Measure the route from your dishwasher to the kitchen sink or termination point of the drain hose for the Kenmore dishwasher. This will help determine if you have enough drain hose or need to purchase an extension, as well as give you an idea of the obstacles that may be in the way.
Clear out any objects that may be in the way of the dishwasher drain hose. This could be pots and pans, for example, stored in a bottom kitchen cabinet.
Mark the cabinet wall(s) with a pencil at the point(s) where you need to drill the hole(s) for the drain hose. Attach a spade bit to a power drill. Hold the tip of the spade bit against the mark and drill a hole through the cabinet wall. Tilt the spade bit towards the edges of the hole if you need to widen it more than the width of the spade bit. Continue this process through as many cabinets as needed until you reach the sink.
Sand down the edges of any holes that you drilled with a file or a piece of sandpaper.
Feed the dishwasher drain hose through the cabinets or other spaces towards the sink. Make sure it is not twisted or kinked in any way.
Connect a hose extension, if needed. Insert the extension coupling into the end of the original Kenmore dishwasher hose and secure it by tightening a hose clamp on the connection with a screwdriver. Attach the extension hose to the other end of the dishwasher coupling and secure it with another clamp.
Slip the end of the dishwasher hose over the sink tailpiece or the garbage disposal inlet. Trim the hose on the end, if needed, by matching the measurements etched on the outside of the hose to the width of the inlet on the sink or disposal. Secure the hose with a hose clamp.
Raise the middle portion of the hose so that it is higher than the outlet at the dishwasher. Secure the hose in place with pipe clamps and screws along the wall or cabinet where the hose is routed.