diff --git a/Sources/SwiftExtract/SwiftTypes/SwiftParsedModuleSymbolTableBuilder.swift b/Sources/SwiftExtract/SwiftTypes/SwiftParsedModuleSymbolTableBuilder.swift
index 560ed9c0c..0887cea90 100644
--- a/Sources/SwiftExtract/SwiftTypes/SwiftParsedModuleSymbolTableBuilder.swift
+++ b/Sources/SwiftExtract/SwiftTypes/SwiftParsedModuleSymbolTableBuilder.swift
@@ -174,11 +174,37 @@ extension SwiftParsedModuleSymbolTableBuilder {
     parent: SwiftNominalTypeDeclaration
   ) {
     for member in node.members {
-      // Find any nested types within this nominal type and add them.
-      if let nominalMember = member.decl.asNominal {
-        self.handle(sourceFilePath: sourceFilePath, nominalTypeDecl: nominalMember, parent: parent)
-      } else if let typeAliasMember = member.decl.as(TypeAliasDeclSyntax.self) {
-        self.handle(sourceFilePath: sourceFilePath, typeAliasDecl: typeAliasMember, parent: parent)
+      self.handle(sourceFilePath: sourceFilePath, memberDecl: member.decl, parent: parent)
+    }
+  }
+
+  /// Add a nested type declaration to the symbol table.
+  package mutating func handle(
+    sourceFilePath: String,
+    memberDecl decl: DeclSyntax,
+    parent: SwiftNominalTypeDeclaration
+  ) {
+    if let nominalMember = decl.asNominal {
+      self.handle(sourceFilePath: sourceFilePath, nominalTypeDecl: nominalMember, parent: parent)
+    } else if let typeAliasMember = decl.as(TypeAliasDeclSyntax.self) {
+      self.handle(sourceFilePath: sourceFilePath, typeAliasDecl: typeAliasMember, parent: parent)
+    } else if let ifConfigNode = decl.as(IfConfigDeclSyntax.self) {
+      let (clause, _) = ifConfigNode.activeClause(in: buildConfig)
+      if let clause, let elements = clause.elements {
+        switch elements {
+        case .decls(let memberBlock):
+          for memberItem in memberBlock {
+            self.handle(sourceFilePath: sourceFilePath, memberDecl: memberItem.decl, parent: parent)
+          }
+        case .statements(let codeBlock):
+          for codeItem in codeBlock {
+            if let declNode = codeItem.item.as(DeclSyntax.self) {
+              self.handle(sourceFilePath: sourceFilePath, memberDecl: declNode, parent: parent)
+            }
+          }
+        default:
+          break
+        }
       }
     }
   }
diff --git a/Sources/SwiftExtract/SwiftTypes/SwiftTypeLookupContext.swift b/Sources/SwiftExtract/SwiftTypes/SwiftTypeLookupContext.swift
index a07ee6e78..e50ceb950 100644
--- a/Sources/SwiftExtract/SwiftTypes/SwiftTypeLookupContext.swift
+++ b/Sources/SwiftExtract/SwiftTypes/SwiftTypeLookupContext.swift
@@ -212,6 +212,12 @@ public class SwiftTypeLookupContext {
         return
           (try typeDeclaration(for: parentDecl, sourceFilePath: "FIXME_NO_SOURCE_FILE.swift")
           as! SwiftNominalTypeDeclaration) // FIXME: need to get the source file of the parent
+      case .extensionDecl(let extensionNode):
+        if let extendedNominal = extendedNominal(of: extensionNode) {
+          return extendedNominal
+        }
+        node = parentDecl
+        continue
       default:
         node = parentDecl
         continue
diff --git a/Tests/JExtractSwiftTests/JNI/JNINestedTypesTests.swift b/Tests/JExtractSwiftTests/JNI/JNINestedTypesTests.swift
index 159e496e5..ea052c56a 100644
--- a/Tests/JExtractSwiftTests/JNI/JNINestedTypesTests.swift
+++ b/Tests/JExtractSwiftTests/JNI/JNINestedTypesTests.swift
@@ -102,6 +102,178 @@ struct JNINestedTypesTests {
     )
   }
 
+  @Test("Import: shadowed nested type name")
+  func shadowedNestedTypeName_java() throws {
+    // A nested type whose name shadows a type of the same name in an outer
+    // scope must resolve to the innermost declaration.
+    try assertOutput(
+      input: """
+        public struct Outer {
+          public enum Kind {
+            case alpha
+            case beta
+          }
+
+          public struct Inner {
+            public enum Kind {
+              case one
+              case two
+            }
+
+            public var kind: Kind // Outer.Inner.Kind
+          }
+
+          public var kind: Kind // Outer.Kind
+          public var inner: Inner
+        }
+        """,
+      .jni,
+      .java,
+      detectChunkByInitialLines: 1,
+      expectedChunks: [
+        // The `Inner.kind` property must reference `Outer.Inner.Kind`, not `Outer.Kind`.
+        """
+        public Outer.Inner.Kind getKind(SwiftArena swiftArena) {
+          return Outer.Inner.Kind.wrapMemoryAddressUnsafe(Outer.Inner.$getKind(this.$memoryAddress()), swiftArena);
+        """,
+        """
+        public void setKind(Outer.Inner.Kind newValue) {
+          Outer.Inner.$setKind(newValue.$memoryAddress(), this.$memoryAddress());
+        """,
+        // The outer `kind` must reference `Outer.Kind`.
+        """
+        public Outer.Kind getKind(SwiftArena swiftArena) {
+          return Outer.Kind.wrapMemoryAddressUnsafe(Outer.$getKind(this.$memoryAddress()), swiftArena);
+        """,
+      ]
+    )
+  }
+
+  @Test("Import: shadowed nested type name inside #if")
+  func shadowedNestedTypeName_ifConfig_java() throws {
+    try assertOutput(
+      input: """
+        public struct Outer {
+          #if SOME_FLAG
+          public enum Kind {
+            case alphaX
+          }
+          #else
+          public enum Kind {
+            case alpha
+            case beta
+          }
+          #endif
+
+          public struct Inner {
+            #if SOME_FLAG
+            public enum Kind {
+              case oneX
+            }
+            #else
+            public enum Kind {
+              case one
+              case two
+            }
+            #endif
+
+            public var kind: Kind // Outer.Inner.Kind
+          }
+
+          public var kind: Kind // Outer.Kind
+          public var inner: Inner
+        }
+        """,
+      .jni,
+      .java,
+      detectChunkByInitialLines: 1,
+      expectedChunks: [
+        """
+        public Outer.Inner.Kind getKind(SwiftArena swiftArena) {
+          return Outer.Inner.Kind.wrapMemoryAddressUnsafe(Outer.Inner.$getKind(this.$memoryAddress()), swiftArena);
+        """,
+        """
+        public void setKind(Outer.Inner.Kind newValue) {
+          Outer.Inner.$setKind(newValue.$memoryAddress(), this.$memoryAddress());
+        """,
+      ]
+    )
+  }
+
+  @Test("Import: shadowed nested type name in deeper nesting")
+  func shadowedNestedTypeName_deep_java() throws {
+    try assertOutput(
+      input: """
+        public struct DiscordChannel {
+          public struct Kind {
+            public init() {}
+          }
+
+          public struct Message {
+            public struct MessageReference {
+              public struct Kind {
+                public init() {}
+              }
+              public var kind: Kind
+            }
+          }
+        }
+        """,
+      .jni,
+      .java,
+      detectChunkByInitialLines: 1,
+      expectedChunks: [
+        // The `MessageReference.kind` property must reference the deeply nested
+        // `DiscordChannel.Message.MessageReference.Kind`, not `DiscordChannel.Kind`.
+        """
+        public DiscordChannel.Message.MessageReference.Kind getKind(SwiftArena swiftArena) {
+        """,
+        """
+        public void setKind(DiscordChannel.Message.MessageReference.Kind newValue) {
+        """,
+      ]
+    )
+  }
+
+  @Test("Import: shadowed nested type name declared via extension")
+  func shadowedNestedTypeName_extension_java() throws {
+    try assertOutput(
+      input: """
+        public struct Outer {
+          public enum Kind {
+            case alpha
+            case beta
+          }
+        }
+
+        extension Outer {
+          public struct Inner {
+            public enum Kind {
+              case one
+              case two
+            }
+
+            public var kind: Kind // Outer.Inner.Kind
+          }
+        }
+        """,
+      .jni,
+      .java,
+      detectChunkByInitialLines: 1,
+      expectedChunks: [
+        // The `Inner.kind` property must reference `Outer.Inner.Kind`, not `Outer.Kind`.
+        """
+        public Outer.Inner.Kind getKind(SwiftArena swiftArena) {
+          return Outer.Inner.Kind.wrapMemoryAddressUnsafe(Outer.Inner.$getKind(this.$memoryAddress()), swiftArena);
+        """,
+        """
+        public void setKind(Outer.Inner.Kind newValue) {
+          Outer.Inner.$setKind(newValue.$memoryAddress(), this.$memoryAddress());
+        """,
+      ]
+    )
+  }
+
   @Test("Import: nested in enum")
   func nestedEnums_java() throws {
     try assertOutput(