Big Island Stays - Vacation Rentals

Celebrate the Holidays
on The Big Island

NOVEMBER & DECEMBER HOLIDAY EVENTS

The holiday season on Hawai‘i Island is one of the most magical times of year—filled with festive lights, joyful parades, community gatherings, and the rich traditions that make life here so special. Whether you’re a local resident or visiting paradise for the season, there’s something for everyone to enjoy across the island.

ANNUAL KONA COFFEE CULTURAL FESTIVAL

November 7-16  |   Various Locations

A beloved Big Island tradition celebrating Kona’s world-famous coffee heritage. Enjoy coffee tastings, parades, farm tours, live music, and art.

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HILO CHRISTMAS PARADE

November 29  |   Downtown Hilo

Kick off the Christmas season with lights, floats, and community spirit as Hilo comes alive with holiday cheer.

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NĀ MĀKUA INVITATIONAL CHRISTMAS GIFT FAIR 

December 5-6  |  Edith Kanakaole Tennis Center in Hilo

A favorite for holiday shoppers! Find locally made gifts, art, crafts, and island-inspired treasures while supporting Hawai‘i artisans.

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WAIMEA TWILIGHT CHRISTMAS PARADE

December 6  | Waimea Community

A charming evening celebration featuring lighted floats and live performances.

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HOLUALOA MUSIC & LIGHT FESTIVAL

December 6   |  Holualoa Village

Art, music, and twinkling lights turn this historic village into a winter wonderland.

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KAILUA-KONA LIGHTED BOAT PARADE

December 7   |  Kailua Bay

Watch the harbor sparkle as boats decked in holiday lights sail along Kailua Bay—an unforgettable island-style tradition.

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KAILUA-KONA CHRISTMAS PARADE

December 13   |  Kailua-Kona

Experience the holidays in true Hawaiian style with this popular annual tradition in Kailua.

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CHRISTMAS WITH THE CHEFS

December 13   |  Outrigger Kona Resort at Keauhou Bay

Enjoy culinary delights prepared by Hawai‘i’s top chefs to benefit student chef scholarships and educational activities.

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KAINALIU KALIKIMAKA HOLIDAY STROLL

December 13   |  Kainaliu Main Street

Take a walk down Kainaliu main street and enjoy the holiday season with shops, galleries, restaurants, and family entertainment.

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WAIKOLOA CHRISTMAS PARADE & KEIKI FEST

December 13   |  Waikoloa Village 

Enjoy a festive wonderland combining the magic of Christmas with authentic Hawaiian hospitality and community spirit.

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THE NUTCRACKER BALLET

December 23   |  Kahilu Theatre

West Hawaii Dance Theatre lights up the holidays with a presentation of The Nutcracker, the iconic and charming fairy tale.

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CHRISTMAS IN THE PARK “GARDEN ENCHANTMENT” 

December 23-24  |  Lili’uokalani Gardens in Hilo 

Walk through beautifully lit gardens and enjoy family-friendly holiday magic in Hilo’s Lili’uokalani Gardens.

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From coffee festivals and parades to concerts and cultural celebrations, the holidays on Hawai‘i Island are full of aloha and unforgettable moments. Whether you’re planning a winter getaway or dreaming of a longer stay, Big Island Stays has the perfect vacation rental to make your time in paradise truly special. We still have limited availability for the holidays — book your stay now and experience the magic of the Big Island this season!

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Big Island Stays, LLC | #RB- 24374

73-5619 Kauhola St., Suite 208

Kailua-Kona, HI 96740

(866) 212-5574

© 2025 Big Island Stays LLC