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    1. Local experiences/
    2. Things to do in Kailua…/
    3. Water Activities/
    4. Stand Up Paddle Boarding/
    5. Explore Kailua on a Self-Guided SUP Tour
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    Explore Kailua on a Self-Guided SUP Tour

    Self-guided SUP in Kailua with offshore islet landing permit included

    5.0 stars• 5.8K reviews
    From$114/ personincl. taxes and fees

    Includes

    SUP board, paddle, permit

    Highlights

    Launch your self-guided stand up paddleboard adventure in Kailua, starting on the protected Ka’elepulu Stream and heading out toward Kailua Bay. Paddle at your own pace as you explore calm waters, sandy beaches, and offshore islands.

    • Start paddling on the protected Ka’elepulu Stream
    • Cruise along Kailua Bay’s protected waters
    • Visit offshore islands and relax on sandy beaches
    • Practice beginner-friendly paddling on calm water
    • Try surfing seasonal waves if conditions allow

    What's Included

    • Stand up board (NSP or Riviera 10’6”–11’6”)
    • DLNR Offshore Islet Landing Permit
    • Full EVA foam deck pad
    • Surf leash
    • SUP paddle
    • Snorkel mask
    • Boogie board
    • Beach mat

    Things to know

    Participants under 18 must be accompanied by a parent or guardian. All participants must be able to swim. A stand up paddling video is required to watch before your activity.

    Cancellation Policy

    Cancel 48+ hours before your activity for a 100% refund; reschedule for free. Within 48 hours, you will be charged in full if you cancel, or pay $25 per person to reschedule; no refunds. Groups of 14+ require 7 days notice to avoid a 50% charge.

    FAQs

    Yes. You must watch the required stand up paddling video before your activity.

    All participants must be able to swim. If you are under 18, you must be accompanied by a parent or guardian.

    Wear your swimsuit under your clothes. Bring a dry change of clothes and a towel for showering after the trip; you must be in dry clothes for return transportation.

    Meeting details

    130 Kailua Rd.

    Experience provided by Kailua Beach Adventures
    Experience provided by Kailua Beach Adventures

    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 #HGGD59

    Adult

    $114.58

    (Ages 13+)

    0

    Child

    $103.31

    (8-12)

    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

    5.0
    Excellent
    5.8K reviews•Google Maps
    5,723
    57
    15
    9
    32

    This place seems to have mastered the art of making water adventures feel both thrilling and totally manageable. Reviewers consistently rave about their kayaking trips to the Mokulua Islands (locally called "the Mokes"), where the real stars of the show are often Hawaiian monk seals and sea turtles that make surprise appearances. The guides get mentioned by name constantly, with Mike, Brandon, Josh, Avery, Isaac, and Maggie all earning shout-outs for being knowledgeable, helpful with paddling techniques, and genuinely invested in sharing Hawaiian culture and protecting the local ecosystem. One particularly happy reviewer noted how their guide gave them tips for their entire Hawaii trip, not just the day's adventure. What really stands out is how welcoming they are to international visitors. Multiple Japanese-speaking travelers specifically praised staff members Natsue, Emi, and Rumi for making them feel comfortable and providing detailed guidance in their language. Beyond kayaking, they also rent bikes that let you explore the stunning beaches at your own pace, with staff apparently good at steering you toward realistic time management so you don't miss places like the popular restaurants in town. The kayaking itself isn't a walk in the park (one reviewer honestly called it "not for the faint of heart"), but the consensus is it's absolutely worth the workout for the scenery and wildlife encounters you'll experience.

    What people are saying

    Review 1 of 5
    5/5

    Morgan helped us out! Great service easy pickup and drop off

    Photo of mayah w

    mayah w

    May 25, 2026

    Review 1 of 1
    5/5

    Morgan helped us out! Great service easy pickup and drop off

    Photo of mayah w

    mayah w

    May 25, 2026

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