Explore top 2026 4 Star Hotels in Rockland Key

Name: The Perry Hotel & Marina Key West
Price range: $233 total
Rating: 9.4

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Top Rockland Key 4 Star hotels

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

Fully refundableReserve now, pay when you stay

$175 nightly

$197 total

Jul 1 - Jul 2

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 a playground, and families will appreciate ...

8.4/10 Very Good! (2,463 reviews)

"Beautiful love it was wonderful experience"

Reviewed on Jun 30, 2026

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

Fully refundableReserve now, pay when you stay

$249 nightly

$280 total

Jul 6 - Jul 7

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! (3,415 reviews)

"A variety of things to do"

Reviewed on Jun 30, 2026

Hyatt Centric Key West Resort and Spa

601 Front St Key West FL

Fully refundableReserve now, pay when you stay

$266 nightly

$299 total

Jul 13 - Jul 14

Total with taxes and fees

This smoke-free resort features a full-service spa, a marina, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. Enjoy the 24-hour gym and unwind ...

9/10 Wonderful! (1,005 reviews)

"Look out for charges that are not explained online or during booking!! Charged us $75 a day saying it was a deposit for the room and if we wanted to charge anything to the room. Was not disclosed online and they would not give a receipt for it. Only for the charge of resort fees. Also, the “beach” ..."

Reviewed on Jun 30, 2026

La Concha Key West, Autograph Collection

430 Duval St Key West FL

Fully refundableReserve now, pay when you stay

$216 nightly

$243 total

Jul 14 - Jul 15

Total with taxes and fees

This smoke-free hotel includes 3 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express ...

9/10 Wonderful! (431 reviews)

"I stay here anytime I’m in KW, love this resort and the customer service is great!! I’ll be back soon!"

Reviewed on Jun 25, 2026

Pier House Resort & Spa

1 Duval St Key West FL

Fully refundableReserve now, pay when you stay

$328 nightly

$369 total

Jul 8 - Jul 9

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! (1,202 reviews)

"We had a great time, the staff were so friendly and helpful. The one downside was the price for our suite was a little ridiculous for what the room really was. Our suite was very small with no view. Most hotels we stay at have bigger / nicer rooms for the price."

Reviewed on Jun 30, 2026

Margaritaville Beach House Key West

2001 South Roosevelt Boulevard Key West FL

$265 nightly

$298 total

Jul 6 - Jul 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! (1,817 reviews)

"The hotel is located near a beach, which is why we chose it. Unfortunately the beach was not usable. It was covered in seaweed, and there was a terrible smell of rotting seaweed all over the area including the hotel. The property itself is family and pet friendly. Lots of game areas for kids. They ..."

Reviewed on Jun 30, 2026

Havana Cabana at Key West

3420 N. Roosevelt Blvd Key West FL

$182 nightly

$204 total

Jul 16 - Jul 17

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! (1,818 reviews)

"We had an amazing time, the staff was really nice. The pool was amazing. The only downside was we thought this was a 21 plus resort, but it’s not. We googled it, because it was a big selling point for us and it appeared to be, but there were a ton of kids there. Just something to be aware of if that’s ..."

Reviewed on Jun 28, 2026

Casa Marina Key West, Curio Collection by Hilton

1500 Reynolds Street Key West FL

Fully refundableReserve now, pay when you stay

$247 nightly

$278 total

Jul 12 - Jul 13

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 ...

8.6/10 Excellent! (731 reviews)

"Room was clean and staff was pleasant and helpful. We did not use the pool or the spa facilities."

Reviewed on Jun 30, 2026

The Perry Hotel & Marina Key West

7001 Shrimp Road Key West FL

Fully refundableReserve now, pay when you stay

$207 nightly

$233 total

Jul 26 - Jul 27

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! (1,282 reviews)

"Great"

Reviewed on Jun 27, 2026

DoubleTree Resort by Hilton Grand Key - Key West

3990 S Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

$169 nightly

$190 total

Jul 15 - Jul 16

Total with taxes and fees

This resort features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...

8.4/10 Very Good! (1,049 reviews)

"Overall if was decent but the hotel offering shuttles downtown in a van that could only seat 12 leaving others behind was not cool,especially considering we’re charged a resort fee. They have bigger buses but didn’t use them."

Reviewed on Jun 29, 2026

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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.