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    5. Explore Oahu South Shore Private Guided Tour
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    Explore Oahu South Shore Private Guided Tour

    Private South Shore tour with beach lookouts and flexible stops

    4.9 stars• 30 reviews
    From$705incl. taxes and fees

    Duration

    3 to 4 hours

    Ideal For

    Up to Six people

    Includes

    Private guide, Waikiki pickup

    Highlights

    Explore Oahu’s South Shore with your own driver-guide and a flexible route that fits your group. Take in scenic beaches, coastal lookouts, and optional local food stops in about half a day.

    • Ride along South Shore beaches, surf breaks, and coastal viewpoints
    • Stop at Diamond Head, Kahala, and Hawaii Kai neighborhoods
    • View Hanauma Bay from a lookout
    • Walk the Makapu’u Lighthouse Trail on an optional short hike
    • Choose optional local food stops like Leonard’s malasadas

    What's Included

    • Private vehicle
    • Personal driver and tour guide
    • Fuel surcharge
    • Local taxes

    Things to know

    This tour is not wheelchair compatible. Gratuity is not included. Additional charges may apply for pickup or drop-off outside Waikiki or for a different drop-off location—clarify the amount with Greetwell before booking.

    Cancellation Policy

    Cancel at least 72 hours in advance for a full refund. Get a full refund if the operator cancels due to weather or other unforeseen circumstances. No-shows are charged the full price.

    FAQs

    No. This tour is not wheelchair compatible.

    Bring sunglasses and a hat, comfortable clothing and shoes (for short walks), a camera or smartphone, a water bottle, and cash or a credit card for optional food stops and souvenirs.

    No. Food and drinks are not included (optional local stops can be arranged). Gratuity is not included but appreciated.

    Meeting details

    Waikiki

    Experience provided by Massimo Sport Hawaii Tours
    Experience provided by Massimo Sport Hawaii Tours

    Related locations

    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

    Report an issue

    Reference #XK6SVM

    One Person Group

    $705.02

    0

    Two Person Group

    $760.10

    0

    Three Person Group

    $863.65

    0

    Four Person Group

    $929.75

    0

    Five Person Group

    $1,035.50

    0

    Six Person Group

    $1,156.68

    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

    What people are saying

    Review 1 of 4
    5/5

    Great day with Massimo driving the North shore. Would highly recommend him and would use him again. Car was comfortable, stops were interesting.

    Photo of Jacqueline Podel

    Jacqueline Podel

    May 21, 2026

    Review 1 of 1
    5/5

    Great day with Massimo driving the North shore. Would highly recommend him and would use him again. Car was comfortable, stops were interesting.

    Photo of Jacqueline Podel

    Jacqueline Podel

    May 21, 2026

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