diff --git a/packages/cli/package.json b/packages/cli/package.json
index 54361c106..eb367c130 100644
--- a/packages/cli/package.json
+++ b/packages/cli/package.json
@@ -51,6 +51,7 @@
     "@metamask/snaps-utils": "^11.7.1",
     "@metamask/utils": "^11.9.0",
     "@types/node": "^22.13.1",
+    "acorn": "^8.15.0",
     "chokidar": "^4.0.1",
     "glob": "^11.0.0",
     "libp2p": "2.10.0",
diff --git a/packages/cli/src/vite/strip-comments-plugin.test.ts b/packages/cli/src/vite/strip-comments-plugin.test.ts
new file mode 100644
index 000000000..951f8d8eb
--- /dev/null
+++ b/packages/cli/src/vite/strip-comments-plugin.test.ts
@@ -0,0 +1,51 @@
+import { describe, it, expect } from 'vitest';
+
+import { stripCommentsPlugin } from './strip-comments-plugin.ts';
+
+describe('stripCommentsPlugin', () => {
+  const plugin = stripCommentsPlugin();
+  const renderChunk = plugin.renderChunk as (code: string) => string | null;
+
+  it.each([
+    [
+      'single-line comment',
+      'const x = 1; // comment\nconst y = 2;',
+      'const x = 1; \nconst y = 2;',
+    ],
+    [
+      'multi-line comment',
+      'const x = 1; /* comment */ const y = 2;',
+      'const x = 1;  const y = 2;',
+    ],
+    [
+      'multiple comments',
+      '/* a */ const x = 1; // b\n/* c */',
+      ' const x = 1; \n',
+    ],
+    [
+      'comment containing import()',
+      'const x = 1; // import("module")\nconst y = 2;',
+      'const x = 1; \nconst y = 2;',
+    ],
+    [
+      'comment with string content preserved',
+      'const x = "// in string"; // real comment',
+      'const x = "// in string"; ',
+    ],
+    ['code that is only a comment', '// just a comment', ''],
+  ])('removes %s', (_name, code, expected) => {
+    expect(renderChunk(code)).toBe(expected);
+  });
+
+  it.each([
+    ['string with // pattern', 'const x = "// not a comment";'],
+    ['string with /* */ pattern', 'const x = "/* not a comment */";'],
+    ['regex literal like //', 'const re = /\\/\\//;'],
+    ['template literal with // pattern', 'const x = `// not a comment`;'],
+    ['nested quotes in string', 'const x = "a \\"// not comment\\" b";'],
+    ['no comments', 'const x = 1;'],
+    ['empty code', ''],
+  ])('returns null for %s', (_name, code) => {
+    expect(renderChunk(code)).toBeNull();
+  });
+});
diff --git a/packages/cli/src/vite/strip-comments-plugin.ts b/packages/cli/src/vite/strip-comments-plugin.ts
index b5d1d11e2..c8bd03b35 100644
--- a/packages/cli/src/vite/strip-comments-plugin.ts
+++ b/packages/cli/src/vite/strip-comments-plugin.ts
@@ -1,11 +1,13 @@
+import type { Comment } from 'acorn';
+import { parse } from 'acorn';
 import type { Plugin } from 'rollup';
 
 /**
- * Rollup plugin that strips comments from bundled code.
+ * Rollup plugin that strips comments from bundled code using AST parsing.
  *
  * SES rejects code containing `import(` patterns, even when they appear
- * in comments. This plugin removes all comments to avoid triggering
- * that detection.
+ * in comments. This plugin uses Acorn to definitively identify comment nodes
+ * and removes them to avoid triggering that detection.
  *
  * Uses the `renderChunk` hook to process the final output.
  *
@@ -15,58 +17,29 @@ export function stripCommentsPlugin(): Plugin {
   return {
     name: 'strip-comments',
     renderChunk(code) {
-      // Remove single-line comments (// ...)
-      // Remove multi-line comments (/* ... */)
-      // Be careful not to remove comments inside strings
+      const comments: Comment[] = [];
+
+      parse(code, {
+        ecmaVersion: 'latest',
+        sourceType: 'module',
+        onComment: comments,
+      });
+
+      if (comments.length === 0) {
+        return null;
+      }
+
+      // Build result by copying non-comment ranges.
+      // Comments are sorted by position since acorn parses linearly.
       let result = '';
-      let i = 0;
-      while (i < code.length) {
-        const char = code[i] as string;
-        const nextChar = code[i + 1];
+      let position = 0;
 
-        // Check for string literals
-        if (char === '"' || char === "'" || char === '`') {
-          const quote = char;
-          result += quote;
-          i += 1;
-          // Copy string content including escape sequences
-          while (i < code.length) {
-            const strChar = code[i] as string;
-            if (strChar === '\\' && i + 1 < code.length) {
-              result += strChar + (code[i + 1] as string);
-              i += 2;
-            } else if (strChar === quote) {
-              result += quote;
-              i += 1;
-              break;
-            } else {
-              result += strChar;
-              i += 1;
-            }
-          }
-        }
-        // Check for single-line comment
-        else if (char === '/' && nextChar === '/') {
-          // Skip until end of line
-          while (i < code.length && code[i] !== '\n') {
-            i += 1;
-          }
-        }
-        // Check for multi-line comment
-        else if (char === '/' && nextChar === '*') {
-          i += 2;
-          // Skip until */
-          while (i < code.length && !(code[i - 1] === '*' && code[i] === '/')) {
-            i += 1;
-          }
-          i += 1; // Skip the closing /
-        }
-        // Regular character
-        else {
-          result += char;
-          i += 1;
-        }
+      for (const comment of comments) {
+        result += code.slice(position, comment.start);
+        position = comment.end;
       }
+
+      result += code.slice(position);
       return result;
     },
   };
diff --git a/yarn.lock b/yarn.lock
index f10c3d297..10dae702a 100644
--- a/yarn.lock
+++ b/yarn.lock
@@ -3369,6 +3369,7 @@ __metadata:
     "@typescript-eslint/parser": "npm:^8.29.0"
     "@typescript-eslint/utils": "npm:^8.29.0"
     "@vitest/eslint-plugin": "npm:^1.6.5"
+    acorn: "npm:^8.15.0"
     chokidar: "npm:^4.0.1"
     depcheck: "npm:^1.4.7"
     eslint: "npm:^9.23.0"