Search Romantic Hotels in Key West

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Key West Romantic Hotels

Tonight
20 Dec - 21 Dec
Tomorrow
21 Dec - 22 Dec
Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan

Our top choices for Key West romantic hotels

Interior detail
Ibis Bay Beach Resort

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.0 out of 10, Very good, (2013)
"Good location and breakfast "
United States
Abhay
The price is Rp3.164.232
Rp4.010.001 total
includes taxes & fees
21 Dec - 22 Dec
Ibis Bay Beach Resort
2 outdoor pools, open 7:00 AM to 11:00 PM, pool 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, (1782)
"Great, friendly staff, nice amenities, easy parking and convenient location "
Canada
Caitlyn
The price is Rp3.904.425
Rp5.334.665 total
includes taxes & fees
21 Dec - 22 Dec
Blue Flamingo Resort Key West
Outdoor pool, open 7:00 AM to 11:00 PM, pool 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, (1002)
"Nice property, comfortable stay - cookies and staff are great!"
United States
David
The price is Rp4.006.600
Rp5.072.738 total
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree Resort by Hilton Grand Key - Key West
Marina
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, (1177)
"great place to stay "
United States
michael
The price is Rp4.357.605
Rp5.931.258 total
includes taxes & fees
8 Jan - 9 Jan 2026
The Perry Hotel & Marina Key West
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, (1001)
"Staff was courteous and the location is perfect for a weekend in Key West."
United States
TIMOTHY
The price is Rp5.427.000
Rp7.198.313 total
includes taxes & fees
21 Dec - 22 Dec
Hyatt Centric Key West Resort and Spa
Ocean View 3BR Condo with Rooftop Balcony | Balcony
Beachside Resort & Residences

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (1800)
"Great stay"
United States
james
The price is Rp3.865.450
Rp5.196.600 total
includes taxes & fees
21 Dec - 22 Dec
Beachside Resort & Residences
Front of property
Duval Inn

Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.6 out of 10, Excellent, (717)
"Property was clean and perfect location."
United States
Tracy
Duval Inn
Private beach, scuba diving, sailing, kayaking
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
8.4 out of 10, Very good, (1005)
"Great view, amazing room and friendly staff"
United States
Kristine
The price is Rp5.503.045
Rp7.195.926 total
includes taxes & fees
14 Jan - 15 Jan 2026
The Reach Key West, Curio Collection by Hilton
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, (1007)
"Lovely hotel, great room and ideal location."
United States
Donald
The price is Rp6.284.600
Rp8.163.114 total
includes taxes & fees
23 Dec - 24 Dec
Pier House Resort & Spa
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.
View all properties

Top Key West Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Staff were really helpful and friendly. Room was great and clean "
Evelyn 3-night trip
Posted 2 days ago
Southernmost Beach Resort and Guesthouses

Frequently asked questions

Searching for romantic hotels in Key West?
Are you and your partner looking for a romantic holiday? Couples choose Key West for its beautiful sunsets, beautiful ocean views and great live music scene. If you're a pair that loves cultural attractions, you might check out Red Barn Theater, Key West Film Society or Roy John-Karl Gallery. Whether you want to soak in a hot tub or enjoy a decadent breakfast in bed, you'll have your choice of 15 hotels and other lodging options in Key West to make for the perfect retreat.
How many romantic hotels will we find in Key West?
Expedia has 15 romantic Key West hotels for you to get cosy in.
When is the best time of year for a romantic getaway to Key West?
If you're looking forward to lots of outings with your partner, take a look at these details about year-round temperatures in Key West: The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 23°C. Average annual precipitation for Key West is 956 mm.
What is there to do in Key West?
There's nothing better than experiencing a new place with your sweetheart, so consider checking out all that Key West has to offer. Couples looking for a little of everything will enjoy Key West for its live music, bars and sunsets. You might consider a visit to Duval Street, Ernest Hemingway Home and Museum or Key West Lighthouse and Keeper's Quarters Museum.
What's the best way to get to Key West and around town during my romantic getaway?
These transportation options in Key West might help your romantic trip get off to a smooth start: Make your way to Key West with a flight to Key West, FL (EYW-Key West Intl.), which is the closest major airport located 3 mi (4.8 km) from the city centre. If you'd like to explore around the area, you may want to rent a car for your trip.