Vacation Rentals in Sea Pines, Hilton Head Island
Sea Pines · Hilton Head Island, SC
247 S Sea Pines Dr, Hilton Head Island, SC 29928 · View on Google Maps →
Sea Pines beachfront villas at Beachside Tennis Villas: 81 oceanfront units in 1-2BR layouts where the Atlantic meets Calibogue Sound. See weekly availability and rates across managers.
Located in the South Beach area of Sea Pines.
Building investment: $270,913 in county-permitted building work in the last 3 years and 2 unit renovations permitted in the last 2 years (county records).
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.
Our take: Best walkable village vibe in Sea Pines with sunset views from every unit, but the pool is seasonal and unheated, and unit quality varies dramatically — some are luxury-renovated, others are stuck in 1995.
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.
Structured facts from public records, PM data, and on-site research. Last refreshed 2026-05-30
2 Luxury · 22 Premium · 29 Comfortable · 3 Classic across 56 rated units
Key price driver is renovation status: unrenovated ~$850/sqft, fully remodeled ~$1,200+/sqft
Sorted by quality tier. Click any unit for details.
Quality comparison only — tier, photos, layout, PM. For live pricing and availability, use the search →
56 units rated room-by-room. Use the filter above for an interactive view or jump straight to a unit below.
4 additional units in this building hold an active Town short-term-rental permit but are not yet CV-rated — typically owner-managed rentals listed on Vrbo or Airbnb. Shown for completeness; every Hilton Head rental is required by Town ordinance to maintain a 24/7 local contact who responds within one hour.
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