Tobago, fondly referred to as "Robinson Crusoe’s isle", was the most fought over territory in the entire Caribbean archipelago, changing hands many times over among rival European powers striving for riches and supremacy in the New World. Finally, after two centuries of being controlled by different European regimes, the 1814 Treaty of Paris ensured that the island finally settled under British sovereignty.

Attempts at colonization did not stop, however, and out of them Tobago grew more productive, becoming an exporter of sugar and cotton - an industry which spawned the practice of slavery in the West Indies. During this time, the British sold land in lots to early settlers, and on the southeastern tip of the island, in the area surrounding the Petit Trou Lagoon, the Lowlands Estate developed. On 19th March 1767, Mr. Allan Cameron, one of the estate’s first owners, purchased Lot No. 21 at £1.30 per acre and Lots No. 22 and 23 at £1.00 per acre.

By 1774, ownership of the estate had passed to Mr. James Elder, a member of the Island Council. The Lowlands Estate was already heavily cultivated in sugar cane and was fully operational with windmills, cattle mills used for crushing the cane and a sugar works for producing sugar for export.

Again the estate changed hands - this time to Thomas Currin, a proprietor of St. Patrick from the west of Scotland. Upon his death in 1801 he was buried in the family churchyard next to his dwelling at Lowlands. An inventory of the estate at the time of his death shows that 323 acres were under sugar cultivation and the remaining 374 acres were used as gardens for the slaves and pastureland for the animals. Records show that Lowlands estate was in the hands of the Piggott family in 1866, but by 1884, ownership passed to Daniels & Co., of London, and between the years 1904-1909, all accessible land was planted in coconuts.

In 1919, the estate was purchased by George and Cecil De Nobreiga, who maintained ownership for the next 70 years. A steady decline in the yield of the trees, together with the damage caused by Hurricane Flora in 1963, and later a lack of the demand for copra (the dried flesh of the coconut from which coconut oil is obtained), led to the establishment of an area of pasture and rearing for cows and sheep.

In 1991 Angostura Ltd. (a Trinidad and Tobago-based liquor manufacturer and distributor) purchased the company Tobago Plantations Ltd., which had Lowlands Estate as part of its assets. In December 1994, Angostura sold 50% of its shares in TPL to Guardian Life of the Caribbean Ltd. (an insurance company) and TPL became jointly owned. In 2004, Home Construction Limited (residential development company) acquired 25% of TPL shares bringing with it its expertise in home construction and community development. TPL Paradise Rentals Limited is the subsidiary company of Tobago Plantations Limited which facilitates the management and rentals of properties on Tobago Plantations Beach and Golf Resort. Using the brand name, Sugar Mill Suites, TPL Paradise Rentals markets the ‘homes’ on the resort for luxury vacation rentals and resort living.