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 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
*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
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 23
412 Shorewood Villas
412 Shorewood Villas
Forest Beach
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 (86)
VIEW PROPERTY
Experience breathtaking views at 14 Singleton Shores Manor, where every level offers stunning marsh and ocean views. Step into the open and bright living area, complete with a wet bar and access to your private pool deck. On the second floor, an updated kitchen, second living area, and dining room await, with an ocean view balcony perfect for morni
Hot HOT 24
14 Singleton Shores Manor
14 Singleton Shores Manor
Singleton Beach
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 16 guests
Rating 4.9 (84)
VIEW PROPERTY
Escape to island bliss, or as we call it, Slightly Shady, just a 3-minute walk from the beach at 4 Elderberry Lane, a stunning six-bedroom retreat in Hilton Head's sought-after Forest Beach area. This newly built home combines elegant coastal style with exceptional amenities, including a private pool, outdoor fire pit, spacious porches, and a p
Hot HOT 29
4 Elderberry Lane
4 Elderberry Lane
Forest Beach
Bedrooms 6 bedrooms
Bathrooms 6 baths / 2 half baths
Guests 18 guests
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 16
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
5 Henry Lane, Hilton Head Island is a home nestled in Singleton Beach, this stunning 4-bedroom, 4.5-bathroom home offers a perfect getaway. With a spacious patio area featuring a secondary fridge, ample seating, pool, private gas grill, and TV, it's ideal for hosting family gatherings on warm summer evenings. Plus, its proximity to the beach, s
Hot HOT 29
5 Henry Lane
5 Henry Lane
Singleton Beach Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 5 baths / 1 half bath
Guests 12 guests
Rating 4.8 (75)
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 4.9 (88)
VIEW PROPERTY
7 Periwinkle Lane, Hilton Head Island. Come experience beachside bliss at this charming 5-bedroom, 4.5-bathroom home, just a short 5-minute walk from the sandy shores. Completely remodeled, it boasts a gorgeous private pool for relaxation. Conveniently situated near a local park, restaurants, and the vibrant Shelter Cove Towne Center, ensuring endl
Hot HOT 19
7 Periwinkle Lane
7 Periwinkle Lane
Folly Field Beach Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 4 baths / 1 half bath
Guests 12 guests
Rating 4.8 (44)
VIEW PROPERTY
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 41
6 Collier Beach Road
6 Collier Beach Road
Singleton Beach
Bedrooms 6 bedrooms
Bathrooms 6 baths / 2 half baths
Guests 23 guests
Rating 4.8 (137)
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 121
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 (137)
VIEW PROPERTY
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 36
12 Whelk Street
12 Whelk Street
Burkes Beach
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 12 guests
Rating 4.8 (87)
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.