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Hilton Head Island, SC vacation rentals
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Best Vacation rentals and Airbnb offers in Hilton Head Island, SC

Best Hilton Head Island, SC vacation rentals with a balcony

2 Br Beachwalk Condo In Shipyard-steps To The Beach And Across From The Sonesta Resort - Hilton Head Island, SC
10 56 reviews
Hilton Head Island, SC
07/25 – 07/31
$462/nighttotal: $2772 (6 )

2 Br Beachwalk Condo In Shipyard-steps To The Beach And Across From The Sonesta Resort

2 7
house , Hilton Head Island
This Hilton Head Island rental is conveniently located in the South End, near the Van Der Meer Tennis Academy, less than a mile from Coligny Beach and the Shipyard Golf Course.
This three-bedroom, two-bathroom condo sleeps eight guests and features a fully equipped kitchen, private balcony, access to a swimming pool, and on-site parking; barbecue grills are available for guest use.
Enjoy Beach Heated Pools Hot Tub Sauna And Poolside Bar And Grill Year Round - Hilton Head Island, SC
9.0 11 reviews
Hilton Head Island, SC
07/09 – 07/12
$330/nighttotal: $990 (3 )

Enjoy Beach Heated Pools Hot Tub Sauna And Poolside Bar And Grill Year Round

2 6
apartment , Hilton Head Island
This oceanfront condo in Hilton Head Island's Mid Island neighborhood provides private beach access, a 5-minute walk to the beach via a private boardwalk, and is conveniently located near Fort Howell and Fort Mitchel.
This newly renovated 2-bedroom, 2-bathroom unit offers 850 square feet of living space for up to 7 guests, featuring a full kitchen, air conditioning, Wi-Fi, and access to three swimming pools, tennis courts, pickleball courts, and poolside dining.
630 Queens Grant ~ Coastal Chic Villa, Centrally Located To Beach, Golf & Tennis - Hilton Head Island, SC
9.1 17 reviews
Hilton Head Island, SC
06/26 – 07/01
$336/nighttotal: $1680 (5 )

630 Queens Grant ~ Coastal Chic Villa, Centrally Located To Beach, Golf & Tennis

2 3
house , Hilton Head Island
This Hilton Head Island vacation home boasts a mid-island location, less than a 15-minute walk from Palmetto Dunes golf courses and approximately one mile from Coligny Beach.
The 1440-square-foot property features two bedrooms, two bathrooms, sleeps seven guests, and includes a fully equipped kitchen, swimming pool, and outdoor gas grills.
Twin Oaks 207 | Condo In Hilton Head - Hilton Head Island, SC
9.0 24 reviews
Hilton Head Island, SC
10/02 – 10/04
$403/nighttotal: $806 (2 )

Twin Oaks 207 | Condo In Hilton Head

3 10
house , Hilton Head Island
This condo in Sea Pines, Hilton Head Island, is located between the 9th and 10th fairways, offering golf views and is a short distance to the beach, Shelter Cove Harbour, and Palmetto Dunes Club.
This family-friendly 1810 square foot rental accommodates up to 10 guests with 3 bedrooms, 2 bathrooms, a fully equipped kitchen, air conditioning, internet, a shared swimming pool, and a private patio or balcony.

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.

Hhi. Easy Direct Beach Access. 3 Pools- 1 Indoor. - Hilton Head Island, SC
9.8 262 reviews
Hilton Head Island, SC
07/13 – 07/16
$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.
Private Beach Access-pet Friendly-hot Tub! - Hilton Head Island, SC
9.7 259 reviews
Hilton Head Island, SC
07/21 – 07/26
$1150/nighttotal: $5750 (5 )

Private Beach Access-pet Friendly-hot Tub!

4 10
apartment , Hilton Head Island
This charming vacation rental is just a short walk from the beach, restaurants, and Coligny Plaza in the Forest Beach community on the south end of Hilton Head Island. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
This spacious apartment is perfect for families or groups of up to 12 guests, with three bathrooms and a separate bunkhouse. Amenities include a fully equipped kitchen, a private hot tub, a fenced yard, and a golf cart rental option for exploring the island.
Marriott's Harbour Point (2br) - Hilton Head Island, SC
Hilton Head Island, SC
07/10 – 07/12
$1128/nighttotal: $2256 (2 )

Marriott's Harbour Point (2br)

2 7
house , Hilton Head Island
This Hilton Head Island vacation home is conveniently located near the Arts Center of Coastal Carolina, Pirate's Island Adventure Golf, and Shelter Cove Towne Centre, all within one mile, and less than two miles from Coligny Beach.
This three-bedroom, two-bathroom villa sleeps eight guests and boasts a fully equipped kitchen, private swimming pool, Jacuzzi, sauna, fitness center, and tennis court, along with free Wi-Fi and concierge services.
115 Luxury Pool Home | Elevator | Kid’s Playroom - Hilton Head Island, SC
9.9 427 reviews
Hilton Head Island, SC
11/24 – 11/29
$1130/nighttotal: $5650 (5 )

115 Luxury Pool Home | Elevator | Kid’s Playroom

6 13
apartment , Hilton Head Island
This beautiful vacation home is located in the Folly Field district of Hilton Head Island, just an 8-minute walk from the beach and a short drive from other attractions. The accommodation boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This spacious 6-bedroom, 4-bathroom home spans 3,200 square feet and includes a private pool, patio, elevator, and a fully equipped kitchen. Enjoy a range of amenities, including beach chairs, a beach wagon, kids' beach toys, and a free Xplorie pass for access to local attractions and rentals.

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?

    The best vacation rentals or Airbnb with a jacuzzi in Hilton Head Island, SC are 339 Shorewood - Charming 2 Bedroom Villa, Hampton Place 6407 and (1) Renovated/walk To Beach From Fiddler's Cove.

  • 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

Oceanfront Sunrises In Upgraded Seaside Villa 225 - Hilton Head Island, SC
8.8 74 reviews
Hilton Head Island, SC
07/16 – 07/21
$358/nighttotal: $1790 (5 )

Oceanfront Sunrises In Upgraded Seaside Villa 225

1 2
house , Hilton Head Island
This oceanfront Hilton Head Island villa, located in the Coligny Beach area, offers direct boardwalk access to Coligny Beach and is less than a mile from Coligny Plaza.
This 560-square-foot vacation rental sleeps six, features a fully equipped kitchen, one bathroom, and a private balcony with sunrise views, plus community pool access and proximity to Lowcountry Celebration Park.
22 Springwood Villa - 3b/3b Condo, Community Pool - Hilton Head Island, SC
9.9 71 reviews
Hilton Head Island, SC
09/19 – 09/26
$357/nighttotal: $2499 (7 )

22 Springwood Villa - 3b/3b Condo, Community Pool

3 8
apartment , Hilton Head Island
This South Forest Beach condo is a short 15-minute walk from Coligny Plaza and Coligny Beach, with easy access to Sea Pines Forest Preserve and Coligny Beach Park.
This pet-friendly rental boasts three bathrooms, sleeps eight guests, and offers a fully equipped kitchen, free WiFi, a swimming pool, tennis courts, and on-site parking.
149 M² Villa ∙ 2 Bedrooms ∙ 8 Guests - Hilton Head Island, SC
8.9 34 reviews
Hilton Head Island, SC
06/21 – 06/28
$280/nighttotal: $1960 (7 )

149 M² Villa ∙ 2 Bedrooms ∙ 8 Guests

2 5
house , Hilton Head Island
This Heritage Villa in Sea Pines offers direct views of the Harbour Town Golf Links #1 fairway and is a short walk to Harbour Town's dining, shopping, and live music.
This 1590 sq ft villa sleeps 8 and features 2 bedrooms, 2 bathrooms, a full kitchen, air conditioning, a swimming pool, a garden, and complimentary beach chairs and bicycles.
5 Star Resort  New King Adjustable Mattress, Beautiful Pool Enclosed Courtyard - Hilton Head Island, SC
9.4 194 reviews
Hilton Head Island, SC
07/13 – 07/16
$267/nighttotal: $801 (3 )

5 Star Resort New King Adjustable Mattress, Beautiful Pool Enclosed Courtyard

1 2
apartment , Hilton Head Island
This Hilton Head Island condo is situated in a Mid-Island location, less than a mile from Palmetto Dunes golf courses and Coligny Beach, with easy access to the Arts Center of Coastal Carolina and Pirate's Island Adventure Golf.
This 900-square-foot, one-bedroom unit sleeps three guests and boasts a fully equipped kitchen, 1.5 bathrooms, a fireplace, free WiFi, a Smart TV with DVD player, washer/dryer, and access to on-site amenities including a pool, fitness center, spa, and tennis courts.

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.

Seaside Villa With Ocean Peeks & Balcony Breezes - Hilton Head Island, SC
9.2 83 reviews
Hilton Head Island, SC
06/27 – 06/30
$339/nighttotal: $1017 (3 )

Seaside Villa With Ocean Peeks & Balcony Breezes

1 2
house , Hilton Head Island
This one-bedroom villa is located in the Forest Beach district of Hilton Head Island, just steps from the beach and a short walk from Coligny Plaza, offering easy access to shops, restaurants, and entertainment. The villa boasts excellent ratings for user experience, location, and cleanliness.
The 520-square-foot villa comfortably accommodates six guests with a queen-size bed, queen air mattress, and bunk beds. Enjoy direct beach access, ocean views from your private balcony, a community pool, a fully-equipped kitchen, free Wi-Fi, on-site BBQ grills, an outdoor shower, laundry facilities, and elevator access.
King Queen Bunk Beds Fold Out Couch Sleeps 8 Bikes & Beach Gear Included - Hilton Head Island, SC
9.6 58 reviews
Hilton Head Island, SC
12/19 – 12/26
$289/nighttotal: $2023 (7 )

King Queen Bunk Beds Fold Out Couch Sleeps 8 Bikes & Beach Gear Included

2 8
house , Hilton Head Island
This oceanfront condo is located in the Shorewood Villas complex on Hilton Head Island, a 5-minute walk from Hilton Head Island Beach South and less than a mile from Coligny Beach Park. The property has received excellent ratings for its location, cleanliness, and overall experience.
The condo has 2 bedrooms and 2 bathrooms, comfortably accommodating up to 8 guests. Enjoy breathtaking ocean views from the private balcony, relax in the swimming pool or Jacuzzi, and take advantage of the fully equipped kitchen, complimentary Wi-Fi, and private parking.
Lagoon Views & Steps To The Beach/coligny Plaza! - Hilton Head Island, SC
9.2 25 reviews
Hilton Head Island, SC
07/12 – 07/16
$449/nighttotal: $1796 (4 )

Lagoon Views & Steps To The Beach/coligny Plaza!

3 7
apartment , Hilton Head Island
This vacation rental is located in South Forest Beach, just a short walk from Coligny Beach, Coligny Plaza, and Sea Pines Forest Preserve. It has consistently received excellent ratings for location, cleanliness, and overall experience. This 3-bedroom house spans 1600 square feet and offers a comfortable and well-equipped space for your stay. Amenities include a private pool, a patio, a fully equipped kitchen, and free Wi-Fi, making it easy to relax and enjoy your time on Hilton Head Island.
Walk To Beach: Hhi Beach & Tennis Resort Condo - Hilton Head Island, SC
9.7 138 reviews
Hilton Head Island, SC
06/27 – 07/02
$235/nighttotal: $1175 (5 )

Walk To Beach: Hhi Beach & Tennis Resort Condo

2 5
house , Hilton Head Island
This Hilton Head Island villa is just a short walk from Driessen Beach Park and Folly Field Beach Park, offering easy access to the island's beautiful coastline. It boasts excellent user, location, and cleanliness ratings. This two-bedroom vacation rental comfortably accommodates up to six guests. The villa features a fully equipped kitchen, a private balcony with ocean views, a fitness room, a swimming pool, and a tennis court.

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.

406 Barrington Arms | All New Furnishings | Breathtaking 4th Floor Ocean Views - Hilton Head Island, SC
10 2 reviews
Hilton Head Island, SC
07/01 – 07/04
$508/nighttotal: $1524 (3 )

406 Barrington Arms | All New Furnishings | Breathtaking 4th Floor Ocean Views

1 4
house , Hilton Head Island
Beautiful 6br Oceanfront Home In Sea Pines With Private Beach Path, Pool And Spa - Hilton Head Island, SC
Hilton Head Island, SC
07/11 – 07/18
$4620/nighttotal: $32340 (7 )

Beautiful 6br Oceanfront Home In Sea Pines With Private Beach Path, Pool And Spa

6 9
apartment , Hilton Head Island
Oceanwood 112 - Hilton Head Island, SC
Hilton Head Island, SC
07/25 – 07/31
$1225/nighttotal: $7350 (6 )

Oceanwood 112

5 7
house , Hilton Head Island
Villamare -Hilton Head Island - Amazing Ocean/pool/beach Views- 5th Floor #1503 - Hilton Head Island, SC
9.8 89 reviews
Hilton Head Island, SC
06/25 – 06/28
$765/nighttotal: $2295 (3 )

Villamare -Hilton Head Island - Amazing Ocean/pool/beach Views- 5th Floor #1503

1 4
house , 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.

Hilton Head 2br/2ba Condo -Newly Updated - Hilton Head Island, SC
9.7 147 reviews
Hilton Head Island, SC
07/05 – 07/08
$231/nighttotal: $693 (3 )

Hilton Head 2br/2ba Condo -Newly Updated

1 4
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.

First-floor, Oceanfront Condo W/free Wifi, Balcony, Shared Hot Tub, Pool, Sauna - Hilton Head Island, SC
9.6 51 reviews
Hilton Head Island, SC
06/27 – 06/30
$809/nighttotal: $2427 (3 )

First-floor, Oceanfront Condo W/free Wifi, Balcony, Shared Hot Tub, Pool, Sauna

2 2
apartment , Hilton Head Island
Pool + Beach Views | Sauna | Indoor Pool - Hilton Head Island, SC
9.5 164 reviews
Hilton Head Island, SC
07/07 – 07/10
$266/nighttotal: $798 (3 )

Pool + Beach Views | Sauna | Indoor Pool

2 2
apartment , Hilton Head Island
Hilton Beachfront Resort & Spa Hilton Head Island - Hilton Head Island, SC
8.2 5785 reviews
Hilton Head Island, SC
07/01 – 07/04
$466/nighttotal: $1398 (3 )

Hilton Beachfront Resort & Spa Hilton Head Island

1 4
resort , Hilton Head Island
Bluewater By Spinnaker Resorts - Hilton Head Island, SC
9.5 219 reviews
Hilton Head Island, SC
06/22 – 06/25
$480/nighttotal: $1440 (3 )

Bluewater By Spinnaker Resorts

1 2
resort , Hilton Head Island
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