Half Tree Hollow is the smallest by area of the eight districts of the island of Saint Helena, part of the British Overseas Territory of Saint Helena, Ascension and Tristan da Cunha in the South Atlantic Ocean.

[1] Half Tree Hollow is the largest settlement in Saint Helena, with a population exceeding that of the territory's capital of Jamestown.

It was first used by the East India Company as an execution ground with the gibbet visible from Jamestown for the moral edification of the population.

The fort was reinforced and expanded while Napoleon was in exile in St. Helena (1815–21), and the 20th Regiment of Foot is known to have been garrisoned there in 1819.

The cars and rails were removed in 1871 and it was converted into a staircase, commonly known as Jacob's Ladder.