Wailea Vacations from $742

Things to do in and around Wailea

Wailea is perfect for a beach vacation, offering stunning scenery and outdoor activities. Enjoy world-class golf courses, explore local shopping centers, and embark on unforgettable day trips. Don't miss nearby attractions and thrilling windsurfing experiences that promise lasting memories. Whether you're relaxing on the beach or seeking adventure, Wailea has something for everyone.

Shopping

In Wailea, visit the Shops at Wailea for a delightful shopping experience with a mix of entertainment and family-friendly vibes. Just 3 miles away, Kihei Kalama Village offers a vibrant atmosphere, while the Haliimaile Farmer's Market, located 14 miles from Wailea, provides a taste of local culture and goods.

Recreation

Experience the Wailea Gold Golf Course, where you can enjoy a round of golf surrounded by stunning landscapes. For relaxation, visit Makena Kai Day Spa, offering rejuvenating body treatments in a tranquil setting. Don’t miss the Maui Fish Pipe for some fun aquatic activities perfect for families.

Adventure

The Makamakaole Trail, located 4 miles from Wailea, offers a thrilling hike with breathtaking scenery. Enjoy the Kealia Coastal Boardwalk, 8 miles away, for a scenic stroll with coastal views. For family fun, visit Science City, 12 miles from Wailea, featuring exciting arcade adventures for all ages.

Nightlife

Wailea's nightlife offers a blend of upscale lounges and vibrant bars. Enjoy cocktails at the elegant Monkeypod Kitchen or unwind with a sunset view at the Four Seasons Resort. For a lively atmosphere, visit the nearby Kihei, where beach bars and live music thrive.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Wailea

Wailea is perfect for a beach and outdoor vacation, offering stunning scenery and a variety of attractions. Explore Wailea Beach and Ulua Beach for warm Hawaiian waters, or enjoy the local resorts and the unique Hawaiian village. Whether you're seeking family-friendly experiences or a relaxing day at a nudist beach, Wailea has something for everyone, making it an ideal destination for your getaway.

• Wailea Beach: Experience the stunning beauty of Wailea Beach, known for its soft sands and vibrant beach vibes. It's a perfect spot for sunbathing, swimming, and enjoying breathtaking sunsets over the Pacific.
• Makena State Park Beach: Embrace the romantic atmosphere of Makena State Park Beach, a unique nudist beach that offers a secluded and serene environment, ideal for couples looking to connect and unwind in nature.
• Kamaole Beach Park 3: Just 2 miles from Wailea, Kamaole Beach Park 3 is a family-friendly urban park featuring picnic areas, lifeguards, and gentle waves, making it perfect for a fun-filled day outdoors with loved ones.

Best time to go to Wailea

The best time to visit Wailea can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Wailea falls in August and September. September has average visitor numbers and mostly sunny weather. The coolest average temperature around Wailea falls in February, visitor numbers are average and weather is mostly sunny with no rain.

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

Tips to save on your trip to Wailea

• Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
• Consider traveling during the off-peak season (typically September to November) for more affordable package holidays to Wailea.
• Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
• Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.