Despite its remoteness Monomoy was home to its own community as early as 1710. A tavern for sailors was opened up in the location of today's Hospital Pond, known then as Wreck Cove.
During the early 19th century a deep natural harbor at Monomoy's inner shore, known as the Powder Hole, attracted a sizeable fishing settlement. In its prime Whitewash Village housed about 200 residents, a tavern inn called Monomoit House, and Public School #13, which at one time boasted 16 students. Cod and mackerel brought in to the Monomoy port were dried and packed for markets in Boston and New York. Lobsters were also plentiful, providing both food and income for the villagers, who peddled them to mainlanders at about two cents apiece.
The village was abandoned after its harbor was washed away by a hurricane around 1860. It remained uninhabited until 1863 when it was reconstructed and reinhabited until 1876. The new township of Whitewash Village thrived as a fishing town until a series of brutal murders and unsolved homicides sent villagers fleeing for the more frequently policed mainland. A storm in the spring of 1958 carved a wide shallow channel between Morris Island and Monomoy, separating it from the mainland. The Blizzard of 1978 further divided the island into North Monomoy and South Monomoy. A storm during the winter of 2006-2007 once again reconnected South Monomoy to the mainland, although North Monomoy remains an island. The island was designated in 1970 a Federal Wildlife Refuge, serving as an important stop on the migratory routes of 285 species of birds. Since gaining Federal protection in 1972, Gray seals have become a common sight on Monomoy and nearby Chatham's South Beach island.
Monomoy has no human residents, no electricity, no paved roads; today, in fact, the only reminder of Monomoy's habitation is the Monomoy Point Light, which guided ships from 1828 to 1923. The wooden lightkeeper's quarters, the cast iron light tower, and the brick generator house are alone on the desolate point of the South Island.
Since 2013 there has been a surge of Atlantic Great White Shark sightings off the coast of the islands. Some of the sharks have been tagged by the crew of the F/V Ezyduzit.
- "Surging shark activity puts Cape Cod in the jaws of a craze". Providence Journal. Retrieved 9 October 2014.