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The Wemo Mini from Belkin has a slim profile that will not block the outlet hole of the container, allowing the use of two of them in a single socket. Mini is UL safety certified and also includes a three year warranty, protecting the investment for years to come.
$ 20 at Amazon

Elgato Eve Energy is a smart connector connected via Bluetooth. With in-depth energy monitoring statistics, it can help you keep a lid on utility bills. Due to the device's Bluetooth LE connection, you won't have to deal with a Wi-Fi setup process or clutter your network with another device - Eve Energy communicates directly with your phone.
$ 40 at Amazon

IDevices Wall Outlet is a smart interior product that can replace any standard outlet in your home. Instead of having to increase your current configuration with external jacks and switches, you'll get two independently controlled jacks it actually looks like they belong.
$ 79 at Amazon

ConnectSense Smart Outlet 2 covers both sockets, giving you two smart sockets in a single compact accessory. This creates a clean look without bulky dimensions, and also has a color LED night light.
$ 60 at Amazon

The PM3 is the perfect companion for nights thanks to the built-in LED night light and 2 USB ports. This plug-in uses Wi-Fi for a perfect connection directly not only to HomeKit, but also to Alexa and Google Assistant.
$ 18 on Amazon

If you live in a home where some people use HomeKit, and some prefer Google Assistant or Alexa, then this is the smart card you want because it is fully compatible with all three. You just have to log in to each assistant and leave.
$ 21 on Amazon

If you already have a Philips Hue Bridge, this smart connector will integrate directly with it and HomeKit. This allows it to work using ZigBee wireless connectivity, keeping it off the Wi-Fi network and without a Bluetooth-only local connection. Best of all, this plug is slim and compact, giving you the room to fit two of them into one socket.
$ 40 Amazon

The IHome ISP100 offers you a weatherproof, handy outlet, perfect for holiday lighting, decorations and more. This connector uses Wi-Fi for connectivity, allowing you to connect to your network without using a separate hub. This makes it ready to work with HomeKit in a matter of seconds, you just have to connect and scan to start the fun in the open air.
$ 35 at Amazon

The Smart In-Wall ConnectSense Outlet offers all the benefits of being connected as standard smart plugs, without the need for any extra. Fast response times, reliable connectivity, independent controls and energy monitoring make it an excellent choice for those who want convenience, but do not want to compromise on design.
$ 80 at Amazon