Vacation Rentals in Hilton Head Island, SC

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Hilton Head Island, SC holiday rentals
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20119 Holiday rentals and Airbnb in Hilton Head Island, SC

Highly-Rated Holiday Rentals for Families in Hilton Head Island, SC, United States

Browse family holiday rentals in Hilton Head Island, SC, United States with space for everyone to relax.

Two Minute Walk To The Beach-family Friendly Oceanside Resort-king Bed - Hilton Head Island, SC
9.4 3 reviews

Two Minute Walk To The Beach-family Friendly Oceanside Resort-king Bed

house, Hilton Head Island
This family-friendly villa, 'Two Minute Walk To The Beach-family Friendly Oceanside Resort-king Bed', is situated in Mid-Island, Hilton Head Island, less than 1.6km from Folly Field Beach Park and Adventure Cove.
The 50 square metre self-catering property features one bedroom, one bathroom, sleeps six, and includes a fully equipped kitchen, balcony, free WiFi, and access to an on-site fitness centre, swimming pool, and hot tub.
New 2 Bed/bath Beachfront Property W/ 3 Restaurants - Hilton Head Island, SC
9.7 121 reviews

New 2 Bed/bath Beachfront Property W/ 3 Restaurants

apartment, Hilton Head Island
This beachfront flat is located on Hilton Head Island, just a short walk from the beach and a range of restaurants and shops. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom apartment comfortably accommodates up to six guests and features a fully equipped kitchen, a private balcony with ocean views, and a range of amenities including a swimming pool, fitness centre, and a garden. Guests can also enjoy access to a variety of on-site activities such as bike rentals, a playground, and a catch-and-release pond.
Top Floor- Ocean Views- Coastal Living - Hilton Head Island, SC
9.8 234 reviews

Top Floor- Ocean Views- Coastal Living

apartment, Hilton Head Island
This top-floor Seaside oceanfront condo on Hilton Head Island is situated within walking distance of Coligny Plaza and Celebration Park.
The 52 sq m fully renovated villa sleeps six, boasting a queen bed, queen sofa bed, bunk beds, a fully equipped kitchen, high-speed Wi-Fi, and a balcony with ocean views; beach access, chairs, and toys are provided.
Large Home- 19 Columbine Ln- Neighborhood Pool, Close To Beach And Harbour Town - Hilton Head Island, SC
10 127 reviews

Large Home- 19 Columbine Ln- Neighborhood Pool, Close To Beach And Harbour Town

apartment, Hilton Head Island
This three-bedroom apartment is situated in the peaceful Greenwood Forest neighbourhood of Sea Pines, just a short cycle ride from the beach and Harbour Town. It has consistently received excellent guest ratings, making it a popular choice for travellers looking for a comfortable and well-equipped home away from home.
The apartment offers 246 square metres of space, comfortably accommodating up to 10 guests. It boasts a private pool, a spacious living area, and a range of amenities including a fully equipped kitchen, air conditioning, and access to a community pool, tennis courts, and playground.

Find the Best Holiday Rentals with a Swimming Pool in Hilton Head Island, SC, United States

Walk straight out of your kitchen and plunge into a crystal-clear, private swimming pool at island holiday rentals in Hilton Head Island, SC, United States.

Heated Pools/hot Tub, Fitness Center, Poolside Bar - Hilton Head Island, SC
9.5 432 reviews

Heated Pools/hot Tub, Fitness Center, Poolside Bar

apartment, Hilton Head Island
This apartment is situated in South Forest Beach, a quiet area just 1.5 kilometres from Coligny Beach and its lively plaza. It has received excellent ratings for location, cleanliness, and overall user experience.
This two-bedroom apartment is perfect for small families or groups of friends. It offers a range of amenities including a swimming pool, jacuzzi, tennis court, and a fully equipped kitchen, as well as access to a garden, restaurant, and fitness centre.
Dream Paradise
Oceanfront Beach/pool Steps Away - Hilton Head Island, SC
9.8 76 reviews

Dream Paradise Oceanfront Beach/pool Steps Away

apartment, Hilton Head Island
This oceanfront flat offers direct beach access and is a 5-minute drive from shops, restaurants, and Shelter Cove Harbour on Hilton Head Island.
This newly remodelled 2024 apartment sleeps two and features a fridge, freezer, microwave, air conditioning, a swimming pool, garden, fitness centre, and parking, with on-site dining and access to USTA-certified pickleball and tennis courts.
70 Springwood Villas - 3br/3 Bath - Hilton Head Island, SC
10 3 reviews

70 Springwood Villas - 3br/3 Bath

apartment, Hilton Head Island
This South End apartment is conveniently located within 1 kilometre of Coligny Beach and Coligny Plaza, and a short walk to Celebration Park with its Pirate Ship Playground and Children's Play Museum.
This newly renovated 144 square meter condo offers three en-suite bedrooms and a queen sofa bed to accommodate up to ten guests, featuring direct patio access to the community swimming pool, a fully equipped kitchen, and air conditioning.
The Barefoot Bungalow: Only 2 Blocks To The Beach! - Hilton Head Island, SC
9.8 152 reviews

The Barefoot Bungalow: Only 2 Blocks To The Beach!

apartment, Hilton Head Island
This two-bedroom apartment is situated in a family-friendly area of Hilton Head Island, just a 15-minute walk from Folly Field Beach and Adventure Cove, with Folly Field Beach Park and Driessen Beach Park within 2 kilometres. The property has excellent user, location, and cleanliness ratings.
The apartment sleeps up to 6 guests and has a fully equipped kitchen, a terrace, and a garden. Guests can enjoy the swimming pool, Jacuzzi, and free WiFi, as well as the family-friendly atmosphere.

Frequently asked questions about holiday rentals in Hilton Head Island, SC

  • What should a first-time visitor not miss in ÃŽle de Hilton-Head, SC?

    For a first-time visit, you have to see the iconic Harbour Town Lighthouse, stroll along the beautiful beaches of Coligny Beach Park, and take a dolphin watching tour. You'll be amazed by the wildlife and scenery.
  • What are the best Airbnb and holiday rentals in Hilton Head Island, SC?

  • Which neighborhood in ÃŽle de Hilton-Head, SC should you consider for a vacation rental?

    Sea Pines is a great choice for a vacation rental, offering a mix of luxury homes, beautiful beaches, and a variety of activities. It's a bit more upscale, but worth considering for its charm and amenities.
  • What are the most popular Airbnbs in Hilton Head Island, SC?

  • What are the top family-friendly attractions in ÃŽle de Hilton-Head, SC?

    The Coastal Discovery Museum is a great place to learn about the local environment, and the Children's Museum of the Lowcountry is perfect for younger children. Don't forget to check out the dolphin tours, a favourite for families.
  • What are the best holiday rentals with a pool in Hilton Head Island, SC?

  • When is the best time to book a vacation rental in ÃŽle de Hilton-Head, SC?

    The best time to book a vacation rental is during the shoulder seasons, like spring (April-May) and autumn (September-October), when the weather is still pleasant but the crowds are smaller and prices are more reasonable.
  • What are the best rentals for families and kids in Hilton Head Island, SC?

  • What events or festivals should visitors check out in and around ÃŽle de Hilton-Head, SC?

    The annual Taste of the Island Festival in April is a great way to sample local cuisine, and the Hilton Head Island Seafood Festival in October is a celebration of all things seafood. If you're around in November, the Christmas Festival of Lights is a must-see.
  • What are the best rentals or Airbnbs with a jacuzzi in Hilton Head Island, SC?

    The best holiday rentals or Airbnb with a jacuzzi in Hilton Head Island, SC are 532 Shorewood- 2 Bd\/2 Ba Beautiful Oceanview Villa, Hampton Place 5501 and (1) Renovated/walk To Beach From Fiddler's Cove.

  • What are the best budget-friendly activities in ÃŽle de Hilton-Head, SC?

    You can enjoy the island's natural beauty by taking a bike ride on the 60km paved bike path, or by exploring the beaches and parks. The free concerts at Shelter Cove are also a popular choice.
  • What are the best restaurants with local dishes in ÃŽle de Hilton-Head, SC?

    For local cuisine, try The Old Oyster Factory for its fresh seafood, or Frankie Bones for its Southern comfort food. Both offer a taste of the island's culinary scene.
  • What are the best walking or cycling routes in ÃŽle de Hilton-Head, SC?

    The Cross Island Parkway is a great option for a scenic bike ride, and the walking trails at the Coastal Discovery Museum offer a chance to explore the island's natural beauty. The Harbour Town area is also a great place for a leisurely stroll.
  • Are there pet-friendly attractions in ÃŽle de Hilton-Head, SC?

    Many of the beaches are dog-friendly, especially during off-peak hours. Check out the pet-friendly restaurants and cafes, and look for the dog-friendly signs around town.
  • What are the benefits of choosing a vacation rental in ÃŽle de Hilton-Head, SC?

    Vacation rentals offer more space and privacy than a hotel, and often come with amenities like a kitchen and laundry facilities. They also provide a more home-like experience, allowing you to feel more settled.
  • What are the top sports attractions and facilities in ÃŽle de Hilton-Head, SC?

    The island is known for its golf courses, with many championship-level courses to choose from. The Van Der Meer Tennis Academy offers world-class tennis instruction, and there are also several public tennis courts.

Popular destinations

Find Holiday Rentals with Balconies in Hilton Head Island, SC, United States

Wake up to the soothing sights and sounds of blue ocean waters directly from your private rental balcony in Hilton Head Island, SC, United States.

Marshfront  | Broad Creek Views, Sunset Decks & Entertaining Space - Hilton Head Island, SC
10 68 reviews

Marshfront | Broad Creek Views, Sunset Decks & Entertaining Space

apartment, Hilton Head Island
This Hilton Head Island waterfront property boasts stunning views and easy beach access, situated within 1.6km of Adventure Cove and Driessen Beach Park, and within 3.2km of Folly Field Beach and Bradley Beach.
Sleeping up to 12 guests in four bedrooms and three bathrooms, this self-catering holiday home offers a private pool, free Wi-Fi, barbecue facilities, a spa, fitness centre, tennis court and concierge service.
King 2 Queens 3 Doubles Foldout Stainless Steel - Hilton Head Island, SC
9.8 44 reviews

King 2 Queens 3 Doubles Foldout Stainless Steel

house, Hilton Head Island
This four-bedroom holiday home on Pink Sand Lane, Hilton Head Island, is conveniently located 8 kilometres from Hilton Head Airport.
The property boasts a fully equipped kitchen, free Wi-Fi, private parking, a fireplace, outdoor seating, and a washing machine; it comfortably sleeps a family and is close to various island attractions.
Hilton Head Condo W/ Pool Bar: Walk To Beach! - Hilton Head Island, SC
9.5 130 reviews

Hilton Head Condo W/ Pool Bar: Walk To Beach!

house, Hilton Head Island
This apartment is situated just 3 kilometres from Folly Field Beach Park, offering easy access to the beautiful beaches of Hilton Head Island. The property enjoys excellent user, location and cleanliness ratings.
The apartment comprises two bedrooms and two bathrooms, comfortably accommodating up to six guests. The property also features a fully equipped kitchen, a swimming pool, a fitness room, free Wi-Fi, and a tennis court, providing ample opportunities for relaxation and entertainment.
Beautiful Condo In Ocean Front Resort! - Hilton Head Island, SC
9.8 200 reviews

Beautiful Condo In Ocean Front Resort!

apartment, Hilton Head Island
This beachfront apartment is located on Hilton Head Island, just a short walk from Folly Field Beach and Adventure Cove, offering easy access to the island's beautiful beaches and attractions. The property consistently receives excellent ratings for its location, cleanliness, and overall experience.
The apartment is spacious, offering 52 square metres of living space, with one bedroom, one bathroom, and a capacity for four guests. It features a fully equipped kitchen, a comfortable living area with a sofa bed, a balcony, and access to a range of onsite amenities including a fitness centre, a playground, and a swimming pool.

Best Hilton Head Island, SC holiday rentals with parking

200 Steps To The Ocean! - Hilton Head Island, SC
9.7 95 reviews

200 Steps To The Ocean!

apartment, Hilton Head Island
This Hilton Head Island Seaside Villas apartment is situated in South Forest Beach, steps from the beach and a short walk from Coligny Plaza's shops and restaurants.
The 550 sq ft self-catering property sleeps four guests comfortably, offering a queen bed, captain bunk beds, a queen sofa bed, a fully equipped kitchen (fridge, microwave, dishwasher), a private balcony with ocean views, plus access to an on-site swimming pool and parking.
Hilton Head Island Gem, Walk To Folly Field Beach! - Hilton Head Island, SC
9.7 3 reviews

Hilton Head Island Gem, Walk To Folly Field Beach!

house, Hilton Head Island
This Hilton Head Island villa is situated a mere 8-minute walk from Folly Field Beach Park and approximately 3 kilometres from Hilton Head Airport.
This 74 square metre property offers accommodation for up to 9 guests across 2 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, air conditioning, complimentary WiFi, a hot tub, games room, and a private balcony.
123 Family Beach Home | Heated Pool & Elevator - Hilton Head Island, SC
9.9 74 reviews

123 Family Beach Home | Heated Pool & Elevator

apartment, Hilton Head Island
This six-bedroom holiday home is located in a gated community within Hilton Head Island's Folly Field area, just under 0.5 kilometres from Folly Field Beach.
The 297-square-metre property boasts a private heated pool, gourmet kitchen, kids' playroom, elevator access, and includes Xplorie access to local attractions, comfortably accommodating large families or groups.
Home Away From Home - Hilton Head Island, SC
10 52 reviews

Home Away From Home

apartment, Hilton Head Island
This two-bedroom villa offers a prime location on Hilton Head Island, situated just 0.5 kilometres from Lowcountry Celebration Park, making it ideal for families and event attendees.
This 116 square metre, two-storey dwelling comfortably sleeps up to six guests with its flexible sleeping arrangements, and features a fully renovated kitchen, a private balcony overlooking a lagoon, and access to a seasonal condominium pool.

Your Pick of Premium Coastal Stays in Hilton Head Island, SC, United States

Live the ultimate tropical fantasy in properties boasting high-end coastal architecture and absolute privacy at luxury holiday rentals in Hilton Head Island, SC, United States.

Cozy Renovated Unit Great Location #029776 - Hilton Head Island, SC
9.9 287 reviews

Cozy Renovated Unit Great Location #029776

apartment, Hilton Head Island

Find Holiday Rentals in the CBD of Hilton Head Island, SC, United States

Stay just steps away from local boutiques, seafood spots, and the sand at holiday rentals in the heart of Hilton Head Island, SC, United States.

4br, 3ba, Near Folly Field Beach, Sleeps 18 - Hilton Head Island, SC
9.8 19 reviews

4br, 3ba, Near Folly Field Beach, Sleeps 18

apartment, Hilton Head Island
Hhi Homes- Newly Renovated Cozy Modern Pet-friendly Villa-ideal Location - Hilton Head Island, SC
9.0 86 reviews

Hhi Homes- Newly Renovated Cozy Modern Pet-friendly Villa-ideal Location

house, Hilton Head Island
The Owners Club Of Hilton Head - Hilton Head Island, SC
9.7 3 reviews

The Owners Club Of Hilton Head

house, Hilton Head Island
Tranquility In Paradise- 2 Bedroom Villa W/parking - Hilton Head Island, SC
9.6 25 reviews

Tranquility In Paradise- 2 Bedroom Villa W/parking

house, Hilton Head Island

Find Holiday Rentals by the Sea in Hilton Head Island, SC, United States

Open your glass doors and step directly from your living room onto the warm sand at seashore holiday rentals in Hilton Head Island, SC, United States.

Ocean Views Family Villa W/ Modern Upgrades, Jacuzzi Tub & Pool Access - Hilton Head Island, SC
8.8 11 reviews

Ocean Views Family Villa W/ Modern Upgrades, Jacuzzi Tub & Pool Access

apartment, Hilton Head Island
Bright Condo With Shared Pools/hot Tub And Tennis - Hilton Head Island, SC
10 1 review

Bright Condo With Shared Pools/hot Tub And Tennis

apartment, Hilton Head Island
Two Community Pools Queen Bunk Beds Sleeper Sofa Bikes & Beach Gear Included - Hilton Head Island, SC
10 1 review

Two Community Pools Queen Bunk Beds Sleeper Sofa Bikes & Beach Gear Included

house, Hilton Head Island
Seaside Serenity: Private Balcony, Poolside, Coligny Plaza And Ocean View! - Hilton Head Island, SC
9.4 38 reviews

Seaside Serenity: Private Balcony, Poolside, Coligny Plaza And Ocean View!

house, Hilton Head Island

Find Holiday Rentals with a Jacuzzi in Hilton Head Island, SC, United States

Watch the sun set over the water while soaking in a steaming outdoor hot tub at island holiday rentals in Hilton Head Island, SC, United States.

The Village Palmetto Dunes - Hilton Head Island, SC
9.6 24 reviews

The Village Palmetto Dunes

house, Hilton Head Island
Beachfront Getaway With Wifi, Pools, Hot Tub, Gym, Washer/dryer, & Central Ac - Hilton Head Island, SC
9.0 11 reviews

Beachfront Getaway With Wifi, Pools, Hot Tub, Gym, Washer/dryer, & Central Ac

house, Hilton Head Island
Seacrest 1101 - Hilton Head Island, SC
8.2 44 reviews

Seacrest 1101

apartment, Hilton Head Island
Enjoy Lagoon Views And A Short Walk To The Beach! Pool & Game Room! - Hilton Head Island, SC
8.0 5 reviews

Enjoy Lagoon Views And A Short Walk To The Beach! Pool & Game Room!

apartment, Hilton Head Island