We're here to help
    Book online or call (650) 414-7338
    Ask AIAI
    Ask AIAI
    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 Rental
    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

    Concierge Support

    • Help Center
    [email protected](650) 414-7338

    Safe & Secure Payments

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

    Explore Kailua on a Self-Guided SUP Rental

    Paddle at your own pace with a self-guided SUP rental in Kailua

    4.9 stars• 4.2K reviews
    From$114/ personincl. taxes and fees

    Includes

    SUP rental, lunch, snorkel gear

    Highlights

    Rent a stand-up paddleboard and set your own schedule on the water in Kailua. After a short Japanese-subtitled safety video, you can paddle out and use included beach gear and lunch.

    • Watch a short safety video with handling tips and suggested routes
    • Paddle from Kailua Beach toward offshore islands or nearby beaches depending on conditions
    • Choose how long you keep the SUP or swap to other rental gear during your time
    • Snorkel from your board and look for sea turtles without guarantees
    • Shower and change at the shop after your beach time

    What's Included

    • Stand-up paddleboard matched to your level
    • Waterproof bag and landing permit for islands
    • Life jacket if needed
    • Water and snack during the SUP lesson
    • Bodyboard, snorkel (no fins), and mat for free time
    • Locker for valuables
    • Lunch (plate lunch or pizza)
    • Changing room, shower, and toilet
    • Bicycle

    Things to know

    You must be able to swim, and participants must be age 8+; ages 13–18 must be with a parent or guardian. Round-trip transportation, if requested, costs an extra $30 per person.

    Cancellation Policy

    Without the optional 8% fee, cancel within 48 hours of the start time and you are charged 100%. Without the optional 8% fee, changes within 48 hours cost $25 per person. If the operator cancels or requests a date change, no fees apply; if dates don’t work, you get a 100% refund.

    FAQs

    Yes. Every participant must be able to swim.

    Join if you are age 8+. If you are 13–18, you must participate with a parent or guardian.

    Wear a swimsuit you can move in, and consider a rash guard for sun or warmth. Bring easy-on, easy-off footwear that can get wet (flip-flops or water shoes), a change of clothes (including underwear) and a towel, and sun protection such as sunglasses, a hat, and sunscreen.

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

    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 #DHFKWV

    大人(Adult)

    $114.58

    13歳以上

    0

    小人(Child)

    $103.31

    8歳~12歳

    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

    4.9
    Excellent
    4.2K reviews•Google Maps

    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

    Great staff, fun day on the water. Wesley was great!

    Photo of John

    John

    April 4, 2026

    Review 1 of 1
    5/5

    Great staff, fun day on the water. Wesley was great!

    Photo of John

    John

    April 4, 2026

    Nearby activities

    Thumbnail
    Kayaking Tours8

    Guided Kayak Tour to Popoi'a Island From Kailua

    From$207/ person
    Thumbnail
    Kayaking Tours

    Self-Guided Full-Day Kayaking In Kailua Bay

    From$114/ person
    Thumbnail
    Stand Up Paddle Boarding

    Kailua SUP Lesson with Gear & Lunch Included

    From$207/ person
    Thumbnail
    Kayaking Tours

    Explore Mokulua Islands on a Guided Kayak Tour

    From$286/ person
    Thumbnail
    Stand Up Paddle Boarding

    Kailua Paddleboard with Gear & Permits Included

    From$114/ person
    Thumbnail
    Snorkeling

    Snorkel & Boogie Board Tour in Kailua

    From$100/ person