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Best Vacation rentals and Airbnb offers in Hilton Head Island, SC
10 5 reviews
Hilton Head Island, SC
07/12 – 07/25
$217/nighttotal: $2821 (13 )
Coastal Luxury Villa, Pool Near Beach Hilton Head
2 1
apartment , Hilton Head Island
This 2-bedroom villa is located in the Hilton Head Beach Club complex, a short walk or bike ride to Hilton Head Island's beaches, golf courses, and dining. This two-story accommodation sleeps 4 guests and features a modern kitchen, a private patio, and a king-size primary bedroom with a balcony.
9.5 83 reviews
Hilton Head Island, SC
07/04 – 07/11
$475/nighttotal: $3325 (7 )
Luxury 2 Br 2 Ba Oceanfront Condo King Bed 2 Twins Bikes & Beach Gear Included
2 2
house , Hilton Head Island
This oceanfront condo offers direct access to the sea and is located a 2-minute walk from Hilton Head Island Beach, just 5 miles from Hilton Head Airport. This 10 square feet condo accommodates up to 4 guests, featuring a king bed, two twin beds, a fully equipped kitchen with a dishwasher and microwave, complimentary bikes and beach gear, an outdoor swimming pool, and private parking.
9.8 74 reviews
Hilton Head Island, SC
06/27 – 07/02
$262/nighttotal: $1310 (5 )
Hhi Villa, Walk To Beach, 3 Pools Indoor Pool W/d
1 5
apartment , Hilton Head Island
This Hilton Head Island beach condo, located within the HH Resort, offers direct access to a private boardwalk leading to the beach and is a short walk or shuttle ride from the seasonal Hilton Head Island trolley route. The two-bedroom, two-bathroom rental sleeps six, features a fully equipped kitchen with dishwasher, in-unit washer/dryer, and provides beach cart, accessories, pack 'n play, and high chair; resort amenities include three pools (one heated indoor), a hot tub, fitness center, and tennis/badminton/pickleball courts.
9.8 46 reviews
Hilton Head Island, SC
07/20 – 07/22
$232/nighttotal: $464 (2 )
Modern Condo 2 Br 2 Bath W/sleeper-sofa
1 2
apartment , Hilton Head Island
This Hilton Head Island condo rental, located in the Fiddler's Cove community, is a 5-minute walk from Folly Field Beach and offers easy access to beach amenities, including shaded walkways and nearby parking. The two-bedroom, two-bathroom unit sleeps six guests comfortably with queen beds in each bedroom and a queen-size sleeper sofa; amenities include two pools (one heated), a hot tub, tennis and pickleball courts, and beach supplies (chairs, umbrella, cooler, and wagon).
9.9 156 reviews
Hilton Head Island, SC
07/10 – 07/13
$364/nighttotal: $1092 (3 )
Peaceful Harbour Town Treehouse With Marsh Views
1 4
apartment , Hilton Head Island
This Sea Loft, offering a unique treehouse-like ambiance, is located in a private, tree-surrounded setting with marsh views on Hilton Head Island, providing convenient proximity to Harbour Town's dining, shopping, and activities. This bright and airy one-bedroom, two-bathroom condo accommodates up to four guests and features a full kitchen, air conditioning, and access to a swimming pool and garden, with an unpaved driveway for parking.
This one-bedroom apartment is located in South Forest Beach, a short walk from Coligny Beach Park and Coligny Plaza, offering easy access to the island's popular attractions. The apartment has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The 520 square foot apartment features a fully equipped kitchen, a private terrace, and a washing machine for added convenience. Enjoy amenities like a swimming pool, a tennis court, and a spa, along with concierge services for a relaxing and enjoyable vacation.
9.9 149 reviews
Hilton Head Island, SC
06/29 – 07/03
$267/nighttotal: $1068 (4 )
Short Walk To Beach, Dinner, Shops And Celebration Park!
1 5
apartment , Hilton Head Island
This Hilton Head Island condo is located in the heart of the island, within walking distance of popular attractions like Sea Pines Forest Preserve and Coligny Beach. The apartment has received excellent ratings for its location, cleanliness, and user experience. The 1190-square-foot condo has two bedrooms, three bathrooms, and can accommodate up to seven guests. It features a fully equipped kitchen, a balcony, a swimming pool, and a garden. The apartment also includes amenities such as air conditioning, internet, and parking.
Hilton Head Island, SC
06/27 – 07/02
$325/nighttotal: $1625 (5 )
106 M² Villa ∙ 2 Bedrooms ∙ 6 Guests
2 5
house , Hilton Head Island
This Anchorage Villa in Shelter Cove Harbour, Hilton Head Island, is located a minute's walk from the marina and offers convenient access to Palmetto Dunes amenities. This 1130 sq ft villa accommodates up to 6 guests with 2 bedrooms and 2 bathrooms, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, jacuzzi, terrace, restaurant, tennis court, and parking, and allows pets for an additional fee.
10 1 review
Hilton Head Island, SC
07/03 – 07/10
$1873/nighttotal: $13111 (7 )
409 M² House ∙ 5 Bedrooms ∙ 22 Guests
5 3
house , Hilton Head Island
This 5-bedroom, 6-bathroom house is situated in Sea Pines on the 2nd hole of Heron Point Golf Course, offering golf course views and is a 10-minute walk or 5-minute bike ride to the beach, with convenient access to Harbourtown and Coligny Plaza. This 4400 square foot residence accommodates up to 22 guests and features a private pool, an outdoor kitchen with a grill and large screen TV, a chef's kitchen with high-end appliances and two dishwashers, a luxurious master bathroom, an upstairs rec room with games, and an in-law suite with a separate staircase.
This tropical-themed villa is located in the Mid Island district of Hilton Head Island, a short walk to Singleton Beach and less than a mile from Shelter Cove's shopping and dining. This 830 sq ft, 2-bedroom, 2-bathroom villa accommodates up to 7 guests and features a full kitchen, air conditioning, a private boardwalk to the beach, access to indoor and outdoor pools, a hot tub, and a complimentary seasonal beach shuttle.
9.0 470 reviews
Hilton Head Island, SC
07/04 – 07/11
$272/nighttotal: $1904 (7 )
Courtside 58 - South Forest Beach 1st Floor Flat
2 3
apartment , Hilton Head Island
This two-bedroom apartment is located in South Forest Beach, just a 15-minute walk from Coligny Beach and Coligny Plaza. Guests consistently rate this rental as excellent, highlighting its convenient location and amenities. The 1190 square foot apartment offers a spacious living area and a fully equipped kitchen. Enjoy access to a swimming pool, tennis court, and a garden, along with free WiFi and on-site parking.
9.4 56 reviews
Hilton Head Island, SC
08/02 – 08/08
$253/nighttotal: $1518 (6 )
Shore Beats Work!-stunning View 3 From Oceanfront New Bikes Incl.
1 5
apartment , Hilton Head Island
This one-bedroom apartment is just a short walk from Coligny Beach, Coligny Plaza, and Coligny Beach Park, making it a perfect base for exploring the lively South Forest Beach area. Guests consistently rate this rental as excellent, thanks to its convenient location and comfortable amenities. The 520-square-foot apartment can comfortably accommodate up to 6 guests with its well-equipped kitchen, private balcony, and access to a shared swimming pool. Enjoy the convenience of on-site parking, free Wi-Fi, and a range of other amenities, including a spa and concierge services.
Best Hilton Head Island, SC vacation rentals with a balcony
8.5 3119 reviews
Hilton Head Island, SC
07/21 – 07/26
$1552/nighttotal: $7760 (5 )
The Westin Hilton Head Island Resort & Spa
3 10
resort , Hilton Head Island
The Westin Hilton Head Island Resort & Spa is located on the oceanfront in Hilton Head Island, South Carolina, just 5 miles from the Coastal Discovery Museum and 10 miles from the Tanger Factory Outlet. Guests consistently rate the resort highly for its location, cleanliness, and overall experience. The property features spacious rooms with modern design and private balconies. Guests have access to a full-service spa, multiple pools, on-site dining options, a fitness center, tennis courts, and a variety of other amenities.
This Hilton Head Island condo rental, located in the Mid-Island area, offers easy access to Coligny Plaza and Shelter Cove Towne Centre, and is a short drive from private beach access. The 950-square-foot unit features two bedrooms, two bathrooms, sleeps four, and includes a fully equipped kitchen, washer/dryer, private balcony with Port Royal Sound views, and access to community pools, a jacuzzi, and a sauna.
Hilton Head Island, SC
06/26 – 06/30
$572/nighttotal: $2288 (4 )
Family Beach Retreat Near Coligny Beach
3 7
house , Hilton Head Island
This South Forest Beach villa is a short walk to Coligny Beach and Coligny Plaza, offering convenient access to island amenities. This 1570 square foot vacation home features 3 bedrooms and 4 bathrooms, accommodating up to 8 guests with a fully equipped kitchen, air conditioning, a swimming pool, and a balcony with sunrise views.
This beachfront rental is a short walk from Coligny Beach Park and Coligny Plaza, offering easy access to shopping, dining, and entertainment. Guests consistently rate this property excellent for location, cleanliness, and overall experience. The one-bedroom apartment offers 550 square feet of space and can comfortably accommodate up to four guests. Enjoy amenities like a private balcony, a swimming pool, a spa, and a fully equipped kitchen perfect for preparing meals.
Our Favorite Family-Friendly Vacation Rentals in Hilton Head Island, SC
Perfect for family trips, these spacious Hilton Head Island, SC rentals and Airbnbs provide easy access to local beaches.
8.6 17 reviews
Hilton Head Island, SC
11/24 – 11/29
$934/nighttotal: $4670 (5 )
Spinnaker At Shipyard
3 13
apartment , Hilton Head Island
This apartment is located in the Shipyard district of Hilton Head Island, just a 3-minute walk from the beach and less than a mile from Coligny Beach Park, a lively area with shops, restaurants, and entertainment. It has received excellent ratings for location, cleanliness, and overall experience. This two-bedroom dwelling offers 1250 square feet of space for a comfortable stay. The apartment offers a range of amenities including a swimming pool, Jacuzzi, terrace, garden, restaurant, and parking, along with a fully equipped kitchen and free Wi-Fi.
Hilton Head Island, SC
08/12 – 08/16
$289/nighttotal: $1156 (4 )
271 M² Villa ∙ 2 Bedrooms ∙ 6 Guests
2 3
house , Hilton Head Island
This centrally located villa on Hilton Head Island offers convenient access to attractions, with Coligny Beach Park just 0.9 miles away and dining options like Al's Aloha Kitchen at 0.5 miles. This 2920 sq ft accommodation accommodates up to 6 guests with 2 bedrooms and 2 bathrooms, featuring a full kitchen, air conditioning, a private patio/balcony, and access to resort amenities including swimming pools and a fitness center.
9.5 64 reviews
Hilton Head Island, SC
06/27 – 07/03
$328/nighttotal: $1968 (6 )
Saint Andrews Common 1657
1 4
apartment , Hilton Head Island
This apartment is located in the Palmetto Dunes area of Hilton Head Island, a short walk from the beach and a 4.3 mile drive from Hilton Head Airport. It has received excellent user ratings for location and cleanliness, and is highly rated overall. The apartment has one bedroom and is 900 square feet. Guests can enjoy a private patio, a fully equipped kitchen, a swimming pool, a fitness center, and free WiFi.
9.8 37 reviews
Hilton Head Island, SC
06/27 – 07/03
$266/nighttotal: $1596 (6 )
Coligny Beach Getaway Villa Private Courtyards
2 4
house , Hilton Head Island
This Hilton Head Island South End villa is a short, 10-minute walk from Lowcountry Celebration Park and Coligny Plaza, with Coligny Beach Park and The Sandbox also nearby. This two-bedroom, four-guest home features a fully equipped kitchen, 2.5 bathrooms, a washing machine, a balcony, and barbecue grills; enjoy easy beach access and nearby attractions.
Frequently Asked Questions about vacation rentals in Hilton Head Island, SC
What should a first-time visitor not miss in Île de Hilton-Head, SC?
You definitely want to stroll along the beautiful beaches of Hilton Head Island, like Coligny Beach or South Beach. Also, be sure to visit the Harbour Town Lighthouse, a landmark of the island, and take a walk along the iconic Calibogue Sound.
What are the best Airbnb and vacation rentals in Hilton Head Island, SC?
Which neighborhood in Île de Hilton-Head, SC should you consider for a vacation rental?
It really depends on what you're looking for! If you want to be close to the action, Sea Pines is a popular choice with its beautiful beaches and Harbour Town. For a more relaxed vibe, consider the quieter neighborhoods of Palmetto Dunes or Shipyard.
What are the most popular Airbnbs 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 in Hilton Head is during the shoulder seasons, like spring (April-May) or fall (September-October). You'll find fewer crowds and better deals, but still enjoy the beautiful weather.
What are the best vacation rentals with a pool 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, and they're free to enjoy. You can also take a bike ride on the island's many bike paths, or explore the trails at the Coastal Discovery Museum.
What are the best rentals for families and kids in Hilton Head Island, SC?
What are the best restaurants with local dishes in Île de Hilton-Head, SC?
For authentic Lowcountry cuisine, try the Old Oyster Factory. Their shrimp and grits are legendary, and they have a great view of the water. Another favorite is The Black Marlin, known for their fresh seafood and Southern hospitality.
What are the best rentals or Airbnbs with a jacuzzi in Hilton Head Island, SC?
What are the best walking or cycling routes in Île de Hilton-Head, SC?
The Cross Island Parkway is a great option for a scenic bike ride, while the Sea Pines Forest Preserve offers a variety of trails for walking or hiking. For a more challenging ride, try the Spanish Wells bike path.
Are there pet-friendly attractions in Île de Hilton-Head, SC?
Yes! Many of Hilton Head's beaches are dog-friendly, especially during the off-season. The Coastal Discovery Museum also welcomes dogs on leash, and you can find pet-friendly restaurants and accommodations throughout the island.
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, often 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 world-class courses like Harbour Town Golf Links and The Sea Pines Resort. There are also plenty of tennis courts and opportunities for watersports, like kayaking, paddleboarding, and fishing.
Destinations nearby
Best Hilton Head Island, SC vacation rentals with parking
9.1 19 reviews
Hilton Head Island, SC
06/27 – 07/02
$308/nighttotal: $1540 (5 )
Sunset Rentals | Colonnade Club 206
2 4
house , Hilton Head Island
This 2-bedroom villa is located just a short walk from Coligny Beach and the Arthur Hills Course, offering easy access to both relaxation and golfing. The property has received excellent ratings for location, cleanliness, and overall user experience. This vacation rental offers a fully equipped kitchen, a spa tub, a washing machine, and a sofa bed. Guests can enjoy a TV for entertainment, a terrace or balcony, a garden, a swimming pool, and a jacuzzi.
9.5 136 reviews
Hilton Head Island, SC
10/14 – 10/18
$306/nighttotal: $1224 (4 )
Palmetto Dunes Getaway - Queens Grant Villa - 2/2 Bdrm. - Dogs Welcome - #624
2 7
apartment , Hilton Head Island
This 2-bedroom villa is located in a family-friendly area of Hilton Head Island, just a short walk from both Coligny Beach and the Robert Trent Jones Golf Course. It has excellent user, location, and cleanliness ratings, making it a great choice for your vacation. The 1040 square foot villa comfortably accommodates up to 7 guests and features a fully equipped kitchen, a private pool and garden, and a terrace or balcony. Enjoy the convenience of free WiFi, air conditioning, and a spa, as well as barbecue grills for outdoor dining.
9.2 7 reviews
Hilton Head Island, SC
07/02 – 07/07
$286/nighttotal: $1430 (5 )
Ocean View - Ocean Villas C356 Is Brought To You By Osrp
1 4
apartment , Hilton Head Island
This Hilton Head Island condo is ideally situated in the Mid-Island area, a 10-minute walk from Folly Field Beach, Adventure Cove, and Folly Field Beach Park, with other beaches like Islanders Beach Park and Driessen Beach Park within a mile. This 500-square-foot, one-bedroom, one-bathroom unit sleeps six and features a full kitchen with a dishwasher, in-unit laundry, and access to a swimming pool, fitness center, and tennis courts; parking is also available.
9.3 4 reviews
Hilton Head Island, SC
07/03 – 07/05
$512/nighttotal: $1024 (2 )
A145 Hh Beach & Tennis Resort
1 4
house , Hilton Head Island
This Hilton Head Island vacation home, A145 HH Beach & Tennis Resort, is located a six-minute walk from Folly Field Beach Park and 1.9 miles from Hilton Head Airport. This 540-square-foot rental boasts one bedroom, one bathroom, and sleeps up to 11 guests, featuring a fully equipped kitchen, private parking, a swimming pool, and a tennis court.
Neighborhoods and points of interest in Hilton Head Island, SC
Browse Vacation Rentals with a Pool in Hilton Head Island, SC
Complement your beach days with a dip in the pool at these premier vacation rentals in Hilton Head Island, SC.
9.8 6 reviews
Hilton Head Island, SC
07/11 – 07/18
$930/nighttotal: $6510 (7 )
21 Port Tack-4 Bdrm Home With Enclosed Private Pool & Lagoon View- Bl- #
4 11
apartment , Hilton Head Island
This waterfront villa is situated in the Mid Island district of Hilton Head Island, a 10-minute walk to the beach and close to Fort Howell. This 4-bedroom, 3-bathroom residence accommodates up to 11 guests and features two living areas, a private screened pool, and direct lagoon access with a dock for kayaking, all within a 10-minute walk to Palmetto Dunes Resort amenities.
9.9 124 reviews
Hilton Head Island, SC
09/26 – 10/03
$199/nighttotal: $1393 (7 )
Gorgeous 2 Bedroom Condo
2 4
apartment , Hilton Head Island
This Hilton Head Island condo rental is conveniently located a 13-minute walk from Singleton Beach and Hilton Head Island Beach, and one mile from Burkes Beach, with Hilton Head Airport just 2.5 miles away. This 850-square-foot, two-bedroom unit boasts a balcony with pool views, a full kitchen, two bathrooms including a hot tub, and access to resort amenities such as pools (indoor and outdoor), a fitness center, tennis courts, and a restaurant.
9.8 268 reviews
Hilton Head Island, SC
07/14 – 07/17
$244/nighttotal: $732 (3 )
Hhi. Easy Direct Beach Access. 3 Pools- 1 Indoor.
1 2
apartment , Hilton Head Island
This two-bedroom condo is located in a gated community on mid-island Hilton Head, just a short walk from Shelter Cove and the beach. The property consistently receives excellent ratings for its location, cleanliness, and overall user experience. The apartment comfortably sleeps six guests and features a fully equipped kitchen, two bathrooms, and a relaxing living area. Guests can enjoy access to a range of amenities, including two outdoor pools, one indoor heated pool, a hot tub, tennis courts, a fitness center, a poolside deli, and a private boardwalk to the beach.
9.0 6 reviews
Hilton Head Island, SC
10/14 – 10/18
$457/nighttotal: $1828 (4 )
Sunset Rentals | Beachwalk 150 | Dog Friendly
2 7
house , Hilton Head Island
This South End Hilton Head Island villa is conveniently located near the Van Der Meer Tennis Academy and within one mile of the Arthur Hills and Shipyard Golf Courses. This pet-friendly, family-friendly home boasts two bedrooms, a sofa bed, two bathrooms, a fully equipped kitchen, a swimming pool, a terrace, and a garden, comfortably accommodating up to eight guests and offering outdoor gas grills.
Browse Waterfront Vacation Rentals in Hilton Head Island, SC
Discover relaxing coastal properties with these seaside vacation rentals in Hilton Head Island, SC, located near the shore for an ideal beach-town escape.
10 31 reviews
Hilton Head Island, SC
09/26 – 10/03
$2103/nighttotal: $14721 (7 )
Pelican's Perch: Ocean Views, Steps To Beach, Near Golf Luxury Living With Splash Pool & Balconies
6 4
apartment , Hilton Head Island
8.0 1 review
Hilton Head Island, SC
07/04 – 07/11
$356/nighttotal: $2492 (7 )
Amazing Oceanfront 2br 2ba 1st Floor Condo With Po
2 2
apartment , Hilton Head Island
9.6 158 reviews
Hilton Head Island, SC
10/02 – 10/09
$239/nighttotal: $1673 (7 )
Walk To The Beach!! First Floor Condo, Fully Renovated
2 5
apartment , Hilton Head Island
8.6 81 reviews
Hilton Head Island, SC
12/01 – 03/31
$271/nighttotal: $32520 (120 )
Waterfront Penthouse Villa With Shared Pool And Ocean View - Close To The Beach
2 2
apartment , Hilton Head Island
Top-Rated 5-Star Vacation Rentals in Hilton Head Island, SC
These high-end vacation rentals in Hilton Head Island, SC offer luxury living and unmatched quality near the shore.
9.6 11 reviews
Hilton Head Island, SC
07/12 – 07/18
$252/nighttotal: $1512 (6 )
Snowbird-friendly Golf Getaway Near The Beach With Pool, Private Deck, & W/d
2 7
apartment , Hilton Head Island
Best Vacation Rentals with a Steam Room in Hilton Head Island, SC
Maximize your wellness with vacation rentals in Hilton Head Island, SC featuring on-site saunas and steam rooms.
10 13 reviews
Hilton Head Island, SC
08/28 – 01/17
$121/nighttotal: $17182 (142 )
Resort Breeze-2 Br, Pools, Hot Tub, Tennis, Beach
2 2
apartment , Hilton Head Island
9.6 72 reviews
Hilton Head Island, SC
09/19 – 09/26
$520/nighttotal: $3640 (7 )
Sunrise On The Ocean - Best Beach & Pool View-villamare
