Beachy Head, Plettenberg Bay

Lovingly referred to as Millionaire’s Drive — and these days, half-jokingly as values climb, Billionaire’s Drive — Beachy Head is Plettenberg Bay’s most prestigious residential address. This ultra-exclusive beachfront stretch is technically within Seaside Longships, yet is recognised as its own elite micro-location. Named after the iconic lighthouse on England’s chalk cliffs, Beachy Head carries a similar sense of drama: high white dunes lift the homes from the shore, giving this coastline a rare combination of true beachfront living and an elevated dune-top vantage.

From this east-facing natural terrace, luxurious havens command sweeping 180-degree panoramas from the distant sweep of the Tsitsikamma Mountains over the seven-kilometre Blue Flag beach that runs from Beacon Isle to Robberg Peninsula. Majestic sun and moon rises shimmer over the sea while dolphins play in the breakers and whales surface in season — all unfolding directly before homes that offer private walkways through fynbos-topped dunes straight onto the sand — an uninterrupted front-row connection to one of the country’s finest coastal landscapes.

Ownership of these 56 beachfront properties is dominated by captains of industry and long-established legacy families, with many remaining in the same family across generations, meaning new listings are exceptionally scarce and highly sought-after. Architecturally, the strip is synonymous with high-end living, combining contemporary glass-fronted showpiece palaces with a handful of golden oldies. The road features selected security cameras along key points, while remaining only a short drive from Plett’s shops, restaurants, and everyday conveniences.