Best Resorts in Key West

Most properties are fully refundable. Because flexibility matters.

Save 10% or more on over 100,000 hotels worldwide as a One Key member.

Search over 2.9 million properties and 550 airlines worldwide.

Find properties with these dates

Tonight
May 15 - May 16
Tomorrow
May 16 - May 17
This weekend
May 17 - May 19
Next weekend
May 24 - May 26

Compare Resorts in Key West with updated reviews, rates, and availability.

2 outdoor pools, pool umbrellas, sun loungers
Casa Marina Key West, Curio Collection by Hilton
5.0 star property
6.6 out of 10, (1002)
"Had read some negative reviews in past years about the state of the resort. The last time we stayed at The Casa was probably 7 years ago and loved it. Had been hesitant to book our babymoon stay here but SO glad we did. The property has made it a priority to make upgrades and the necessary facelift that everyone was hoping for. If you have any reservations about staying here, you shouldn’t! The Casa is back, and we will be back soon!"
The price is $388
$498 total
includes taxes & fees
11 Jun - 12 Jun
Casa Marina Key West, Curio Collection by Hilton
Suite (Dockside) | Balcony
Pier House Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (1002)
"Will definitely stay there again"
The price is $449
$566 total
includes taxes & fees
23 May - 24 May
Pier House Resort & Spa
Exterior
Hyatt Centric Key West Resort and Spa
4.0 star property
9.0 out of 10, Wonderful, (1003)
"Excellent !"
The price is $403
$515 total
includes taxes & fees
4 Jun - 5 Jun
Hyatt Centric Key West Resort and Spa
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Courtyard
Santa Maria Suites
4.0 star property
9.6 out of 10, Exceptional, (1000)
"It was very clean and spacious. Staff were very nice and helpful. "
The price is $499
$606 total
includes taxes & fees
16 May - 17 May
Santa Maria Suites
Outdoor pool, sun loungers
Ocean Key Resort - A Noble House Resort
4.0 star property
9.2 out of 10, Wonderful, (1003)
"Everything was fine "
The price is $399
$512 total
includes taxes & fees
2 Jun - 3 Jun
Ocean Key Resort - A Noble House Resort
Standard Suite | Resort view
Coconut Beach Resort
2.0 star property
8.8 out of 10, Excellent, (70)
"We were upgraded to the oceanfront and it’s so beautiful. The cottage is nice and spacious. "
Coconut Beach Resort
Property grounds
Tropical hidden gem behind Hemingway's House.
Tropical hidden gem behind Hemingway's House.
A heated pool
Tropical hidden gem behind Hemingway's House.
Tropical hidden gem behind Hemingway's House.
An infinity pool, a heated pool
Two Bedroom Condo, Key West, Ocean View 3054374
10.0 out of 10, Exceptional, (2)
"Everything was perfect. Ocean front, two bedroom villa. Couldn't ask for anything to be more perfect."
Two Bedroom Condo, Key West, Ocean View 3054374
Outdoor pool, a heated pool
Hyatt Beach House- 2 BDR 2BTH Located On The Gulf With Private White Sand Beach!
Hyatt Beach House- 2 BDR 2BTH Located On The Gulf With Private White Sand Beach!
Pool | Outdoor pool, a heated pool
Hyatt Vacation Club Windward Pointe Key West. Spectacular Key West Ocean Resort
Hyatt Vacation Club Windward Pointe Key West. Spectacular Key West Ocean Resort
Interior
Price Drop! Oceanfront Resort 2 bedrooms sleeps 6 Hyatt. Check in December 24
Price Drop! Oceanfront Resort 2 bedrooms sleeps 6 Hyatt. Check in December 24
Outdoor pool, a heated pool
Two-bedroom townhouse overlooking the harbor. ONLY AVAILABLE Nov. 12 - Nov 19
Two-bedroom townhouse overlooking the harbor. ONLY AVAILABLE Nov. 12 - Nov 19
Property grounds
Beautiful oceanfront Key West Resort Condo 2./2
10.0 out of 10, Exceptional, (1)
"Great place to stay for Two retired folks who love to travel. Pool was very nice but hot tub wasn’t working. We had our own vehicle and drove to Duval St for excitement then back to resort for peace and quiet! Hop on/hop off Trolley pickup about 1/2 mile from resort (to the right coming out of resort). Would definitely stay here again!!"
Beautiful oceanfront Key West Resort Condo 2./2
Outdoor pool, a heated pool
BEACHFRONT-Coconut Beach Resort, 7 nights only, May 11-18, on Atlantic, beach!
10.0 out of 10, Exceptional, (1)
"Old town Key West is wonderful!!🌴🌴🌴Looking forward to going back already!🌴🌴🌴Beautiful resort!"
BEACHFRONT-Coconut Beach Resort, 7 nights only, May 11-18, on Atlantic, beach!
A heated pool
Tropical hidden gem behind Hemingway's House.
Tropical hidden gem behind Hemingway's House.
Outdoor dining
Celebrate New Years Eve in Key West @ Exclusive Hyatt Windward - SLEEPS 6 !
10.0 out of 10, Exceptional, (1)
"Wonderful rental!! Lots of room with all the conveniences of home, including a BBQ pit where we enjoyed a few meals watching the water. Ocean view with large balcony...roomy enough for all 6 of us to be on comfortably.Will definitely stay again!"
Celebrate New Years Eve in Key West @ Exclusive Hyatt Windward - SLEEPS 6 !
Property grounds
KEY WEST HIDDEN GEM! This studio is available for Fantasy Fest 2024!
KEY WEST HIDDEN GEM! This studio is available for Fantasy Fest 2024!
A heated pool
Tropical hidden gem behind Hemingway's House.
Tropical hidden gem behind Hemingway's House.
Lake
KEY WEST - Weekly Stay Only - 2 Bedroom 2 Bathrooms Sleeps 6
KEY WEST - Weekly Stay Only - 2 Bedroom 2 Bathrooms Sleeps 6
Don't see what you're looking for?
See all available properties in Key West
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.

Other property types in Key West

Beach towels
Steps from Duval, Pool & Bikes $129-$299 Night!
9.6 out of 10, Exceptional, (330)
"First off the communication with Ken was amazing. Always got back to me right away. The property was very clean and just what was needed. Location. Was amazing and having the bikes was awesome. We rode them all over. Would definitely rent here again."
The price is $99
$240 total
includes taxes & fees
20 May - 21 May
Steps from Duval, Pool & Bikes $129-$299 Night!
Outdoor pool
Hyatt Vacation Club at Sunset Harbor, Key West
3.5 star property
8.4 out of 10, Very Good, (227)
"Perfect location - not to far of a walk from Duval Street and the action but tucked away just enough to be able to have some peace!"
The price is $273
$329 total
includes taxes & fees
29 May - 30 May
Hyatt Vacation Club at Sunset Harbor, Key West
Outdoor dining
Poolside Cottage #411
10.0 out of 10, Exceptional, (16)
"My son and his new wife stayed here for their honeymoon and they absolutely loved it!"
The price is $216
$369 total
includes taxes & fees
28 May - 29 May
Poolside Cottage #411
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.

Frequently asked questions

What is Key West like for a resort vacation?
Dreaming of a relaxing escape? You deserve the comforts and luxuries of a resort, where you can find everything you need for your vacation from convenient food and drink options to entertainment and shopping. Pick from 71 resorts in Key West and discover the best one for you, whether you picture yourself kicking back in a luxury suite or checking out the on-site boutiques.
What's a favorite resort in Key West?
Casa Marina Key West, Curio Collection by Hilton - Luxury resort, 5-minute walk from Florida Keys Beaches. Features 2 outdoor pools, a private beach, and a full-service spa. Pier House Resort & Spa - Beach resort steps from Mallory Square. Has a private beach, 2 bars, and a full-service spa. Highly rated for its proximity to shopping. Hyatt Centric Key West Resort and Spa - Beach resort, 5-minute walk from Duval Street. Popular for its proximity to shopping. Enjoy the spa, a marina, and 24-hour fitness center. Ocean Key Resort - A Noble House Resort - Spa resort steps from Mallory Square. Amenities include 2 restaurants, 3 bars, and a full-service spa. Santa Maria Suites - Located just steps from South Beach. Access to 2 outdoor pools, a fitness center, and a terrace.
How many hotel resorts will I find in Key West?
Choose among Expedia’s 71 resort hotels in Key West where you can enjoy onsite spas, spacious rooms, and more.
What can I do in Key West?
Travelers come to Key West to try boating and other popular water activities, and also speak highly of the live music venues. Head to Duval Street and Mallory Dock for some retail therapy, or take the whole family to Mel Fisher Maritime Museum and Florida Keys Eco - Discovery Center. A few other attractions you may want to see are Dry Tortugas National Park and Ernest Hemingway Home and Museum.
What's the weather like in Key West?
The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 73°F. Average annual precipitation for Key West is 38 inches.
What's the best way to get to and around Key West?
Fly into Key West Intl. Airport (EYW), which is located 3 mi (4.8 km) away from the city center. If you’d like to explore around the area, you may want to rent a car for your trip.