Excerpt from the Lexham Bible Dictionary, the most advanced Bible dictionary.
Lexham Bible Dictionary
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Mahalath Leannoth Maschil
Mahalath Leannoth Maschil—This word leannoth seems to point to some kind of instrument unknown (Ps. 88, title). The whole phrase has by others been rendered, “On the sickness of affliction: a lesson;” or, “Concerning afflictive sickness: a didactic psalm.”
The Westminster Bible Dictionary
Maʹha-lath [a lute], the title of Ps. 53; Mahalath-Leannoth is the title of Ps. 88. The meaning of these words is uncertain. The conjecture is that Mahalath is a lute or guitar, and that Leannoth has reference to the character of the psalm, and might be rendered “to humble or afflict,” in which sense