Cow Key 4 Stars Hotels

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Check availability on Cow Key 4 Star Hotels

Tonight
Dec 25 - Dec 26
Tomorrow
Dec 26 - Dec 27
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Cow Key 4-star hotels

2 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.0 out of 10, Very Good, (1797)
"the staff was so welcoming and nice, it was a perfect place to stay in Key West!"
United Kingdom
Alicia
The price is NT$7,329
NT$10,015 total
includes taxes & fees
Jan 8 - 2026/1/9
Blue Flamingo Resort Key West
3 outdoor pools, pool umbrellas, sun loungers
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (2952)
"Wonderful stay!"
United States
Elisa
The price is NT$9,284
NT$12,744 total
includes taxes & fees
Jan 13 - 2026/1/14
Southernmost Beach Resort and Guesthouses
Exterior
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1002)
"Staff was courteous and the location is perfect for a weekend in Key West."
United States
TIMOTHY
The price is NT$12,546
NT$16,166 total
includes taxes & fees
Jan 12 - 2026/1/13
Hyatt Centric Key West Resort and Spa
6 outdoor pools, free cabanas, pool umbrellas
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
Stock Island
8.8 out of 10, Excellent, (1759)
"The place is great!"
United States
Anna
The price is NT$7,685
NT$10,571 total
includes taxes & fees
Jan 8 - 2026/1/9
Oceans Edge Key West Resort, Hotel & Marina
Beach nearby, white sand
Margaritaville Beach House Key West

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1775)
"Nice spot and great staff"
United States
Lindsay Brooke
The price is NT$11,225
NT$14,665 total
includes taxes & fees
Jan 8 - 2026/1/9
Margaritaville Beach House Key West
2 outdoor pools, open 8:00 AM to 10:00 PM, sun loungers
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1173)
"great place to stay "
United States
michael
The price is NT$8,404
NT$11,388 total
includes taxes & fees
Jan 11 - 2026/1/12
The Perry Hotel & Marina Key West
Outdoor pool, open 7:00 AM to 11:00 PM, cabanas (surcharge)
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.2 out of 10, Very Good, (1000)
"Nice property, comfortable stay - cookies and staff are great!"
United States
David
The price is NT$7,521
NT$9,523 total
includes taxes & fees
Jan 4 - 2026/1/5
DoubleTree Resort by Hilton Grand Key - Key West
4 outdoor pools, pool umbrellas, sun loungers
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1214)
"Great location - nice pools - excellent staff"
United States
Gary
The price is NT$6,922
NT$9,592 total
includes taxes & fees
Jan 8 - 2026/1/9
Parrot Key Hotel & Villas
3 outdoor pools, open 7:00 AM to 10:00 PM, sun loungers
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1087)
"Beautiful property, nice clean bungalows and great staff!"
United States
Robert
The price is NT$10,291
NT$13,169 total
includes taxes & fees
Jan 14 - 2026/1/15
Winslow's Bungalows - Key West Historic Inns
Fireplace
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very Good, (488)
"Clean, great staff and location."
United States
Vincent
The price is NT$14,155
NT$17,811 total
includes taxes & fees
Jan 12 - 2026/1/13
Casa Marina Key West, Curio Collection by Hilton
Exterior
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (297)
"Very nice staff! Clean hotel! "
United States
Tabitha Hall
The price is NT$11,194
NT$13,654 total
includes taxes & fees
Jan 8 - 2026/1/9
La Concha Key West, Autograph Collection
Private beach, white sand, sun loungers, beach umbrellas
Pier House Resort & Spa

Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1006)
"All accommodations were outstanding!"
United States
Bob
Pier House Resort & Spa
Outdoor pool, pool umbrellas, sun loungers
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1000)
"Great hotel, great beach, had a really good stay."
United States
Cristian Mihai
The price is NT$10,288
NT$13,460 total
includes taxes & fees
Jan 13 - 2026/1/14
The Reach Key West, Curio Collection by Hilton
Front of property - evening/night
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1025)
"Our stay was great!"
United States
Richard
The price is NT$13,175
NT$16,060 total
includes taxes & fees
Jan 4 - 2026/1/5
Opal Key Resort & Marina, Key West
3 outdoor pools, pool umbrellas, sun loungers
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1005)
"Perfect location.. close to the wharf for the best dining experience."
United States
Marty
The price is NT$9,742
NT$12,940 total
includes taxes & fees
Jan 13 - 2026/1/14
The Marker Key West Harbor Resort
Outdoor pool, sun loungers
Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1004)
"Location, large rooms"
United States
george
The price is NT$16,349
NT$20,834 total
includes taxes & fees
Jan 12 - 2026/1/13
Ocean Key Resort - A Noble House Resort
Outdoor pool, sun loungers
Havana Cabana at Key West

Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
8.8 out of 10, Excellent, (1706)
"Enjoyed stay, friendly staff and good shuttle bus"
United States
Abdul
Havana Cabana at Key West
Courtyard
Santa Maria Suites

Santa Maria Suites

Santa Maria Suites
4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1001)
"Awesome place we loved it"
United States
Josh
The price is NT$16,633
NT$20,835 total
includes taxes & fees
Jan 13 - 2026/1/14
Santa Maria Suites
Mansion Room #201 - Ocean View with private balcony - Adults Only | Terrace/patio
Southernmost House

Southernmost House

Southernmost House
4.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1000)
"Great place to stay. Staff was very friendly"
United States
Jacob
The price is NT$11,546
NT$15,907 total
includes taxes & fees
Jan 14 - 2026/1/15
Southernmost House
Room 27C - Economy - Queen Bed - Adults Only 21+ | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe
Bishop Hotel Key West

Bishop Hotel Key West

Bishop Hotel Key West
4.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (338)
"Very clean rooms, great staff, excellent location. The breakfast each morning was great as was the Happy Hour at their bar."
United States
Jonathan
Bishop Hotel Key West
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Top Cow Key Hotel Reviews

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Everything : Perfect "
Edward 1-night trip
Posted 5 hours ago
Pier House Resort & Spa

Frequently asked questions

What are the best 4-star hotels in Cow Key?
Relax in 4-star hotel comfort at The Perry Hotel & Marina Key West. Highly recommended by many of our guests, it features a terrace and concierge services. Also consider DoubleTree Resort by Hilton Grand Key - Key West. Concierge services and proposal/romance packages make this getaway another in-demand pick in Cow Key.
How much does it cost to stay in a 4-star hotel in Cow Key?
With Expedia's search and sort filters, scoring an awesome deal on a 4-star hotel in Cow Key just got simpler. Start by entering your chosen arrival date and length of your stay. Then sort the results by price and choose a property that best fits your budget and style.

  • Search for the lowest price from NT$9,523

What's the difference between 5-star and 4-star hotels in Cow Key?
Treat yourself to luxury during your Cow Key getaway by staying at a 4-star hotel. As well as featuring upscale accommodations, these retreats are typically packed with amenities such as large beds, complimentary bathrobes and more. A 5-star hotel will go the extra mile to make your trip an even more lavish and special one. 24-hour front desk, elegant furnishings and world-class dining are only the start of the first-rate services and conveniences you'll likely get access to.

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