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Featured Key West 4 Star hotels

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
The price is CA $208 per night from Jun 3 to Jun 4
CA $208
CA $311 total
Jun 3 - Jun 4
includes taxes & fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (2,216 reviews)
It was a fun hotel

Reviewed on May 13, 2026

Opens in a new windowBlue Flamingo Resort Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is CA $299 per night from May 26 to May 27
CA $299
CA $436 total
May 26 - May 27
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (3,311 reviews)
Loved our stay with Southern most! It was safe, clean, quiet, roomy, and stylish. The staff were all friendly and knowledgeable.

Reviewed on May 13, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
The price is CA $231 per night from Jun 8 to Jun 9
CA $231
CA $345 total
Jun 8 - Jun 9
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (1,818 reviews)
The view from our toom was obsteucted, parking area only. The beach is across the street from the resort, but they do have a fresh water shower at the front to rinse off. The beach area was nice, soft sand when we went for evening walks. They had lounge chairs with umbrellas for guests, not sure ...

Reviewed on May 12, 2026

Opens in a new windowMargaritaville Beach House 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
The price is CA $377 per night from May 25 to May 26
CA $377
CA $516 total
May 25 - May 26
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...
8.4/10 Very Good! (648 reviews)
First BE CAREFUL. EXPEDIA shows the rooms all have balconies which they do not and I was charged an additional 150 plus fees a night. TOTAL false advertising and I am very disappointed with Expedia's response regarding this. BASICALLY too bad.

Reviewed on May 13, 2026

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
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
The price is CA $211 per night from May 31 to Jun 1
CA $211
CA $328 total
May 31 - Jun 1
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
9/10 Wonderful! (1,777 reviews)
Awesome experience staying here with free cocktails

Reviewed on May 13, 2026

Opens in a new windowHavana Cabana at 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
The price is CA $393 per night from May 25 to May 26
CA $393
CA $538 total
May 25 - May 26
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,114 reviews)
Fantastic stay! Staff was great, spa was wonderful and resort is the best in Key West!

Reviewed on May 10, 2026

Opens in a new windowPier House Resort & Spa
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
The price is CA $354 per night from May 25 to May 26
CA $354
CA $452 total
May 25 - May 26
includes taxes & fees
Stay at this hotel in Key West. Enjoy a marina, 3 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.2/10 Wonderful! (1,096 reviews)
Helpful staff, excellent location.

Reviewed on May 13, 2026

Opens in a new windowOpal Key Resort & Marina, 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
The price is CA $251 per night from Jun 7 to Jun 8
CA $251
CA $366 total
Jun 7 - Jun 8
includes taxes & fees
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
9/10 Wonderful! (1,856 reviews)
Everything about oceans edge was wonderful! The rooms were beautiful! The beds and pillows do comfortable! The view was beautiful! The property and pool lovely. Loved the marina view! The shuttle to downtown was great and the drivers - esp Jeffrey! And the food and drinks at Yellowfin Restaurant ...

Reviewed on May 12, 2026

Opens in a new windowOceans Edge Key West Resort, Hotel & Marina
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

4 out of 5
430 Duval St Key West FL
The price is CA $244 per night from May 26 to May 27
CA $244
CA $320 total
May 26 - May 27
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (391 reviews)
We've stayed there about 5 times over the years, watched it change with renovations, etc. We've enjoyed our stay every time. I will say that I enjoyed the menu changes. Thanks for an enjoyable stay.

Reviewed on May 13, 2026

Opens in a new windowLa Concha Key West, Autograph Collection
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
The price is CA $255 per night from May 26 to May 27
CA $255
CA $365 total
May 26 - May 27
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 4 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. ...
9/10 Wonderful! (1,385 reviews)
Great stay!

Reviewed on May 11, 2026

Opens in a new windowParrot Key Hotel & Villas
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4 Star Hotels Key West

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 Key West 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 Key West 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 Key West, 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.

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