Our top choices for Rockland Key hotels

Parmer's Resort

Summerland Key

Dean

CA $255 total

includes taxes & fees

May 26 - May 27

Sugar Loaf Lodge

Summerland Key

Oyuntseren

CA $263 total

includes taxes & fees

May 26 - May 27

Looe Key Reef Resort

Summerland Key

Dwain

CA $242 total

includes taxes & fees

Jun 7 - Jun 8

Ocean View 3BR Condo with Rooftop Balcony | Balcony

Beachside Resort & Residences

Key West

Eduardo

CA $357 total

includes taxes & fees

Jun 2 - Jun 3

Oceanfront Walkout Suite - King | View from room

Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Brandon

CA $403 total

includes taxes & fees

May 25 - May 26

Margaritaville Beach House Key West

Key West

Christine M

CA $443 total

includes taxes & fees

May 25 - May 26

Authors of Key West Guest House

Key West Historic District

Royston

CA $194 total

includes taxes & fees

May 25 - May 26

NYAH Key West - Adults Only

Key West Historic District

michael

CA $252 total

includes taxes & fees

May 25 - May 26

Outdoor pool, pool umbrellas, sun loungers

Hampton Inn Key West FL

Key West

Lilia

CA $278 total

includes taxes & fees

May 26 - May 27

2 outdoor pools, open 7:00 AM to 10:00 PM, cabanas (surcharge)

Blue Flamingo Resort Key West

New Town

Ania

CA $286 total

includes taxes & fees

May 27 - May 28

4 outdoor pools, pool umbrellas, sun loungers

Parrot Key Hotel & Villas

Northside Resort

Melinda

CA $342 total

includes taxes & fees

Jun 15 - Jun 16

Heron House Court - Adult Only

Key West Historic District

Dawn

CA $231 total

includes taxes & fees

May 27 - May 28

Ibis Bay Beach Resort

Northside Resort

Kim

CA $377 total

includes taxes & fees

Jun 7 - Jun 8

Room, 2 Queen Beds, Balcony, Pool View | Balcony view

DoubleTree Resort by Hilton Grand Key - Key West

Key West

Stacey

CA $294 total

includes taxes & fees

Jun 7 - Jun 8

The Southernmost Inn - Adults Only

Old Town Key West

Patrick

CA $324 total

includes taxes & fees

Jun 9 - Jun 10

The Perry Hotel & Marina Key West

Stock Island

Sharon

CA $309 total

includes taxes & fees

Jun 24 - Jun 25

Outdoor pool, free cabanas, sun loungers

Ocean Key Resort - A Noble House Resort

Key West Historic District

Terrie

CA $476 total

includes taxes & fees

Jun 23 - Jun 24

Duval House

Old Town Key West

gerald

CA $240 total

includes taxes & fees

May 26 - May 27

Duval Inn

Old Town Key West

Terry

CA $316 total

includes taxes & fees

May 31 - Jun 1

Douglas House - Adults Only

Old Town Key West

Scott

CA $266 total

includes taxes & fees

May 26 - May 27

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Top Rockland Key Hotel Reviews

Opal Key Resort & Marina, Key West

10/10 Excellent

"Only stayed one night but great location and hotel! Everything was walkable. There was also self-parking available rather than valet."

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"Casa Marina is beautiful. The beach is stunning, the views are breathtaking and the room we stayed in was so nice. We had an ocean front with a balcony and it was so peaceful, quiet and relaxing. The room was very spacious, clean and modern. Room service came each day and provided fresh linens and we never had to call for anything. The breakfast was good, the food at the pool restaurant was good, and service everywhere was very good. I also loved the store at the resort, they had very cute stuff. All the staff I encountered were very nice. Only thing this place is missing is robes to wear in the room! I will definitely be back!"

Hilton Garden Inn Key West / The Keys Collection

8/10 Good

"Checked into room 214 and discovered the ac wasn’t working, called the front desk to inform them. They sent someone up and he took the thermal off the wall and it started working. We left for lunch and came back to change for the beach & the heater was blowing. Ugh once again we’re back to a sweat box. This went on for quite a few hours our first day. It would blow cold then hot. It was annoying to say the least. The fitness center is in the basement & o had no issue using the treadmill & elliptical Pool area was nice and clean. Overall it was a good visit but the heat in the room was sad"

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent

"We stayed at the Hyatt Vacation Club at Windward Pointe in Key West and overall had a great experience. The room was spacious, very clean, and had everything we needed for our stay. The property itself was well maintained, relaxing, and a great place to unwind. One thing to note is that the resort is very close to the airport, so there is some airplane noise throughout the day. If that doesn’t bother you too much, it’s absolutely worth staying here. It’s also a little outside the main Duval Street area, about a 15–20 minute ride depending on traffic, and usually around a $25 Uber. For us, that was a fair tradeoff for a quieter, more laid-back property. One thing that could be clearer in the listing is the beach situation. The property is not directly on a beach. Across the street is more of a bulkhead/waterfront area where you’re not really going to lay out or swim. The closest actual beach is about a 15-minute walk away. Overall, we’d definitely stay here again."