We're here to help
    Book online or call (650) 414-7338
    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 selected and approved for quality and safety

    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

    Reserve in minutes with flexible 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

    Concierge Support

    • Help Center
    • (650) 414-7338
    • Contact our team

    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$1,882incl. taxes and fees

    Search all experiences

    Discover what we've curated for you

    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 (650) 414-7338

    Reference #6Q368E

    Luxury Cadillac Escalade

    $1,882.10

    Accommodates up to 5 passengers

    0

    Cadillac Escalade Gratuity

    $221.42

    0

    Why book through Greetwell?

    • Greetwell Approved

      This experience meets our quality and safety standards

    • Includes Concierge Support

      Our team is here to help with questions, timing, or special requests

    • Flexible Cancellation

      Plans change? Most experiences offer flexible cancellation

    4.9 stars• 119 reviews

    Review summary

    4.9
    Excellent
    119 reviews•Google Maps

    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.

    What people are saying

    Review 1 of 5
    5/5

    We experienced the adventure of a lifetime on our trip to the road to Hana3/13/26. The tropical storm was just hitting Maui and no one would predict the severity. Our driver and guide Keven enlightened us about the vegetation, waterfalls, and Hawaiian culture all the way up to Hana during a light rain. The intensity of the rain started to pick up so Keven elected to turn around. He always had the safety of his passengers at the top of his priorities. Unfortunately, when we tried to descend, the road was blocked with fallen branches and thick full-grown trees. We returned to Hana and the company put us up in the Hana hotel. It seems like Keven knows everyone in Hana so he was kept informed as per the road situation. We left at 1:30pm and returned to our hotel safely at 4:30pm. Keven was always a delightful guide in spite of the circumstances. I highly recommend Hawaiian Style tours and especially Keven and the owner Doug.

    Photo of Judith Harland

    Judith Harland

    April 1, 2026

    Review 1 of 1
    5/5

    We experienced the adventure of a lifetime on our trip to the road to Hana3/13/26. The tropical storm was just hitting Maui and no one would predict the severity. Our driver and guide Keven enlightened us about the vegetation, waterfalls, and Hawaiian culture all the way up to Hana during a light rain. The intensity of the rain started to pick up so Keven elected to turn around. He always had the safety of his passengers at the top of his priorities. Unfortunately, when we tried to descend, the road was blocked with fallen branches and thick full-grown trees. We returned to Hana and the company put us up in the Hana hotel. It seems like Keven knows everyone in Hana so he was kept informed as per the road situation. We left at 1:30pm and returned to our hotel safely at 4:30pm. Keven was always a delightful guide in spite of the circumstances. I highly recommend Hawaiian Style tours and especially Keven and the owner Doug.

    Photo of Judith Harland

    Judith Harland

    April 1, 2026

    Great for groups

    Thumbnail
    Private Guided ToursUp to 5

    Luxury Full-Circle Road to Hana Tour in Private Cadillac Escalade

    From$2,214
    Thumbnail
    Private Guided ToursUp to 12

    Private Luxury Road to Hana Tour by Platinum Minibus

    From$3,321
    Thumbnail
    Private Guided ToursUp to 4

    Epic Reverse Road to Hana Private Tour

    $1,107.07

    Nearby activities

    Thumbnail
    Guided ToursUp to 12

    Luxury Full-Circle Road to Hana Tour

    $332.13/ person
    Thumbnail
    Kayaking ToursUp to 10

    Clear Kayak Reef Tour with Pontoons

    $147.06/ person
    Thumbnail
    Kayaking ToursUp to 10

    Olowalu Clear Kayak with Pontoons and Snorkel Tour

    $175.56
    Thumbnail
    Kayaking Tours

    Olowalu Ocean Kayak and Reef Snorkeling Tour

    From$147/ person
    Thumbnail
    Private Guided ToursUp to 7

    Luxury Private Road to Hana Adventure

    $1,273.14
    Thumbnail
    Guided HikesUp to 7

    Haleakala Summit Day or Sunset Hiking Adventure

    $1,383.85