$33 Car Rental Wailea, HI

These Wailea insights are based on real traveler data from Expedia, aggregated using AI to help you plan your trip. Updated: August 13, 2026.

Reasons to book a car rental in and around Wailea

Renting a car in Wailea offers the freedom and flexibility to explore this beautiful area at your own pace. With easy luggage management and adaptable travel plans, you can visit various attractions without the hassle of public transportation. Wailea Beach is a perfect spot for beach experiences, while the nearby Makena Beaches provide opportunities for outdoor adventures and scenic views. If you're looking for family-friendly options, Kamaole Beach Park 3 is just 2 miles away, making it convenient for city and outdoor experiences. A rental car also allows you to explore greater Maui, including Haleakala National Park and Haleakala Crater, located about 10 miles from Wailea. Additionally, the city of Kihei, which houses Wailea Beach and Kamaole Beach Park, is easily accessible. South Maui, less than a mile away, also features beautiful beaches like Keawakapu Beach North. Whether you're seeking relaxation on the beach or outdoor adventures, having a rental car enhances your experience in and around Wailea, catering to various traveler preferences.

Most popular car rentals in and around Wailea

• Midsize: This car option is a popular choice for couples and families, accommodating up to 5 travelers with room for up to 3 large suitcases. The midsize car offers a balance of comfort and space, making it ideal for exploring the scenic areas around Wailea while ensuring that luggage management is effortless.
• Standard: Similar to the midsize option, the standard car also accommodates 5 travelers and allows for up to 3 large suitcases. This makes it a great fit for families and couples looking to enjoy the flexibility of traveling at their own pace in and around Wailea. Standard cars provide ample space and comfort for both short drives and longer excursions.
• Fullsize: The fullsize car is the most spacious option, accommodating 5 travelers with room for up to 3 large suitcases or 5 medium suitcases. This makes it perfect for families or groups who need extra space for luggage and comfort while traveling. When renting a fullsize car, you can enjoy the freedom to explore various attractions around Wailea without worrying about space constraints.

Top rated car suppliers in and around Wailea

• Budget: Budget has 2 rental locations in the area of Wailea, providing convenient access for travelers. Known for its affordability, Budget's most booked vehicles include Standard and Midsize cars, making it a practical choice for those looking to explore the beautiful surroundings of Wailea. The flexibility offered by Budget allows you to manage your luggage and customize your travel plans effectively.
• Avis: Avis also features 2 rental locations in Wailea, ensuring that you have options close by. The Midsize and Standard vehicles are the most popular choices among Avis customers, appealing to a range of travelers from families to solo adventurers. With a reputation for quality service, Avis makes it easy for you to start your Hawaiian adventure smoothly.
• Enterprise: With 4 rental locations in and around Wailea, Enterprise provides excellent availability for travelers. Most customers opt for Midsize and Fullsize vehicles, which are ideal for those needing extra space or comfort. Enterprise is well-regarded for its customer service, offering a reliable and efficient rental experience that enhances your exploration of Wailea and beyond.

Where to stay around Wailea

• Wailea: Known for its luxurious resorts and stunning beaches, Wailea offers an upscale experience for travelers. With proximity to Wailea Beach, visitors can indulge in sunbathing and water activities. The area is also close to shopping centers and golf courses, making it a prime location for both relaxation and recreation.
• Kihei: As the city where Wailea is situated, Kihei boasts beautiful beaches like Kamaole Beach Park and Keawakapu Beach North. This vibrant area offers a mix of outdoor activities, urban parks, and dining options, making it ideal for families and beach lovers. Kihei provides a laid-back atmosphere while still being close to the attractions of Wailea.
• South Maui: Located less than 1 mile from Wailea, South Maui is celebrated for its family-friendly beaches and outdoor experiences. Visitors can explore popular spots like Wailea Beach and Kamaole Beach Park, which are perfect for a fun day in the sun. The area’s shopping centers and golf venues add to its appeal, making it a great choice for travelers looking for both adventure and relaxation.

10 tips to save on your car rental in and around Wailea

1. Use filters to find the right car: Refine your search by vehicle type and features. Whether you’re looking for an SUV for extra space, a convertible for the summer, or an economy car for budget-friendly travel, utilize filters on Expedia to discover the best option for your trip.
2. Book in advance to help lower costs: Rental prices can vary based on demand, so it’s advisable to reserve your car well ahead of your trip. By booking early, you’re likely to secure lower rates and enjoy better availability, especially during peak seasons.
3. Consider a smaller car for savings: Smaller vehicles are typically less expensive to rent and easier to park in crowded areas. Mid-size rentals offer a good compromise between cost, comfort, and fuel efficiency.
4. Age guidelines: Drivers under 30 may encounter higher deposits or daily surcharges, and certain vehicle types—such as SUVs or premium models—might be unavailable. This can also apply to renters over 70. Always verify the age requirements before making a reservation.
5. Check fuel policies: Some rentals operate on a full-to-full fuel policy, meaning you must return the car with a full tank to avoid additional fees. This option is usually the most convenient. Others may offer full-to-empty or prepaid fueling options, which are also acceptable. Just ensure you return the car empty in that case.
6. Save on city and airport pickups: You may incur a surcharge for picking up your rental car at airports; however, the added convenience might make it worthwhile.
7. Know your payment options: Many car rental companies exclusively accept credit cards for payment.
8. Understand your insurance coverage: Car rental insurance can help you avoid unnecessary expenses and provides peace of mind in case something unexpected occurs during your trip. Adding car rental insurance is easy when booking through Expedia.
9. Consider unlimited mileage: If you plan to take long road trips, look for rental options that offer unlimited mileage to prevent additional charges.
10. Bring your driver's license and ID: A valid driver's license is necessary to rent a car.

Best time to rent a car in and around Wailea

The best time to rent a car in and around Wailea is September, as prices and demand are both moderately low during this month. Following closely, May offers slightly low prices with average demand, making it another good option. March and April can also provide average pricing and demand, but January stands out as the most expensive month, along with February, which typically sees higher rental prices and demand as well.