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Best Vacation rentals and Airbnb offers in Hilton Head Island, SC
9.8 129 reviews
Hilton Head Island, SC
10/02 – 10/04
$1171/nighttotal: $2342 (2 )
Sleep 20, Walk To Beach, Free Heated Pool, Elev
1 10
apartment , Hilton Head Island
This Hilton Head Island beach house, near Folly Field Beach (under 0.25 miles), Burkes Beach (1 mile), and Sea Pines (4 miles), offers easy access to restaurants and attractions. This six-bedroom, four-bathroom vacation rental sleeps up to 16 guests and boasts a private heated saltwater pool, a fully equipped kitchen including a margarita machine, and amenities such as beach chairs, wagons, and children's items; an elevator provides convenient access to all floors.
9.6 64 reviews
Hilton Head Island, SC
07/01 – 07/04
$407/nighttotal: $1221 (3 )
44 Forest Gardens: Luxurious Remodeled Villa, Walk To Beach, Pool, Free Bikes
2 4
house , Hilton Head Island
This South End Hilton Head Island villa is less than a mile from Sea Pines Forest Preserve, Coligny Plaza, and Coligny Beach, with Lowcountry Celebration Park and The Sandbox a short drive away. This 880-square-foot property features two bedrooms, two bathrooms, accommodates four guests, and includes a private pool, tennis court, and free WiFi; on-site amenities also include a washing machine and Smart TV.
9.4 42 reviews
Hilton Head Island, SC
07/20 – 07/25
$258/nighttotal: $1290 (5 )
Quiet Villa W/ Lagoon Views, Steps Away From The Pool, Tennis & Harbour Town!
1 2
house , Hilton Head Island
This Sea Pines condo is located just outside Harbour Town, a short walk from the famous lighthouse, shops, and restaurants. The condo has excellent user, location, and cleanliness ratings. The 830-square-foot condo has one bedroom and one bathroom, accommodating up to four guests. This vacation rental features a kitchen with a refrigerator, microwave, and dishwasher, a swimming pool, a garden, parking, and internet access.
10 18 reviews
Hilton Head Island, SC
06/29 – 07/05
$589/nighttotal: $3534 (6 )
Gorgeously Renovated End Unit Villa W/ Community Pool & Spacious Deck - 5 Minute Walk To Beach!
3 9
apartment , Hilton Head Island
This Hilton Head Island condo is ideally situated in the Mid-Island area, a short walk from Coligny Beach and the Robert Trent Jones Oceanfront Course, and within a mile of the Palmetto Dunes Club. This 1700-square-foot rental boasts three bedrooms, four bathrooms, and accommodates up to nine guests, featuring a fully equipped kitchen, in-unit laundry, a balcony, and access to a swimming pool and tennis court.
9.6 313 reviews
Hilton Head Island, SC
07/18 – 07/25
$263/nighttotal: $1841 (7 )
Beautiful Condo In Hhr, Renovated
1 6
apartment , Hilton Head Island
This Hilton Head Island condo rental is located in the gated Hilton Head Resort community, near Palmetto Dunes, offering easy beach access via a boardwalk. The fully renovated 2-bedroom, 2-bathroom unit sleeps 7, features a private patio, and provides access to resort amenities including pools, a fitness center, sauna, and on-site restaurants.
9.3 82 reviews
Hilton Head Island, SC
08/10 – 08/15
$291/nighttotal: $1455 (5 )
Coastal Breezes & Ocean Views Seaside Hilton Head Villa
1 2
house , Hilton Head Island
This beachfront villa offers direct boardwalk access to Hilton Head Island's shores, near Coligny Plaza and Lowcountry Celebration Park. The 520-square-foot first-floor unit sleeps four with a king bed, queen sleeper sofa, full kitchen, private balcony, and community pool (open April 1st–October 31st).
9.5 67 reviews
Hilton Head Island, SC
12/19 – 12/26
$306/nighttotal: $2142 (7 )
Pet Friendly Folly Field Beach Stones Throw Villa 3 Bed 2 & One Half Bath
3 8
apartment , Hilton Head Island
This Hilton Head Island vacation home boasts a mid-island location, less than a 10-minute walk from Folly Field Beach and under a mile from Islanders Beach Park and the Barony Course at Port Royal Golf Club. This three-bedroom rental sleeps eight guests and features a fully equipped kitchen, 2.5 bathrooms, in-house laundry, gas grills, and a private swimming pool, plus easy beach access and proximity to golf.
9.6 11 reviews
Hilton Head Island, SC
07/13 – 07/17
$259/nighttotal: $1036 (4 )
Snowbird-friendly Golf Getaway Near The Beach With Pool, Private Deck, & W/d
2 7
apartment , Hilton Head Island
This condo in Hilton Head Island's Mid Island neighborhood is less than a mile from the beach and within six miles of Coligny Beach Park and Harbour Town Lighthouse. This 1040 square foot apartment accommodates up to seven guests with two bedrooms and two bathrooms, featuring a full kitchen with stainless steel appliances, a private deck with a grill, and access to a swimming pool.
Best Hilton Head Island, SC vacation rentals with a balcony
9.0 72 reviews
Hilton Head Island, SC
07/25 – 08/01
$257/nighttotal: $1799 (7 )
The Village Palmetto Dunes
2 5
house , Hilton Head Island
This house is located in the Palmetto Dunes district of Hilton Head Island, just a short walk from the beach and a few miles from the airport. The property has received very good ratings for cleanliness and user experience, and an excellent rating for location. This vacation rental features a fully equipped kitchen, a private bathroom, and a private patio or balcony. Guests can enjoy amenities like a swimming pool, a jacuzzi, a garden, and a children's playground.
9.5 218 reviews
Hilton Head Island, SC
06/17 – 06/21
$493/nighttotal: $1972 (4 )
Bluewater By Spinnaker Resorts
1 4
resort , Hilton Head Island
Bluewater by Spinnaker Resorts is located on Hilton Head Island, South Carolina, just a short drive from the popular Coligny Beach area. The resort has excellent user ratings, with high marks for cleanliness and location. The resort offers a variety of accommodations, including villas with private balconies and full kitchens. Guests can enjoy a range of amenities and activities, such as a lazy river, fishing dock, barbecue facilities, and access to golf courses.
9.8 275 reviews
Hilton Head Island, SC
08/10 – 08/15
$265/nighttotal: $1325 (5 )
One Of A Kind! High End Condo! 1 Bed, 1 Ba, Ocean View, 2 Bikes! #109
1 2
apartment , Hilton Head Island
This Hilton Head Island apartment is located in South Forest Beach, just a short walk from Coligny Beach Park and Coligny Plaza, offering easy access to shops, restaurants, and entertainment options. Guests have consistently rated this property excellent for location, cleanliness, and overall experience. This one-bedroom apartment comfortably accommodates up to four guests and features a fully equipped kitchen, a balcony with views, and a Smart TV. Enjoy the outdoor amenities including a swimming pool, a jacuzzi, and a garden, perfect for relaxing and enjoying the beautiful weather.
8.9 39 reviews
Hilton Head Island, SC
07/13 – 07/17
$471/nighttotal: $1884 (4 )
Updated Kitchen Baths W Granite 3 Br W 2k 1q 1t Bikes & Beach Gear Included
3 7
house , Hilton Head Island
This vacation rental is located in the Sea Pines district of Hilton Head Island, just 9.3 miles from Hilton Head Airport, offering access to a balcony and free private parking. Guests have consistently rated this home as excellent for location, cleanliness, and overall experience. This three-bedroom home has a floor area of 10 square feet. Enjoy the beautiful Hilton Head weather with a private balcony, relax in the garden, and take advantage of the fully equipped kitchen, free Wi-Fi, and cable TV.
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.
8.0 2 reviews
Hilton Head Island, SC
06/18 – 06/21
$373/nighttotal: $1119 (3 )
Villa ∙ 2 Bedrooms ∙ 6 Guests
2 6
house , Hilton Head Island
This house is located within walking distance to Hilton Head's beaches, Coligny Plaza, and Celebration Park, offering unbeatable walkability and eliminating the need for a car. This 2-bedroom, 2-bathroom villa accommodates up to 6 guests and includes a community pool, four beach chairs, and two bicycles, with amenities like WiFi and a Smart TV for a comfortable stay.
9.7 168 reviews
Hilton Head Island, SC
07/20 – 07/25
$200/nighttotal: $1000 (5 )
Fiddlers Cove Walk To Beach, Pool, Hot Tub, Chairs
1 4
apartment , Hilton Head Island
This Hilton Head Island condo rental, located in the Fiddler's Cove gated community, is less than a 7-minute walk from Folly Field Beach. The two-bedroom, two-bathroom unit sleeps five, features two Roku TVs, a fully equipped kitchen, access to a community pool, hot tub, fitness center, and provides beach chairs and a cart for guest use.
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
9.0 2 reviews
Hilton Head Island, SC
07/13 – 07/17
$438/nighttotal: $1752 (4 )
Renovated Hilton Head Villa With Pond Views, Pool Access, King Suite, And Easy Walk To Forest Beach
2 7
apartment , Hilton Head Island
Courtside Villa 118, a ground-floor unit in Hilton Head Island's Forest Beach area, offers easy access to the beach, Coligny Plaza, and Circle Center shops. This 1,190-square-foot vacation rental sleeps seven guests and features three bedrooms, two bathrooms, a renovated kitchen, a private terrace, community pools, and complimentary tennis.
9.7 117 reviews
Hilton Head Island, SC
08/10 – 08/15
$265/nighttotal: $1325 (5 )
Sunrise Over The Ocean From Your Balcony
1 2
house , Hilton Head Island
This villa is located in South Forest Beach, a short walk from Coligny Beach Park and Coligny Plaza, offering easy access to shops, restaurants, and entertainment options. The accommodation has received excellent ratings for user experience, location, and cleanliness. This 1-bedroom, 1-bathroom vacation rental spans 520 square feet and comfortably accommodates up to 4 guests. Amenities include a private pool, a garden, barbecue grills, a fully equipped kitchen, a washing machine, Wi-Fi, a balcony, and parking.
9.6 18 reviews
Hilton Head Island, SC
07/10 – 07/17
$1204/nighttotal: $8428 (7 )
126 Lagoon Luxury W/ Pool, Firepit And Game Room
5 12
apartment , Hilton Head Island
This beachfront Hilton Head Island vacation home is a 10-minute walk from Folly Field Beach Park, Adventure Cove, and less than a 15-minute walk from Driessen Beach Park. This five-bedroom, five-bathroom house sleeps 18 guests and boasts a private pool, fully equipped kitchen, free Wi-Fi, and on-site amenities including a concierge service, arcade, and BBQ grills.
9.0 97 reviews
Hilton Head Island, SC
06/25 – 06/28
$344/nighttotal: $1032 (3 )
Fire Sale 25% Off Any Week In May Hhrsrt 2b/2b Pool Closest To Brdwlk Free Shutl
2 4
apartment , Hilton Head Island
This Hilton Head Island condo, located in the Mid Island area, is steps from the Robert Trent Jones Golf Course and a short walk via a private boardwalk to a secluded beach. The 850-square-foot, two-bedroom, two-bathroom unit sleeps six and boasts a designer-decorated interior, upgraded kitchen, balcony with garden views, and access to resort amenities including pools, a fitness center, 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.
9.0 278 reviews
Hilton Head Island, SC
06/22 – 06/26
$292/nighttotal: $1168 (4 )
Beach Retreat! Prime Location, Close To Coligny Plaza
1 4
apartment , Hilton Head Island
This apartment is located in South Forest Beach, just a short walk from Coligny Beach and Coligny Plaza, offering easy access to shops, restaurants, and entertainment. It has been rated excellent for location, cleanliness, and overall user experience. The apartment features a fully equipped kitchen, a private pool, and a spacious terrace. Enjoy the convenience of amenities like a tennis court, a barbecue grill, and a garden, perfect for relaxing and enjoying the outdoors.
9.7 6 reviews
Hilton Head Island, SC
06/19 – 06/23
$299/nighttotal: $1196 (4 )
Cozy Villa W/ Pool Near Beach & Dining Hilton Head
2 2
apartment , Hilton Head Island
This Hilton Head Island villa, situated in South Forest Beach, offers convenient walking/biking access to Coligny Plaza and the beach. The two-bedroom, two-bathroom condo features a modern kitchen with stainless steel appliances, in-unit laundry, a private balcony, and access to a community pool; it comfortably sleeps six guests with a queen sleeper sofa.
9.6 14 reviews
Hilton Head Island, SC
06/29 – 07/01
$247/nighttotal: $494 (2 )
Coastal Getaway: Oceanview Condo In Hilton Head
1 2
apartment , Hilton Head Island
This oceanview condo is located in the gated Seaside complex on Hilton Head Island, just two blocks from Coligny Plaza and a short walk to Lowcountry Celebration Park, offering direct beach access and ocean breezes from a private patio. This remodeled one-bedroom, one-bathroom villa accommodates up to six guests with a King bed, built-in bunks, and a Queen sleeper sofa, featuring a full kitchen with new appliances, Smart TVs, complimentary beach chairs and towels, and access to a shared pool and sundeck.
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.
9.4 119 reviews
Hilton Head Island, SC
11/24 – 11/29
$1569/nighttotal: $7845 (5 )
27 Singleton, Oceanfront, Pool, Pool Table, Elevator, Free Golf, Views, Pickleball Perks
6 13
apartment , Hilton Head Island
10 114 reviews
Hilton Head Island, SC
08/03 – 08/07
$389/nighttotal: $1556 (4 )
129 Breakers - Prime Oceanfront Location
1 2
apartment , Hilton Head Island
9.0 93 reviews
Hilton Head Island, SC
06/28 – 07/05
$631/nighttotal: $4417 (7 )
Ocean One 107 - Oceanfront 1st Floor Condo
2 3
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 Island, SC
06/19 – 06/21
$368/nighttotal: $736 (2 )
Welcoming Villa With Shared Pool, Nearby Beach Access, Central Ac, & Washer/dryer
2 4
house , 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.
8.7 12 reviews
Hilton Head Island, SC
07/18 – 07/25
$271/nighttotal: $1897 (7 )
Cute Coastal Condo- 2 Bedrooms 2 Bathrooms- Pool, Hot Tub, Tennis, Pickleball