Holmes Hole Builders, LLC 508.696.6861  
General contractor Gary Maynard is the leader of Holmes Hole Builders, specializing in custom
designed homes on Martha’s Vineyard


"Holmes Hole Builders had an incredible team, between their own crew of carpenters and the best of subcontractors, and everyone was dedicated to the quality of their work. They were able to source the correct materials and attract the best craftsmen to do the job. Gary and the two supervisors who ran the job were extremely knowledgeable and helpful, and really invested their heart and soul in the project. They were always ready to listen to our needs and interpret them accurately."
Lynn de Rothschild

Gary Maynard graduated from Brown University, Phi Beta Kappa, in 1985, with a Bachelor’s Degree in Linguistics. After graduation, he soon established G. S. Maynard & Co., Inc., also known as Five Corners Shipyard, in Vineyard Haven. Over the next 12 years, he and his crew restored historic wooden vessels, ranging from an 8-foot Bahama Dinghy up to the 90-foot Pilot Schooner Alabama, now sailing out of Vineyard Haven Harbor. His restorations have been widely recognized by such institutions as Mystic Seaport Museum and have been featured in WoodenBoat Magazine, and have won multiple awards at prestigious wooden boat shows around the country.

In 1997, Gary closed down the Shipyard, sold his machinery and took his growing family on a sailing adventure aboard his own restored vessel, the 1911 Scots Zulu Violet. He and Kristi, his wife and business partner, and their two small children voyaged through the Caribbean Sea, the Panama Canal, and on to the South Pacific, Hawaii, and even as far north as Glacier Bay, Alaska.

On his return in 1999, Gary decided to continue in the fine woodworking field, and soon established Holmes Hole Builders, LLC with a crew of former shipwrights and experienced house carpenters. Gary is also an aspiring novelist, a gentleman farmer and a proud father of two college age kids.



Kristina Maynard serves as one of Gary’s most trusted advisors, particularly when it comes to people-related issues, from employee relations to contract negotiations. She is a sounding board for all of his high-falutin’ ideas. Kristi also handles payroll and other tasks in the office.

Kristi is active in the horse community here on the Vineyard and she’s a darn good sailor and a budding golfer. But most of all, she has found her life’s work as a volunteer for Refuge Point, a small but powerful NGO that helps to save the lives of the most at-risk refugees from the ongoing conflicts and genocide in Africa. She travels to Kenya, visits resettled refugees here in the US, and hosts fundraisers here on the Vineyard.

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© 2017 Holmes Hole Builders, LLC   38 Kate's Way Vineyard Haven, MA 02568 508.696.6861

Custom Home Builders on Martha's Vineyard