By using a large highly obscured (N H > 10 23 cm −2 ) AGN sample (294 sources at z ∼ 0 − 5) selected from detailed X-ray spectral analyses in the deepest Chandra surveys, we explore distributions of these X-ray sources in various optical/IR/X-ray color-color diagrams and their host-galaxy properties, aiming at characterizing the nuclear obscuration environment and the triggering mechanism of highly obscured AGNs. We find that the refined IRAC color-color diagram fails to identify the majority of X-ray selected highly obscured AGNs, even for the most luminous sources with log L X (erg s −1 ) > 44. Over 80% of our sources will not be selected as heavily obscured candidates using the flux ratio of f 24µm /f R > 1000 and R − K > 4.5 criteria, implying complex origins and conditions for the obscuring materials that are responsible for the heavy X-ray obscuration. The average star formation rate of highly obscured AGNs is similar to that of stellar mass-(M * -) and z-controlled normal galaxies, while the lack of quiescent hosts is observed for the former. Partial correlation analyses imply that highly obscured AGN activity (traced by L X ) appears to be more fundamentally related to M * , and no dependence of N H on either M * or SFR is detected. Morphology analyses reveal that 61% of our sources have a significant disk component, while only ∼ 27% of them exhibit irregular morphological signatures. These findings together point toward a scenario where secular processes (e.g., galactic-disk instabilities), instead of mergers, are most probable to be the leading mechanism that triggers accretion activities of X-ray-selected highly obscured AGNs.