Luxury rentals in Chatham County

Stoney Creek

Sunshine gleams on the greens just outside this golf-course-view hideaway on Hilton Head Island. From the front, it brims with traditionally inspired bungalow style; in back, there’s a laid-back outdoor entertaining area facing the fairways. Walk to the Harbour Town lighthouse and marina for shopping and dining in a quaint setting or bike to the beach on the Atlantic side of the island. The villa’s backyard is laid out around a piano-shaped pool with a tanning shelf and waterfall. Spend the afternoon splashing here, taking breaks to sip lemonade in the shaded sitting area or catch highlights on the outdoor TV. Then heat up the barbecue for dinner at the alfresco table and a marshmallow roast in the firepit, and finish the evening with a little friendly competition around the pool table in the games room. The golf-course views are the focal point of the U-shaped great room and its slide-away glass-door wall leading to the porch. But even non-players will appreciate the soft mint-and-cream sitting area, the farmhouse-style dining table, and the breakfast bar lining the fully equipped kitchen. This villa is a half-mile walk from Harbour Town, where you can find one-of-a-kind art in the galleries, dine on fresh seafood and steaks, climb the classic red-and-white-striped lighthouse, and set off on fishing charters or dolphin-spotting tours from the marina. Cycle to the beach on the provided beach-cruiser bikes or take the Sea Pines trolley over. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower, Dual vanity, Walk-in closet, Television • Bedroom 2: King size bed, Ensuite bathroom with stand-alone shower, Dual vanity, Television • Bedroom 3: 2 Double size bunk beds, Jack & Jill bathroom shared with bedroom #4, Shower/bathtub combo, Dual vanity, Television • Bedroom 4: Queen size bed, Jack & Jill bathroom shared with bedroom #3, Shower/bathtub combo, Dual vanity, Television • Bedroom 5: King size bed, Ensuite bathroom with stand-alone shower, Dual vanity, Walk-in closet, Television FEATURES & AMENITIES • More under “What this place offers” below Extra Cost (advance notice may be required): • Activities and excursions • More under “Add-on services” below

8 Heritage

Welcome to your home away from home in charming Hilton Head. Inside, earthy tones and wicker accents are set ablaze with natural light. Effortlessly transition from the contemporary indoors to the sprawling outdoor area which features plenty of space for al fresco dining and lounging under the sun. The spacious pool awaits to envelope you in a refreshing plunge. Stargaze with a glass of champagne. Copyright © Luxury Retreats. All rights reserved.

29 South Beach

The beach is a 3-minute stroll away from this Hilton Head escape. Inside, soaring ceilings create an airy ambiance alongside plump furniture and a creamy color palette. Soaring trees cast dappled shadows on the terrace. Up for a challenge? Try a ping-pong tournament. A pool entices you in for a cooling dip. Hop on a bike and head into the village for shopping, dining, and activities for everyone. Copyright © Luxury Retreats. All rights reserved.

1872 Beachside Tennis Villa

Surrounded by lush vegetation on Hilton Head Island, this cozy residence features a superb blend of sun and shade. From the tiled terrace, steps lead into the turquoise pool. The heart of the village is a brief bike ride away. Discover waterfront restaurants, unique shops, and activities for the whole family. A 5-minute stroll is all it takes to sink your toes into the toasted sand at the beach. Copyright © Luxury Retreats. All rights reserved.

74 Baynard Cove

The perfect destination for family fun, this Hilton Head Island villa has space for 10 and easy access to the bike paths that connect you to the beach, marina, and more within a short ride. When you’re not out at the beach, enjoy the spacious swimming pool at home in the private backyard. For dinner, dine alfresco on the screened porch or head to nearby restaurants around the marina. Copyright © Luxury Retreats. All rights reserved.

44 Heritage

Set alongside the 11th tee box of the famous Harbour Town Links, this exclusive villa on Hilton Head Island is the perfect home base for your next golf vacation or family getaway. When you’re not out on the golf course, take a refreshing dip in the South Beach community pool or head down to the sandy beach. In the evening, check out South Beach Marina Village. Copyright © Luxury Retreats. All rights reserved.

26 Tupelo Road

Capturing views of the golf course, this Hilton Head Island home is perfect for exciting, multi-family vacations. The guest house adds a little extra privacy, as do the mature trees surrounding the backyard’s pool and hot tub. When you’re ready to explore, ride the nearby bike paths to the South Beach Marina Village or the beach. Both only take a few minutes. Copyright © Luxury Retreats. All rights reserved.

1879 Beachside Tennis Villas

Welcome to the BESTNEST at 1879 Beachside Tennis Villas in Sea Pines (247 South Sea Pines Drive). Beautifully renovated with an open living plan and gorgeous ocean view. 1879 Beachside Tennis is a wonderfully comfortable villa and we have filled it with every amenity we appreciate when we vacation. The sweeping view of the Atlantic Ocean, to the Calibogue Sound and to Daufuskie Island is simply sublime.

Private Island in Hilton Head, Events & Poolside

Sleeps 26 on your own private island! Buck Island is an exclusive 10-acre retreat off Hilton Head featuring two homes. The main house offers 5 master suites sleeping 10, plus a guest house sleeping 16. Perfect for large groups seeking total privacy, comfort, and adventure. Enjoy a true private island experience with unmatched, easy access—seclusion without sacrificing convenience.

4th Row beach home with screened porch & pool

This stunning 4th row Sea Pines home has soaring ceilings and beautiful high-end furnishings to truly create a luxurious feel, all while making guests feel right at home. 5 bedrooms all with their own ensuite bathrooms offer plenty of space for 16 guests!

12 Woodbine Place: Sea Pines

Welcome to BESTNEST/Luxe: An Elevated Experience in Vacationing. Our NEW BESTNEST/Luxe property at 12 Woodbine Place in Sea Pines is a super stylish 4BR/4 BA home, just fully renovated with fabulous furnishings and heatable pool.

1832 Beachside Tennis Villas

Welcome to BESTNEST/Luxe: An Elevated Experience in Vacationing, and Luxe property at 1832 Beachside Tennis Villas at South Beach in Sea Pines. Fully and completely renovated and completed June 2025.