Top 10 Hotels in Rockland Key (from $104) 2026 - Competitive Prices

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Our top choices for Rockland Key hotels

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 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.

1. Hilton Garden Inn Key West / The Keys Collection

New Town

Walt

$131 nightly

$147 total

Oct 8 - Oct 9

Total with taxes and fees

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

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.

A clear view of turquoise ocean water and a blue sky with clouds.

2. Hilton Key West Resort & Marina

Stock Island

Molly

$175 nightly

$197 total

Oct 8 - Oct 9

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 hotel with a central courtyard, palm trees, and a fountain.

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

3. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Nancy

$149 nightly

$168 total

Oct 8 - Oct 9

Total with taxes and fees

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

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

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

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

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

New Town

Patricia

$154 nightly

$173 total

Oct 4 - Oct 5

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

A swimming pool with a surrounding deck, palm trees, and lounge chairs.

5. Sugar Loaf Lodge

Summerland Key

Richard

$119 nightly

$134 total

Oct 4 - Oct 5

Total with taxes and fees

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

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

A spacious kitchen with a dining area, large windows, and a view of the outdoors.

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

6. Authors of Key West Guest House

Key West Historic District

Avamarie

$93 nightly

$104 total

Oct 4 - Oct 5

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

7. Hampton Inn Key West FL

Key West

Jaycie

$166 nightly

$186 total

Oct 6 - Oct 7

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 swimming pool with lounge chairs and palm trees, overlooking a sunset over the water.

8. Beachside Resort & Residences

Key West

James

$185 nightly

$208 total

Oct 4 - Oct 5

Total with taxes and fees

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

9. The Perry Hotel & Marina Key West

Stock Island

Jade

$191 nightly

$215 total

Oct 5 - Oct 6

Total with taxes and fees

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

10. Blue Flamingo Resort Key West

New Town

Esteban

$168 nightly

$189 total

Oct 4 - Oct 5

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

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

11. The Laureate Key West

New Town

Mailyn

$184 nightly

$207 total

Oct 4 - Oct 5

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 large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.

A tall palm tree with a white building in the background.

12. Parrot Key Hotel & Villas

Northside Resort

Anthony

$179 nightly

$202 total

Oct 5 - Oct 6

Total with taxes and fees

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 beachfront hotel with multiple colorful buildings, a pool area, and a boat dock.

13. Ibis Bay Beach Resort

Northside Resort

Stephanie

$184 nightly

$207 total

Oct 4 - Oct 5

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

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

14. Courtyard by Marriott Key West Waterfront

Northside Resort

Everton

$193 nightly

$217 total

Oct 26 - Oct 27

Total with taxes and fees

A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.

A spacious indoor dining area with multiple tables and chairs, ceiling fans, and a bar area.

A canal with boats docked on both sides, surrounded by lush greenery and trees.

A sign for Looe Key Reef Resort's tiki bar, surrounded by palm trees and a thatched-roof structure.

15. Looe Key Reef Resort

Summerland Key

Michel

$101 nightly

$114 total

Oct 14 - Oct 15

Total with taxes and fees

A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.

A swimming pool with a mural of a dolphin and a butterfly, surrounded by lounge chairs and palm trees.

A lush garden with a variety of tropical plants and a paved walkway.

A two-story building with a white picket fence, a mailbox, and a small tree in front.

16. Duval House

Old Town Key West

Christopher

$119 nightly

$131 total

Oct 5 - Oct 6

Total with taxes and fees

A wooden deck with wicker furniture, a white staircase, and a lush garden area.

A two-story house with a balcony, surrounded by palm trees and a clear blue sky.

A hotel room with a large bed, a view of a swimming pool, and a balcony with outdoor seating.

A hotel entrance with a sign reading "Heron House Office."

17. Heron House - Adult Only

Old Town Key West

Amanda

$150 nightly

$169 total

Oct 2 - Oct 3

Total with taxes and fees

A marina with boats docked, a small docked boat with a thatched roof, and a restaurant with outdoor seating overlooking the water.

A wooden deck with a table and chairs, overlooking a calm water body with boats and a house in the background.

A wooden dock with a table and chairs, a table lamp, and a toaster.

Three floating cabins with balconies, named Aqua-Lodge, docked on calm water with a clear sky and trees in the background.

18. Aqua Lodges at Hurricane Hole Marina

Stock Island

Kagni

$241 nightly

$271 total

Oct 8 - Oct 9

Total with taxes and fees

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

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

A spacious lobby with a central seating area, two staircases, and multiple potted plants.

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

19. Havana Cabana at Key West

New Town

Gustavo

$182 nightly

$205 total

Nov 1 - Nov 2

Total with taxes and fees

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 spacious lobby with green sofas, a coffee table, and a dining area.

20. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Coni

$309 nightly

$348 total

Oct 4 - Oct 5

Total with taxes and fees

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Top Rockland Key Hotel Reviews

The Perry Hotel & Marina Key West

10/10 Excellent

"Hotel was great. All of the staff were friendly and accommodating"

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"We were looking for good value- we got it! Staff was friendly from start to finish. Rooms provided everything we wanted from a comfortable bed to a scenic ocean view."

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent

"Had a great time!"

Margaritaville Beach House Key West

8/10 Good

"My overall experience was good. I wasn’t overly impressed, but was content. I don’t have many complaints besides the food. We ate twice at the resort and had issues both times. We decided to eat elsewhere after that."

Havana Cabana at Key West

8/10 Good

"We have been to Havana Cabana a few times before and came back, as we had enjoyed our stay. Upon our arrival we found out they had a problem 2 days before our arrival, we were not notified in advance. They had a lot of rain for several days and we did not get the room we booked, as the ceiling had damages in several rooms. This also caused issues with our TV service. They did comp us a few days, gave us 2 dinner vouchers and drink vouchers, which we were very happy with. They do have very good food. The atmosphere is great and most of the staff are very pleasant and helpful. Beautiful Tropical retreat, nice large pool and surroundings. Several stores, etc. are close by and Duval St. and downtown attractions are not far at all."

Beachside Resort & Residences

10/10 Excellent

"The room was clean. No daily housekeeping. The staff were pleasant and quiet helpful. Breakfast was outstanding. It was alacart and you have to pay per item. Over all this was the most relaxing vacation I've been on. Loved it!"

Parrot Key Hotel & Villas

10/10 Excellent

"This property is nicer than anything we found closer to Duval Street. This property is 5 stars! Roomy, worth every penny. I loved my king size bed. I loved the properties gardens and the pools. It was quiet, private, and luxurious. I have one critique, valet parking is not needed. $30 for Valet is not needed."

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"Amazing place to stay for vacation."

Hyatt Centric Key West Resort and Spa

10/10 Excellent

"We had a wonderful stay at Hyatt Centric Key West Resort & Spa! The pool was a perfect place to relax, and we especially loved seeing the rescued turtles - such a unique and memorable part of the property. The location could not be better: everything we wanted to explore in Key West was within easy walking distance. It was incredibly convenient to enjoy the sights, restaurants, and lively atmosphere without needing a car. We would gladly stay here again!"

More cheap stays in Rockland Key

Alexander Palms Court

715 South St Key West FL

$135 nightly

$152 total

Oct 5 - Oct 6

Total with taxes and fees

9.4/10 Exceptional! (1,005 reviews)

Parmer's Resort

565 Barry Avenue Summerland Key FL

$156 nightly

$175 total

Nov 1 - Nov 2

Total with taxes and fees

Pegasus International Hotel

501 Southard Street Key West FL

$159 nightly

$179 total

Oct 8 - Oct 9

Total with taxes and fees

8.2/10 Very Good! (1,007 reviews)

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

$166 nightly

$186 total

Oct 6 - Oct 7

Total with taxes and fees

Southwinds Motel

1321 Simonton Street Key West FL

$169 nightly

$190 total

Oct 5 - Oct 6

Total with taxes and fees

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

$184 nightly

$207 total

Oct 4 - Oct 5

Total with taxes and fees

Hotels in Rockland Key with star-rating

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Find hotels in Rockland Key, FL from $104

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 Garden Inn Key West / The Keys Collection

2. Hilton Key West Resort & Marina

3. DoubleTree Resort by Hilton Grand Key - Key West

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

5. Sugar Loaf Lodge

6. Authors of Key West Guest House

7. Hampton Inn Key West FL

8. Beachside Resort & Residences

9. The Perry Hotel & Marina Key West

10. Blue Flamingo Resort Key West

11. The Laureate Key West

12. Parrot Key Hotel & Villas

13. Ibis Bay Beach Resort

14. Courtyard by Marriott Key West Waterfront

15. Looe Key Reef Resort

16. Duval House

17. Heron House - Adult Only

18. Aqua Lodges at Hurricane Hole Marina

19. Havana Cabana at Key West

20. Casa Marina Key West, Curio Collection by Hilton

Top Rockland Key Hotel Reviews

The Perry Hotel & Marina Key West

Southernmost Beach Resort and Guesthouses

Winslow's Bungalows - Key West Historic Inns

Margaritaville Beach House Key West

Havana Cabana at Key West

Beachside Resort & Residences

Parrot Key Hotel & Villas

Casa Marina Key West, Curio Collection by Hilton

Hyatt Centric Key West Resort and Spa

More cheap stays in Rockland Key

Alexander Palms Court

Parmer's Resort

Pegasus International Hotel

Hampton Inn Key West FL

Southwinds Motel

Ibis Bay Beach Resort

Hotels in Rockland Key with star-rating

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