diff --git a/src/Rocketeer/Services/Connections/ConnectionsHandler.php b/src/Rocketeer/Services/Connections/ConnectionsHandler.php
index 0371d802b..a92961230 100644
--- a/src/Rocketeer/Services/Connections/ConnectionsHandler.php
+++ b/src/Rocketeer/Services/Connections/ConnectionsHandler.php
@@ -196,8 +196,16 @@ public function getAvailableConnections()
 
         // Unify multiservers
         foreach ($connections as $key => $servers) {
-            $servers           = Arr::get($servers, 'servers', [$servers]);
-            $connections[$key] = ['servers' => array_values($servers)];
+            $servers = Arr::get($servers, 'servers', [$servers]);
+            $servers = array_values($servers);
+
+            foreach ($servers as $serverKey => $server) {
+                if ($server && array_key_exists('key', $server)) {
+                    $servers[$serverKey]['key'] = str_replace('~/', $this->paths->getUserHomeFolder().'/', $server['key']);
+                }
+            }
+
+            $connections[$key] = ['servers' => $servers];
         }
 
         return $connections;
diff --git a/tests/Services/Connections/ConnectionsHandlerTest.php b/tests/Services/Connections/ConnectionsHandlerTest.php
index 63095e381..4e4a1dfa6 100644
--- a/tests/Services/Connections/ConnectionsHandlerTest.php
+++ b/tests/Services/Connections/ConnectionsHandlerTest.php
@@ -283,6 +283,20 @@ public function testCanHaveMultipleServerConnections()
         $this->assertEquals('production-multiserver/2', $this->connections->getHandle('production-multiserver', 2));
     }
 
+    public function testCanExpandPathsAtRuntime()
+    {
+        $this->swapConfig([
+            'rocketeer::connections' => [
+                'production' => [
+                    'host' => 'foo.com',
+                    'key' => '~/.ssh/id_rsa',
+                ],
+            ],
+        ]);
+
+        $this->assertEquals($this->paths->getUserHomeFolder().'/.ssh/id_rsa', $this->connections->getServerCredentials()['key']);
+    }
+
     ////////////////////////////////////////////////////////////////////
     //////////////////////////////// HELPERS ///////////////////////////
     ////////////////////////////////////////////////////////////////////