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Meet the Property Experts


Our Property Experts focus on providing the best level of care for our guests and properties. They are the first line of communication and service when an owner needs anything for their property or a guest has a customer service need at the property. The level of service includes on-call emergency response after hours for our properties, property inspections & maintenance, and personal property attention. 



Bob Hawkins has lived in Sea Pines on Hilton Head since 1977. After a business career with IBM, he joined Sea Pines Associates for six years until buying The Vacation Company in 1992. He has been an operating partner since then and led the company to its position now as one of the premier Hilton Head Island management companies. In leisure hours, he enjoys much of what Hilton Head has to offer – the beach, tennis and other outdoor activities, diverse social activities, and winter season travels. 


Originally from Connecticut and a Hilton Head Island resident since 2005, Ben moved here after graduating from Purdue University. It was during his time at Purdue working construction every summer that he acquired much of the knowledge he utilizes today in the property management field. A Vacation Company employee since 2010, Ben enjoys the unpredictability of the job, no two days are alike. In his free time, Ben can be found at home with his wife, two children, and their English Bulldog, where sports are this family’s reality TV. 


Shawn, like many island residents, moved to Hilton Head Island from the north (Buffalo, New York) in 1981 and has watched the island and surrounding areas change and grow over the years. Leaving the skiing profession behind to follow his parents to Hilton Head and has never left. With over 25 years in property management and island living, he is that “go-to” person for both owners and guests. His other passions include road racing on his bicycle and skiing in the off-season. He is married, 4 wonderful children (now adults), and is now a grandfather.


Ryan has been a South Carolina resident since 2007. He remodeled homes around the Chicago area before he moved down south. Ryan left Chicago to abandon the cold winters and pursue a career in the golf industry. After 10+ years of competing and working around golf, he wanted to contribute his customer relations skills to property management. You can always find him playing outdoor sports and enjoying the beach.


Beau moved to Hilton Head from California in 1997 to be with his father's family. His family was born and raised in the area, and he graduated from Hilton Head High School in 2000. Beau has been working in property management for 10 years and has been a property manager at the Vacation Company for 4 years. He likes to travel with his wife and two daughters in his spare time, go to the beach, and cook for family and friends. Beau enjoys working in property management because it allows him to meet and talk with people. He considers himself and his coworkers to be "customer service specialists." Always here to help! 


Kris first came to Hilton Head Island for a vacation in the summer of 1992 and never looked back. Originally from Northeast Ohio, Kris started his “Island Life” working on the beach and enjoying the warm weather. Life on the beach led Kris to the hospitality industry where he used his excellent customer service skills to serve islanders and visitors alike for more than 20 years. Kris joined The Vacation Company team in April of 2018 as an exceptional property manager. When Kris is free, he and his wife enjoy spending time on the local waters boating, fishing, and enjoying the sunshine.


Jennifer has been coming to the Island since 1993. She moved from Arizona to be close to her sister and family in 2018; originally from Atlanta, the south called her home. Her love of the Island and 20 years of management experience made the transition into property management a perfect fit. In addition, her passion for providing exceptional service to our owners and guest makes her an excellent part of the team. She enjoys spending her free time biking the Island, enjoying our beautiful beaches, baking delicious treats, watching design shows, and boating to explore the low country. In addition, she loves working with the owners on decorating and improvements.


Wayne was always interested in seeing how things worked, so he began fixing cars in high school, which evolved into a 10-year career in automotive services. In early 2000, he moved to Hilton Head Island and began working in the hospitality industry. He has now been in the industry for over 20 years. He started with the Vacation Company as a Saturday inspector, which led to his becoming a full-time property manager. In his spare time, he likes to listen to music. Music soothes the soul!


A native New Yorker, Pete moved to Hilton Head in 2008 to pursue a career in golf, but quickly found property management and vacation rentals as an area of interest. He has been working in the area for the last six years and as part of The Vacation Company, enjoys sharing the best the Island has to offer with our visitors and guests. In his free time, he enjoys visiting family in Long Island, NY, fishing, and playing golf.


Andres, originally from Brooklyn, New York, has been a resident of Hilton Head Island since 1997. He recently retired from the Beaufort County Sheriff’s Office as a Lieutenant with over 24 years of service. He loved helping people in a crisis, solving problems, and having a positive influence on people’s lives. Andres plans to use his years of problem-solving experience to have a positive influence on guests and owners in his new role as a Property Manager. He spends his days off enjoying time with his wife, Meredith, and their children. Andres still enjoys serving his community and is a current Board Member of the Boys and Girls Club of Hilton Head Island.


Fiona began her journey to Hilton Head Island 35-plus years ago from Kansas City, MO, knowing nothing about the island. She soon realized this is where she wanted to be. For 30 years, she has worked in all areas of the vacation rental business. Joining the Vacation Company over 3 years ago has been a blessing. Working with owners, guests, and everyone at Vacation Company is a wonderful experience.



Gregg has been visiting Hilton Head Is. with his family since the early 80s and has lived here full time since 2003. Gregg enjoys the great camaraderie with his colleagues at The Vacation Company and is proud to work with such a great team. He values the family atmosphere fostered by the company and appreciates the challenge of working in property management. When not at work, you will find Gregg playing golf and tennis, or escaping to the mountains for fishing, camping, and skiing.