$38 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: September 17, 2026.

Reasons to book a car rental in and around Wailea

Renting a car in Wailea provides the freedom and flexibility to explore this beautiful neighborhood and its surroundings at your own pace. With a rental car, you can easily manage your luggage and create flexible travel plans, making it an ideal choice for tourists. You can visit key attractions like Wailea Beach, which is perfect for beach experiences, and Makena Beaches, a national park that offers outdoor adventures and stunning scenery. Additionally, Kamaole Beach Park 3, located just 2 miles away, is a great spot for family-friendly outdoor activities.

A rental car also allows you to explore nearby destinations such as Maui, located 10 miles away, where you can discover Haleakala National Park and Haleakala Crater. The city of Kihei, where Wailea is situated, offers more beach options like Keawakapu Beach North. Additionally, South Maui, less than 1 mile away, features more beautiful beaches and parks. Overall, having a rental car enhances your experience by providing convenience and accessibility to the stunning attractions in and around Wailea.

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 features 2 rental locations in and around Wailea, providing travelers with convenient access to their services. Known for its flexibility, Budget offers a variety of options, with Standard and Midsize vehicles being the most booked choices. This makes it an excellent supplier for those looking to explore the area comfortably and efficiently.
• Avis: With 2 rental locations near Wailea, Avis is another popular choice among travelers. Avis is recognized for its well-maintained fleet, with Midsize and Standard vehicles being the top selections. Their commitment to customer service makes it easy for visitors to get on the road and enjoy all that Wailea has to offer.
• Enterprise: Enterprise stands out with 4 rental locations in the vicinity of Wailea. This supplier is favored for its diverse selection of vehicles, particularly Midsize and Fullsize options. Enterprise is known for its excellent customer service, ensuring that your rental experience is smooth and enjoyable while you explore the beautiful surroundings of Wailea.

Where to stay around Wailea

• Wailea: An upscale neighborhood known for its luxurious resorts and pristine beaches, Wailea offers a serene escape with breathtaking ocean views. Visitors can enjoy the renowned Wailea Beach, perfect for sunbathing and swimming, as well as the nearby Kamaole Beach Park. This area is ideal for travelers seeking a tranquil atmosphere while still being close to shopping and dining options.
• Kihei: Located adjacent to Wailea, Kihei is a vibrant city that boasts beautiful beaches and a lively atmosphere. With attractions like Kamaole Beach Park and Keawakapu Beach North, Kihei is suitable for beach vacations and outdoor activities. The area also features numerous restaurants and breweries, making it a great spot for food enthusiasts.
• South Maui: Less than 1 mile from Wailea, South Maui is an excellent destination for families and beach lovers alike. The beautiful Wailea Beach and Kamaole Beach Park offer ideal spots for relaxation and water activities. South Maui also has shopping centers and urban parks, providing a diverse experience for visitors looking to enjoy the outdoors and local amenities.
• Maui: Though located 10 miles away from Wailea, Maui is a must-visit for travelers seeking stunning scenery and outdoor adventures. Highlights include Haleakala National Park, perfect for hiking and exploring nature, and the scenic Haleakala Crater. With various golf courses and shopping centers nearby, Maui complements the beach experience with ample activities for all ages.

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

1. Use filters to find the right car: Refine your search by selecting vehicle type and specific features. Whether you're looking for an SUV for added space, a convertible for summer enjoyment, or an economical car for budget-friendly travel, use Expedia's filters 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 travel dates. By booking early, you’re more likely to secure lower rates and benefit from better availability, especially during peak seasons.
3. Consider a smaller car for savings: Generally, smaller cars are less expensive to rent and easier to park in crowded areas. Mid-size vehicles offer a great compromise between cost, comfort, and fuel efficiency.
4. Age guidelines: Drivers under the age of 30 may encounter higher deposits or daily surcharges, and certain types of vehicles—such as SUVs or luxury models—might not be available. This can also apply to renters over 70 years old. Always verify the age restrictions before making a reservation.
5. Check fuel policies: Some rental agreements require a full-to-full fuel policy, which means you must return the vehicle with a full tank to avoid additional fees. This is typically the most cost-effective choice. Other options may include full-to-empty or prepaid fueling, which can also be convenient—just remember to return the car empty in that scenario.
6. Save on city and airport pickups: Picking up your rental car at the airport often incurs a surcharge, but the added convenience might make it worthwhile.
7. Know your payment options: Many car rental companies only accept credit cards as a method of payment.
8. Understand your insurance coverage: Car rental insurance can help you avoid unexpected expenses and provide peace of mind should something unforeseen occur during your trip. It's simple to add car rental insurance when booking through Expedia.
9. Consider unlimited mileage: If you’re planning a lengthy road trip, look for rental options that offer unlimited mileage to steer clear of 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, when prices and demand are both at their lowest. October also offers good value with moderately low prices and steady demand. Moving into November, prices remain average with lower demand, making it another attractive option. However, January tends to be the most expensive month, accompanied by high demand, which can make renting a car pricier during that time.

Calendar Month	Temperature	Precipitation	Cloudiness	Demand	Pricing
January	72.7°F (22.6°C)	No Rain (Dry)	Mostly Sunny	Moderately High	Moderately High
February	72.3°F (22.4°C)	No Rain (Dry)	Mostly Sunny	Moderately High	Moderately High
March	72.7°F (22.6°C)	No Rain (Dry)	Mostly Sunny	Average	Average
April	74.1°F (23.4°C)	No Rain (Dry)	Mostly Sunny	Average	Average
May	75.6°F (24.2°C)	No Rain (Dry)	Mostly Sunny	Average	Moderately Low
June	76.8°F (24.9°C)	No Rain (Dry)	Mostly Sunny	Average	Average
July	77.9°F (25.5°C)	No Rain (Dry)	Mostly Sunny	Average	Average
August	78.4°F (25.8°C)	No Rain (Dry)	Mostly Sunny	Average	Average
September	78.4°F (25.8°C)	No Rain (Dry)	Mostly Sunny	Moderately Low	Moderately Low
October	77.7°F (25.4°C)	No Rain (Dry)	Mostly Sunny	Moderately Low	Moderately Low
November	75.7°F (24.3°C)	No Rain (Dry)	Mostly Sunny	Moderately Low	Average
December	73.8°F (23.2°C)	Light Rain	Mostly Sunny	Moderately High	Moderately High