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.

Properties Available 61 properties available
434 Captains Walk Hilton Head Island is an oceanfront 3-bedroom corner villa that has recently undergone a complete custom remodel, featuring brand new cabinets, quartz countertops, appliances, floors, doors, ceilings, paint, and bathrooms with new tile. Professionally decorated with all new furnishings, including mattresses and bedding, the villa
Hot HOT 58
434 Captain's Walk
Condominium
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (13)
30 Moonshell Road is a beautiful, 3rd row, pet friendly home that has been totally renovated offering an over-sized heated pool and spa with a completely fenced-in back yard.  It is also nestled on a quiet street in Folly Field Beach and ONLY A 5 MINUTE walk to private community beach access located at the corner of Folly Field Rd & Ghost
Hot HOT 28
30 Moonshell Road
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 4.8 (43)
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 62
14 Collier Beach Road
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 16 guests
Rating 4.8 (42)
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 28
19 Sand Dollar Road
House
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 16 guests
Rating 4.8 (16)
This 7-bedroom 7.5-bathroom extravagant home (built in 2016) offers amazing oceanfront views, open concept floor plan, and top of the line décor and appliances. This home is perfect for families with children or groups, as it features a third-floor media room with games and and TV area that is sure to keep everyone entertained. This property
Hot HOT 69
21 Singleton Beach Place
House
Bedrooms 7 bedrooms
Bathrooms 7 baths
Guests 18 guests
Rating 4.8 (68)
This magnificent 6 bedroom and 5.5 baths with an elevator accessible to all floors! This home sleeps 16 making it the perfect spot for family reunions or large gatherings. Outside is a fantastic deck which overlooks the pool and spa. The yard is fully fenced in, perfect for privacy, the little ones, and the furry ones. Beautiful lawn furniture incl
Hot HOT 40
4 Surfwatch Way
House Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 18 guests
Rating 4.7 (17)
Nestled in a convenient mid-island location, this property offers easy access to shopping, local restaurants, scenic bike trails, and more. Situated at 3A Burkes Beach Road, Hilton Head, SC, this second-floor apartment features a well-appointed kitchen, a cozy living area with a TV for streaming services, and a dining table that seats four.This uni
Hot HOT 16
3A Burkes Beach Road
Condominium
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.6 (8)
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
Hot HOT 34
29 Singleton Beach Place
House
Bedrooms 6 bedrooms
Bathrooms 7 baths
Guests 18 guests
Rating 4.7 (52)
3 Sutherland, Hilton Head Island. This updated 6-bedroom house, nestled within the prestigious private community of Palmetto Dunes, presents the perfect coastal retreat just moments from the beach! Boasting an open layout, it's ideally suited for accommodating large groups, ensuring everyone can gather comfortably. The spacious bedrooms offer a
Hot HOT 25
3 Sutherland Court
House
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 4.7 (22)
40 Bradley Beach has 4 bedrooms, 3 and a half baths with private pool and offers not only a great mid-island location, but is among our most value attractive properties for families and groups. This property is located next to Driessen Beach Town Park with playground equipment for the kids, comfort stations, and is just a four-minute walk to the be
Hot HOT 38
40 Bradley Beach Road
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 5 (6)
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 54
6 Collier Beach Road
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 23 guests
Rating 4.7 (49)
8 Sandy Beach Trail offers in ALL! Steps to beach and park, private pool, two living areas, game room! This will make the perfect vacation rental home to create long lasting memories with family and friends!The main floor of the home features an expansive kitchen with granite countertops, a large island and plenty of space for entertaining and cook
Hot HOT 21
8 Sandy Beach Trail
House
Bedrooms 7 bedrooms
Bathrooms 6 baths
Guests 19 guests

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