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
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)
VIEW PROPERTY
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)
VIEW PROPERTY
Come and enjoy the tranquility and serenity of the uncrowded beach in South Forest Beach on Hilton Head Island. 5 Bayberry Lane is a lovely 5-bedroom home with 4.5 bathrooms is a wonderful place to visit with friends and family. Renovated 2022 you will love the updates. Set on a quiet street just steps from the beach, this home has just what you ne
Hot HOT 22
5 Bayberry Lane
5 Bayberry Lane
Forest Beach Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 4 baths / 1 half bath
Guests 18 guests
VIEW PROPERTY
This remarkable oceanfront estate showcases 7 bedrooms and 7.5 bathrooms, exuding unmatched beauty and luxury. 3 Singleton Beach Place is positioned in the perfect location, granting effortless access to nearby local restaurants, and shopping centers. The focal point of this home is its splendid open kitchen, boasting a double oven and an expansive
Hot HOT 30
3 Singleton Beach Place
3 Singleton Beach Place
Singleton Beach
Bedrooms 7 bedrooms
Bathrooms 7 baths / 1 half bath
Guests 26 guests
Rating 5 (27)
VIEW PROPERTY
29 Singleton Beach, Hilton Head Island is a modern home ideal for large groups, families with kids, or couples seeking a retreat! Its open-concept floor plan includes a sleek gourmet kitchen flowing into the dining room, perfect for meal preparation and socializing. After a day of adventures, unwind in the master suite with its oversized ensuite ba
29 Singleton Beach Place
29 Singleton Beach Place
Singleton Beach
Bedrooms 6 bedrooms
Bathrooms 7 baths
Guests 18 guests
Rating 4.8 (150)
VIEW PROPERTY
41 Bradley Beach is a great option for a beach vacation on Hilton Head Island. This 6-bedroom, 4.5-bathroom home is ideal for larger groups or families and has been recently renovated with new paint, living furniture, flooring and a new front porch. The home is just a short walk from the beach and includes a private backyard pool and offers plenty
41 Bradley Beach Road
41 Bradley Beach Road
Bradley Beach
Bedrooms 6 bedrooms
Bathrooms 4 baths / 1 half bath
Guests 14 guests
Rating 4.8 (40)
VIEW PROPERTY
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 24
21 Horvaths Peninsula
21 Horvaths Peninsula
Burkes Beach
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 22 guests
Rating 4.8 (139)
VIEW PROPERTY
Welcome to 1 Surfwatch Way — a 2026 newly completed 6-bedroom 5.5-bath coastal retreat offering the very best of modern island living. Just a short 3–5 minute stroll to the beach, this exceptional home showcases all-new furnishings, appliances, and thoughtfully curated finishes throughout, creating a fresh and refined space for your Hil
Hot HOT 54
1 Surfwatch Way
1 Surfwatch Way
Burkes Beach
Bedrooms 6 bedrooms
Bathrooms 5 baths / 2 half baths
Guests 20 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
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 (18)
VIEW PROPERTY
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 19
205 Barrington Arms
205 Barrington Arms
Palmetto Dunes
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (104)
VIEW PROPERTY
16 Singleton Shores Manor, Hilton Head Island.Enjoy marsh and ocean views from every level of this home. Step into the open and bright living area, complete with a wet bar, pool table, and access to your private pool deck. Upstairs, an updated kitchen, second living area, and spacious dining room await, perfect for family gatherings. Retreat to the
16 Singleton Shores Manor
16 Singleton Shores Manor
Singleton Beach
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 14 guests
Rating 4.9 (71)
VIEW PROPERTY
Welcome to 12 Sea Front Lane, an exquisite oceanfront estate located in the prestigious Burkes Beach neighborhood of Hilton Head Island, SC. This expansive property boasts 7 bedrooms and 7 bathrooms, comfortably accommodating up to 22 guests. Each room is designed to offer a serene and sophisticated ambiance, perfect for relaxation and rejuvenation
Hot HOT 28
12 Sea Front Lane
12 Sea Front Lane
Burkes Beach Pet Friendly
Bedrooms 7 bedrooms
Bathrooms 8 baths
Guests 22 guests
Rating 4.8 (8)
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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