Henleigh, pronounced HEN-lee (/ˈhɛnli/), is a feminine English given name derived as a modern respelling of the toponymic surname Henley. Morphologically, it combines the Old English elements hēah “high” and lēah “woodland clearing,” signifying a “high meadow,” with the archaic suffix -leigh to denote a clearing; the result is a name that aligns with established Anglo-American naming conventions while imparting a subtle topographical nuance. An analysis of U.S. Social Security Administration data from 2008 through 2024 reveals its sustained rarity—annual occurrences fluctuating between five and forty and SSA ranks oscillating from 912 to 984—culminating in nineteen births and a rank of 931 in 2024. This statistical profile underscores Henleigh’s appeal as a technically rooted, historically informed choice for parents seeking both etymological depth and contemporary orthographic distinction.