A lush tropical garden with a rock waterfall cascading into a serene pond, surrounded by vibrant greenery and illuminated by soft lighting.
Outdoor bar with wooden counter and stools under a pergola. A mural decorates the wall. Tables set in a sunny, tropical setting.

Things to Do in Wailea and Nearby Attractions

South Maui radiates with culture, adventure, and doses of authentic Hawaiian vibes— and staying at a vacation rental at Ho’olei places you close to it all. From championship golf and boutique shopping to scenic nature trails and cultural experiences, you’ll find an array of activities just minutes from your villa. Whether you’re planning an action-packed itinerary or a leisurely island escape, here are some of the top nearby attractions to experience during your stay.

  • The image shows clusters of white flowers with yellow centers on a tree, surrounded by green leaves in a natural setting.

Curated Maui Experiences & Tours

Enhance your exploration with exclusive experiences bookable through the CoralTree concierge. Enjoy guided Road to Hana tours, sunset catamaran sails, farm-to-table culinary tours, and cultural luau evenings — all personalized to help you experience Maui like a local.

Book Your Activities in Advance

Top Nearby Attractions near Ho’olei

Open-air shopping area with stores, palm trees, and benches. The setting is sunny and well-maintained, creating a relaxed atmosphere.

The Shops at Wailea

~12-minute walk, 3-minute drive

An upscale outdoor shopping destination featuring designer boutiques, art galleries, and island-inspired dining.

Two people are on a golf course; one is swinging a club, while the other watches. Lush greenery and mountains are in the background.

Wailea Golf Club

~5-minute drive

Home to three world-class courses with stunning ocean views and lush fairways — a must-play for golf enthusiasts.

A tennis ball lies on a clay court, with the net and a sunset in the background, creating a warm and serene scene.

Wailea Tennis Club

~3-minute drive, 21-minute walk

A premier tennis facility offering lessons, clinics, and open play on beautifully maintained courts.

A coastal park scene with palm trees, a grassy area, people relaxing, and a sunset over the ocean in the background.

Wailea Beach Path

~Entry approx. 5-minute walk from the resort

A picturesque oceanfront walking trail perfect for morning strolls or sunset views.

A rocky shoreline with waves crashing, green foliage, and a partly cloudy sky overlook a vast, blue ocean under a bright sunny day.

Ahihi-Kinau Natural Area Reserve

~20-minute drive

A protected marine area offering some of Maui’s best snorkeling in pristine, crystal-clear waters.

    Book Your Maui Island Adventure

    Choose Wailea's Ho’olei as your base to explore Maui’s top attractions — and return each day to the comfort, space, and hospitality of your luxury villa.

    Book Your Vacation