The R44 is a provincial route in Western Cape, South Africa that connects Piketberg with Kleinmond via Wellington, Stellenbosch, Somerset West and Strand.

The section between Gordon's Bay and Stellenbosch via Strand and Somerset West is a dual carriageway.

The R44 heads southwards for 23 kilometres to pass through the western part of the town of Wellington, where it turns west as Champagne Street, crosses the Berg River and reaches a junction with the R45 road.

The R44 continues southwards for 15 kilometres, becoming Adam Tas Street, to enter the town of Stellenbosch, where it is joined by the R310 route to be co-signed on Adam Tas Street through the western side of the town centre, where they meet the south-eastern terminus of the R304 road.

It follows the coast eastwards for 18 kilometres as Clarence Drive, through Betty's Bay, to pass through the town of Kleinmond as Main Road.