About Us

Who we are

At Pierhead Properties, we have a wide range of expertise in our small but experienced team. Our team is here to help guide you to maximize value.

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Aaron May

  • A licensed Realtor in Florida and Michigan with over 10 years of experience as an agent, investor, asset manager, and advisor. Aaron specializes in vacation rental properties, income-producing homes, and joint venture investments. His hands-on background as both a real estate professional and investor means he can guide clients with strategies that maximize value and returns.

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teresa way

  • Teresa is the Director of Operations for Pierhead Properties. She assists with Client Relations, manages all guest facing tasks for our vacation rental portfolio, and is our in house bookkeeper and numbers guru.

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April May

  • An experienced interior designer who also understands the business side of income properties. April helps clients update, design, furnish, and stock their homes, ensuring properties are not only beautiful but also optimized for maximum cash flow.

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Garrett Dunton

  • Garrett is the Property Manager for Pierhead Properties. He is also a licensed Florida Real Estate agent and is based in Cape Coral. Garrett has experience in the construction and remodeling industry with a strong background in customer service. His focus is on exceptional client relations, smooth bookings, and creating memorable guest experiences for every stay.

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I’ve had the privilege of working with Aaron May and Pierhead Properties on over 20 transactions, and every experience has been exceptional. Aaron is consistently honest, communicative, and reliable, always working with the best interests of his clients in mind. Beyond that, Aaron is a foremost expert and pioneer in the short-term rental space, bringing invaluable knowledge and strategies that set his clients up for success. Our long-standing working relationship has been built on trust and professionalism, and I look forward to continuing it for many years to come. I highly recommend Aaron and Pierhead Properties to anyone seeking a dedicated and knowledgeable real estate partner.”

- Brandon Ramirez, Realtor and Longtime Collaborator, Reunion Realty

Let’s Connect

Whether you’re searching for a dream vacation home, looking to maximize your returns with an investment property, or simply need an experienced advisor to guide you, I’m here to help you make confident real estate decisions.