Best 383 things to do in Wailea, HI

Customize a private Maui farm day with up to 7 guests

Customize your Road to Hana day with hikes, waterfalls, and beach stops

Circle West Maui with petroglyphs, cliff overlooks, and hike options

Plan a private custom hike to bamboo, waterfalls, or lava flows in Maui

Ride the Road to Hāna with local guides from Hāna

Take a private Road to Hāna drive with flexible stops in 8–10 hours

Half-day Road to Hāna highlights with a guided, air-conditioned ride

Explore Hawaii's last working pineapple farm and take home a fresh Maui Gold pineapple.

Farm-fresh flavors, and authentic Hawaiian hospitality

Get your hands dirty, dig into island roots, and taste the reward.

Create playful art alongside cats with a professional artist

Blow your own glass art in a private Maui studio session

Paddle the Olowalu coast, then snorkel the reef with a guided 2.5-hour tour

Photograph Maui from sunrise on the North Shore to sunset at Makena Cove

Photograph Maui’s endemic birds with a guided photographer

Photograph Maui’s North Shore surf culture and coastal action

Photograph Maui, Molokai and Lanai from a doors-off helicopter

Take a 45-minute hands-on tour at The Maui Butterfly Farm

Tour the reverse Road to Hana by private Bronco, with waterfalls, farms, and black sand beach

Private half-day Road to Hana with waterfall stops and Ho'okipa Beach Park

Private Road to Hana day tour with waterfalls, Black Sand Beach, and Ho'okipa Beach Park

Ride the full-circle Road to Hana in a private Cadillac Escalade

See Road to Hana highlights in a luxury minibus with Waiʻānapanapa State Park entry

Learn to surf together with a private group lesson in Lahaina