How to transfer a UIImage using Watch Connectivity

To transfer files between your iPhone and your Apple Watch you should use Watch Connectivity, using WCSession to handle the communication properly. You can send an UIImage as NSData using the didReceiveMessageData delegate method of the WCSessionDelegate.

The first thing you should know is convert your UIImage to NSData and viceversa. You can use for this the following code:

If PNG images

let image = UIImage(named: "nameOfYourImage.jpg")
let data = UIImagePNGRepresentation(image)

If JPG images

let image = UIImage(named: "nameOfYourImage.jpg")
let data = UIImageJPEGRepresentation(image, 1.0)

Then you can use the WCSession to send the message like in the following way:

ViewController.swift

class ViewController: UIViewController, WCSessionDelegate {

   override func viewDidLoad() {
       super.viewDidLoad()
       // Do any additional setup after loading the view, typically from a nib.

       if WCSession.isSupported() {
           WCSession.defaultSession().delegate = self
           WCSession.defaultSession().activateSession()
       }

       let image = UIImage(named: "index.jpg")!

       let data = UIImageJPEGRepresentation(image, 1.0)

       WCSession.defaultSession().sendMessageData(data!, replyHandler: { (data) -> Void in
           // handle the response from the device

        }) { (error) -> Void in
              print("error: \(error.localizedDescription)")

       }
   }

   override func didReceiveMemoryWarning() {
       super.didReceiveMemoryWarning()
       // Dispose of any resources that can be recreated.
   }
}

InterfaceController.swift

import WatchKit
import Foundation
import WatchConnectivity


class InterfaceController: WKInterfaceController, WCSessionDelegate {

   override func awakeWithContext(context: AnyObject?) {
       super.awakeWithContext(context)

       // Configure interface objects here.
   }

   override func willActivate() {
       // This method is called when watch view controller is about to be visible to user
       super.willActivate()

       if WCSession.isSupported() {
           WCSession.defaultSession().delegate = self
           WCSession.defaultSession().activateSession()
       } 
   }

   override func didDeactivate() {
       // This method is called when watch view controller is no longer visible
       super.didDeactivate()
   }

   func session(session: WCSession, didReceiveMessageData messageData: NSData, replyHandler: (NSData) -> Void) {

       guard let image = UIImage(data: messageData) else {
           return
       }

       // throw to the main queue to upate properly
       dispatch_async(dispatch_get_main_queue()) { [weak self] in
           // update your UI here
       }

      replyHandler(messageData)
   }
}

In the above code when you open the ViewController it sends the UIImage, the above example is only for learning purposes, you have to handle it in a more proper way regarding the complexity of your project.

I hope this help you.