Our Story and Commitment to Our Community

Family-owned and trusted by Crestview for over 40 years, The Holloway Agency stands for personalized service, deep community roots, and unwavering commitment to your peace of mind.

Built on Hard Work & Trust

From Backyard Beginnings to Community Mainstay-A History Built on Trust

Founded in 1984 by Smokey Holloway, a lifelong Okaloosa County resident, The Holloway Agency started out as a small, one-room office in his backyard. Those early days set the foundation for a culture of service, dedication, and genuine care for neighbors-values that have guided the agency through decades of growth. In 2001, the team moved into its current Crestview location, reflecting both stability and the trust of a growing client base. Today, with Smokey's son Dusty at the helm and a team of 8, The Holloway Agency continues to serve the Panhandle with the same personal touch and commitment it was built on.

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Freedom, honesty, and client-first service

Our mission is simple-treat every client like family, protect what matters most, and offer unbiased advice through life's changes.

Helping People in Every Stage of Life

The Principles That Guide Your Experience

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Integrity

Every recommendation is based on what's right for you, not a sales quota. Clients experience honesty and transparency with every interaction.

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Community Commitment

The Holloway Agency actively participates in local events, supports area charities, and is proud to be part of Crestview's business community. Clients know their agency gives back to the neighborhoods they call home.

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Personalized Service

Every policy review or claim is handled by a real local agent-never a distant call center. Clients enjoy direct, caring support, whether online, by phone, or in person.

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Choice and Value

As an independent broker, we offer policies from top insurers like Progressive, Safeco, and Travelers, always working to find you the right fit at the best rate. Clients benefit from unbiased advice and more options.

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Stability and Experience

With over 40 years in the Florida Panhandle, clients have confidence that we're here for the long haul-delivering steady guidance through every storm or life change.

Local protection. Lifelong relationships.

Proudly Rooted in the Crestview Community

The Holloway Agency serves families, property owners, and businesses across Crestview, Okaloosa County, and the surrounding Florida Panhandle. Our team lives, works, and volunteers in the same towns as our clients, making us more than just an insurance agency-we're your neighbors and advocates. Many of our clients have trusted us for decades, and we're honored to protect the people, farms, and coastal properties that make this region unique. From supporting local events to participating in the Crestview Chamber of Commerce, community connection is at the heart of what we do.

Take the First Step Today

Make One Decision That Brings Real Peace of Mind

Choosing The Holloway Agency means partnering with people who know your community, share your values, and are committed to protecting what matters most. Our family, staff, and many loyal clients call Crestview and the Panhandle home for a reason-trust, reliability, and a sense of belonging. Whether you're new to the area or ready to review your current coverage, our door is always open and our team is here to help.