West, Curio Collection by Hilton

19. Casa Marina Key West, Curio Collection by Hilton

20. Southernmost House - Adult Exclusive

Top Rockland Key Hotel Reviews

Hampton Inn Key West FL

Parrot Key Hotel & Villas

Hilton Key West Resort & Marina

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

The Perry Hotel & Marina Key West

Pier House Resort & Spa

Southernmost Beach Resort and Guesthouses

More cheap stays in Rockland Key

Pegasus International Hotel

Southwinds Motel

Ibis Bay Beach Resort

Hampton Inn Key West FL

Alexander Palms Court

Parmer's Resort

Hotels in Rockland Key with star-rating

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