Beachside Tennis Villas

Beachside Tennis Villas occupies one of the most distinctive locations on Hilton Head Island, sitting at the very southern tip where the Atlantic Ocean meets Calibogue Sound. This oceanfront complex of 81 units across two buildings in Sea Pines offers something rare: every single unit faces the water, and the south-facing orientation delivers sunset views from your balcony every evening. The beach here is wide, flat, and calm enough to ride a bike on — a different experience from the east-facing Atlantic surf beaches elsewhere on the island. What sets Beachside Tennis Villas apart from other Sea Pines oceanfront rentals is the walkability. South Beach Marina Village is a three-minute walk across the street, putting the iconic Salty Dog Cafe, Jake's Pizza, ice cream shops, kayak tours, dolphin cruises, and fishing charters all within easy reach. You genuinely do not need your car once you settle in. The complex has an oceanfront pool (seasonal, April through September), community grills near the pool deck, and four elevators across the two buildings. The honest trade-offs: Sea Pines is a gated community, and the complex sits about 4-5 miles from the gate — though the gate fee is usually included in your rental. There is no grocery store within walking distance (Piggly Wiggly is a 10-minute drive). The pool is not heated. And unit quality varies significantly, from luxury-renovated condos with designer finishes to units that have not been updated since the 1990s. A free seasonal trolley connects South Beach to Harbour Town and the Sea Pines Beach Club, and the island's leisure trail network is accessible for biking to the lighthouse in about 20 minutes.

Getting around: Excellent walkability within South Beach area. Sea Pines has 14 miles of paved bike/leisure trails. Free seasonal trolley connects South Beach to Beach Club and Harbour Town.