Name: Hawks Cay Resort
Price range: $348 total
Rating: 8

Your Florida Keys Vacation

When adventure calls, answer it with a tailor-made vacation package to Florida Keys. Wherever it is you're going and whatever you have planned, prepare to discover a destination with plenty to offer. A trip to Florida Keys wouldn't be complete without spending some time in its best cities, starting with Key West. Two of the top attractions here include Smathers Beach and Mallory Square. Key Largo is another favorite city with Florida Keys travelers. Visitors to this destination enjoy John Pennekamp Coral Reef State Park and Jimmy Johnson's Big Chill. Expedia has hotels, flights and whatever else you need to help you put together your very own customized Florida Keys vacation today.

The Latest Florida Keys vacation packages

Price found within the past 48 hours. Click for updated prices.

Bay Breeze Premium Apartments By Eskape Collection

$339

per person

Feb 28 - Mar 3

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.6/10 Excellent! (189 reviews)

From the very efficient and effective check in, courteous customer service, and spotless room, our stay was great from the beginning. The place was spacious and modern. There was a big wrap around balcony (we had the two bedroom), and large kitchen. Even a washer and dryer. The only cons were the water pressure in the bathroom sink, and after a certain time, you cannot get more towels. House cleaning is "ask if you want", its not every day. For us we liked our privacy, so this worked for us. Another thing we loved was the quiet. The views were ok. Go ahead and book, you will not regret.

Reviewed on Dec 8, 2025

Creekside Inn

$454

per person

Jan 27 - Jan 31

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1,004 reviews)

Found a bottle Gatorade and water bottle when I entered the room. Was shcoked

Reviewed on Dec 26, 2025

Hawks Cay Resort

$1,030

per person

Mar 17 - Mar 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1,003 reviews)

TV and. Internet was very spotty. Several promises to fix with no show. Otherwise really nice accommodations.

Reviewed on Dec 27, 2025

The Shelborne By Proper, a Member of Design Hotels

South Beach

$1,237

per person

Feb 17 - Feb 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.4/10 Exceptional! (56 reviews)

Hotel was perfect to service to pool and beach to decor

Reviewed on Dec 24, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$6,938

per person

Mar 5 - Mar 8

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1 review)

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Where to stay in Florida Keys

Find the best Florida Keys areas and neighborhoods for the activities you enjoy most. Learn more about Florida Keys

Old Town Key West

2 out of top 10 points of interest in this area

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

Discover the most popular places to visit in Florida Keys

Duval Street

Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.

Mallory Square

Arrive at this square at day’s end to find street performers, food carts and one of the most beautiful sunsets in the United States.

Smathers Beach

Key West’s popular party beach has an electric atmosphere on the weekends and is a destination for water sports lovers.

What to do in Florida Keys

Entertainer in character at the Shipwreck Treasure Museum in Key West

Shipwreck Treasure Museum Tickets

$19

per adult

78% of travellers recommend

Sunset Dinner Cruise with Unlimited Open Bar

Sunset Dinner Cruise in Key West with Live Music & Unlimited Open Bar!

$81

per adult

88% of travellers recommend

Passengers enjoying the shade on the Conch Tour Train in Key West

Key West Conch Tour Train

$45

per adult

88% of travellers recommend

See all activities in Florida Keys

Florida Keys Hotel Deals

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL

Fully refundableReserve now, pay when you stay

$233 nightly

$263 total

Jan 25 - Jan 26, 2026

Total with taxes and fees

9.2/10 Wonderful! (1,597 reviews)

It was a great breakfast.... they had everything that i liked in particular. They had healthy options.. not a big place so it didnt seem overwhelmed with options just the right amount of options. Place i staid had an amazing ocean view :)

Reviewed on Dec 23, 2025

Isla Bella Beach Resort & Spa

1 Knights Key Boulevard Marathon FL

Fully refundableReserve now, pay when you stay

$407 nightly

$458 total

Jan 6 - Jan 7, 2026

Total with taxes and fees

9/10 Wonderful! (1,072 reviews)

Beautiful property, staff are very friendly

Reviewed on Dec 20, 2025

Hawks Cay Resort

61 Hawks Cay Blvd Marathon FL

Fully refundableReserve now, pay when you stay

$310 nightly

$348 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

8/10 Very Good! (1,003 reviews)

TV and. Internet was very spotty. Several promises to fix with no show. Otherwise really nice accommodations.

Reviewed on Dec 27, 2025

See all 8,409 properties in Florida Keys

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.