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Hilton Head Island Villas Guide

Escape to paradise on Hilton Head Island, where luxurious villas meet stunning beaches, tranquil marshes, and endless outdoor adventures.

Villas in Hilton Head Island

4th floor end unit w4th floor end unit w/ stunning pool, palms, and ocean views!/ stunning pool, palms, and ocean views!
4.9/5
£317  night
6
2
2
Details View Offers
#4 Beach Villas One-of-a-Kind Oceanfront VILLA! Outdoor Living & No Elevators
5.0/5
£542  night
6
3
3
Details View Offers
Totally remodeled Oceanfront Villa! New Owner!
5.0/5
£207  night
6
2
2
Details View Offers
Evian Villa Retreat – Incredible 2 BDR in Shipyard Resort! Walk to Pool & Beach
£543  night
6
2
2
Details View Offers
Oceanfront Paradise| Balcony | Pool | SC411
4.9/5
£458  night
6
2
2
Details View Offers
Beautiful Oceanfront Views--Newly remodeled!
5.0/5
£237  night
8
3
2
Details View Offers
Superb 2 Bedroom Villa - Marriott's Harbour Point-Full Resort Access
£370  night
8
2
2
Details View Offers
Lovely Two Bedroom Condominium with Ocean Views!
4.6/5
£389  night
4
2
2
Details View Offers
SeaPines, On site pool, Walk to Beach Club, Pet Friendly, Golf Views
4.8/5
£217  night
6
2
2
Details View Offers
6207 Hampton Place ~Direct Oceanfront Views from 2BR Beach Villa!
5.0/5
£415  night
6
2
2
Details View Offers
Captain’s Walk 413, Direct Oceanfront, Luxury 3 bedroom villa Palmetto Dunes
4.9/5
£641  night
10
3
3
Details View Offers
Sunset Rentals | St. Andrews 1772 | Dog Friendly
4.6/5
£158  night
6
2
2
Details View Offers
704 Schooner-4 Bd Overlooking Calibogue Sound! Pool Membership!
4.6/5
£340  night
8
4
5
Details View Offers
3431 Villamare ~ Beautiful 4th Floor Ocean Front Villa, Steps to the Beach!
£367  night
6
2
2
Details View Offers
14 Beach Arbor: First Floor 2 Bedroom Villa. Pool, Walk to Beach Pet Friendly
4.9/5
£173  night
5
2
2
Details View Offers
Hilton Head just steps away from the Best Beach Area
4.9/5
£113  night
4
1
1
Details View Offers
Cottage Style Village 2 BR Villa at Palmetto Dunes. Close to beach, golf, tennis
5.0/5
£195  night
6
3
2
Details View Offers
1467 Sound Villa ~ Enjoy Beautiful Views of Calibogue Sound
5.0/5
£226  night
12
3
4
Details View Offers
Updated 2-Bdrm Villa wUpdated 2-Bdrm Villa w/ stunning golf views in the heart of The Sea Pines Resort/ stunning golf views in the heart of The Sea Pines Resort
£247  night
4
2
2
Details View Offers
Spacious 2-Bed Villa with private patio, Sleeps 6 in the heart of Sea Pines
£161  night
6
2
2
Details View Offers

Why a holiday villa in Hilton Head Island

Hilton Head Island is a picturesque coastal town in South Carolina that offers an idyllic getaway for families and couples alike. With its pristine beaches, tranquil marshes, and scenic bike trails, this charming destination provides the perfect setting for a relaxing villa holiday. Whether you're looking to unwind with a good book and a cold drink on your private patio or enjoy an action-packed day of surfing, kayaking, or golfing, Hilton Head Island has something for everyone.

The town's unique blend of natural beauty and upscale amenities makes it an ideal choice for those seeking a luxurious villa holiday experience. From spacious villas with private pools and stunning ocean views to cozy cottages with lush gardens and direct beach access, the accommodation options on Hilton Head Island cater to all tastes and preferences. With its rich history, vibrant cultural scene, and world-class dining and shopping opportunities, this enchanting island is sure to captivate even the most discerning travelers.

When to rent a villa in Hilton Head Island

Hilton Head Island's subtropical climate makes it a year-round destination, but the best time to visit for a villa holiday depends on your preferences. If you're looking for warm weather without the crowds, consider visiting during the spring (March to May) or fall (September to November). These shoulder seasons offer pleasant temperatures in the mid-70s to low 80s Fahrenheit, ideal for outdoor activities like biking, kayaking, and beachcombing. The summer months (June to August) are peak tourist season, with average highs in the mid-80s, but also bring a higher risk of hurricanes.

For those who prefer milder weather and don't mind cooler evenings, winter (December to February) might be an excellent time for a villa holiday on Hilton Head Island. Although temperatures dip into the 50s and 60s Fahrenheit, the island's beautiful scenery, including blooming flowers and azaleas, is particularly stunning during this season. Many villas also offer discounts and promotions during the winter months, making it a more budget-friendly option for those who don't mind the cooler weather. Regardless of when you visit, be sure to check the local forecast before your trip to ensure a smooth and enjoyable villa holiday in Hilton Head Island.

Where to go in Hilton Head Island

The best way to experience Hilton Head Island's unique charm is by dividing your villa holiday between its two main districts: Sea Pines and Palmetto Dunes. Located on the southern end of the island, Sea Pines is a tranquil oasis with 14 miles of scenic coastline, lush forests, and picturesque marshes. This area is perfect for those seeking a relaxed atmosphere, with plenty of opportunities for golfing, kayaking, or simply taking leisurely strolls along the beach.

If you're looking for a more vibrant vibe, head to Palmetto Dunes on the north end of the island. Here, you'll find an array of activities and amenities, including multiple beaches, tennis courts, and a lively village with shops, restaurants, and bars. This area is ideal for families or groups of friends who want to experience the full range of Hilton Head Island's attractions, from surfing and paddleboarding to golfing and fine dining. With its mix of tranquility and excitement, Palmetto Dunes offers something for everyone, making it an excellent choice for your villa holiday in Hilton Head Island.

Picture of two young girls swimming in a pool with their floatation rings
Family friendly villas
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Picture of a Titleist golf ball on the edge of the hole on a golfing green
Villas near golf course
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Picture of family on holiday walking to the beach for a day out together
Villas near a beach
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Image of a woman swimming in a pool at a holiday home
Private pool villas
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Picture of a beachfront with palm trees framing a small wooden pier going out to sea
Beach front villas
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Villas in Hilton Head Island

4th floor end unit w4th floor end unit w/ stunning pool, palms, and ocean views!/ stunning pool, palms, and ocean views!
4.9/5
£317  night
6
2
2
Details View Offers
#4 Beach Villas One-of-a-Kind Oceanfront VILLA! Outdoor Living & No Elevators
5.0/5
£542  night
6
3
3
Details View Offers
Totally remodeled Oceanfront Villa! New Owner!
5.0/5
£207  night
6
2
2
Details View Offers
Evian Villa Retreat – Incredible 2 BDR in Shipyard Resort! Walk to Pool & Beach
£543  night
6
2
2
Details View Offers
Oceanfront Paradise| Balcony | Pool | SC411
4.9/5
£458  night
6
2
2
Details View Offers
Beautiful Oceanfront Views--Newly remodeled!
5.0/5
£237  night
8
3
2
Details View Offers
Superb 2 Bedroom Villa - Marriott's Harbour Point-Full Resort Access
£370  night
8
2
2
Details View Offers
Lovely Two Bedroom Condominium with Ocean Views!
4.6/5
£389  night
4
2
2
Details View Offers
SeaPines, On site pool, Walk to Beach Club, Pet Friendly, Golf Views
4.8/5
£217  night
6
2
2
Details View Offers
6207 Hampton Place ~Direct Oceanfront Views from 2BR Beach Villa!
5.0/5
£415  night
6
2
2
Details View Offers
Captain’s Walk 413, Direct Oceanfront, Luxury 3 bedroom villa Palmetto Dunes
4.9/5
£641  night
10
3
3
Details View Offers
Sunset Rentals | St. Andrews 1772 | Dog Friendly
4.6/5
£158  night
6
2
2
Details View Offers
704 Schooner-4 Bd Overlooking Calibogue Sound! Pool Membership!
4.6/5
£340  night
8
4
5
Details View Offers
3431 Villamare ~ Beautiful 4th Floor Ocean Front Villa, Steps to the Beach!
£367  night
6
2
2
Details View Offers
14 Beach Arbor: First Floor 2 Bedroom Villa. Pool, Walk to Beach Pet Friendly
4.9/5
£173  night
5
2
2
Details View Offers
Hilton Head just steps away from the Best Beach Area
4.9/5
£113  night
4
1
1
Details View Offers
Cottage Style Village 2 BR Villa at Palmetto Dunes. Close to beach, golf, tennis
5.0/5
£195  night
6
3
2
Details View Offers
1467 Sound Villa ~ Enjoy Beautiful Views of Calibogue Sound
5.0/5
£226  night
12
3
4
Details View Offers
Updated 2-Bdrm Villa wUpdated 2-Bdrm Villa w/ stunning golf views in the heart of The Sea Pines Resort/ stunning golf views in the heart of The Sea Pines Resort
£247  night
4
2
2
Details View Offers
Spacious 2-Bed Villa with private patio, Sleeps 6 in the heart of Sea Pines
£161  night
6
2
2
Details View Offers