Explore top 2026 4 Star Hotels in Rockland Key

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Top Rockland Key 4 Star hotels

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
$393 nightly
The price is $442 total per night from May 11 to May 12
$442 total
May 11 - May 12
Total with taxes and fees
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling ...
8.8/10 Excellent! (3,197 reviews)
Offered upgrade for a bit more $ to a oceanfront front room!! Made our trip that much better! Slept with french doors open listening to the waves and a beautiful breeze!

Reviewed on Apr 9, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$235 nightly
The price is $265 total per night from May 10 to May 11
$265 total
May 10 - May 11
Total with taxes and fees
This hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and an arcade/game room, and families will appreciate ...
8.2/10 Very Good! (2,065 reviews)
Awesome place. Convenient with Starbucks in hotel. Nice pool. Lots of parking. Room was comfortable! Great views!!

Reviewed on Apr 9, 2026

Opens in a new windowBlue Flamingo Resort Key West
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$289 nightly
The price is $326 total per night from May 6 to May 7
$326 total
May 6 - May 7
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll ...
8.8/10 Excellent! (1,808 reviews)
Hotel pictures online have not been updated to current condition. All room doors are located outside. Gaps under the door which can let bugs in. After checking into our room, my family brought dinner to the room. After about 15 mins our counter and food was covered in ants. Ants were also in the ...

Reviewed on Apr 8, 2026

Opens in a new windowMargaritaville Beach House Key West
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$313 nightly
The price is $352 total per night from May 10 to May 11
$352 total
May 10 - May 11
Total with taxes and fees
A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. ...
9/10 Wonderful! (1,860 reviews)
The hotel’s location is its biggest strength—far enough from the noise and crowds of Duval Street, which made for a much more peaceful stay. The property itself is clean overall, and the ocean views from the room (sailboats and catamarans) are truly beautiful. That said, there were some drawbacks. ...

Reviewed on Apr 9, 2026

Opens in a new windowOceans Edge Key West Resort, Hotel & Marina
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4 out of 5
245 Front Street Key West FL
Fully refundableReserve now, pay when you stay
$314 nightly
The price is $353 total per night from May 10 to May 11
$353 total
May 10 - May 11
Total with taxes and fees
A marina, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Enjoy the outdoor pool and visit the 3 bars/lounges and poolside bar for ...
9.2/10 Wonderful! (1,080 reviews)
Perfect location near sunset, bars, restaurants

Reviewed on Apr 8, 2026

Opens in a new windowOpal Key Resort & Marina, Key West
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$554 nightly
The price is $623 total per night from Apr 12 to Apr 13
$623 total
Apr 12 - Apr 13
Total with taxes and fees
This smoke-free resort features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...
9/10 Wonderful! (1,079 reviews)
Noisy. Slamming doors day and night. Good amenities.

Reviewed on Apr 9, 2026

Opens in a new windowPier House Resort & Spa
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$236 nightly
The price is $265 total per night from May 10 to May 11
$265 total
May 10 - May 11
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub ...
9/10 Wonderful! (1,739 reviews)
Room was clean, shower had very poor water pressure, everything felt a bit old. Food was expensive yet bland.

Reviewed on Apr 9, 2026

Opens in a new windowHavana Cabana at Key West
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$449 nightly
The price is $505 total per night from Apr 13 to Apr 14
$505 total
Apr 13 - Apr 14
Total with taxes and fees
A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off ...
8.4/10 Very Good! (609 reviews)
The staff was always very kind and helpful. Daily room cleaning if you wish to have it done that often. Hotel in general was very clean. It was really nice to have the option of the pool or the beach to use. Loved the activities the hotel did for the kids - we can Easter weekend so the egg hunt and ...

Reviewed on Apr 9, 2026

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
2801 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$254 nightly
The price is $286 total per night from May 10 to May 11
$286 total
May 10 - May 11
Total with taxes and fees
This smoke-free hotel features 4 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
9/10 Wonderful! (1,333 reviews)
We LOVED this stay! Everything was wonderful. We loved the garden atmosphere. The staff was attentive & worked hard. It was convenient to schedule outings & transportation. Breakfast was delicious & we liked sitting by the pool. We hope to come back again.

Reviewed on Apr 9, 2026

Opens in a new windowParrot Key Hotel & Villas
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
7001 Shrimp Road Key West FL
Fully refundableReserve now, pay when you stay
$298 nightly
The price is $335 total per night from May 11 to May 12
$335 total
May 11 - May 12
Total with taxes and fees
A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling for business? Take advantage of the free WiFi in public areas, ...
9.4/10 Exceptional! (1,237 reviews)
Bathroom needs to be maintained

Reviewed on Apr 9, 2026

Opens in a new windowThe Perry Hotel & Marina Key West
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4 Star Hotels Rockland Key

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Rockland Key 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Rockland Key will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Rockland Key, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.

Recent Rockland Key hotel reviews by fellow wanderers

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