A Maui small business owner shares the art of making lei po’o while building community.

Photo Essay: May Day Is Lei Day In Hawai‘i Nei

A Maui small business owner shares the art of making lei po’o while building community.

Lei Maui’s Caitlyn Madrid gathers bleeding heart vine flowers Friday, April 18, 2025, in Wailuku. She will use these to teach a lei po’o workshop Saturday. (Kevin Fujii/Civil Beat/2025)
Lei Maui’s Caitlyn Madrid gathers bleeding heart vine flowers on a recent Friday before Lei Day. (Kevin Fujii/Civil Beat/2025)

In a rush to get to work on time, the colors usually blur past her car’s window. But not on this recent Friday afternoon.

Lei Maui owner Caitlyn Madrid of Kīhei slows down, stops, pulls out shears and a paper bag and begins cutting off some of the flowers along the road.

She has a vision in mind for a new lei po‘o, or flower crown, to make ahead of Lei Day, which is celebrated May 1 in Hawai‘i. Her latest creation includes various hues, shapes, sizes and sometimes perfume-like scents.

Gathering Flowers

A paper bag holds bleeding heart vine flowers Friday, April 18, 2025, in Wailuku. Caitlyn Madrid will use these in a lei po’o workshop Saturday. (Kevin Fujii/Civil Beat/2025)
A paper bag holds the bleeding heart vine flowers Madrid will use for a lei po’o workshop. (Kevin Fujii/Civil Beat/2025)

For a lei po’o workshop before Lei Day, Madrid’s “shopping” list of flowers includes bleeding heart vines, plumeria, pincushion protea, ʻōhiʻa lehua and leaves to name a few. She maintains a comprehensive knowledge and notebook of where specific flowers are and when they’re likely to be in bloom.

Lei Maui’s Caitlyn Madrid gathers plumeria blossoms Friday, April 18, 2025, in Wailuku. She will use these to teach a lei po’o workshop Saturday. (Kevin Fujii/Civil Beat/2025)
Madrid gathers plumeria blossoms from an aunty’s Wailuku backyard. (Kevin Fujii/Civil Beat/2025)

Along the way, Madrid connects with people near her favorite places to get flowers. Her neighbor in Kīhei told her about tri-color plumeria next to a tree bearing over-sized plumeria flowers in his ʻohana’s Wailuku backyard. The homeowner is now a beloved aunty.

One time a homeowner approached her while she was picking flowers along the road in front of his house. “I was ready to say ‘sorry’ and pack up my stuff quickly,” Madrid said. “But then he asked me how much I would charge to prune some of his trees and took me around his property.”

Lei Maui’s Caitlyn Madrid gathers ʻōhiʻa leaves Friday, April 18, 2025, in Makawao. She will use these to teach a lei po’o workshop Saturday. (Kevin Fujii/Civil Beat/2025)
ʻŌhiʻa leaves from Makawao will be used to add greenery and texture to her workshop participants’ lei po’o. (Kevin Fujii/Civil Beat/2025)
A western honey bee crawls on an ōhiʻa blossom Friday, April 18, 2025, in Makawao. Bees buzzed all around these trees. (Kevin Fujii/Civil Beat/2025)
A western honeybee crawls on an ōhiʻa lehua. These culturally vital trees buzz with life. (Kevin Fujii/Civil Beat/2025)
Lei Maui’s Caitlyn Madrid gathers trumpet flowers Friday, April 18, 2025, in Makawao. She will use these to teach a lei po’o workshop Saturday. (Kevin Fujii/Civil Beat/2025)
Trumpet flowers add a splash of orange. These were collected from a Pukalani house’s vines spilling onto the sidewalk. (Kevin Fujii/Civil Beat/2025)
Lei Maui’s Caitlyn Madrid gathers pincushion protea flowers Friday, April 18, 2025, in Upcountry Maui. She will use these to teach a lei po’o workshop Saturday. (Kevin Fujii/Civil Beat/2025)
Madrid gathers pincushion protea flowers from a lofty embankment in Upcountry Maui. (Kevin Fujii/Civil Beat/2025)

“More than just flowers it’s a way for the community to celebrate its heritage and celebrate by giving lei to others,” Madrid said about Lei Day. “I only want to perpetuate the correct cultural knowledge and bring awareness to others who want to learn.”

Lei Maui’s Caitlyn Madrid gathers heliotrope blossoms Friday, April 18, 2025, in Kīhei. She will use these to teach a lei po’o workshop Saturday. (Kevin Fujii/Civil Beat/2025)
Madrid gathers heliotrope blossoms as a car heads toward Kīhei. (Kevin Fujii/Civil Beat/2025)
Lei Maui’s Caitlyn Madrid gathers pua kalaunu, crown flowers, Friday, April 18, 2025, in Kīhei. She will use these to teach a lei po’o workshop Saturday. (Kevin Fujii/Civil Beat/2025)
Madrid gathers pua kalaunu, or crown flowers, in Kīhei. Noting some of the blossoms on the ground, she said, “Another lei maker was here.” (Kevin Fujii/Civil Beat/2025)

Madrid supports local floral retailers for things she sometimes can’t gather herself like ti leaves and spray roses. “We have a community-over-competition mindset,” she said about the collaboration of florists and lei makers. “I get a lot of referrals from other lei makers and I refer others when I’m too busy.”

Gathering People

The spines of ti leaves create the base of a lei po’o during Caitlyn Madrid’s Lei Maui workshop Saturday, April 19, 2025, in Kīhei. (Kevin Fujii/Civil Beat/2025)
The spines of ti leaves create the base of a lei po’o during Madrid’s Lei Maui workshop on a recent Saturday before Lei Day. Lei po’o workshops and direct purchases are her most frequent requests as a lei maker. (Kevin Fujii/Civil Beat/2025)
Lei Maui’s Caitlyn Madrid, from left, holds ti-leaf spines as Amanda Harris and Michael Strain measure their heads to make a lei po’o Saturday, April 19, 2025, in Kīhei. (Kevin Fujii/Civil Beat/2025)
Madrid, from left, holds ti leaf spines as Amanda Harris and Michael Strain measure their heads to make their lei po’o in Kīhei. (Kevin Fujii/Civil Beat/2025)
Lei Maui’s Caitlyn Madrid sizes and cuts ribbons for a lei po’o during her workshop Saturday, April 19, 2025, in Kīhei. (Kevin Fujii/Civil Beat/2025)
Madrid sizes and cuts ribbons for lei po’o during her workshop. Participants picked the color. It’s mostly hidden except for the back where it’s tied together. (Kevin Fujii/Civil Beat/2025)
Michael Strain uses raffia to tie ribbon to a ti-leaf spine Saturday, April 19, 2025, in Kīhei. This is the beginning of his lei po’o. He’s participating in Lei Maui’s lei-po’o workshop. (Kevin Fujii/Civil Beat/2025)
Michael Strain uses raffia to tie ribbon to a ti leaf spine. Madrid likes to purchase her raffia locally at a craft store. But she said you can buy it online, too. (Kevin Fujii/Civil Beat/2025)

Madrid wanted to work with flowers beginning in her teens. But the self-described “tomboy” was more comfortable outside with her dad than doing “girlie stuff.” But she said she was a bit jealous of the girls who took floriculture in high school.

Pualani Brown enjoys a light moment during Lei Maui’s lei po’o workshop Saturday, April 19, 2025, in Kīhei. (Kevin Fujii/Civil Beat/2025)
Pualani Brown enjoys a light moment during the lei po’o workshop. (Kevin Fujii/Civil Beat/2025)
Raffia blows in the wind during a Lei Maui lei po’o workshop Saturday, April 19, 2025, in Kīhei. (Kevin Fujii/Civil Beat/2025)
Raffia blows in the cooling breeze near the Mana Kai beach in Kīhei. (Kevin Fujii/Civil Beat/2025)
Alisa Castleton selects flowers and greens for her lei po’o Saturday, April 19, 2025, in Kīhei. “Get more flowers than you think you’ll need.” Lei Maui’s Caitlyn Madrid said during the workshop. (Kevin Fujii/Civil Beat/2025)
Alisa Castleton selects flowers and greens for her lei po’o. “Get more flowers than you think you’ll need,” Madrid said during the workshop. (Kevin Fujii/Civil Beat/2025)

In college, Madrid finally took a floriculture class. She learned about the science of growing and caring for flowers and ornamental plants. But Madrid really took to the art of design and making floral arrangements. Making lei was a natural progression, especially living in Hawaiʻi and embracing the culture.

Leaf clippings cover the ground during a lei po’o workshop lead by Lei Maui’s Caitlyn Madrid Saturday, April 19, 2025, in Kīhei. (Kevin Fujii/Civil Beat/2025)
Kupukupu leaf clippings fall to the ground. Leaves are removed from the sword fern’s base to tie the stem to the lei po’o. (Kevin Fujii/Civil Beat/2025)
Nina Helmer, left, and Veronica Peterson prepare flowers and greenery to make their lei po’o during Lei Maui’s workshop Saturday, April 19, 2025, in Kīhei. Caitlyn Madrid teaches lei-making workshops frequently on the Valley Isle. (Kevin Fujii/Civil Beat/2025)
Nina Helmer, left, and Veronica Peterson prepare flowers and greenery to make their lei po’o. (Kevin Fujii/Civil Beat/2025)

“Anyone can buy a lei from Longs or Costco.” Madrid said. “Lei-making is a dying and lost art and we need to teach the younger generations to keep it alive.” 

Amanda Harris works on her lei po’o during a Lei Maui workshop Saturday, April 19, 2025, in Kīhei. (Kevin Fujii/Civil Beat/2025)
Amanda Harris focuses on her lei po’o. (Kevin Fujii/Civil Beat/2025)

Lei makers share knowledge from where to gather certain flowers to techniques. Madrid said she learned how to make a lei in 2010. Eight years later she wanted to get serious and deepen her knowledge. Molokaʻi lei maker Kāhealani Hāmākua visited Madrid’s Wailua Homestead home on Kauaʻi and taught her how to make lei po’o.

Michael Strain ties raffia so Amanda Harris can continue wrapping flowers and greenery on her lei po’o during a Lei Maui workshop Saturday, April 19, 2025, in Kīhei. (Kevin Fujii/Civil Beat/2025)
Michael Strain ties raffia together so Amanda Harris can continue wrapping flowers and greenery on her lei po’o. (Kevin Fujii/Civil Beat/2025)
Caitlyn Madrid, center, helps Monika Redins during a Lei Maui workshop Saturday, April 19, 2025, in Kīhei. The participants learned how to make lei po’o. (Kevin Fujii/Civil Beat/2025)
The workshop participants surround Madrid, center, as she helps Monika Redins with her lei po’o. (Kevin Fujii/Civil Beat/2025)

Madrid held the workshop under the shade of trees at the Mana Kai beach in Kīhei. Some participants’ ʻohana brought foldable tables and benches while they grilled food nearby and keiki played on the beach and in the water.

Lei Maui’s Caitlyn Madrid works with Carla Mahoe during a lei po’o workshop Saturday, April 19, 2025, in Kīhei. (Kevin Fujii/Civil Beat/2025)
Madrid works with Carla Mahoe to place spray roses on her lei po’o. (Kevin Fujii/Civil Beat/2025)

“The peace and calm it brings me when I’m doing it is what attracted me,” Madrid said about why she has continued to make lei since 2010. “The mental clarity it brings me. The beauty of the flowers and the art of the different lei styles.”

Kimberly Sterling lays down her completed lei po’o at the conclusion of a Lei Maui workshop Saturday, April 19, 2025, in Kīhei. Alisa Castleton makes room for Sterling’s lei po’o. (Kevin Fujii/Civil Beat/2025)
Kimberly Sterling, left, lays down her completed lei po’o at the conclusion of the Lei Maui workshop as Alisa Castleton makes room for Sterling’s lei po’o. Madrid made note of the flowers, placement, colors, contrasts and sizes of the completed lei po’o. “I would never have made that,” she said about a participant’s completed lei po’o. “But it is seriously beautiful and I have some ideas.” (Kevin Fujii/Civil Beat/2025)

As much as participants learned from Madrid, she told them she always takes away new ideas from them to make lei po’o.

Michael Strain tries on the lei po’o he made during a Lei Maui workshop Saturday, April 19, 2025, in Kīhei. It turned out a bit small. So he said he’s giving it to his niece. (Kevin Fujii/Civil Beat/2025)
Michael Strain tries on the lei po’o he made during the Lei Maui workshop. It turned out a bit small, so he said he’s giving it to his niece. (Kevin Fujii/Civil Beat/2025)
Monika Redins, left, and Alisa Castleton tie their completed lei po’o at the conlusion of a Lei Maui workshop Saturday, April 19, 2025, in Kīhei. (Kevin Fujii/Civil Beat/2025)
Monika Redins, left, and Alisa Castleton tie their completed lei po’o. “It’s so heavy!” Castleton said as her lei po’o slid off her forehead and into her eyes. (Kevin Fujii/Civil Beat/2025)
Alisa Castleton ties her completed lei po’o at the conlusion of a Lei Maui workshop Saturday, April 19, 2025, in Kīhei. (Kevin Fujii/Civil Beat/2025)
Alisa Castleton ties her completed lei po’o. The ribbon is only visible in the back where the ends are tied together. (Kevin Fujii/Civil Beat/2025)
Lei Maui’s Caitlyn Madrid adjusts Carla Mahoe’s lei po’o Saturday, April 19, 2025, in Kīhei. Madrid led the lei po’o workshop. She says it’s her most popular lei-making class. (Kevin Fujii/Civil Beat/2025)
Madrid adjusts Carla Mahoe’s lei po’o. She says it’s her most popular lei-making class. (Kevin Fujii/Civil Beat/2025)
Monika Redins, from left, Alisa Castleton and Kimberly Sterling take a selfie after completing their lei po’o in a Lei Maui workshop Saturday, April 19, 2025, in Kīhei. (Kevin Fujii/Civil Beat/2025)
Monika Redins, from left, Alisa Castleton and Kimberly Sterling take a selfie wearing the lei po’o they made. (Kevin Fujii/Civil Beat/2025)
Veronica Peterson thanks Lei Maui’s Caitlyn Madrid for teaching her to make a lei po’o Saturday, April 19, 2025, in Kīhei. (Kevin Fujii/Civil Beat/2025)
Veronica Peterson thanks Madrid for sharing her knowledge as the sun sets. (Kevin Fujii/Civil Beat/2025)

With tired fingers, sore backs and weary smiles, Lei Maui participants took stock of their creations, amazed and elated at what they had made over the past three hours. “The more you do it, the easier it gets,” Madrid said.

Civil Beat’s coverage of Maui County is supported in part by a grant from the Nuestro Futuro Foundation.

About the Author

What it means to support Civil Beat.

Supporting Civil Beat means you’re investing in a newsroom that can devote months to investigate corruption. It means we can cover vulnerable, overlooked communities because those stories matter. And, it means we serve you. And only you.

Donate today and help sustain the kind of journalism Hawaiʻi cannot afford to lose.