Background: Cardiovascular disease (CVD) and stroke have emerged as leading causes of non-AIDS-related mortality among people living with HIV (PLWH) in the antiretroviral therapy (ART) era. As life expectancy in PLWH has approached that of the general population, the cardiovascular burden, driven by chronic immune activation, persistent systemic inflammation, ART-related metabolic effects, and endothelial dysfunction, has grown into a defining clinical challenge. Despite a well-documented 1.3 to 2-fold elevation in CVD risk relative to the general population, available risk prediction tools were developed exclusively in HIV-negative individuals and underestimate absolute cardiovascular risk in PLWH, with no validated stroke-specific prediction instrument currently existing for this population. Objectives: This narrative review synthesizes available evidence on: the biological mechanisms underlying excess CVD and stroke risk in PLWH; the epidemiological burden of CVD and stroke in this population; the performance and limitations of existing risk prediction tools; stroke-specific risk factor characterization; and primary prevention evidence, to provide a clinically integrated framework for improved risk stratification in PLWH. Methods: A purposive literature search was conducted across PubMed/MEDLINE, Embase, and Google Scholar from inception through April 2025 using terms including HIV, PLWH, cardiovascular disease, stroke, risk prediction, risk stratification, and antiretroviral therapy. References from key included articles were hand-searched for additional relevant literature. Study selection was based on relevance to the review objectives and methodological quality as assessed by the author. As a narrative review, no formal inclusion/exclusion criteria were applied, and no protocol registration was performed. Key Findings: PLWH face substantially elevated risks of dyslipidemia (HR 1.53), coronary artery disease (HR 1.37), myocardial infarction (HR 1.47), and stroke (OR 1.31) compared to the general population. Biological drivers include chronic immune activation, microbial translocation, endothelial dysfunction, and ART-related metabolic effects. All available CVD risk prediction tools, including the Framingham Risk Score (FRS), ACC/AHA Pooled Cohort Equations (PCE), and the HIV-specific D:A:D model, demonstrate only moderate discrimination (C-statistics 0.65-0.77) and consistently underestimate absolute risk, most severely in women, younger patients, and racial/ethnic minorities. Stroke-specific evidence from the D:A:D multicohort study demonstrates that ischemic and hemorrhagic strokes carry fundamentally different risk factor profiles in PLWH, with impaired renal function (HR 4.80) the dominant predictor of hemorrhagic stroke, a variable absent from all current risk tools. The REPRIEVE trial established a 35% reduction in major adverse cardiovascular events, including stroke, with Pitavastatin, demonstrating preventability while simultaneously exposing the inadequacy of current risk classification. Conclusions: Current CVD risk stratification tools fail PLWH through systematic underestimation and the absence of HIV-specific and stroke-subtype-specific predictors. The development of dedicated, validated risk instruments incorporating immunological biomarkers, renal function, and stroke-subtype awareness is an urgent clinical and research imperative.