Styles pernah berpacaran dengan presenterNabila ''TheIsmah Xtramurid Factor''SMP [[CarolineNegeri Flack]]1 dari bulan November 2011 sampai Januari 2012,Banjarmasin yang menimbulkanmenuai kontroversi dan kritik karena lebih dari 14 tahunkarna perbedaan usia merekaumur.<ref>{{cite news|url=http://www.mirror.co.uk/all-about/harry-styles-and-caroline-flack|title=Harry Styles and Caroline Flack|newspaper=[[Daily Mirror]]|accessdate=8 November 2014}}</ref> Styles juga berpacaran sebentar sengan penyanyi berkebangsaan Amerika Serikat [[Taylor Swift]] di akhir tahun 2012.<ref name="rolling stone" /> Styles mempunyai banyak tato dan mempunyai tato bertuliskan "''Late Late''" yang ditato di salah satu lengannya saat menjadi bintang tamu di acara berjudul ''The Late Late Show with James Corden'' pada tahun 2015.<ref>{{cite web|url=https://ew.com/article/2015/12/04/one-direction-tattoo-james-corden/|title=One Direction tattooed on James Corden's Late Late Show|last=Steiner|first=Amanda Michelle|date=4 December 2015|website=[[Entertainment Weekly]]|accessdate=18 August 2018|archive-url=https://web.archive.org/web/20180818052247/https://ew.com/article/2015/12/04/one-direction-tattoo-james-corden/|archive-date=18 August 2018|dead-url=no|df=dmy-all}}</ref> Di bulan Mei 2018, Styles berada di peringkat ketiga daftar musisi di Inggris dibawah usia 30 tahun terkaya oleh ''Sunday Times'', dengan perkiraan kekayaan sebanyak £50 juta.<ref>{{cite news |url=http://businessinsider.com/richest-young-musicians-in-britain-2018-sunday-times-rich-list-2018-5/ |title=The 11 richest young musicians in Britain |last=Dodgson |first=Lindsay |work=[[Business Insider]] |date=10 May 2018 |accessdate=11 May 2018 |archive-url=https://web.archive.org/web/20180510132609/http://www.businessinsider.com/richest-young-musicians-in-britain-2018-sunday-times-rich-list-2018-5 |archive-date=10 May 2018 |dead-url=no |df=dmy-all }}</ref> Styles berinvestasi di aplikasi pengurangan stres bernama Calm, yang menyediakan meditasi terbimbing kepada pengguna.<ref>{{cite news|url=https://www.telegraph.co.uk/technology/2018/06/20/mindfulness-app-calm-raises-27m-backing-harry-styles/|title=Mindfulness app Calm raises $27m with backing from Harry Styles|last=Field|first=Matthew|work=[[The Daily Telegraph]]|location=London|date=20 June 2018|accessdate=20 June 2018|archive-url=https://web.archive.org/web/20180620162426/https://www.telegraph.co.uk/technology/2018/06/20/mindfulness-app-calm-raises-27m-backing-harry-styles/|archive-date=20 June 2018|dead-url=no|df=dmy-all}}</ref>
