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    5. /Guided Private Tour of Oahu's South Shore
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    Guided Private Tour of Oahu's South Shore

    A flexible private South Shore outing with a local driver-guide

    4.9 stars• 36 reviews

    Duration

    3 to 4 hours

    Ideal For

    Up to 6 people

    Includes

    Private guide, transport, taxes

    Highlights

    Explore Oahu's South Shore at your own pace with a personal driver and guide. Shape the route around scenic viewpoints, beaches, neighborhoods, and optional local food stops.

    • Explore the coast with a personal driver and guide
    • Customize scenic stops around your group's interests
    • Enjoy time for photos, beach walks, and an optional short trail walk
    • Sample local treats at optional culinary stops

    Itinerary

    🚐 Hotel Pickup from Waikiki – Your private guide will pick you up at your Waikiki area hotel at the scheduled time.

    📍 Diamond Head Scenic Lookout – Capture breathtaking views of Oahu’s most iconic volcanic crater.

    📍 Kahala Beach & Hawaii Kai – Drive through Oahu’s most luxurious neighborhoods, home to celebrities and stunning beachfront estates.

    📍 Leonard’s Bakery (Optional Stop) – Enjoy Hawaii’s famous malasadas, a must-try local treat!

    📍 Koko Head Lookout – Stop for panoramic views of Hanauma Bay and the Pacific Ocean, with a clear look at the Koko Head crater and its famous hiking trail.

    📍 Hanauma Bay Lookout – Take in the stunning views of this world-renowned snorkeling bay (viewing only, no swimming).

    📍 Sandy Beach Park – Watch experienced surfers take on one of Oahu’s most powerful shore breaks.

    📍 Makapu’u Lookout & Lighthouse Trail (Optional Short Walk) – Marvel at dramatic cliffs and panoramic ocean views.

    📍 Waimanalo Beach – One of Oahu’s hidden gems, known for its soft white sand and clear blue waters.

    📍 Kailua Beach Park – Stroll along one of the most beautiful beaches in the world, perfect for relaxation and photos.

    📍 Lanikai Beach – A postcard-perfect destination with turquoise waters and offshore Mokulua Islands.

    🚐 Return to Waikiki – After an unforgettable journey, your guide will drop you off at your hotel.

    What's Included

    • Private vehicle
    • Personal driver and guide
    • Water
    • Fuel surcharge and local taxes

    Important details

    • Not wheelchair compatible
    • Children under 4 require a child safety seat under Hawaii law
    • Pickup and drop-off outside Waikiki carry an additional charge not included in the listed price
    • A different drop-off property can be arranged for an additional small fee not included in the listed price

    Cancellation Policy

    Receive a full refund with at least 72 hours' notice of cancellation. Receive a full refund if the operator cancels due to weather or other unforeseen circumstances. No-shows are charged the full price.

    Product ID: XK6SVM

    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.

    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 1-877-GREET-WELL

    Report an issue

    One Person Group

    $705.02

    0

    Two Person Group

    $760.10

    0

    Three Person Group

    $863.65

    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 5
    5/5

    What a great day! Our Oahu food tour was an amazing way to experience the island through its food and local culture. We got to try a great variety of delicious dishes, and every stop had something unique to offer. The food was fresh, flavorful, and gave us a real taste of Hawaii beyond the typical tourist spots. Pietra is the best! She explained different historical events, took us to many different neighborhoods, and brought us to absolutely beautiful Scenic points! It was a true pleasure to have her as our guide!

    Photo of Marcia Zuniga

    Marcia Zuniga

    August 19, 2026

    Review 1 of 1
    5/5

    What a great day! Our Oahu food tour was an amazing way to experience the island through its food and local culture. We got to try a great variety of delicious dishes, and every stop had something unique to offer. The food was fresh, flavorful, and gave us a real taste of Hawaii beyond the typical tourist spots. Pietra is the best! She explained different historical events, took us to many different neighborhoods, and brought us to absolutely beautiful Scenic points! It was a true pleasure to have her as our guide!

    Photo of Marcia Zuniga

    Marcia Zuniga

    August 19, 2026

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