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Top Key Haven hotels

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
$218 nightly
The price is $245 total per night from May 25 to May 26
$245 total
May 25 - May 26
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 ...
We had a fantastic stay at Havana Cabana Key West! The pool area is truly the highlight—beautiful, spacious, and such a fun atmosphere with plenty of seating to relax and unwind. The food and drinks were excellent, with great poolside service that made it easy to settle in and enjoy the day without ...

Reviewed on Apr 27, 2026

Opens in a new windowHavana Cabana at 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
$262 nightly
The price is $294 total per night from May 18 to May 19
$294 total
May 18 - May 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. ...
Nice place to stay, just expect a big unexpected fee at the end of your stay. There are hidden fees.

Reviewed on Apr 27, 2026

Opens in a new windowOceans Edge Key West Resort, Hotel & 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
$381 nightly
The price is $429 total per night from May 25 to May 26
$429 total
May 25 - May 26
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. ...
We enjoyed the beach-pool area with restaurant and bar adjacent. We rented bikes from next door and road to a concert at the island amphitheater. The only minor suggestion would be to change the drawer and cupboard hardware. They were really difficult to open.

Reviewed on Apr 26, 2026

Opens in a new windowPier House Resort & Spa
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
$250 nightly
The price is $281 total per night from May 26 to May 27
$281 total
May 26 - May 27
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 ...
Great location, right next to airport and very close to downtown. Clean nice facility. The bartenders were excellent would 10/10 recommend.

Reviewed on Apr 27, 2026

Opens in a new windowMargaritaville Beach House 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
$330 nightly
The price is $372 total per night from May 4 to May 5
$372 total
May 4 - May 5
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 ...
The $65 a day add on fee was ridiculous but after speaking to manager it was refunded . Beach had a lot of grass but I think k it’s just grass season . Food was very good but pricy . Room was nice until u had to look behind the bed for a lost earring then it was not so nice . For the cost I would ...

Reviewed on Apr 27, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$254 nightly
The price is $286 total per night from May 11 to May 12
$286 total
May 11 - May 12
Total with taxes and fees
This smoke-free hotel features a private beach, a marina, and 2 restaurants. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink ...
The room size was great, full kitchen and 1.5 baths. Needs updating though...damaged tiles, squeaky doors and dishwasher door. Very difficult to reach the front desk by phone but staff was friendly when they answered. Restaurant service and food was great! I asked for a room with a nice view, it ...

Reviewed on Apr 27, 2026

Opens in a new windowBeachside Resort & Residences
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
$219 nightly
The price is $247 total per night from May 27 to May 28
$247 total
May 27 - May 28
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 ...
The room was very clean and the staff very helpfull

Reviewed on Apr 27, 2026

Opens in a new windowBlue Flamingo Resort 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
$371 nightly
The price is $417 total per night from May 6 to May 7
$417 total
May 6 - May 7
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 ...
Property was nice with great beach location and close to downtown Key West. BUT they screw you with hidden charges. They 67+ per day resort fee was at least disclosed. But we had 2 100 per day (before tax) “beach” charges that were not disclosed and nobody ever mentioned to us. That is ridiculous ...

Reviewed on Apr 27, 2026

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$177 nightly
The price is $199 total per night from May 25 to May 26
$199 total
May 25 - May 26
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public ...
We were very pleased with the accommodations and service.

Reviewed on Apr 26, 2026

Opens in a new windowHilton Garden Inn Key West / The Keys Collection
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