Villa vacation rentals in Chatham County

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Top-rated villa rentals in Chatham County

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Top guest favorite

A spacious living area is furnished with a light grey sofa and armchairs, accented by decorative pillows. Two lamps provide soft lighting on side tables next to framed artwork. Natural light filters in through a large window, enhancing the warm and welcoming environment.

Villa in Hilton Head Island

4.98 out of 5 average rating, 48 reviews

Heart of Sea Pines|Tranquil 3BR Retreat|Beach*Pool

Light & spacious Heritage Villa in the heart of Sea Pines steps from Harbourtown's 1st Hole. Welcoming 3 Master-BR Suite villa w/ cathedral ceilings & deck. Just a 5 minute walk from the world-renown Harbourtown w/ shops, restaurants and live music for all ages. 8 minute bike ride to Sea Pines Beach Club. Beautiful shared pool, golf, tennis & pickleball, bike trails, award-winning playground, lagoon w/ gazebo for nature watching, amenities & beyond. Your perfect Spring Break or family vacation.

Superhost

Villa in Hilton Head Island

New place to stay

265 Stoney Creek Villa | Walk to Harbour Town |

Tucked away in the heart of Sea Pines Resort, this beautifully situated villa offers a classic Hilton Head escape with peaceful marsh views and unbeatable proximity to Harbour Town Marina, just steps from your door. Surrounded by towering oaks and serene Lowcountry scenery, 265 Stoney Creek Villa blends walkable convenience with relaxed coastal charm. Comfortably sleeping up to 7 guests and offering access to the Stoney Creek Community Pool, this villa is perfect for couples and families!

An industrial-modern kitchen is showcased with a dark countertop and stainless steel appliances. Four wooden bar stools are positioned along the edge of the island. Exposed brick walls and minimalist lighting create a spacious and inviting atmosphere.

Villa in Savannah

4.75 out of 5 average rating, 123 reviews

The Grant by Black Swan - Industrial-Modern Loft

Welcome to your industrial-modern loft getaway in Historic Downtown Savannah, where your daily living needs are preserved within our remarkably delightful spaces fit for working, relaxing, imbibing, and sleeping. Designed to converge both modern luxuries with tasteful nods to Savannah’s historic roots, each guest will enjoy our spaces featuring modern furnishings, Tuft & Needle mattresses, Parachute linens, Apple TVs, Public Goods amenities, local Perc coffee, and more.

Superhost

A serene bedroom features a spacious bed with crisp, white bedding. A minimalist bedside table holds a simple lamp, and a tranquil piece of wall art depicting calm waves is displayed above the headboard, enhancing the room's peaceful ambiance.

Villa in Savannah

4.78 out of 5 average rating, 277 reviews

The Grant by Black Swan - Downtown Savannah

Villa in Hilton Head Island

5 out of 5 average rating, 4 reviews

Perfect for Groups | Water Views | Sleeps 8

This is the perfect getaway for a long weekend. Enjoy the comforts of being home while on vacation in this fully equipped unit. Just minutes away from the finest dining, beach club, and water sports that Sea Pines Resort has to offer. This 2 bedroom, 2 bath villa will meet all your needs while you stay on one of the worlds top ranked islands. You will have access to 3 separate golf courses in Sea Pines. Experience the best of coastal living, book your stay today.

Luxe

Villa in Hilton Head Island

1465 Sound Villas, Sea Pines: Beachfront Luxury

You won’t have any trouble finding the beach at this luxurious Hilton Head Island townhouse, just walk outside and follow the path. Actually, it’s even easier. Just look out the window or off the back deck! You’re also steps from the community pool. When you’re not lounging in the spacious living room at home, check out the nightlife at the bustling South Beach Marina Village. Copyright © Luxury Retreats. All rights reserved.

Guest favorite

A comfortable living area features a sectional sofa arranged around a glass-topped coffee table. A large television is mounted on the wall, and natural light fills the space from sliding glass doors that offer views of greenery outside.

Villa in Hilton Head Island

5 out of 5 average rating, 14 reviews

Great Blue Heron - an iTrip Hilton Head Home

Ready for a fresh start, peaceful downtime or a relaxing getaway in the serene & endless beauty of Sea Pines Resort on Hilton Head Island? Welcome to Great Blue Heron This freshly renovated & furnished Inland Harbour villa will help you de-stress, unwind and get back to your old self. As soon as you enter this home, the beautiful design & decor of this villa will welcome you and put you at ease.

Superhost

A bright living room features a comfortable light gray sofa adorned with decorative pillows. A wooden coffee table sits in the center, complemented by a bowl of fresh fruit. Floor-to-ceiling sliding doors offer a view of the water and the Harbour Town Lighthouse.

Villa in Hilton Head Island

4.8 out of 5 average rating, 5 reviews

Penthouse condo with sunset water views

🏆 We're a Superhost located in Hilton Head Island with 700+ fantastic property reviews. Voted LowCountry's Best year after year, your group is sure to enjoy your next Hilton Head Island escape in this stunning property ⛵️ Harbour Town Penthouse | Sound & Harbour Town Lighthouse Views ⛳️ Save even more when you book 1041 Caravel Court and receive $300 in complimentary daily activities

Guest favorite

Villa in Hilton Head Island

5 out of 5 average rating, 5 reviews

Pet Friendly Villa Near Beach with Pool Access

Lookout Lagoon is a spacious 3-bedroom, 3-bath South Beach villa that sleeps 6 and sits just 0.3 miles from the beach. This pet-friendly retreat offers peaceful lagoon views, three private en-suite bedrooms, and 1,900+ sq ft of living space. Walk to marina dining and pickleball, and enjoy Harbour Town Pool access for 2026. A relaxed, location-driven Sea Pines getaway.

Top guest favorite

A sandy pathway is flanked by wooden posts leading toward the beach, with roped railings on either side. The ocean is visible in the distance under a clear blue sky, and the shoreline is lined with natural grasses and gentle waves.

Villa in Daufuskie Island

4.96 out of 5 average rating, 25 reviews

Daufuskie Island SC Spacious 3 Bedroom Ocean Front

Beautiful Oceanfront Villa on Daufuskie Island, SC is a place you can truly relax. Daufuskie Island sits between Hilton Head and Tybee Island (both visible from the Sandy Lane beach). While on Daufuskie Island you will want to explore the historical part of the island, visit local artisans, or just enjoy the beautiful beach with the white sand.

Guest favorite

Villa in Hilton Head Island

4.89 out of 5 average rating, 9 reviews

Updated Sea Pines Villa • Walk to Harbour Town

Welcome to your renovated Sea Pines villa—a bright, modern retreat with peaceful lagoon views and an unbeatable location just a short walk to Harbour Town. Steps from the community pool and minutes from beaches, bike paths, shops, and dining, this updated 1-bedroom villa offers comfort, convenience, and true Lowcountry charm.

Top guest favorite

The living area features a round dining table with blue placemats and decorative items, surrounded by four chairs. A cozy couch and television can be seen in the background. Soft lighting from ceiling fans enhances the open and inviting space.

Villa in Savannah

4.99 out of 5 average rating, 179 reviews

Southern Coastal Villa. Close to everything!

Come enjoy the best of both worlds. Just 10 mins. to Tybee Island beach or 15 mins. to historic downtown Savannah. "Southern Coastal" is your perfect getaway. Very private location is close to everything the area has to offer. It's also less than .5 miles to Walmart, Publix and several dining options.