Living Well. Investing Wisely.
Real Estate. Investments. Vacation Rentals. Design.
Your Partner for Real Estate, Rentals, and Returns.
At Pierhead Properties, we help clients unlock the full potential of real estate—whether buying, selling, investing, or enjoying a vacation. With more than a decade of experience in real estate transactions, property management, and investment group operations, our team brings unmatched expertise to every stage of the process.
What we do
1.
Real Estate Representation
Licensed expertise in Florida and Michigan markets.
2.
Investments & Private Capital Ventures
Structuring joint ventures and guiding smart investments.
3.
Vacation Rental Advisory
From acquisition to guest experience, we provide end-to-end strategies.
4.
Property Design & Furnishing
Professional interior design and full property setup for peak performance.
5.
Vacation Rentals for Guests
Curated vacation properties for travelers seeking comfort and style.
featured home
Welcome to “The Hollywood House” — Where Old Hollywood Glam Meets Movie Magic Tucked inside the luxurious gates of Reunion, Florida — just 15 minutes from the enchantment of Disney World — lies a star-studded retreat that feels straight off a movie set.
Hollywood House
Fresh from a full Hollywood Regency–style renovation, this dazzling home is a glamorous love letter to the Golden Age of film, where every room feels like it was designed for its close-up. The moment you step inside, you’ll feel the sparkle of old Hollywood. But this isn’t just any chic vacation home — it’s hiding secrets that only the stars would know.
We understand that real estate is more than transactions—it’s about creating opportunities, lifestyles, and long-term value. Our combined expertise in real estate, investment strategy, property design, and vacation rentals makes us the trusted partner for both investors and vacationers.
Whether you’re looking to purchase a second home, maximize rental income, or find the perfect vacation getaway, Pierhead Properties delivers results with experience, creativity, and execution.
Let’s turn your vision into value.
Why Choose Pierhead Properties?
RSPS Certification
Aaron May is Resort & Second-Home Property Specialist Certified with the National Association of Realtors!
A Spacious Coastal Retreat for Sixteen with Private Heated Pool, Spa, and Short Walk to the Beach and Flagler Avenue. This beautiful, amenity-packed New Smyrna Beach retreat sits just across the street from the ocean and an easy walk to Flagler Avenue’s shops, dining, and nightlife. Enjoy your own private heated pool, bubbling hot tub, putting green, basketball hoop and yard games—perfect for relaxing days and fun-filled evenings. The Pelican Tidehouse is the ultimate gathering place for the ideal Florida beach vacation!
Experience The Pelican Tidehouse in beautiful New Smyrna Beach
Aaron May always puts us in the right properties, helps us manage them, and with Pierhead Design, his wife April ensures each property is beautifully designed and fully prepared for vacation rentals. Together, they make investing seamless and successful."
- Amy Brown, Repeat Client
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.