Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    1. Local experiences
    2. /Things to do in Wailuku…
    3. /Land Activities
    4. /Guided Hikes
    5. /Hike Into Heritage Rainforest Hike, Waterfall Swim And Culture
    Why travelers choose Greetwell

    Curated by our team

    Every experience is hand selected and approved by Greetwell.

    Personal concierge

    Real humans available to help before, during, and after your booking.

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else.

    Easy booking & cancellation

    Reserve in minutes with free cancellation on most experiences.

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

    • Our Story
    • For Experience Providers
    • For Hospitality Partners
    • For Developers

    Resources

    • Travel Guides
    • Help Center
    [email protected]1-877-GREET-WELL

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Product image 1
    Product image 2
    Product image 3
    Product image 4
    Gallery image
    Gallery image 2
    Gallery image 3
    Gallery image 4

    Hike Into Heritage Rainforest Hike, Waterfall Swim And Culture

    Hike a private rainforest trail, swim in a freshwater pond, and learn Maui history with a local guide

    From$2,214incl. taxes and fees

    Duration

    7 hours

    Ideal For

    Up to 5 people

    Includes

    Guide, Meals, Transportation

    Highlights

    Hike a private rainforest trail and cool off with a freshwater swim while your local guide shares stories of Maui’s heritage. Travel in a luxury Cadillac Escalade and enjoy a relaxed picnic-style lunch in the rainforest.

    • Hike a 2-mile rainforest trail on private property
    • Swim in a secluded freshwater pond in the rainforest
    • Learn local history and traditions from a native guide
    • Walk the ancient King’s Trail and see cultural landmarks
    • Relax with a local-style plate lunch in a tropical setting

    What's Included

    • Luxury Cadillac Escalade transportation
    • Light breakfast and Maui coffee
    • Hot plate lunch picnic-style
    • Bottled water and canned fruit juices
    • Local guide
    • Souvenir backpack and beach towels
    • Waianapanapa State Park entry and reservations

    Things to know

    Ages 11 years and older. Maximum 5 passengers.

    Cancellation Policy

    Private tours must be cancelled at least 5 days prior to the start time for a full refund; cancellations within 5 days are non-refundable. Weather cancellations are at the operator’s discretion; if cancelled due to weather and not rescheduled, a full refund is issued. No-shows are not refunded.

    FAQs

    Wear comfortable hiking clothes you don’t mind getting dirty (long pants and a long-sleeve shirt are recommended). Wear your swimsuit under your clothes, bring an extra set of clothes to change into, and bring a fully charged phone for photos. Wear shoes you can easily take off for the ride; you’ll be fitted with water shoes at the hiking spot.

    Look for a black luxury Cadillac Escalade marked “HAWAIIAN STYLE” at your confirmed pickup time and location.

    Prior to tour day, you’ll be contacted by text to get your lunch order.

    Meeting details

    88 Wailea Ike Pl, Wailea, HI 96753

    Experience provided by Hawaiian Style Tours & Transportation
    Experience provided by Hawaiian Style Tours & Transportation

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text 1-877-GREET-WELL

    Report an issue

    Reference #6Q368E

    Luxury Cadillac Escalade

    $2,214.23

    Accommodates up to 5 passengers

    0

    Cadillac Escalade Gratuity

    $221.42

    0

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    This locally owned, family-run operation gets consistently glowing praise for their Road to Hana tours, with Brandon and owner Doug mentioned repeatedly as exceptional guides. What sets them apart is the authentic local perspective—these are Maui natives who share deep knowledge of Hawaiian history, culture, and hidden spots most tourists never see. The full-circle route (rather than doubling back) takes you to memorable stops like black sand beaches and waterfalls, with comfortable vans equipped with charging ports and thoughtful amenities like bug spray and sanitizer. The 11-hour tour runs smoothly from pickup to drop-off, with guides sharing stories and insights the entire way. Homemade lunches prepared by Brandon and Doug are included, though a couple reviewers suggest bringing extra snacks since lunch comes early in the long day. The personal touch really shines through—guests mention meeting Doug's family, visiting where he grew up, and feeling like they've joined the ohana by day's end. It's the kind of experience where you're learning from someone who genuinely loves their island and wants to share it with you.

    Nearby activities

    Private Full-Circle Road to Hana Tour on Maui
    Bus Van and Limo Tours

    Private Full-Circle Road to Hana Tour on Maui

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

    Ride the full-circle Road to Hana in a private Cadillac Escalade
    $2,214& up
    Ride a Full-Circle Road to Hana Tour With Wai'anapanapa
    Bus Van and Limo Tours

    Ride a Full-Circle Road to Hana Tour With Wai'anapanapa

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

    See Road to Hana highlights in a luxury minibus with Waiʻānapanapa State Park entry
    $332/ person
    Explore Maui Reefs on a 3-Hour Clear Kayak Tour
    Kayaking Tours

    Explore Maui Reefs on a 3-Hour Clear Kayak Tour

    Glide above reefs in a clear kayak with a guide

    Glide above reefs in a clear kayak with a guide
    4.8 • 78 reviews
    $147/ person
    Clear Kayak & Snorkel Guided Tour in Olowalu
    Kayaking Tours

    Clear Kayak & Snorkel Guided Tour in Olowalu

    Paddle a clear, pontooned kayak and snorkel above Olowalu’s reef on a small-group guided tour

    Paddle a clear, pontooned kayak and snorkel above Olowalu’s reef on a small-group guided tour
    4.8 • 78 reviews
    $176/ person
    Guided Beginner Snorkel Tour at Olowalu Reef
    Snorkeling

    Guided Beginner Snorkel Tour at Olowalu Reef

    Snorkel Olowalu Reef with a guide who supports beginners

    Snorkel Olowalu Reef with a guide who supports beginners
    4.8 • 78 reviews
    $74/ person
    Sunset Glow Clear Kayak Tour in Olowalu
    Kayaking Tours

    Sunset Glow Clear Kayak Tour in Olowalu

    Paddle a clear kayak at sunset and light up the Olowalu reef after dark

    Paddle a clear kayak at sunset and light up the Olowalu reef after dark
    4.8 • 78 reviews
    $272/ person