Best Holiday rentals and Airbnb offers in Hilton Head Island, SC
9.7 46 reviews
Hilton Head Island, SC
25/06 – 28/06
SG$446/nighttotal: SG$1338 (3 )
Calm In The Forest Of Sea Pines
1 4
apartment , Hilton Head Island
This Greenwood Forest home, situated on a quiet cul-de-sac backing onto Sea Pines Centre, is a short cycle ride (approximately 1.6km) from Harbour Town and Sea Pines Beach Club. The two-bedroom, two-bathroom property sleeps six, features a fully equipped kitchen, private sunroom, back deck with grill, and is within walking distance of a community pool, tennis courts, and playground.
9.9 121 reviews
Hilton Head Island, SC
08/08 – 15/08
SG$321/nighttotal: SG$2247 (7 )
Gorgeous 2 Bedroom Condo
2 6
apartment , Hilton Head Island
This Hilton Head Island condo is conveniently located 2km from Singleton Beach and Hilton Head Island Beach, and 1.6km from Burkes Beach, with Hilton Head Airport just 4km away. The 79 square metre self-catering apartment boasts two bedrooms, two bathrooms (including a hot tub), a balcony with pool views, and access to a range of on-site amenities including swimming pools, a fitness centre, tennis courts, and a restaurant.
9.4 176 reviews
Hilton Head Island, SC
29/06 – 05/07
SG$418/nighttotal: SG$2508 (6 )
Closest 2 Br To The Beach! Hilton Head Condo
2 2
house , Hilton Head Island
This beachfront apartment is situated just a short walk from Fish Haul Beach Park and a 1.2 mile drive from Hilton Head Airport, making it a convenient base for exploring the island. It has consistently received excellent ratings for its location, cleanliness, and overall user experience. The two-bedroom apartment offers 96 square metres of space, comfortably accommodating up to six guests. You can enjoy a range of amenities including a swimming pool, Jacuzzi, fitness centre, tennis court, and a terrace with stunning sea views, providing everything you need for a relaxing and enjoyable stay.
Hilton Head Island, SC
29/06 – 05/07
SG$1043/nighttotal: SG$6258 (6 )
Sea Breeze House
1 9
house , Hilton Head Island
Sea Breeze House is a detached property located on Hilton Head Island, a mere 200 metres from Fish Haul Beach Park and 2 kilometres from Hilton Head Airport. This accommodation offers 4 air-conditioned bedrooms, sleeping up to 14 guests, with 3 bathrooms, a fully equipped kitchen, complimentary Wi-Fi, private parking, and an outdoor patio, covering a floor area of 227 square metres.
9.8 68 reviews
Hilton Head Island, SC
08/08 – 15/08
SG$1374/nighttotal: SG$9618 (7 )
11 Pet Friendly | Heated Pool | Elevator | Beach
6 20
apartment , Hilton Head Island
This apartment is located in a gated community just 0.5 kilometres from the Folly Field Beach entrance on Hilton Head Island, offering a peaceful retreat with easy access to the sand and surf. The property has received excellent ratings for its location, cleanliness and overall experience. The apartment spans 297 square metres and features six bedrooms and four bathrooms, providing ample space for families or groups. Guests can enjoy a private heated pool, a spacious garden, a spa, a fully equipped kitchen, and a variety of other amenities, including beach chairs, a beach wagon, and a golf cart rental discount.
9.9 24 reviews
Hilton Head Island, SC
19/06 – 21/06
SG$559/nighttotal: SG$1118 (2 )
Stunning Ocean View | King Bed | Beach/pool Resort
1 4
apartment , Hilton Head Island
This one-bedroom flat is situated in the Hilton Head Beach and Tennis Resort, offering direct access to the beach and excellent proximity to the island's attractions, with a private balcony providing ocean, dune, and lagoon views. Guests can enjoy complimentary access to the resort's amenities, including the largest beachfront swimming pool on Hilton Head Island, a gym, pickleball, tennis, basketball, and volleyball courts, all within this 3rd-floor condo designed for four people.
9.2 1310 reviews
Hilton Head Island, SC
02/08 – 06/08
SG$355/nighttotal: SG$1420 (4 )
Island Links Resort By Palmera
2 7
resort , Hilton Head Island
Island Links Resort by Palmera is situated on Hilton Head Island, just a short drive from Adventure Cove, the Arts Center of Coastal Carolina, and Pickney Island National Wildlife Refuge, offering a peaceful escape from the busier areas of the island. The resort has received excellent ratings for its location, cleanliness, and overall experience. The resort features a range of accommodation options, each with a fully equipped kitchen, making it ideal for families or those who prefer to cook their own meals. Guests can enjoy a variety of amenities, including a swimming pool, jacuzzi, tennis court, and fitness centre, as well as access to on-site bike trails for exploring the island.
9.7 87 reviews
Hilton Head Island, SC
19/06 – 23/06
SG$386/nighttotal: SG$1544 (4 )
"Bold & Beachy - Ocean View"
1 2
apartment , Hilton Head Island
This Hilton Head Island apartment is situated less than 0.5 kilometres from Coligny Beach and the Coligny Plaza, offering easy access to the beach and numerous dining and shopping options. Sleeping up to six guests, this one-bedroom, one-bathroom flat boasts a kitchen with fridge and microwave, air conditioning, a shared swimming pool, garden, parking, and includes beach chairs and an umbrella; ocean views are also available.
9.6 29 reviews
Hilton Head Island, SC
26/06 – 01/07
SG$427/nighttotal: SG$2135 (5 )
3208 Windsor Court South
1 3
house , Hilton Head Island
This property offers direct beach access, just a few steps away, and is situated 8 kilometres from Hilton Head Airport. This villa features a well-equipped kitchen, an outdoor swimming pool, a balcony with sea views, and complimentary on-site parking, with an elevator providing access to all levels.
9.7 35 reviews
Hilton Head Island, SC
07/07 – 10/07
SG$270/nighttotal: SG$810 (3 )
Cozy Condo,walkable To The Beach
1 2
apartment , Hilton Head Island
This Hilton Head Island apartment, located 0.5km from Folly Field Beach and 5km from Hilton Head Island Airport, offers easy access to local beaches and attractions. The two-bedroom, two-bathroom flat sleeps four guests, boasts a fully equipped kitchen, private balcony, free Wi-Fi, and access to resort amenities including pools, tennis courts, and a fitness centre.
9.6 219 reviews
Hilton Head Island, SC
29/08 – 05/09
SG$395/nighttotal: SG$2765 (7 )
Forest Beach Condo Walk To Coligny
3 8
house , Hilton Head Island
Big W Villa, situated in Hilton Head Island, South Carolina, is a short 0.8 km walk from Coligny Beach Park and 1.6 km from Hilton Head Island Beach. This three-bedroom, three-bathroom holiday home boasts 102 square metres of living space, including two living rooms, a fully equipped kitchen, private parking, a swimming pool, a spa, and a tennis court, comfortably accommodating families or groups.
9.8 286 reviews
Hilton Head Island, SC
24/06 – 26/06
SG$180/nighttotal: SG$360 (2 )
Alli B's Air B And B-great Country Access Off 278
1 1
house , Hilton Head Island
This pet-friendly Hilton Head Island cottage is conveniently located near the bridge between Bluffton and Hilton Head Island, offering easy access to both towns. The self-catering property, sleeping up to three guests, features a kitchen, private balcony, and access to a marsh area ideal for pet exercise; it's situated above a garage in a quiet, 'farm-like' setting.
Best family friendly Hilton Head Island, SC holiday rentals
Among the 15094 accommodations in Hilton Head Island, SC, here are the 4 best family friendly rentals
9.2 58 reviews
Hilton Head Island, SC
31/07 – 03/08
SG$273/nighttotal: SG$819 (3 )
Ideal For Golf & Tennis.indoor & Outdoor Heated Pools, Hot Tub Sauna Steam Room
2 2
apartment , Hilton Head Island
This Hilton Head Island apartment, situated in a convenient mid-island location, is less than 1.6km from Shelter Cove Towne Centre, Singleton Beach, and Adventure Cove, with Burkes Beach and Driessen Beach Park within 3.2km. This 77 square metre, two-bedroom, two-bathroom property sleeps six guests and boasts a fully equipped kitchen, private terrace, swimming pool, jacuzzi, fitness centre, sauna, and tennis court access; nearby attractions include an arcade and numerous beaches.
10 43 reviews
Hilton Head Island, SC
18/07 – 25/07
SG$1882/nighttotal: SG$13174 (7 )
Heritage House-sea Pines-private Pool
1 13
apartment , Hilton Head Island
Heritage House, a luxurious villa in Sea Pines' Heritage Woods, is located a short 0.64 km cycle from the Atlantic Ocean beach, Harbour Town, and South Beach Marina. This 390 square metre property boasts seven bedrooms each with en-suite bathrooms, sleeping up to sixteen guests, and features a gourmet kitchen, private heated pool, spa, and tennis court, along with free amenities including bicycles and EV charging.
Hilton Head Island, SC
18/06 – 21/06
SG$469/nighttotal: SG$1407 (3 )
118 M² Condo ∙ 2 Bedrooms ∙ 8 Guests
2 6
apartment , Hilton Head Island
Ocean Walk Manor, situated on Hilton Head Island, offers this two-unit apartment a short walk from Coligny Beach Park and Coligny Plaza. This ground-floor, 118 square metre property sleeps eight guests, boasting two bedrooms, two bathrooms, two Smart TVs, fully equipped kitchens (including a coffee bar in one unit), private patios, and access to a swimming pool, spa, restaurant, and tennis court.
9.7 25 reviews
Hilton Head Island, SC
19/07 – 26/07
SG$593/nighttotal: SG$4151 (7 )
House ∙ 3 Bedrooms ∙ 8 Guests
3 8
house , Hilton Head Island
This Sea Pines residence in Greenwood Forest offers a central location, within 2 kilometres of Harbour Town and the Sea Pines Beach Club, with a direct path to the Shoppes at Sea Pines. This family-friendly house sleeps up to eight guests and features three bedrooms, two bathrooms, a private rear deck with an outdoor dining area and gas grill, and four complimentary bicycles for exploring the island, with access to community amenities including a seasonal pool, playground, and tennis court.
Best Hilton Head Island, SC holiday rentals with a pool
Among the 15094 accommodations in Hilton Head Island, SC, here are the 4 best rentals with a pool
9.8 87 reviews
Hilton Head Island, SC
05/07 – 10/07
SG$425/nighttotal: SG$2125 (5 )
Newly Renovated 1br 1ba New Walk-in Shower New Sofa Bed Wifi
1 3
apartment , Hilton Head Island
This Forest Beach Villas condo, a fifth-floor apartment in Hilton Head Island's Forest Beach area, is a five-minute walk from Forest Beach and close to Coligny Plaza's amenities. The 51-square-metre self-catering property features one bedroom, one bathroom, sleeps four, and includes a well-equipped kitchen, in-unit laundry, two Smart TVs, and free covered parking; community amenities include a pool, tennis courts, and seasonal golf cart transport.
9.8 32 reviews
Hilton Head Island, SC
18/07 – 25/07
SG$1874/nighttotal: SG$13118 (7 )
122 Luxury Hilton Head Beach House W/ Heated Pool & Elevator
6 13
apartment , Hilton Head Island
This six-bedroom Hilton Head Island holiday home is situated in Mid Island, a short 1.6km walk from Adventure Cove water park and Folly Field Beach Park, with Folly Field Beach and Driessen Beach Park also within a 2.4km radius. This spacious 297 square metre property sleeps up to 22 guests, boasts a private pool, fully equipped kitchen, free Wi-Fi, concierge service, and is close to several beaches, offering a luxurious and convenient stay.
This South End Hilton Head Island property is located less than 1.6km from Coligny Plaza and within a 15-minute walk of both Coligny Beach and the Sea Pines Forest Preserve. This three-bedroom, three-bathroom house offers 130 square metres of living space, sleeping up to eight guests and boasting a private swimming pool, tennis court, and barbecue facilities, all within easy reach of shops, restaurants and beaches.
9.8 85 reviews
Hilton Head Island, SC
02/07 – 06/07
SG$383/nighttotal: SG$1532 (4 )
Peek Of The Ocean King Size Bed Just Steps From The Beach
1 2
house , Hilton Head Island
This beachfront villa on Hilton Head Island offers direct beach access and partial ocean views from its balcony, a short walk from the resort's amenities. The 56-square-metre (603 square foot) self-catering apartment sleeps six comfortably, featuring a king-size bed, two bunk beds, a pull-out sofa, a fully equipped kitchen, and access to resort facilities including tennis courts, restaurants, and a swimming pool.
Frequently asked questions about holiday rentals in Hilton Head Island, SC
When is the best time to book a vacation rental in Île de Hilton-Head, SC?
The best time to book a vacation rental is during the shoulder seasons, from April to May or September to October. You'll find fewer crowds and more affordable prices, while still enjoying pleasant weather.
What are the best Airbnb and vacation rentals in Hilton Head Island, SC?
What are the best budget-friendly activities in Île de Hilton-Head, SC?
Hilton Head is known for its beautiful beaches, which are free to access. You can also enjoy a scenic bike ride along the 60 km paved path, or explore the island's many parks and nature trails.
What are the most popular Airbnbs in Hilton Head Island, SC?
What are the best restaurants with local dishes in Île de Hilton-Head, SC?
For a taste of the local cuisine, try the Shrimp Shack, which serves up fresh seafood with a casual atmosphere. Another popular option is the Old Oyster Factory, known for its delicious oyster dishes and beautiful waterfront views.
What are the best vacation rentals with a pool in Hilton Head Island, SC?
What are the best walking or cycling routes in Île de Hilton-Head, SC?
The Island Recreation Centre is a great place to start your cycling adventure. The Cross Island Parkway is a scenic 16 km route that takes you past beaches, marshes, and forests. For a shorter walk, try the Harbour Town Promenade, which offers beautiful views of the lighthouse and marina.
What are the best rentals for families and kids in Hilton Head Island, SC?
Are there pet-friendly attractions in Île de Hilton-Head, SC?
Many of the beaches in Hilton Head are dog-friendly, especially during the off-season. The Coastal Discovery Museum also welcomes well-behaved dogs on a leash.
What are the best rentals or Airbnbs with a jacuzzi in Hilton Head Island, SC?
What are the benefits of choosing a vacation rental in Île de Hilton-Head, SC?
Vacation rentals offer more space and privacy than a hotel room, and often come with amenities like a kitchen and laundry facilities. They can also be a more affordable option, especially for families or groups.
What are the top sports attractions and facilities in Île de Hilton-Head, SC?
Hilton Head is a popular destination for golfers, with several championship courses, including Harbour Town Golf Links and the Sea Pines Resort. The island also has a number of tennis courts, and is a great place to enjoy water sports, such as kayaking, paddleboarding, and fishing.
Destinations nearby
Best Hilton Head Island, SC holiday rentals with a balcony
8.0 2 reviews
Hilton Head Island, SC
13/07 – 18/07
SG$1126/nighttotal: SG$5630 (5 )
1404 Seacrest ~ Newly Updated 2br Villa With 4th Floor Ocean Views!
3 8
house , Hilton Head Island
This villa is located in the South End district of Hilton Head Island, offering direct access to the beach and proximity to Shelter Cove Harbour and Palmetto Dunes Club, with the Sea Crest Resort amenities nearby. This 116 square meter property accommodates up to eight guests and features two bathrooms, a fully equipped kitchen, air conditioning, a swimming pool, jacuzzi, terrace, garden, fitness centre, and parking, with included golf rounds and children's activities.
9.5 52 reviews
Hilton Head Island, SC
08/08 – 15/08
SG$364/nighttotal: SG$2548 (7 )
4101 Island Club: Steps From The Beach On Hilton Head Island, With A Hot Tub, Pool, And More!
2 6
house , Hilton Head Island
This beach villa is situated in Hilton Head Island, just a short walk from Folly Field Beach and a mile from the Barony Course at Port Royal Golf Club. The property has excellent user, location and cleanliness ratings. The villa has two bedrooms and a sofa bed, as well as a DVD player. Guests can enjoy a spa tub, a fitness centre, a swimming pool, a jacuzzi, a terrace, a garden, and a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher.
This apartment is located in South Forest Beach, just 800 metres from Coligny Plaza and 70 metres from the beach, offering a convenient location for exploring the area. The apartment has received excellent ratings for user experience, location and cleanliness. This self-catering property is 48 square metres and sleeps up to four guests in one bedroom and one bathroom. The apartment comes with a range of amenities including a swimming pool, BBQ grills, a sun deck, a fully equipped kitchen, a washer and dryer, and beach essentials.
9.4 13 reviews
Hilton Head Island, SC
24/07 – 29/07
SG$574/nighttotal: SG$2870 (5 )
2br Villa Golf Views, Private Pool, Beach Nearby
2 7
house , Hilton Head Island
This detached house is located in the Shipyard resort on Hilton Head Island, a 10-minute walk or bike ride to the beach and adjacent to the Vandermeer Tennis Academy. This recently remodelled 137 square metre villa offers accommodation for up to 7 guests, featuring 2 bedrooms, 2 bathrooms, a fully equipped kitchen, a communal swimming pool, and discounted access to resort amenities including golf and tennis courts.
Best Hilton Head Island, SC holiday rentals with parking
9.4 74 reviews
Hilton Head Island, SC
28/06 – 05/07
SG$345/nighttotal: SG$2415 (7 )
Surf Court 30 - Updated 2 Bedroom Condo - Short Walk To Beach
2 3
house , Hilton Head Island
This South End villa is situated a short 1.6km walk from Lowcountry Celebration Park and Coligny Beach, with Coligny Plaza and Coligny Beach Park also within a 2.4km radius. The 111 square metre property boasts two bedrooms, three bathrooms, sleeps seven guests, and includes a private swimming pool, tennis court, and fully equipped kitchen; free WiFi and ample parking are also provided.
8.6 64 reviews
Hilton Head Island, SC
01/07 – 05/07
SG$386/nighttotal: SG$1544 (4 )
338 Ocean View! Quiet Villa W/ Many Amenities 550 Sq Feetvrbo#394687
1 4
apartment , Hilton Head Island
This top-floor Hilton Head Island condo, situated in the South End, offers ocean views from its balcony and is a short walk (less than 0.8 km) from Coligny Plaza and Coligny Beach. The one-bedroom, one-bathroom apartment sleeps four guests, features a fully equipped kitchen, a private terrace, secure parking, and convenient amenities including a swimming pool, and boasts a separate living room entertainment system.
9.3 137 reviews
Hilton Head Island, SC
20/06 – 27/06
SG$472/nighttotal: SG$3304 (7 )
87 Ocean Breeze, Walk To The Beach, Tennis, 3 Pools
3 2
house , Hilton Head Island
This three-bedroom villa is located in South Forest Beach, a short walk from Coligny Beach and Sea Pines Forest Preserve, offering easy access to both the beach and nature. The property has received excellent ratings for its location, cleanliness, and overall experience. The villa can accommodate up to six guests and features a fully equipped kitchen, a private garden, a swimming pool, and a tennis court. Guests can enjoy the modern amenities, including free Wi-Fi, a DVD player, and air conditioning, as well as the outdoor spaces for relaxation and dining.
Hilton Head Island, SC
08/08 – 15/08
SG$560/nighttotal: SG$3920 (7 )
505 Tennismaster- 3 Bdrm Townhouse- Dog Friendly- Easy Walk To Beach- Bl#
4 9
house , Hilton Head Island
This detached house in the South End district of Hilton Head Island is a brief 200-metre walk from Coligny Beach and close to Shelter Cove Harbour. This pet-friendly property offers four bedrooms, four bathrooms, accommodation for nine guests, and includes a swimming pool, air conditioning, and a kitchen with a fridge, microwave, and dishwasher.