✓ Verified Picks💰 Prices Included★ Top RatedUpdated Oct 2026

The 7 BEST Key West Hotels with Free Airport Shuttle 2026

JL
By Jessica Lane·Travel Editor

Discover Key West hotels that pair comfortable stays with free airport shuttle service. Finding Key West hotels with a free airport shuttle can take extra research. This list makes it easier to spot convenient stays and compare your options.

1

3990 South Roosevelt Boulevard, Key West

$406$284/night

Free airport rides pair with a relaxed resort pool. A complimentary airport shuttle runs on demand, making the short ride to this recently refreshed resort easy. You also get a free shuttle into Old Town, then can unwind by the zero-entry pool or tiki bar. Smathers Beach is about 2 miles away, and Duval Street is about 4 miles away. It’s a relaxed, full-service stay for you if you want airport and island exploring made simple.

2

3420 N Roosevelt Blvd, Key West

$423$296/night

Airport transfers meet a lively Cuban-inspired pool scene. Airport pickup and drop-off are included in the resort fee, with transfers scheduled through the hotel. A separate complimentary shuttle runs to downtown, so you can leave the car behind after enjoying the Cuban-inspired pool and bar. Mallory Square is about a 14-minute drive away. It’s a lively, adults-focused island stay for you if a colorful pool scene matters as much as easy transfers.

3

2001 South Roosevelt Boulevard, Key West

$450$315/night

Hourly airport rides and beach access across the street. The complimentary airport shuttle runs daily from 6 a.m. to 10 p.m., with pickups arranged through the front desk. It also serves the Historic Seaport, while a lagoon-style pool and tropical garden hammocks keep the mood easy back at the hotel. Smathers Beach is just across the street. It’s a laid-back, beach-first stay for you if you want airport rides and sand close at hand.

4

3755 South Roosevelt Boulevard, Key West

$420$294/night

A free airport shuttle comes with ocean views. A complimentary airport shuttle runs daily from 8 a.m. to 10:30 p.m., and the airport is just half a mile away. Free hot breakfast and an oceanfront pool make settling in feel easy after your flight. Smathers Beach is about 1.5 miles away, and Duval Street is about 4 miles away. It’s an easygoing, good-value stay for you if a simple arrival and breakfast by the water sound right.

5

3820 North Roosevelt Boulevard, Key West

$360$252/night

Poolside island energy with a free Old Town shuttle. Its complimentary shuttle takes you to Old Town, though it does not provide airport transfers. Once you arrive by other means, the resort’s pools, lawn games, and island-inspired dining make it easy to settle into vacation mode. Smathers Beach is a few minutes away by car. It’s a playful, pool-centered stay for you if getting around town free matters more than an airport shuttle.

6

3841 North Roosevelt Boulevard, Key West

$243$194/night

A private beach and free shuttle to downtown. A complimentary shuttle runs to downtown, but the resort does not offer airport shuttle service. In its place, you get a private beach, a waterfront pool, and a relaxed setting for easing into island time. Smathers Beach is about 2 miles away, and Key West International Airport is less than 2 miles away. It’s a spacious, beach-oriented stay for you if airport proximity and a downtown ride are enough.

7

7001 Shrimp Rd, Key West

$423$296/night

A marina-side stay with free hourly rides to Old Town. The complimentary shuttle runs hourly to Old Town, while airport transfers are not provided. Back at the marina, you can slow down by the waterfront pool or settle in for dockside dining. Duval Street is about 5 miles away, and the Historic Seaport is about a 20-minute shuttle ride away. It’s a polished, easygoing marina stay for you if waterfront downtime and town access top your list.

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Frequently Asked Questions

Which hotels in Key West offer free airport shuttle services?

Some popular hotels in Key West that provide free airport shuttle services include the Hilton Garden Inn, the Hyatt Windward Pointe, and the Sheraton Suites.

How often do the airport shuttles run from these hotels?

The frequency of airport shuttles can vary by hotel. Most hotels provide shuttles on a scheduled basis, typically every 30 minutes to an hour. It's best to check with the hotel directly for their specific schedule.

What should I do if my flight arrives late at night?

If your flight arrives late, confirm with your hotel if they offer shuttle service during late hours. Some hotels may provide alternative transportation options or arrange a taxi for you.

Are there any additional services included with the airport shuttle?

Some hotels may offer complimentary beverages or snacks during the shuttle ride. Additionally, they might provide information about local attractions and events for your stay.

Can I reserve a shuttle in advance when booking my hotel?

Yes, many hotels allow you to reserve airport shuttle services in advance when making your booking. It's advisable to mention your travel details during the reservation process.

What is the best way to find the shuttle at the airport?

Upon arrival at Key West International Airport, look for clearly marked signs indicating shuttle pickup locations. You can also contact your hotel for specific instructions on where to meet the shuttle.

Do I need to provide my flight information for the shuttle service?

Yes, it is recommended to provide your flight details to the hotel so they can coordinate your pickup effectively and adjust for any delays.

Are there luggage restrictions for the shuttle service?

Most hotels do not enforce strict luggage restrictions, but it is wise to check with your hotel regarding their policies, especially if you have oversized bags or sports equipment.

What are some nearby attractions accessible from these hotels?

Many of the hotels with free airport shuttles are located close to popular attractions such as Duval Street, the Ernest Hemingway Home and Museum, and the Southernmost Point Buoy.

Can I use the shuttle for transportation to places other than the airport?

Typically, the free airport shuttle is designated for airport transfers only. However, some hotels may offer shuttle services to nearby attractions for a fee. Check with your hotel for options.

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