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Kula Ride: 18-Mile Upcountry Loop on Maui’s Kula Highway

Kula Ride: 18-Mile Upcountry Loop on Maui’s Kula Highway

Intermediate to Advanced Route • 18.1 Miles

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  4. Kula Ride: 18-Mile Upcountry Loop on Maui’s Kula Highway

Adventure Brief

A spirited 18.1-mile loop on Kula Highway for intermediate cyclists, hosted by the volunteer Maui Bicycling League. Expect ridgetop views, 1,400 feet of climbing, and a post-ride food-truck lunch with locals.

2–3 hours
moderate
Family Friendly
No Experience Required

Keep the Adventure Going

More ways to explore the area's outdoor wonders

Ride the Kula Highway on Maui’s windswept Upcountry on a community-led cycling loop that reads like a love letter to local pavement and panoramic sky. The Kula Ride departs from Long's Drugs in Pukalani (55 Kiopaa St, Makawao, HI 96768) and rolls south along 18.1 miles of ridgetop highway, turning around at Grandma's Coffee House (9232 Kula Hwy) for a round trip that gains roughly 1,400 feet. Hosted by the Maui Bicycling League, a 501(c)3 volunteer-run advocacy group, this ride is staged for intermediate to advanced cyclists who can hold 12–14 mph and appreciate disciplined group riding. Volunteer leader Jerry sets a friendly but efficient pace; expect steady climbs, open descents, and wide views that stretch toward Haleakala’s slopes and the farms of Kula. What makes this loop distinctive is its setting: you’re riding high on volcanic terrain where agriculture and weather meet—green plots, roadside protea and vegetable farms, and winds that test your climbing legs. The road alternates exposed shoulder and sheltered sections; crosswinds are common and influence strategy on climbs and fast returns. Riders often finish at the food trucks near the meeting area to refuel and trade route notes. Practical details matter here. Registration is required—rides cap at thirty riders to preserve safety and traffic flow—and helmets are mandatory. E-bikes are allowed when operators follow the Maui Bicycling League’s e-bike safety and etiquette expectations, which keep group dynamics smooth. Equipment is not provided; bring a well-tuned road or gravel bike, spare tube, and enough fluids for an 18-mile effort with climbing. This is community cycling as much as it is exploration. Donations support Maui Bicycling League’s education and advocacy work: projects include “Share the Road” outreach and local infrastructure campaigns. The ride’s volunteer leadership model means you get seasoned route knowledge without commercial fanfare, and the post-ride lunch scene gives visitors a chance to mingle with locals. Who should book this? Intermediate riders visiting Maui who want active morning miles with big views and a local group vibe. Why book it here? Because Kula Highway compresses island variety—agriculture, elevation, Pacific views, and volcanic landscape—into a manageable, spirited ride that showcases Upcountry Maui in a way few guided tours can match. Plan to arrive 15–30 minutes early to sign waivers and get a route briefing; there is limited on-street parking near Long's Drugs in Pukalani, so carpooling or drop-off helps. If you’re traveling to Makawao, allow extra time for narrow Upcountry roads and variable weather: mornings can be crisp and clear while afternoons bring tradewind clouds. Bring a multi-tool and CO2 or pump; neutral support is not guaranteed on volunteer rides. If you want a gentler pace, contact Maui Bicycling League before the event to ask about alternative pace groups or beginner options.

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Trip Details from the Operator

Frequently Asked Questions

Yes—rides are capped at 30 riders to ensure safety and minimize traffic disruption; reserve your spot in advance.

Rides are free for active Maui Bicycling League members and donation-based for non-members; donations fund advocacy and outreach.

E-bikes are welcome when operators follow Maui Bicycling League’s e-bike safety and etiquette expectations to keep group dynamics safe.

Key Highlights

Difficulty

moderate

Duration

2–3 hours

Fitness Level

Good aerobic base and comfort with sustained climbs and group riding; you should be able to maintain 12–14 mph on rolling terrain.

Local Insights

Wildlife

  • Nene (Hawaiian goose)
  • Native honeycreepers and other Upcountry songbirds

History

Makawao and Kula sit on the slopes of Haleakala and have long been centers for ranching and upland agriculture; Maui Bicycling League operates as a volunteer 501(c)3 advocating for safer streets.

Conservation

Keep to the road shoulder, pack out all waste, and respect private farm property; donations to the Maui Bicycling League help fund local cycling infrastructure and education.

Related Adventures & Guides

  • See other trips from Maui Bicycling League
  • Explore more Makawao adventures
  • Browse more land adventures experiences

Operated By

Maui Bicycling League

Intermediate to Advanced Route • 18.1 Miles

About Maui Bicycling League

Maui Bicycling League is based in Honolulu, Hawaii. The organization arranges guided bicycling trips that showcase Maui routes and regional landscapes. Offerings are published as individual trip listings that include date, route name, and basic itinerary information.

The current public listing features the Kihei to Iao Valley to Wailuku Loop scheduled for October 18. That listing title describes a loop route connecting coastal Kihei with inland Iao Valley and the town of Wailuku, and it indicates the published departure date for that ride.

Trip pages for Maui Bicycling League provide details such as departure date, route name, distance notes, and logistical guidance. Listing pages include information riders need to prepare, including meeting locations, start times, and any equipment requirements specified for a given departure.

Maui Bicycling League posts clear trip descriptions and scheduling information so prospective participants can confirm availability and plan travel logistics. For anyone considering a scheduled Maui bicycling ride, the Kihei to Iao Valley to Wailuku Loop on October 18 is currently the highlighted public departure; interested riders should consult the trip listing for the most current booking instructions and practical trip details.

Long single-file bike group pedaling down scenic Maui country road
Cyclists starting urban Maui road ride at intersection on sunny day

Base City

Honolulu, Hawaii

Organization location on record

Next Trip

October 18

Kihei → Iao Valley → Wailuku Loop

Tours Offered

1 Listed Trip

Featured public departure available

Route Type

Coastal & Valley Loop

Combination of coastal and inland terrain

CTA Section Background Image

Reserve a Spot on the Kihei → Iao Valley → Wailuku Loop

Check the October 18 listing now, review trip details, and follow the booking instructions on the trip page.

Adventure Tips

Wear a helmet

Helmets are required for all riders; choose a well-fitting, certified helmet and buckle up before the group rolls.

essential

Hydrate and fuel

Bring at least two bottles or a hydration pack—18 miles with climbing can sap energy quickly in Upcountry sun and wind.

essential

Mind the wind

Crosswinds and gusts are common on exposed sections—ride predictably, hold your line, and avoid sudden moves in a paceline.

warning

RSVP early

Rides cap at 30 people to protect safety and traffic flow; sign up in advance to guarantee your spot.

info

Recommended Gear

Helmet

Protects your head on climbs, descents, and in traffic—mandatory for participation.

Essential

Road or gravel bike

A well-maintained bike with appropriate gearing makes the climbs and descents manageable.

Essential

Hydration (bottles or pack)

Keeps you hydrated through 18 miles and 1,400 feet of elevation gain in Upcountry conditions.

Essential

Repair kit (tube, pump/CO2, multi-tool)

Makawao Things To Do
  • Read our Makawao travel guide
  • Volunteer rides may not provide mechanical support—carry a spare tube and means to fix flats.

    Essential