This paper presents experimental and numerical investigations on web crippling behavior of hot rolled rectangular hollow section (RHS) with web holes. A total of 20 rectangular hollow sections, subjected to interior-two-flange (ITF) and end-two-flange (ETF) loading conditions undergoing web crippling, were experimentally tested. The experimental program was designed to obtain web crippling of specimen having slenderness (h/t) value of 21.32, by varying size and offset distance of web holes under two flange loading conditions. Finite element models of experimentally tested beams were developed, and results of finite element analysis showed good agreement with experimental results. A parametric study was then conducted using finite element analysis on different cross section sizes, to demonstrate the effect of size and position of web holes on web crippling capacity of rectangular hollow sections. It was demonstrated that ratio of diameter of web hole to the depth of flat portion of web (a/h) and ratio of offset distance of web hole to the flat portion of web (x/h) are the primary parameters affecting the web crippling strength. Design recommendations in the form of reduction factors for both loading conditions are proposed, that are conservative to both experimental and finite element results. To assess the reliability level of design recommendations, reliability analyses were undertaken.