Discover amazing Wailuku activities and premium in-home experiences.
At the gateway to lush valleys and volcanic vistas, Wailuku warmly welcomes visitors with its unique blend of history and aloha spirit. This charming town offers a mosaic of experiences—from exploring vibrant art spaces and savoring local flavors at quaint eateries to wandering through picturesque streets lined with historic plantations. Whether you're here for nature's beauty or cultural journeys, Wailuku promises an unforgettable taste of Maui’s heartland charm.
Private reverse Road to Hana tour with airport pickup, scenic stops, and swim options for up to 7 guests
Discover waterfalls, black sand beaches, and backroads on a private guided reverse Hana journey
Travel the reverse Road to Hana with waterfalls, black sand beach, and scenic stops led by an expert guide
Hike Maui’s Haleakala at your pace on a private tour with optional sunset views
See waterfalls and rainforests on a private Road to Hana tour with airport pickup
Private 6-hour Road to Hana tour with resort pickup, scenic stops, and optional waterfall swims
Experience waterfalls and scenic stops on a private 6-hour Road to Hana tour.
Experience the Road to Hana with a private guide, scenic stops, and time to swim and explore
Private luxury Road to Hana tour with expert guide, scenic stops, and time to swim and explore
Private 12-hour day with expert guides, tailored to your group, featuring Pipiwai Trail and Haleakala sunset
Hike the Pipiwai Trail to Waimoku Falls with a private guide via Maui's scenic backside route
Explore the full Road to Hana in comfort with a private local guide and premium Cadillac Escalade.
See the Road to Hana in comfort with a local guide and premium minibus
Travel the Road to Hana in comfort with local guides, breakfast and lunch included
Glide over reefs in stable clear kayaks with a guide; family-friendly and educational
Use pontooned clear kayaks and snorkel over the vast reef system of Olowalu.
Paddle the Au Au Channel and snorkel lively reefs with safety-certified guides
Explore Maui’s redwood forest on a private SUV tour with a certified guide
Discover Maui Tropical Plantation in 40 minutes with a guided ride and coconut husking demo.
Explore the legendary Road to Hāna with Native Hawaiian guides and scenic highlights
Ride from 6,500 ft with bike and helmet included and nearby support for a flexible Haleakala descent
Cruise Maui on a private, crewed Sunseeker with light meals and room for up to 6 guests.
Savor a fresh island feast, open bar, and live Polynesian dance while gliding past Maui’s sunset scenery
Snorkel two renowned Maui sites, enjoy breakfast, BBQ lunch, and open bar with all gear provided.
Snorkel Molokini and Turtle Town on Maui's air-conditioned luxury yacht with gear, breakfast, lunch and open bar
Sail Maalaea Bay to secluded reefs with guided snorkeling, light breakfast and deli lunch included
Customize your day with light tackle fishing and snorkeling on a private charter
Customize a 7-hour private sail in Maalaea Bay with guided snorkeling and flexible stops for your group of up to six
Sail Maalaea Bay with snorkel stops, guided in-water tour, and meals included
Design a private sail for up to six guests with appetizers, drinks, and flexible 2–12 hour options
Escape the crowds on a private snorkel sail to Maui’s quiet reefs
Escape the crowds at secluded West Maui snorkel sites accessible only by boat
Sail Ma’alaea Bay at sunset with crew, light appetizers, and soft drinks on a private catamaran
Enjoy a private sunset sail with light appetizers and soft drinks
Join a 4-hour shared trip with gear provided and an experienced crew for hands-on bottom fishing
Experience an unforgettable whale watching journey aboard the Ocean Spirit, Maui’s premier eco-friendly sailing catamaran.
Experience an immersive indoor Polynesian revue with live dance, drums, and cinematic visuals
Snorkel Maui reefs on a stable 55-foot catamaran with gear and lunch included.
Watch whales in their natural habitat on a 2-hour catamaran tour, December to April.
Enjoy premium appetizers and whale facts while spotting humpbacks at sunset
Wailuku is a vibrant town where Maui's rich history meets contemporary Hawaiian culture. Located at the base of the West Maui Mountains, it offers an authentic glimpse into island life with its eclectic mix of local shops, art galleries, and eateries. Visitors can wander through Market Street to discover unique boutiques or enjoy a meal featuring locally sourced ingredients that highlight Hawaii’s diverse culinary influences.
Nature enthusiasts will find plenty to explore just outside Wailuku. The nearby Iao Valley State Park is home to lush landscapes and iconic landmarks like the Iao Needle—a towering rock formation steeped in cultural significance. Hiking trails offer panoramic views and are perfect for those looking to immerse themselves in Maui's natural beauty. Whether you're exploring these verdant paths or enjoying a picnic by one of the park’s tranquil streams, there's no shortage of ways to connect with nature.
For those interested in history and culture, Wailuku offers intriguing sites such as Kaahumanu Church and Bailey House Museum—each telling stories from different eras of Hawaiian heritage. Attend local events like First Friday celebrations where music fills the air and artisans showcase their crafts along lively streetscapes. With its blend of tradition, creativity, and stunning surroundings, Wailuku provides visitors with memorable experiences that capture both heart and imagination.