Hilton Head Vacation Rentals

Welcome to Hilton Head, where unforgettable experiences await in one of America's most cherished coastal retreats. 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

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

Properties Available 60 properties available
4 Surf Watch Way is a magnificent 6-bedroom, 5.5-bathroom, pet friendly home accommodating up to 16 guests making it perfect for family reunions or large gatherings. Outside, a fantastic deck overlooks the pool and spa, with a fully fenced turf yard providing privacy for both children and pets. Take advantage of the yard games and cool off in the b
Hot HOT 35
4 Surfwatch Way
4 Surfwatch Way
Burkes Beach Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 5 baths / 1 half bath
Guests 18 guests
Rating 4.9 (103)
VIEW PROPERTY
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 relax and unwind. The home's prime location
27 Corine Lane
27 Corine Lane
Singleton Beach
Bedrooms 7 bedrooms
Bathrooms 7 baths
Guests 16 guests
Rating 4.7 (58)
VIEW PROPERTY
*New Construction Update(Spring 2025): Updated Kitchen, Updated Master Bathrooms, Updated Half Bathroom, (Jack n Jill Bathrooms to be updated winter 2025), New Washer and Dryer sets*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, five-and-
Hot HOT 39
9 Singleton Beach Place
9 Singleton Beach Place
Singleton Beach
Bedrooms 7 bedrooms
Bathrooms 5 baths / 1 half bath
Guests 20 guests
Rating 4.8 (22)
VIEW PROPERTY
37 Bradley Circle, Hilton Head Island, is a four bedroom, three bathroom home nestled in a quiet beach area of Burkes Beach.  Step inside to the main level, where you'll find  a cozy living room, large TV and access to the upper dining deck.  The fully-equipped kitchen, complete with stainless steel appliances and granite counter
Hot HOT 54
37 Bradley Circle
37 Bradley Circle
Burkes Beach
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 13 guests
Rating 4.9 (50)
VIEW PROPERTY
3 Shore Crest Lane, Hilton Head Island. Luxury awaits in this custom-built 5-bedroom home in Burkes Beach, just a 5-minute walk to the beach and adjacent to Chaplin Park. Enjoy high-end finishes, a chef's kitchen, sunroom, covered deck, pool table, private pool, and an outdoor kitchen. This property is designed for the ultimate vacation experie
Hot HOT 44
3 Shore Crest Lane
3 Shore Crest Lane
Burkes Beach
Bedrooms 5 bedrooms
Bathrooms 5 baths / 1 half bath
Guests 18 guests
Rating 4.9 (30)
VIEW PROPERTY
4 Brigantine, Hilton Head Island is your perfect family vacation at this second-row home! With 6 bedrooms, each with a full bath, and ocean views from the second-floor living area, this home offers comfort and relaxation. Enjoy convenience with an elevator, oversized pool, and beach access just across the street. The large pool area boasts a table
Hot HOT 24
4 Brigantine
4 Brigantine
Palmetto Dunes
Bedrooms 6 bedrooms
Bathrooms 6 baths / 2 half baths
Guests 18 guests
Rating 4.9 (29)
VIEW PROPERTY
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 41
14 Collier Beach Road
14 Collier Beach Road
Singleton Beach
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 16 guests
Rating 4.9 (118)
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,
Hot HOT 24
25 Bradley Circle
25 Bradley Circle
Burkes Beach
Bedrooms 6 bedrooms
Bathrooms 7 baths / 1 half bath
Guests 16 guests
VIEW PROPERTY
412 Shorewood Villas is a 3-bedroom/3-bathroom oceanfront villa  and an absolute gem for vacationing couples and families alike. The panoramic views afforded by the wide floor-to-ceiling windows are simply breathtaking, offering a constant reminder of the beauty of the ocean and the inviting community pool. This villas proximity to Coligny Pla
Hot HOT 24
412 Shorewood Villas
412 Shorewood Villas
Forest Beach
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 (86)
VIEW PROPERTY
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 61
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 (87)
VIEW PROPERTY
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 19
15 Collier Beach Road
15 Collier Beach Road
Singleton Beach
Bedrooms 6 bedrooms
Bathrooms 6 baths / 1 half bath
Guests 26 guests
Rating 5 (1)
VIEW PROPERTY
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
4 Catboat
4 Catboat
Palmetto Dunes Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 18 guests
Rating 4.6 (60)
VIEW PROPERTY

Tell us what you're looking for and someone will contact you with available options.

I agree

Copyright © 2025 • Vacation Homes of Hilton Head

All Rights Reserved.