Hilton Head Vacation Rentals

Welcome to Hilton Head, where unforgettable experiences await in your Oceanfront Hilton Head rental on America's most cherished coast. With Vacation Homes of Hilton Head, you’ll find luxury Hilton Head vacation rentals equipped with top notch amenities to make your vacation as enjoyable as possible. Take your pick between smaller villas to large rental homes throughout Hilton Head Island in Singleton Beach, Burkes Beach, Folly Field Beach and Palmetto Dunes.

Ready to embark on a memorable vacation? Explore our selection of Hilton Head rentals today and find the perfect base for your island adventure. Book now and step into a world of relaxation, recreation, and rejuvenation in Hilton Head Island.
Browse Hilton Head Rentals by Community   See Rental Specials

What is the best area to stay when visiting Hilton Head?

Hilton Head Island offers a variety of unique plantations and beach communities. Sea Pines is famous for Harbour Town and the lighthouse, Palmetto Dunes is ideal for tennis and pickleball enthusiasts, and Forest Beach offers easy access to the shopping and dining at Coligny Plaza. View All Hilton Head Rentals

What is the best beach in Hilton Head?

Hilton Head is world-renowned for its 12 miles of pristine sandy beaches. Top spots include:
• Coligny Beach: The island's most popular hub. Search Rentals
• Sea Pines Beaches: Private and serene coastline. Search Rentals
• Palmetto Dunes: Wide beaches and great surfing. Search Rentals
• Shipyard: Quiet, lush, and centrally located. Search Rentals

Where is the best place to rent a beach house in Hilton Head?

For a true Lowcountry experience, we recommend renting a beach house within the gated communities or near the public beach parks. Search our curated list of Hilton Head vacation rentals below:
• Sea Pines Rentals• Palmetto Dunes Rentals• Forest Beach Rentals• Singleton Beach & Folly Field

Where should I stay when visiting Hilton Head Island, SC?

Depending on your needs, you can stay in a luxury oceanfront home or a cozy golf-course villa. Popular choices include Sea Pines for its iconic scenery or Palmetto Dunes for its world-class amenities and 11-mile lagoon system. Explore All Communities

Can I find a HILTON HEAD VACATION RENTAL with a private pool?

Yes! Many of our Hilton Head vacation rentals feature private pools or access to exclusive community pools. You can filter your search by "Pool" to find the perfect oasis for your stay. View Rentals with Pools

Properties Available 66 properties available
21 Singleton Beach Place is a luxurious 7-bedroom, 7.5-bathroom oceanfront home is truly a paradise for families or groups seeking an unforgettable retreat. Boasting stunning views of the ocean, its open concept floor plan seamlessly blends indoor and outdoor living, creating an inviting atmosphere for relaxation and entertainment. Each room i
Hot HOT 65
21 Singleton Beach Place
21 Singleton Beach Place
Singleton Beach
Bedrooms 7 bedrooms
Bathrooms 7 baths / 1 half bath
Guests 18 guests
Rating 4.9 (197)
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This beautiful oceanfront 6-bedroom/ 6.75-bathroom home is everything you have been looking for! With 2 living areas there is plenty of room for your group to have fun, spread out, and relax. Play pool in the top floor media room or practice your swing on the ground floor putting green. Vacationers will enjoy their own private pool (with access to
Hot HOT 44
6 Collier Beach Road
6 Collier Beach Road
Singleton Beach
Bedrooms 6 bedrooms
Bathrooms 6 baths / 2 half baths
Guests 23 guests
Rating 4.9 (146)
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21 Horvath, Hilton Head Island. This stunning oceanfront home offers 5000 square feet of luxury living space, featuring 6 bedrooms and 6 bathrooms. The open-concept living area and chef’s kitchen provide the perfect space for gatherings, while the oversized oceanfront pool deck and propane grill are ideal for outdoor entertaining. Enjoy direc
Hot HOT 44
21 Horvaths Peninsula
21 Horvaths Peninsula
Burkes Beach
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 22 guests
Rating 4.9 (141)
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Discover a breathtaking new home on Shell Midden Lane, designed for the most discerning travelers. This exquisite property features 7 spacious bedrooms and 7.5 bathrooms, complete with a private pool and elevator. Spanning 4,639 square feet of heated living space, this low-country oasis perfectly balances comfort and elegance. With ample outdoor ar
Hot HOT 46
110 Shell Midden
110 Shell Midden
Forest Beach
Bedrooms 7 bedrooms
Bathrooms 7 baths / 1 half bath
Guests 18 guests
VIEW PROPERTY
Prepare to have your dreams come true at 7 Singleton Beach Place! This breathtaking oceanfront property has undergone a complete renovation, ensuring that every aspect of your stay is nothing short of extraordinary. With direct, private beach access just steps away from your door, you'll have the pristine sands and sparkling waters of Hilton He
Hot HOT 26
7 Singleton Beach Place
7 Singleton Beach Place
Singleton Beach
Bedrooms 7 bedrooms
Bathrooms 7 baths / 1 half bath
Guests 18 guests
Rating 4.9 (19)
VIEW PROPERTY
10 Collier Beach, Hilton Head Island is an escape to paradise in this stunning 6-bedroom, 7-bathroom oceanfront home, offering breathtaking ocean views and the ultimate in privacy. Relax by the private pool, enjoy direct access to the beach, and indulge in the luxury of a chef's kitchen. Entertain friends and family in the game room, or let tee
Hot HOT 33
10 Collier Beach Road
10 Collier Beach Road
Singleton Beach
Bedrooms 6 bedrooms
Bathrooms 7 baths / 1 half bath
Guests 16 guests
Rating 4.9 (81)
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35 Crabline Court is a 4-bedroom, 4.5-bath modern coastal home that offers a private pool and an oversized front balcony overlooking the prestigious community of The Village at Singleton Beach.  This property is situated next to Chaplin Park which offers tennis, basketball, open fields and a great playground for kids. Best of all, it's a q
Hot HOT 33
35 Crabline Court
35 Crabline Court
Singleton Beach
Bedrooms 4 bedrooms
Bathrooms 4 baths / 1 half bath
Guests 8 guests
Rating 4.9 (43)
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*New Construction! Ready for 2027* Book now at our special "introductory rate"! The the first to stay in the stunning, one of a kind home just steps from the beach!*Discover your perfect getaway at 2 Shore Crest Lane, nestled in the mid-island Burkes Beach area of Hilton Head, just a short three-minute stroll to the stunning beaches. This
Hot HOT 29
2 Shore Crest Lane
2 Shore Crest Lane
Burkes Beach
Bedrooms 8 bedrooms
Bathrooms 6 baths / 1 half bath
Guests 20 guests
VIEW PROPERTY
9 Singleton Beach, Hilton Head Island. This oceanfront gem is a 10/10 with awe-inspiring views! Ideal for multiple families, this stunning seven-bedroom, seven-and-a-half-bathroom home spans three stories with an elevator. Professionally decorated, it boasts breathtaking panoramic views from most rooms. Four oceanfront bedrooms feature private balc
Hot HOT 72
9 Singleton Beach Place
9 Singleton Beach Place
Singleton Beach
Bedrooms 7 bedrooms
Bathrooms 7 baths / 1 half bath
Guests 20 guests
Rating 4.8 (26)
VIEW PROPERTY
4 Collier Beach Road, Hilton Head Island, is an oceanfront house with 6 bedrooms and 6.5 bathrooms, comfortably accommodating up to 18 guests. Its spacious layout is perfect for large groups, with two living areas for added convenience. The open concept kitchen offers top-of-the-line Wolf and Sub-Zero appliances. Enjoy the private pool and unbeatab
Hot HOT 30
4 Collier Beach Road
4 Collier Beach Road
Singleton Beach
Bedrooms 6 bedrooms
Bathrooms 6 baths / 2 half baths
Guests 18 guests
Rating 4.9 (78)
VIEW PROPERTY
27 Singleton Beach, Hilton Head Island is a  direct oceanfront home that accommodates up to 18 guests and boasts an open-concept floor plan with breathtaking 360-degree views of the ocean and marsh. Enjoy a chef’s kitchen, 4 luxurious master suites with deep soaking tubs and oversized walk-in showers, dedicated work desks, and additional
Hot HOT 46
27 Singleton Beach Place
27 Singleton Beach Place
Singleton Beach
Bedrooms 7 bedrooms
Bathrooms 6 baths / 2 half baths
Guests 18 guests
Rating 4.9 (154)
VIEW PROPERTY
19 Sand Dollar, Hilton Head Island. Welcome to this charming second-row ocean home blending traditional coastal Carolina styling with high-end details for a memorable beach vacation! Located directly across from a semi private beach, enjoy plenty of space to relax in the surf, sand, and sun. Designed to make the most of its fabulous location, this
Hot HOT 38
19 Sand Dollar Road
19 Sand Dollar Road
Folly Field Beach
Bedrooms 5 bedrooms
Bathrooms 5 baths / 1 half bath
Guests 16 guests
Rating 4.9 (49)
VIEW PROPERTY

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Frequently Asked Questions About Hilton Head Vacation Rentals

What types of vacation rentals are available in Hilton Head?

Hilton Head offers a variety of vacation rentals, including oceanfront homes, pet-friendly properties, and luxury villas with private pools. Vacation Homes of Hilton Head specializes in high-end beachfront homes and accommodations near top attractions. View Available Rentals

Are there Hilton Head vacation homes with private pools?

Yes, many of the vacation homes in Hilton Head feature private pools, perfect for relaxing after a day at the beach or golf course. Pool heat options are also available in select rentals. Browse Pool Homes

Which Hilton Head rentals are closest to the beach?

Many rentals are located directly on the beach or just steps away from Hilton Head's pristine shoreline. Vacation Homes of Hilton Head offers oceanfront homes in neighborhoods like Singleton Beach and Folly Field. View Oceanfront Rentals

Are Hilton Head vacation rentals pet-friendly?

Yes! Several Hilton Head vacation homes welcome pets, so your furry friend can enjoy the beach too. Be sure to check each listing for pet policies and fees. Explore Pet-Friendly Rentals

What amenities are included in Hilton Head vacation homes?

Hilton Head rentals come with a wide range of amenities such as private pools, ocean views, gourmet kitchens, game rooms, elevators, and direct beach access. Many homes are equipped for families and groups. See All Features

What is the best time to visit Hilton Head?

The best time to visit Hilton Head is during spring and fall, when temperatures are pleasant and crowds are lighter. Summer is also popular for beach vacations, while winter offers mild weather and lower rates. Plan Your Trip

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