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
4 Catboat, Hilton Head Island is an open-concept floor plan with spacious bedrooms, each boasting its own bathroom, and an oversized private pool. Located just steps from the beach and close to all the amenities of Palmetto Dunes Oceanfront Resort, including tennis, golf, restaurants, and the renowned General Store, this vacation rental offers conv
Hot HOT 23
4 Catboat
4 Catboat
Palmetto Dunes Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 18 guests
Rating 4.6 (69)
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Escape to Island Bliss at “Slightly Shady” – Your Forest Beach RetreatJust a 3-minute stroll to the sand and half mile from Sea Pines access, Slightly Shady is a six-bedroom coastal escape perfectly situated at 4 Elderberry Lane in the heart of Hilton Head’s sought-after Forest Beach area. With the beach at one end of the st
Amazing New Property Amazing New Property
Amazing New Property
This property is brand new with 2025 being it's first rental season! 4 Elderberry is in luxury condition and quickly became a guest favorite. Don't miss this chance rent this incredible house!
4 Elderberry Lane
4 Elderberry Lane
Forest Beach
Bedrooms 6 bedrooms
Bathrooms 6 baths / 2 half baths
Guests 18 guests
Rating 5 (11)
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*** New Kitchen Renovation Coming Spring 2026***27 Corine Lane, Hilton Head Island is a luxurious 3-story home nestled in the picturesque Singleton Beach area. This stunning property features a private pool and elevator, adding to the convenience and comfort of your stay. With 7 bedrooms and 7 bathrooms, there's plenty of space for everyone to
Hot HOT 21
27 Corine Lane
27 Corine Lane
Singleton Beach
Bedrooms 7 bedrooms
Bathrooms 7 baths
Guests 16 guests
Rating 4.8 (61)
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2 Collier Beach, Hilton Head Island. Experience luxury living at its finest in this magnificent oceanfront 5-bedroom, 5.5-bathroom home boasting an oceanfront pool and one of the only pet friendly homes on Singleton Beach. Each bedroom comes with its own private bath, ensuring maximum comfort and convenience for all guests. The beautiful kitchen is
Hot HOT 25
2 Collier Beach Road
2 Collier Beach Road
Singleton Beach Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths / 1 half bath
Guests 14 guests
Rating 4.8 (94)
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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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This condo has been taken back to the studs for a TOTAL renovation including: raised & smoothed ceilings, new flooring, new paint, all new bathrooms and kitchen, and lastly a new furniture package. This beautiful 3 bedroom condo is located in the heart of Palmetto Dunes Resort. Stop by the general store for lunch or have ice cream in the hot su
Hot HOT 17
205 Barrington Arms
205 Barrington Arms
Palmetto Dunes
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (104)
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Welcome to 15 Collier Beach Road. This three-level home offers ocean, marsh, and tidal creek views. The main level features a gourmet kitchen with a large island, a family room with an 82-inch smart TV, and a dining room, all with water views. The second level has three en suite bedrooms, including a master suite with a king bed, sitting area, pull
Hot HOT 47
15 Collier Beach Road
15 Collier Beach Road
Singleton Beach Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 6 baths / 1 half bath
Guests 26 guests
Rating 4.9 (49)
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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 47
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)
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**New Bonus Room Off of the Pool and Updated Bathrooms!!**44 Bradley Beach is a 6 Bedroom, 4.5 Bathroom family vacation home that sleeps 15 and has a large 16' x 32' pool, and features an outdoor fire pit perfect for a night hosting around the pool or a cool day in the fall! There is plenty of seating and the home is conveniently located at
44 Bradley Beach Road
44 Bradley Beach Road
Bradley Beach
Bedrooms 6 bedrooms
Bathrooms 4 baths / 1 half bath
Guests 15 guests
Rating 4.8 (76)
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6 Terra Bella Trace, Hilton Head Island is nestled between the salt marsh and the Atlantic Ocean, 6 Terra Bella Trace is a beach lover's paradise. This outstanding property features 6 bedrooms and 8 bathrooms. The chef's kitchen boasts top-of-the-line Wolf and Sub-Zero appliances and an oversized island with wrap-around seating. The open-co
Hot HOT 21
6 Terra Bella Trace
6 Terra Bella Trace
Burkes Beach
Bedrooms 6 bedrooms
Bathrooms 8 baths
Guests 20 guests
Rating 4.9 (129)
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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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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 26
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 (78)
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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