LoginJoin Bold.org
For DonorsFor Applicants
LoginJoin Bold.org
Get in touch
Donor Inquiries
donors@bold.org
Award Inquiries
awards@bold.org
Student Inquiries
contact@bold.org
Join 300k+ followers across
Donors
How It WorksBold FoundationDonor FAQTerms & ConditionsDonor Help Center
Applicants
How It WorksScholarship RulesScholarship BlogWinnersStudent Help Center
Get the app
Download on the App StoreGet it on Google Play
Scholarship Categories
Graduate School ScholarshipsNo-Essay ScholarshipsScholarships for Nursing StudentsMerit-Based ScholarshipsScholarships for High School SeniorsScholarships for WomenUndergraduate ScholarshipsHigh School ScholarshipsScholarships for Black StudentsExplore More Scholarship Categories
Company
About UsContact UsCareersPress CenterPartnershipsReviewsImpact & Transparency
©2026 All Rights Reserved. Bold.org, Inc.
Terms of UsePrivacy PolicyDo Not Sell My Personal Information

Hawai'i Island Sunset Scholarship

Funded by
user profile avatar
Daniel Montgomery
$4,000
2 winners, $2,000 each
Awarded
Application Deadline
Jul 8, 2026
Winners Announced
Jul 20, 2026
Education Level
High School
Share
Eligibility Requirements
Education Level:
High school senior
Location:
Hawai’i Island
Background:
From a working-class family
College Goals:
Will pursue a two or four-year degree on Hawai’i Island or on the mainland
Education Level:
Location:
Background:
College Goals:
High school senior
Hawai’i Island
From a working-class family
Will pursue a two or four-year degree on Hawai’i Island or on the mainland

Hawai'i Island is the southernmost island in Hawaii and is full of talented high school students who have the acumen to be standouts in both academics and sports.

The island relies heavily on the tourism and hospitality industry, and many families face a lack of financial resources. Many of the students on Hawai’i Island come from multigenerational family homes, and most parents work two jobs and do fundraising work to support their children's extracurricular activities at school. When teens and young adults leave Hawai'i Island, their parents often need to draw upon several different funding programs to help cover the costs of tuition, books, and residential living expenses.

This scholarship aims to support students from Hawai’i Island as they finish high school so they can afford to transition to higher education.

Any high school senior on Hawai’i Island may apply for this scholarship opportunity if they are from a working-class family and if they will pursue a two or four-year degree on Hawai’i Island or on the mainland.

To apply, tell us about your experiences growing up on Hawai’i Island, why you’re passionate about pursuing higher education, and how this scholarship will help you succeed in your college academic program either here on Hawai’i Island or on the mainland. Additionally, upload a file that shows your contribution to your high school program in either academics or sports. This file could be a photo from an awards ceremony or sports banquet, a certificate, an award, etc.

Selection Criteria:
Ambition, Drive, Impact
Scholarships for High School SeniorsAthletic ScholarshipsHigh School ScholarshipsHawaii Scholarships
Scholarships for College Students
Need-Based ScholarshipsEssay ScholarshipsLow-Income Scholarships
Published March 24, 2026
$4,000
2 winners, $2,000 each
Awarded
Application Deadline
Jul 8, 2026
Winners Announced
Jul 20, 2026
Education Level
High School
Share
Essay Topic

Please tell us about your experiences growing up on Hawai’i Island. Why are you passionate about pursuing higher education, and how will this scholarship help you succeed in your college academic program either here on Hawai’i Island or on the mainland?

400–600 words

Winners and Finalists

July 2026

Winners
Kaylie Hirayama
San Diego State University
Kamuela, HI
Lokuhao Lapera
Konawaena High School
Hawaiian Ocean View, HI
Finalists
Gavin Vasilescu
Coastline Community College
Volcano, HI
Aizen Saladino
Kealakehe High School
Waikoloa, HI
Jihun Kwon
Kealakehe High School
Kailua-Kona, HI
Taylor Pennington
Kealakehe High School
Pahoa, HI
Nina Lin Nakasone
Konawaena High School
Kailua-Kona, HI

Winning Applications

Kaylie Hirayama
San Diego State UniversityKamuela, HI
Growing up on Hawai’i Island, specifically in the rural and close-knit community of Waimea, has shaped every facet of who I am. Life on the Big Island is grounded in a deep sense of kuleana—a sacred responsibility to care for the land and the people around us. My earliest and most profound lessons began on my family’s farm. Working the fields alongside my grandparents taught me that a community's vitality is physically tied to the collective labor we are willing to put in. This agricultural foundation instilled in me an unshakeable work ethic. Throughout high school, I balanced these family responsibilities with varsity soccer captaincy, HOSA leadership, and multiple part-time jobs, including waking up for 4:00 AM barista shifts. Managing these heavy physical demands while maintaining a 3.95 GPA taught me that resilience is not passive; it is a discipline cultivated through daily grit and humility. Living on Hawai’i Island also exposed me to the stark realities of geographical isolation, particularly regarding healthcare access. Witnessing the disparities that rural communities face when seeking specialized medical attention sparked my passion for pursuing higher education. For me, college is not merely a path to personal advancement; it is the essential toolkit required to effect systemic change. I am driven to pursue a rigorous undergraduate program in health sciences as the foundational step toward my ultimate goal: becoming an international traveling physician's assistant. I want to use my education to step into the most underserved, vulnerable, and dangerous regions of the world to provide high-quality medical care where others cannot or will not go. Eventually, I plan to bring that global expertise back home to Hawai’i Island to establish free, mobile health hubs that protect our rural neighborhoods. Venturing to the mainland for my college academic program is a necessary step to acquire advanced clinical training, yet the financial hurdles of moving and studying away from home are immense. This is precisely where this scholarship becomes a critical catalyst for my success. By alleviating the heavy financial burden of tuition and mainland living expenses, this award will provide the breathing room my family and I need. Instead of dividing my energy between exhausting part-time work shifts to cover costs, I will be able to dedicate myself entirely to the rigorous demands of a pre-medical curriculum. It will allow me to sustain the same academic excellence that drove my high school GPA, ensuring I can master complex clinical concepts and maximize research opportunities. Ultimately, receiving this scholarship is an investment in a local leader who is fully prepared to put in the hard work. It bridges the gap between my rural roots on Hawai’i Island and the global medical arenas where I intend to serve. I promise to honor your generosity by maintaining the absolute highest academic standards in college, keeping my heart forever rooted in the values of Waimea, and spending my adulthood paying your kindness forward to communities in need, both globally and back home on the islands.
Lokuhao Lapera
Konawaena High SchoolHawaiian Ocean View, HI
I know that I am a very lucky young man to call Hawai'i Island my home. Although I have lived in a couple places around the island, I feel like I have the fondest memories of life in Kona. I have 3 older brothers, one younger and just one sister. Growing up in a large family was extremely fun, but now that I look back, it was also very stressful and expensive too. Our family spent the majority of our free time at the beach; surfing, diving and playing. Not only was it an activity that didn't require a lot of money, but all of us were occupied throughout the day. I even remember my mom designating one afternoon during the school week for the beach....4 boys and my sister, at the time, after teaching the whole day was probably something she needed as well. My dad worked every night so he could take us to school and be home with my baby sister. I learned from a very young age how to body board, free dive with a Hawaiian sling spear (and eat everything we caught), cliff jump, etc. My mom said when I could barely swim, my dad put me in a lift vest and took me on an hour dive in the deepest of waters, yes, she was freaking out! During my 8th grade summer, I decided, and shared with my dad, that I wanted to play football. Being a football player himself, he suggested and started training me in the weight room. I immediately fell in love with weightlifting and football, although I had so much to learn about both. I started educating myself about weightlifting and saw the results every year with the hard work I put in, especially during the football off season. Football was exciting, but challenging at first because I had so much to learn. During my sophomore season, I was asked to come up to the Varsity level, and I got to play in my first state title game. Although we didn't win, that experience prepared me for the following 2 years. As a senior, I was voted as a captain, and I led the BIIF with over 70 tackles. Going to college was honestly not something I considered. Not only did I know how we struggled financially, but I didn't think that was something I wanted to do after high school either. The idea of playing college football is only something I dreamed of and to think it will happen is something I do not take for granted. The idea of getting to take my aloha and spread it throughout Salinas, California, is mindboggling to me. I know this opportunity doesn't come to many, and I can only have this experience with the help of financial aid and other scholarships like this. Please consider my story and allow me the chance to follow my dreams.

Explore All Kinds of Scholarships for All Kinds of Students

Graduate School ScholarshipsNo-Essay ScholarshipsScholarships for Nursing StudentsMerit-Based ScholarshipsScholarships for High School SeniorsScholarships for WomenUndergraduate ScholarshipsHigh School ScholarshipsScholarships for Black StudentsView all

How it works

Bold.org is Built to Make Scholarships Feel Possible

  • Student scholarship profile on Bold.org

    Step 01

    Start with your story

    Bold.org helps students show donors who they are beyond a transcript.

  • Scholarship matches on Bold.org

    Step 02

    Where scholarships are awarded

    Every scholarship is funded by donors and managed directly on Bold.org.

  • Scholarship award tracking on Bold.org

    Step 03

    Fund your future

    Scholarship dollars are disbursed through Bold.org to help students pay for school.

FAQ

When is the scholarship application deadline?

The application deadline is Jul 8, 2026. Winners will be announced on Jul 20, 2026.

How will scholarship application information be used?

Your privacy is a top priority on the Bold.org platform, and you can find our privacy policy in full here. You may opt out of communications from Bold.org at any time, and unless we’ve first notified you and gotten your consent, you’ll never receive communication from any third parties related to personal information you give us.

What is the scholarship award?

Award amounts per winner are designated by the donor. Check the award amount for a detailed breakdown.

When will the scholarship winner be chosen? How will they be notified?

The winner will be publicly announced on Jul 20, 2026. Prior to the announcement date, we may contact finalists with additional questions about their application. We will work with donors to review all applications according to the scholarship criteria. Winners will be chosen based on the merit of their application.

How will the scholarship award be paid?

Award checks will be sent to the financial aid office of the winner's academic institution or future academic institution in their name to be applied to their tuition, and in the name of their institution (depending on the school's requirements). If the award is for a qualified educational non-tuition expense, we will work with the winner directly to distribute the award and make sure it goes towards qualified expenses.

How will my scholarship application be verified?

Before we award the scholarship, the winner will be required to confirm their academic enrollment status. Depending on the circumstances, verification of Student ID and/or their most recent transcript will be required.

How should I get in touch with questions?

If you have any questions about this scholarship or the Bold.org platform, just email contact@bold.org and we’ll get back to you as quickly as we can.

Does the scholarship have terms and conditions?

Yes. The terms and conditions for this scholarship can be found here.

97% of students don't win scholarships. We’re here to change that.
Start Winning
$16,392,119
LIVE
Awarded to Bold.org Members
user profile avatar
Ava Pearcy
Won $1,500 scholarship
31m ago
Creative Arts Scholarship