adverb taking the 'to' particle
foolishly; thoughtlessly; with a silly grin
Describes laughing or smiling in a light, silly, or absent-minded way. Often used with 笑う or 笑みを浮かべる. Similar to ヘラヘラ but softer and less frequent.
See also: ヘラヘラ
彼はへらりと笑って、何も答えなかった。
He laughed foolishly and didn't answer anything.
彼女はへらりとした笑みを浮かべた。
She gave a thoughtless smile.