Leeward Islands Car Rentals

Compare car suppliers to unlock big savings, and package your flight, hotel, and car to save even more.

Members save 10% more on select hotels, cars, activities and holiday rentals. Sign up.Opens in a new window

Enjoy maximum flexibility with penalty-free cancellation on most car rentals.

Top destinations to rent a car in Leeward Islands

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Expedia.com.sg offers car hire in Leeward Islands to meet every traveller's needs. Whether you are looking for cheap cars or cars fit for the stars - Expedia.com.sg has the car hire for you. So choose from car hire in Leeward Islands or destinations around the world and discover how easy it is to make your car hire on Expedia.com.sg.

Frequently asked questions

What happens if I need to cancel my Leeward Islands car reservation?
We get that flexibility while traveling is important. That’s why most prepaid bookings offer a full refund if you let us know a minimum of six hours prior to pickup. It’s a good idea to scan the policy though as there are some exemptions. If you can’t see any details there, head to our Customer Service Portal.
How do I find the best car rental deals in Leeward Islands with Expedia?
Browse our fantastic range of rental cars, check out customer reviews and compare offers from major brands. In a few simple clicks, Expedia will help you pick up the best deal on your ride. Got a flight or hotel booking? Add on your Leeward Islands car rental and save even more.
What do you need to rent a car in Leeward Islands?
The essentials are a valid driver’s license and a credit card in your name. Car rental companies will offer you insurance, which is optional. But you may be asked to provide proof of alternative coverage if you choose to opt out. Check your policy requirements to avoid any hassles.
Can I rent a car for a month or longer in Leeward Islands?
Expedia makes it a breeze to pick up a reliable long-term car rental in Leeward Islands. Simply visit our long-term car rental deals page, enter your travel dates and browse the possibilities.
Where can I find a Leeward Islands car rental if I am younger than 25?
You’ll need to investigate the age policy of the Leeward Islands rental suppliers you’re considering. If you’re under 25, be mindful that some will charge extra costs. It’s good to know this before collecting the vehicle so you can tailor your budget accordingly. Each rental car company has its own policies for young drivers, so do your research.