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 62 properties available
8 Terra Bella Trace, Hilton Head Island. Indulge in the ultimate oceanfront experience at 8 Terra Bella Trace. This luxurious six-bedroom, eight-bathroom home, completed in late summer 2022, spares no expense. The chef's kitchen boasts top-of-the-line appliances and a spacious island with seating for all. The open-concept kitchen, living, and d
Hot HOT 20
8 Terra Bella Trace
8 Terra Bella Trace
Burkes Beach
Bedrooms 6 bedrooms
Bathrooms 8 baths
Guests 18 guests
Rating 5 (18)
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14 Collier Beach, Hilton Head Island is a stunning oceanfront estate that offers a state-of-the-art chef's kitchen, an open-concept living and dining area leading to an oceanfront pool, deck, and grill. The home features a luxurious master suite with breathtaking views of the Atlantic Ocean, a marble bathroom, and a free-form tub. With a privat
Hot HOT 27
14 Collier Beach Road
14 Collier Beach Road
Singleton Beach
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 16 guests
Rating 4.9 (120)
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*READY FOR MAY 2026 - CURRENTLY BEING FURNISHED AND NEW PHOTOS TO COME - CALL 843-715-2208 FOR QUESTIONS* PRICED TO REFLECT CURRENT PHOTOS WITH NO FURNITURE- SEE LAYOUT DESCRIPTION BELOW FOR BED AND ENSUITE INFORMATION*Unveil a stunning new home tailored for the most sophisticated guests. This exceptional property features 7 generously sized bedroo
Hot HOT 39
120 Shell Midden
120 Shell Midden
Forest Beach
Bedrooms 7 bedrooms
Bathrooms 7 baths / 1 half bath
Guests 18 guests
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Luxury Coastal Retreat – Steps from the Beach with Stunning Ocean Views  Welcome to 12 Whelk Street, Hilton Head Island’s premier vacation destination, where beachside luxury meets unmatched convenience. Just 145 feet from the pristine sands of Bradley Beach, this recently renovated four-story property offers stunning ocean vi
Hot HOT 30
12 Whelk Street
12 Whelk Street
Burkes Beach
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 12 guests
Rating 4.8 (90)
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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
35 Crabline Court
35 Crabline Court
Singleton Beach
Bedrooms 4 bedrooms
Bathrooms 4 baths / 1 half bath
Guests 8 guests
Rating 4.9 (38)
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13 Moonshell Rd, Hilton Head is a perfect retreat for a coastal escape. With its five bedrooms and three bathrooms, it offers ample space for guests to relax and unwind. The spacious fenced backyard with a private pool and outdoor bar provides a wonderful setting for outdoor gatherings and leisurely days by the pool.Its convenient location, just a
Hot HOT 21
13 Moonshell Road
13 Moonshell Road
Folly Field Beach Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 12 guests
Rating 4.8 (142)
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3 Surf Watch Way, Hilton Head is a 4,450 square foot home, located just steps from Burke's Beach, boasts an open concept floor plan perfect for entertaining. Enjoy family movie nights in the media room on the 2nd floor, equipped with a large flat-screen TV and recliners. The garage features a putting green, foosball table, air hockey, and arcad
Hot HOT 67
3 Surf Watch Way
3 Surf Watch Way
Burkes Beach
Bedrooms 6 bedrooms
Bathrooms 6 baths / 1 half bath
Guests 17 guests
Rating 4.9 (228)
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46 Folly Field is newly renovated house in the sought-after Folly Field area is a perfect blend of comfort and convenience for a Hilton Head vacation. With 4 bedrooms and 3 full bathrooms, it offers ample space for families or groups. The proximity to the open ocean, just a few rows away from Folly Field Beach, allows for easy access to the beautif
Hot HOT 16
46 Folly Field Road
46 Folly Field Road
Folly Field Beach Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 5 (46)
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Discover coastal luxury at 25 Bradley Circle, a brand-new vacation rental home ready for summer 2025! This stunning property features 6 spacious bedrooms and 7.5 bathrooms, offering ample room for large families or groups. With two elegant living areas, a rooftop deck perfect for sunset views, and a ground-floor pool complemented by a heated* spa,
New & Roof Top Deck! New & Roof Top Deck!
New & Roof Top Deck!
This property was built in 2025 and not only offers luxury finished and a close proximity to the beach, but 25 Bradley Circle also has a unique ROOF TOP & OCEAN VIEW deck- perfect for morning coffees and afternoon cocktails!
25 Bradley Circle
25 Bradley Circle
Burkes Beach
Bedrooms 6 bedrooms
Bathrooms 7 baths / 1 half bath
Guests 16 guests
Rating 5 (3)
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Welcome to the future of luxury vacationing on Hilton Head Island! This stunning newly built home on Shell Midden Lane offers the perfect vacation retreat for discerning guests. Boasting 6 spacious bedrooms, 6.5 bathrooms, a private pool, elevator, and multiple balconies, this low-country oasis provides both comfort and elegance. With 3,701 square
Brand New! Brand New!
Brand New!
This property had it's first rental season in 2025 and blew all expectations out of the water! Make all of your vacation dreams come true by booking this incredible new property!
221 Cordillo Parkway at South Forest Beach
221 Cordillo Parkway at South Forest Beach
Forest Beach
Bedrooms 6 bedrooms
Bathrooms 6 baths / 2 half baths
Guests 16 guests
Rating 5 (10)
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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 37
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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4 Sandy Beach Trail, Hilton Head Island is a Burke's Beach luxurious third-row vacation home offers an unparalleled retreat for guests seeking relaxation and comfort. Boasting six bedrooms and six-and-a-half bathrooms, this pet-friendly abode provides ample space for families and friends to gather and unwind. Step inside to discover a meticulou
4 Sandy Beach Trail
4 Sandy Beach Trail
Burkes Beach Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 6 baths / 1 half bath
Guests 18 guests
Rating 4.8 (124)
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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