Discover Hilton Head Vacation Rentals

Hilton Head Island Vacation Rentals

The perfect location for leisure and entertainment is Hilton Head Island, South Carolina, crowned America's Best Island by Travel Pulse and ranked No. 10 on Golf Digest's list of the Best Golf Resorts in the World.

On Hilton Head Island, SC, you'll find a combination of villas/condos and private homes (some are even pet friendly!) for your peaceful vacation. Some condos can be found in the top Hilton Head resorts.

The award-winning Palmetto Dunes Oceanfront Resort is in the heart of Hilton Head Island and offers three miles of beachfront along the Atlantic Ocean, golf courses, and a marina. Hilton Head Resort features tennis courts, outdoor pools, an indoor pool, a hot tub, a steam room, a sauna, a badminton court, and a deli near the pool. Sea Pines Resort offers both villa and home rentals and is a great place to explore nature and shop or dine at Harbour Town.

VTrips vacation rentals at Hilton Head Island Beach and Tennis Resort invite you to explore on-site activities like tennis, badminton and pickleball to beachfront pools and outdoor dining perfect for the best family vacation experience.

There are many ways to truly appreciate the beauty and serenity of Hilton Head Island. Rent a bike, visit Coligny Beach, golf on one of more than two dozen courses, or spend the afternoon at a nature preserve. Then, return to your Hilton Head Island condo or home to recharge. Book your favorite VTrips Hilton Head getaway today!

Hilton Head Island Condos & Villas
Hilton Head Island Condos & Villas
Five-star amenities backed by sun-drenched beaches, award-winning beach parks and family-friendly activities await you on a Hilton Head Island villa vacation.
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1-3 Bedrooms
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Up to 9 Guests
Hilton Head Island Homes
Hilton Head Island Homes
Find sprawling homes with incredible outdoor living spaces moments from charter fishing, golf and pristine beaches.
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2-3 Bedrooms
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Up to 12 Guests
Folly Field Beach
Folly Field Beach
A tranquil spot with miles of smooth sand, mild waves and infinite activities, Folly Field Beach offers many rental options.
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1-3 Bedrooms
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Up to 6 Guests
Harbour Town
Harbour Town

With a thriving marina, shops and restaurants, Harbour Town is an entertainment hub in Hilton Head Island.

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2-3 Bedrooms
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Up to 8 Guests
Palmetto Dunes Resort
Palmetto Dunes Resort
Known for pristine beaches, beautiful golf courses and many activities, Palmetto Dunes Resort is ideal for a relaxing and fun vacation.
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1-4 Bedrooms
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Up to 12 Guests
Port Royal Sound
Port Royal Sound

Nestled between two parks on the north end of the island, Port Royal Sound is a quiet spot where you'll find villas at the popular Spa on Port Royal.

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2 Bedrooms
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Up to 6 Guests
Sea Pines Resort
Sea Pines Resort

With more than 5,000 acres of scenic beauty and miles of stunning coastline, Sea Pines Resort offers the perfect mix of relaxation and adventure.

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1-3 Bedrooms
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Up to 10 Guests
Shipyard Plantation
Shipyard Plantation

Shipyard Plantation is a premier vacation destination in the serene Coligny Beach area of Hilton Head. 

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1-2 Bedrooms
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Up to 6 Guests
Singleton Beach
Singleton Beach

Home to the Hilton Head Resort with several vacation rental options, Singleton Beach is a great place to experience the best of beach life!

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2 Bedrooms
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Up to 6 Guests