diff --git a/pkg/stacker/import.go b/pkg/stacker/import.go
index dbcbcd7f..377b64ff 100644
--- a/pkg/stacker/import.go
+++ b/pkg/stacker/import.go
@@ -126,7 +126,11 @@ func importFile(imp string, cacheDir string, hash string, idest string, mode *fs
 
 	var dest string
 	if imp[len(imp)-1:] != "/" {
-		dest = path.Join(cacheDir, path.Base(imp))
+		if idest != "" && path.Base(imp) != path.Base(idest) {
+			dest = path.Join(cacheDir, path.Base(idest))
+		} else {
+			dest = path.Join(cacheDir, path.Base(imp))
+		}
 	} else {
 		dest = cacheDir
 	}
@@ -163,10 +167,18 @@ func importFile(imp string, cacheDir string, hash string, idest string, mode *fs
 		case mtree.Extra:
 			srcpath := path.Join(imp, d.Path())
 			var destpath string
-			if imp[len(imp)-1:] == "/" {
-				destpath = path.Join(cacheDir, d.Path())
+			if imp[len(imp)-1:] != "/" {
+				if idest != "" && path.Base(imp) != path.Base(idest) {
+					if idest[len(idest)-1:] != "/" {
+						destpath = path.Join(cacheDir, path.Base(idest), d.Path())
+					} else {
+						destpath = path.Join(cacheDir, path.Base(imp), d.Path())
+					}
+				} else {
+					destpath = path.Join(cacheDir, path.Base(imp), d.Path())
+				}
 			} else {
-				destpath = path.Join(cacheDir, path.Base(imp), d.Path())
+				destpath = path.Join(cacheDir, d.Path())
 			}
 
 			if d.New().IsDir() {
@@ -360,7 +372,7 @@ func Import(c types.StackerConfig, storage types.Storage, name string, imports t
 
 			dest := i.Dest
 
-			if i.Dest[len(i.Dest)-1:] != "/" {
+			if i.Dest[len(i.Dest)-1:] != "/" && i.Path[len(i.Path)-1:] != "/" {
 				dest = path.Dir(i.Dest)
 			}
 
diff --git a/test/import.bats b/test/import.bats
index 7adfd201..436f4f1a 100644
--- a/test/import.bats
+++ b/test/import.bats
@@ -450,19 +450,70 @@ fifth:
   - path: folder1/subfolder2/
     dest: /folder3/
   - path: folder1/subfolder2
-    dest: /folder4/
+    dest: /folder4
   - path: stacker://fourth/folder4/subfolder5/
     dest: /folder6/
   - path: stacker://fourth/folder4/
     dest: /folder7/
   run: |
-    ls -l /
+    ls -l /folder*
     [ -f /folder3/subfile1 ]
     [ ! -e /folder3/subfolder2 ]
-    [ -f /folder4/subfolder2/subfile1 ]
+    [ -f /folder4/subfile1 ]
     [ -f /folder6/subfile6 ]
     [ ! -e /folder6/subfolder5 ]
     [ -f /folder7/subfolder5/subfile6 ]
 EOF
     stacker build
 }
+
+@test "dir path behavior" {
+  mkdir -p folder1
+  touch folder1/file1
+  mkdir -p folder1/subfolder2
+  touch folder1/subfolder2/subfile1
+  cat > stacker.yaml <<EOF
+src_folder_dest_non_existent_folder_case1:
+  from:
+    type: docker
+    url: docker://ubuntu:latest
+  import:
+  - path: folder1
+    dest: /folder2
+  run: |
+    [ -f /folder2/file1 ]
+
+src_folder_dest_non_existent_folder_case2:
+  from:
+    type: docker
+    url: docker://ubuntu:latest
+  import:
+  - path: folder1/
+    dest: /folder2
+  run: |
+    [ -f /folder2/file1 ]
+
+src_folder_dest_non_existent_folder_case3:
+  from:
+    type: docker
+    url: docker://ubuntu:latest
+  import:
+  - path: folder1
+    dest: /folder2/
+  run: |
+    ls -al /
+    ls -al /folder2
+    [ -f /folder2/folder1/file1 ]
+
+src_folder_dest_non_existent_folder_case4:
+  from:
+    type: docker
+    url: docker://ubuntu:latest
+  import:
+  - path: folder1/
+    dest: /folder2/
+  run: |
+    [ -f /folder2/file1 ]
+EOF
+  stacker build
+}