Explore top 2026 4 Star Hotels in Stock Island

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Top Stock Island 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
$175 nightly
The price is $197 total per night from Dec 18 to Dec 19
$197 total
Dec 18 - Dec 19
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 ...
8/10 Very Good! (1,762 reviews)
Clean, friendly, great pool and game areas, free shuttle was a bonus. Away from the crowded tourist area. Motel has bikes which we rented for two days. Will stay here again.

Reviewed on Dec 14, 2025

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
Fully refundable
$253 nightly
The price is $285 total per night from Dec 18 to Dec 19
$285 total
Dec 18 - Dec 19
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 ...
8.6/10 Excellent! (2,914 reviews)
Room was spotless. Only complaint was the water took awhile to heat up

Reviewed on Dec 10, 2025

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St Key West FL
Fully refundableReserve now, pay when you stay
$342 nightly
The price is $385 total per night from Dec 18 to Dec 19
$385 total
Dec 18 - Dec 19
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 ...
8.8/10 Excellent! (1,004 reviews)
Nice. Cold weather but still charged $65 for use of pool towels & facilities

Reviewed on Dec 9, 2025

Opens in a new windowHyatt Centric Key West Resort and Spa
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
$236 nightly
The price is $265 total per night from Dec 18 to Dec 19
$265 total
Dec 18 - Dec 19
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. ...
8.8/10 Excellent! (1,753 reviews)
Everything was great. Suites were spacious, clean and well designed. Staff was friendly, helpful and courteous in additional knowledgeable. The views were great. Excellent job!

Reviewed on Dec 14, 2025

Opens in a new windowOceans Edge Key West Resort, Hotel & Marina
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
$314 nightly
The price is $353 total per night from Dec 18 to Dec 19
$353 total
Dec 18 - Dec 19
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 ...
8.6/10 Excellent! (1,777 reviews)
Beach directly across street. Loungers and umbrella for rent. Great beach vibe. Nice pool. Free downtown and airport shuttle.

Reviewed on Dec 12, 2025

Opens in a new windowMargaritaville Beach House Key West
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
7001 Shrimp Road Key West FL
$194 nightly
The price is $219 total per night from Dec 18 to Dec 19
$219 total
Dec 18 - Dec 19
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! (1,173 reviews)
great place to stay

Reviewed on Dec 11, 2025

Opens in a new windowThe Perry Hotel & 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
$194 nightly
The price is $218 total per night from Dec 18 to Dec 19
$218 total
Dec 18 - Dec 19
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 ...
8/10 Very Good! (1,000 reviews)
Shuttle service was good. Only complaint was we were notified night before mandatory fire alarm testing which was all day the next day. We would have plan our day differently. People in next room were very loud.

Reviewed on Dec 9, 2025

Opens in a new windowDoubleTree Resort by Hilton Grand Key - Key West
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
2801 N Roosevelt Blvd Key West FL
$216 nightly
The price is $244 total per night from Dec 18 to Dec 19
$244 total
Dec 18 - Dec 19
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, ...
8.8/10 Excellent! (1,184 reviews)
The facility was really well taken care of and the staff was very helpful. We had three meals at the restaurant and thought it was exceptional

Reviewed on Dec 9, 2025

Opens in a new windowParrot Key Hotel & Villas
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
725 Truman Avenue Key West FL
$304 nightly
The price is $342 total per night from Dec 18 to Dec 19
$342 total
Dec 18 - Dec 19
Total with taxes and fees
This smoke-free hotel features 3 outdoor pools, a bar/lounge, and a poolside bar. Guests will appreciate free perks like continental breakfast and WiFi in public ...
9.2/10 Wonderful! (1,075 reviews)
This place is AMAZING! From the gorgeous landscaping, to the delicious free breakfast, to the beautiful room we had...I can't say enough. We will definitely stay here every time we're in KW. We had 3 other couples with us and they all said the same. Top notch!

Reviewed on Dec 16, 2025

Opens in a new windowWinslow's Bungalows - Key West Historic Inns
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
$417 nightly
The price is $470 total per night from Dec 18 to Dec 19
$470 total
Dec 18 - Dec 19
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 ...
8.2/10 Very Good! (469 reviews)
The resort was nice and the pools were very nice. The pool staff was friendly and accommodating. The room was clean but the toilet in the bathroom ran non stop , the housecleaning wasn’t done daily but they did bring us towels and water upon our request. We love to walk but it is a distance to walk ...

Reviewed on Dec 10, 2025

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
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4 Star Hotels Stock Island

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 Stock Island 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 Stock Island 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 Stock Island, 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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