Pineapple Acquisitions invests in short-term rentals and multifamily properties, acquiring real estate with long-term potential and improving it through thoughtful operations and investment.
Founded by Tamara Ashworth, Pineapple Acquisitions focuses on real estate acquisition, investment, improvement, and long-term ownership.
Each property is evaluated for long-term potential, sound operations, and opportunities for thoughtful improvement.
That hands-on, systems-first approach is the Pineapple difference.
Real estate acquisition, improvement, and long-term ownership, with a hands-on approach.
Acquiring and operating vacation rentals in Charleston, SC, optimizing for occupancy, guest experience, and consistent cash flow in a high-demand market.
Investing in multifamily assets in the Charleston market. Repositioning units, improving operations, and building long-term equity through hands-on management.
Every property is evaluated against a disciplined framework and long-term ownership goals.
Identify real estate opportunities with long-term potential and room for operational improvement.
Implement systems, streamline operations, and make strategic investments that increase the asset's performance and value.
Hold for the long term. Compound gains through disciplined management and strategic positioning in strong markets.
Based in Charleston, South Carolina, with a local understanding of neighborhoods, properties, and communities.
The real estate focus spans short-term rentals and multifamily properties across Charleston and the Lowcountry.
Short-term rentals and multifamily properties remain the public focus, with thoughtful operations and long-term value guiding each investment.
Property and real estate partnership opportunities are reviewed for fit, timing, and possible next steps.