diff --git a/cluster/kubernetes/update.go b/cluster/kubernetes/update.go
index 24cfc85fb..41c842972 100644
--- a/cluster/kubernetes/update.go
+++ b/cluster/kubernetes/update.go
@@ -126,13 +126,14 @@ func tryUpdate(def []byte, container string, newImage image.Ref, out io.Writer)
 	}
 	indent := matches[1]
 
+	optq :=`["']?` // An optional single or double quote
 	// Replace the container images
 	// Parse out all the container blocks
 	containersRE := regexp.MustCompile(`(?m:^` + indent + `containers:\s*(?:#.*)*$(?:\n(?:` + indent + `[-\s#].*)?)*)`)
 	// Parse out an individual container blog
 	containerRE := regexp.MustCompile(`(?m:` + indent + `-.*(?:\n(?:` + indent + `\s+.*)?)*)`)
 	// Parse out the image ID
-	imageRE := regexp.MustCompile(`(` + indent + `[-\s]\s*"?image"?:\s*)"?(?:[\w\.\-/:]+\s*?)*"?([\t\f #]+.*)?`)
+	imageRE := regexp.MustCompile(`(` + indent + `[-\s]\s*` + optq + `image` + optq + `:\s*)` + optq + `(?:[\w\.\-/:]+\s*?)*` + optq + `([\t\f #]+.*)?`)
 	imageReplacement := fmt.Sprintf("${1}%s${2}", maybeQuote(newImage.String()))
 	// Find the block of container specs
 	newDef = containersRE.ReplaceAllStringFunc(newDef, func(containers string) string {
@@ -159,7 +160,7 @@ func tryUpdate(def []byte, container string, newImage image.Ref, out io.Writer)
 
 	// The name we want is that under `metadata:`, which will *probably* be the first one
 	replacedName := false
-	replaceRCNameRE := regexp.MustCompile(`(\s+"?name"?:\s*)"?(?:[\w\.\-/:]+\s*?)"?([\t\f #]+.*)`)
+	replaceRCNameRE := regexp.MustCompile(`(\s+` + optq + `name` + optq + `:\s*)` + optq + `(?:[\w\.\-/:]+\s*?)` + optq + `([\t\f #]+.*)`)
 	replaceRCNameRE.ReplaceAllStringFunc(newDef, func(found string) string {
 		if replacedName {
 			return found
@@ -175,7 +176,7 @@ func tryUpdate(def []byte, container string, newImage image.Ref, out io.Writer)
 	replaceLabelsRE := multilineRE(
 		`((?:  selector|      labels):.*)`,
 		`((?:  ){2,4}name:.*)`,
-		`((?:  ){2,4}version:\s*) (?:"?[-\w]+"?)(\s.*)`,
+		`((?:  ){2,4}version:\s*) (?:` + optq + `[-\w]+` + optq + `)(\s.*)`,
 	)
 	replaceLabels := fmt.Sprintf("$1\n$2\n$3 %s$4", maybeQuote(newImage.Tag))
 	newDef = replaceLabelsRE.ReplaceAllString(newDef, replaceLabels)
diff --git a/cluster/kubernetes/update_test.go b/cluster/kubernetes/update_test.go
index 2d12b3645..3b23ec061 100644
--- a/cluster/kubernetes/update_test.go
+++ b/cluster/kubernetes/update_test.go
@@ -36,7 +36,6 @@ func testUpdate(t *testing.T, u update) {
 		fmt.Fprintln(os.Stderr, "Failed:", u.name)
 		t.Fatalf("Did not get expected result:\n\n%s\n\nInstead got:\n\n%s", u.caseOut, manifest)
 	}
-
 }
 
 func TestUpdates(t *testing.T) {
@@ -49,6 +48,7 @@ func TestUpdates(t *testing.T) {
 		{"minimal dockerhub image name", case5container, case5image, case5, case5out},
 		{"reordered keys", case6containers, case6image, case6, case6out},
 		{"from prod", case7containers, case7image, case7, case7out},
+		{"single quotes", case8containers, case8image, case8, case8out},
 	} {
 		testUpdate(t, c)
 	}
@@ -534,3 +534,41 @@ spec:
         - name: FLUENTD_CONF
           value: fluent.conf
 `
+
+const case8 = `---
+apiVersion: extensions/v1beta1
+kind: Deployment
+metadata:
+  name: weave
+spec:
+  replicas: 1
+  template:
+    metadata:
+      labels:
+        name: weave
+    spec:
+      containers:
+      - name: weave
+        image: 'weaveworks/weave-kube:2.2.0'
+`
+
+const case8image = "weaveworks/weave-kube:2.2.1"
+
+var case8containers = []string{"weave"}
+
+const case8out = `---
+apiVersion: extensions/v1beta1
+kind: Deployment
+metadata:
+  name: weave
+spec:
+  replicas: 1
+  template:
+    metadata:
+      labels:
+        name: weave
+    spec:
+      containers:
+      - name: weave
+        image: weaveworks/weave-kube:2.2.1
+`