Each year, Curtis Wilson Cost Gallery releases two highly anticipated Hawaiʻi Art Calendars: a tri-fold Year-at-a-Glance calendar featuring a single painting, and the best-selling Desktop Calendar, which showcases 12 carefully selected paintings.
For 52 years, Curtis Wilson Cost has been capturing Maui’s beauty through the careful, timeless strokes of his brush.
And each year, Curtis Wilson Cost Gallery releases two highly anticipated calendars: a tri-fold Year-at-a-Glance
In his 2026 calendar collection, our theme is "the path less traveled".
Just like the unpaved roads featured in this collection, each year is its own journey, full of unexpected turns, quiet pauses, and breathtaking vistas waiting to be discovered. Join us as we dive deeper into what makes this year's calendar a very special one.
Two Calendar Styles to Choose From
The Tri-Fold Year-at-a-Glance Calendar
The tri-fold calendar is perfectly sized for hanging by a desk or on a fridge, making it easy to view the entire year at a glance. It fits neatly into an A7 mailing envelope, making it a convenient gift to send to friends and family.
The Desktop Calendar
The desktop version measures 5 ½" high by 4 ¾" wide and opens like a CD case to form a stand for the paintings on your desk. This petite and showcase calendar is a beautiful way to bring art into your everyday spaces, whether in your office, kitchen, or living room.
As a special bonus, for every six desktop calendars purchased, you’ll receive one complimentary, hand-signed 8" x 10" paper print of “Kula Canopy.”
Availability and Ordering
Stock is extremely limited each year, and pre-ordering is strongly encouraged. Calendars go on pre-sale in August, with U.S.-only delivery by December 2025. Prices include U.S. shipping.
For international delivery inquiries, email costgallery.jill@gmail.com.
The 2026 Theme: The Path Less Traveled
This year’s desktop calendar takes inspiration from the unpaved road—a recurring motif in Curtis Wilson Cost’s work. Across these twelve paintings, you’ll travel along hidden lanes, sandy driveways, and country roads that lead deeper into Maui’s beauty.
January: $1 Per Bunch (1994)
We start the year strolling along the road to Hamoa Beach and find a gorgeous bucket of tropicals for sale in $1 Per Bunch (1994).
February: Moloka’i Roof Pigeons (2001)
In February, amble up an old driveway towards the dramatic mountainside backdrop of Moloka’i Roof Pigeons (2001).
March: Bridle Path (2002)
In March, bask in the shade along a pasture road in Makawao, named Bridle Path (2002) in honor of a wedding that Curtis and Jill attended in that pasture once upon a time.
April: Kula Canopy (1995)
In April, enjoy the wonder of a purple tunnel walk called Kula Canopy (1995), a country road flanked by iconic jacaranda trees.
May: Kula Kupe’e (2010)
In May, soak in the ravishing scenery that is Kula Kupe’e (2010). Named for a Hawaiian lei worn on the wrist or ankle, this road is edged with many colors of trees and grasses, Haleakalā rising majestically in the background.
June: The Road Home (2025)
In June, celebrate the end of jacaranda season with a walk up Curtis and Jill’s road in The Road Home (2025), purple blossoms carpeting the way.
July: Makena Summer (2005)
As the weather heats up, pack a swimsuit and wander down the sandy driveway to Aunt Mary’s house in Makena Summer (2005) for a delightful beach day.
August: Evening Shadows (1976)
In August, hike up the back road to Kaupo in Evening Shadows (1976). The old unpaved road was an adventure but finding gems like this house made the journey worthwhile.
September: Return to Makena (2017)
Stand beneath the swaying palms and gaze out toward Kahoʻolawe, the horizon painted in rich blues and golds—a homecoming to one of Maui’s most iconic beaches.
October: Into the Clouds (1989)
In October, hike through the lush Olinda pasture of Into the Clouds (1989) towards a brilliant rusty roof.
November: Along the Bridle Path (1980)
As we approach the end of the year, revel in the cool fall pasture colors of Along the Bridle Path (1980), an upcountry discovery.
December: Saturday Afternoon in Kaupo (1984)
Finally, join us on the breathtaking Kaupo coast as Curtis and Jill celebrate their December wedding anniversary in Saturday Afternoon in Kaupo (1984).
How Paintings Are Chosen
Each year’s paintings are meticulously curated. The selection process often takes into account:
Personal Significance: Some paintings are linked to important dates and places in Curtis and Jill’s life. This year, our December painting, “Saturday Afternoon in Kaupo” features the grounds of Huialoha church, where Curtis and Jill celebrate their December wedding anniversary.
Seasonal Elements: For example, months during Maui’s jacaranda season always feature purple-flowered scenes.
Mood & Light: Sometimes the deciding factor is how the light, colors, or atmosphere of a piece reflects the feel of a particular time of year.
Why Collectors Love Them
For longtime collectors and first-time buyers alike, the Curtis Wilson Cost calendars are more than just practical. They’re pieces of art that tell a story. They make meaningful gifts, spark memories of Maui, and bring a touch of Hawaiʻi’s beauty to every day of the year.