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Debt - Junior Subordinated Debt (Details) - USD ($)
$ in Millions
 6 Months Ended 12 Months Ended
Apr. 15, 2022
Dec. 31, 2023
Jun. 30, 2023
Dec. 31, 2023
Dec. 31, 2022
Dec. 31, 2021
Debt Instrument [Line Items]            
Derivative, Fixed Interest Rate   4.39%   4.39%    
Debt Instrument, Payment Terms       The Company has the right to defer interest payments for up to a consecutive ten years without giving rise to an event of default. Deferred interest will continue to accrue and will accrue additional interest at the then applicable interest rate. If the Company defers interest payments, the Company generally may not make payments on or redeem or purchase any shares of its capital stock or any of its debt securities or guarantees that rank upon liquidation, dissolution or winding up equally with or junior to the debentures, subject to certain limited exceptions.    
Loss on extinguishment of debt       $ 0 $ (9) $ 0
SOFR Plus Two Point One Two Five Percent Plus Zero Point Two Six One Six One Percent Junior Subordinated Notes Due Two Thousand Sixty Seven            
Debt Instrument [Line Items]            
Junior Subordinated Debentures   $ 500   $ 500 500  
Debt Instrument, Description of Variable Rate Basis   3-month term Secured Overnight Financing Rate (“SOFR”) plus a spread adjustment of 0.26161% plus 2.125%.        
SOFR Plus Two Point One Two Five Percent Plus Zero Point Two Six One Six One Percent Junior Subordinated Notes Due Two Thousand Sixty Seven | Secured Overnight Financing Rate (SOFR) Overnight Index Swap Rate            
Debt Instrument [Line Items]            
Debt Instrument, Interest Rate, Stated Percentage   300.00%   300.00%    
SOFR Plus Two Point One Two Five Percent Plus Zero Point Two Six One Six One Percent Junior Subordinated Notes Due Two Thousand Sixty Seven | hig_Tenor Spread Adjustment            
Debt Instrument [Line Items]            
Debt Instrument, Interest Rate, Stated Percentage   0.26161%   0.26161%    
SOFR Plus Two Point One Two Five Percent Plus Zero Point Two Six One Six One Percent Junior Subordinated Notes Due Two Thousand Sixty Seven | Credit Spread Adjustment            
Debt Instrument [Line Items]            
Debt Instrument, Interest Rate, Stated Percentage   2.125%   2.125%    
LIBOR Plus Two Point One Two Five Percent Junior Subordinated Notes Due Two Thousand Sixty Seven            
Debt Instrument [Line Items]            
Junior Subordinated Debentures         $ 500  
Debt Instrument, Description of Variable Rate Basis     LIBOR plus 2.125%      
Junior Subordinated Notes Seven Point Eight Seventy Five Percent Due in Two Thousand Forty Two            
Debt Instrument [Line Items]            
Debt Instrument, Repurchased Face Amount $ 600          
Debt Instrument, Interest Rate, Stated Percentage 7.875%          
Loss on extinguishment of debt $ 9