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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 $180 per night from Dec 1 to Dec 2
CA $180
CA $281 total
Dec 1 - Dec 2
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 ...
8.6/10 Excellent! (2,771 reviews)
"Very nice resort. Pool was great. Food was great as well. Bed was wonderful. Staff was very helpful and friendly. Shuttle made it excellent for getting to Old Town. The whole stay was the best…and we have traveled to all 50 states and 28 countries. Thank you!!"

Reviewed on Nov 2, 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 Blvd Key West FL
The price is CA $320 per night from Nov 15 to Nov 16
CA $320
CA $448 total
Nov 15 - Nov 16
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (1,810 reviews)
"I like to stay there. It’s very nice. The property is kept up very clean. Maybe get a little bit bigger trash cans for us"

Reviewed on Nov 1, 2026

Opens in a new windowMargaritaville Beach House Key West
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 $190 per night from Dec 1 to Dec 2
CA $190
CA $302 total
Dec 1 - Dec 2
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 ...
Opens in a new windowHavana Cabana at Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $285 per night from Nov 15 to Nov 16
CA $285
CA $427 total
Nov 15 - Nov 16
includes taxes & fees
Book a stay at this spa 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 ...
8.6/10 Excellent! (3,632 reviews)
"A mixed bag. Good: - location. - quiet (apart from the Roosters and party goers). - beach cafe food. - pool. - beds. - balcony room (part ocean view). Bad: - parking charges. - bad hotel management putting our family in the middle of an obvious group of party people. - grumpy and rude pool bar staff. ..."

Reviewed on Nov 1, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
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 $221 per night from Nov 17 to Nov 18
CA $221
CA $329 total
Nov 17 - Nov 18
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! (1,482 reviews)
"The restaurant is currently closed."

Reviewed on Nov 1, 2026

Opens in a new windowParrot Key Hotel & Villas
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
The price is CA $176 per night from Nov 15 to Nov 16
CA $176
CA $280 total
Nov 15 - Nov 16
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! (1,800 reviews)
"The property and our stay was great - - - until check out, where we were presented with a surprise $578 bill for Taxes, Fees, and taxes on fees for a 3-day stay. They claim that since we booked thru a booking agent, Expedia, that those fees were not collected, and would not have been charged if we ..."

Reviewed on Nov 1, 2026

Opens in a new windowHilton Key West Resort & Marina
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 $474 per night from Nov 22 to Nov 23
CA $474
CA $631 total
Nov 22 - Nov 23
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! (1,382 reviews)
"Parking is not included in the price and is $40/night and must be done through an App where there is an additional service fee - with tax it was $44.87 for the night. Along with the $69.75 resort fee (which is listed on the receipt as due at the property), the overall rate for the room was not as ..."

Reviewed on Oct 31, 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 $362 per night from Nov 4 to Nov 5
CA $362
CA $462 total
Nov 4 - Nov 5
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. ...
Opens in a new windowOpal Key Resort & Marina, Key West
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $178 per night from Nov 18 to Nov 19
CA $178
CA $247 total
Nov 18 - Nov 19
includes taxes & fees
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.4/10 Very good! (1,129 reviews)
"O"

Reviewed on Nov 1, 2026

Opens in a new windowDoubleTree Resort by Hilton Grand Key - Key West
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
725 Truman Avenue Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $196 per night from Nov 3 to Nov 4
CA $196
CA $291 total
Nov 3 - Nov 4
includes taxes & fees
Stay at this hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular ...
Opens in a new windowWinslow's Bungalows - Key West Historic Inns
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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 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.

Recent Key West hotel reviews by fellow wanderers

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