Looking Ahead: Major Events on the Big Island in 2026

With 2026 just around the corner, the Big Island is shaping up to be a vibrant destination for cultural celebrations, athletic feats, and community gatherings. Whether you're drawn to the rhythm of hula, the thrill of endurance sports, or the flavors of local harvests, there's something to inspire a visit. Planning ahead can help you align your stay with these highlights, especially as popular times fill up gently over the months. Our estates at Hualalai offer a serene base to return to after a day of exploration, with plenty of space to reflect and recharge.

Here's a roundup of some standout events across the island in 2026, organized by month to make it easy to envision your trip.February: Blossoms, Rodeos, and Performances.

February brings a mix of natural beauty and lively traditions, perfect for cooler weather outings.

• Waimea Cherry Blossom Heritage Festival (February 7): Held in Waimea, this free event celebrates the blooming of historic cherry trees with Asian cultural demonstrations, arts and crafts, live music, and food booths. It's a colorful way to experience the island's multicultural heritage in a relaxed park setting.

• Reggie Watts Live in Kona (February 7): For an evening of entertainment, catch this comedian and musician's performance in Kailua-Kona—a fun, eclectic show that blends humor and beats.

• Panaewa Stampede Rodeo (February 14-15): In Hilo, this family-friendly rodeo showcases Hawaiian paniolo (cowboy) skills with barrel racing, roping, and keiki (kids') events. It's a nod to the island's ranching history, with a casual, community vibe.

• Wiliwili Love Fest (February 14): A Valentine's Day celebration in Waikoloa focused on native plants and environmental stewardship, with talks, walks, and perhaps some romantic island flair.

March: Brews and Music

As spring emerges, March offers tastings and tunes under sunny skies.

• Kona Brewers Festival (March 14): At the King Kamehameha Kona Beach Hotel in Kailua-Kona, this 31st annual event features over 40 craft beers, island cuisine from top chefs, and live music—all benefiting local nonprofits. It's a laid-back afternoon of flavors and aloha.

April: Hula and Chocolate Indulgences

April is a highlight for cultural immersion and sweet treats.

• Merrie Monarch Festival (April 5-11): The world's premier hula competition in Hilo honors King David Kalākaua with a week of performances, parades, and craft fairs. It's a profound celebration of Hawaiian dance and chant—tickets go quickly, so early planning is key.

• Big Island Chocolate Festival (April 23-25): At the Waikoloa Beach Marriott, indulge in seminars, tastings, and a gala fundraiser showcasing local cacao. From chef demos to innovative pairings, it's a delicious dive into the island's chocolate scene.

May-June: Endurance and Cultural Exchanges

Late spring into early summer ramps up with athletic and multicultural events.

• IRONMAN 70.3 Hawai'i (May 30): Starting at Hapuna Beach, this half-Ironman triathlon draws athletes for a swim, bike, and run through stunning landscapes. Spectators can cheer along the course, capturing the island's adventurous spirit.

• Hawai'i Kuauli Pacific & Asia Cultural Festival (June 5-7): At King Kamehameha's Kona Beach Resort, this gathering highlights Pacific and Asian arts, music, dance, and cuisine through workshops and performances—a beautiful blend of traditions.

August: Summer Traditions

Mid-summer brings community festivals rooted in heritage.

• O-Bon Festival (August, date TBD): In Kailua-Kona at Makae'o Pavilion, join lantern dances, taiko drumming, and food stalls honoring ancestors. It's a serene, evening event with a sense of connection.

October: World-Class Athletics

Fall energizes with global competition.

• IRONMAN World Championship (October 10): Returning to Kailua-Kona as a single-day event for men and women, this iconic triathlon tests elite athletes amid the island's dramatic scenery. The energy in town is electric, with finish-line celebrations that spill into the night.

November: Coffee Harvest Celebrations

As the year winds down, November spotlights one of the Big Island's signature crops.

• Kona Coffee Cultural Festival (November, dates TBD—typically early in the month): Spanning Kailua-Kona, this 10-day festival includes farm tours, tastings, a lantern parade, and recipe contests. It's a flavorful tribute to the region's coffee heritage.

These events capture the essence of the Big Island—its culture, nature, and community—in ways that linger long after. If one catches your eye, considering dates now can open up more choices for your stay, whether it's a quick getaway or an extended retreat. Our team at Kema Kama is here if you'd like to chat about availability or ways to weave these into your plans. We're looking forward to welcoming you.