Hilton Head Vacation Rentals & Beach Rentals - 587 Rentals Available
587 Vacation rentals

Sea Pines Resort, 6 Bedrooms 13 Black Skimmer. Beach View!
Hilton Head House
- 6 bedrooms 6
- 7 bathrooms
- sleeps 22 22
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 54 minutes
$650.00
from $650.00 / night

Oceanfront on HHI's Best Beach New 5 Bedroom Home
Hilton Head House
- 5 bedrooms 5
- 6 bathrooms
- sleeps 12 12
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
Responds fast! Avg. 2 hours 54 minutes
$700.00
from $700.00 / night

1304 Ocean View Condo - Beach, 3 Pools, Hot Tub, Sauna, Tennis, Restaurants, etc
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 1 night min
- Swimming pool
- Child friendly
- Air conditioning
$228.00
from $228.00 / night

2306 Ocean View Condo - Beach, 3 Pools, Hot Tub, Sauna, Tennis, Restaurants, etc
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 1 night min
- Swimming pool
- Child friendly
- Air conditioning
$102.00
from $102.00 / night

Gated community condo 200/300 steps to beach
Hilton Head Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 5 nights min
- Beach/lakeside relaxation
- Nearest beach 0.2 mi
- Swimming pool
$172.00
from $172.00 / night
1303 Ocean View Condo - Beach, 3 Pools, Hot Tub, Sauna, Tennis, Restaurants, etc
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 1 night min
- Child friendly
$102.00
from $102.00 / night
Oceanside Family Resort-Boardwalk to Beach, Pools, Tennis! (Building 2)
Hilton Head Condo
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$92.00
from $92.00 / night
Sunny, Updated Oceanfront Villa Steps to Beach & Pool/Beach Gear Incl! Golf Near
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 7 7
- 7 nights min
- Beach/lakeside relaxation
- Nearest beach 0 mi
- Swimming pool
Responds fast! Avg. 2 hours 36 minutes
$194.00
from $194.00 / night
Sea Pines Steps to Beach Book Online Bikes, Tennis, Pets, heated pool
Hilton Head House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$500.00
from $500.00 / night
Certificate of Excellence
Totally renovated OCEAN VIEW w WIFI and fitness
Hilton Head Apartment
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Beach/lakeside relaxation
- Nearest beach 0.2 mi
- Swimming pool
Responds fast! Avg. 41 minutes
Certificate of Excellence
$148.00
from $148.00 / night
Spacious 3BR/3BA Home with Private Pool in Palmett
Hilton Head House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 10 10
- 7 nights min
- Nearest beach 1 mi
- Swimming pool
- Child friendly
$344.00
from $344.00 / night
Resort Condo - Beach, 3 Pools, Tennis, Restaurants, Fitness, Hot Tub, Sauna!!
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 1 night min
- Swimming pool
- Child friendly
- Air conditioning
$200.00
from $200.00 / night
2016 Beach Home w/Elevatr, Heated Pool, Rainshower
Hilton Head House
- 6 bedrooms 6
- 4 bathrooms
- sleeps 18 18
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
Responds fast! Avg. 2 hours 3 minutes
$745.00
from $745.00 / night
3406 Resort Condo - Beach, 3 Pools, Hot Tub, Sauna, Tennis, Restaurants, Fitness
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$200.00
from $200.00 / night
Hilton Head Island - St Andrews Common
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$145.00
from $145.00 / night
Oceanside Family Resort-Boardwalk to Beach, Pools, Tennis! (Building 1)
Hilton Head Condo
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$92.00
from $92.00 / night
Coligny Villas Forest Beach Condo
Hilton Head Condo
- 2 bedrooms 2
- 3 bathrooms
- sleeps 5 5
- 3 nights min
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 48 minutes
$172.00
from $172.00 / night
Tree House - for the Young at Heart - Beach, Ocean, Fun, free Wifi
Hilton Head House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Child friendly
- Air conditioning
- Pet friendly
$240.00
from $240.00 / night
FIDDLERS COVE - HILTON HEAD ISLAND SC
Hilton Head Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Ask about children
- Air conditioning
$184.00
from $184.00 / night
Steps to Beach & Golf - Newly Renovated Home
Hilton Head House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Nearest beach 0.5 mi
- Swimming pool
- Child friendly
$287.00
from $287.00 / night
Oceanfront home w/private boardwalk to the beach, beachside shower, large pool
Hilton Head House
- 8 bedrooms 8
- 9 bathrooms
- sleeps 20 20
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$2,200.00
from $2,200.00 / night
Sea Pines Resort, 3rd Row Beach Walk, 5 Bedrooms
Hilton Head House
- 5 bedrooms 5
- 5 bathrooms
- sleeps 15 15
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
Responds fast! Avg. 2 hours 54 minutes
$600.00
from $600.00 / night
New 5 Bedroom, 4 Bath Home with Private Heated In Ground Pool
Hilton Head House
- 5 bedrooms 5
- 4 bathrooms
- sleeps 15 15
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 14 minutes
$573.00
from $573.00 / night
2nd Row, Tropical 7BR/5BA Pool & Hot Tub
Hilton Head House
- 7 bedrooms 7
- 5 bathrooms
- sleeps 14 14
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$450.00
from $450.00 / night
BRAND NEW BEACH HOUSE W/PRIVATE POOL, KIDS ROOM, ELEVATOR, BABY FRIENDLY!
Hilton Head House
- 5 bedrooms 5
- 4 bathrooms
- sleeps 16 16
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 3 minutes
$687.00
from $687.00 / night
BRAND NEW Pottery Barn Beach Home w/Private Pool, Ping Pong, Media Room
Hilton Head House
- 5 bedrooms 5
- 5 bathrooms
- sleeps 14 14
- min stay varies
- Child friendly
Responds fast! Avg. 2 hours 3 minutes
$716.00
from $716.00 / night
Resort Condo - Beach, 3 Pools, Tennis, Restaurants, Fitness, Hot Tub, Sauna!!
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 1 night min
- Swimming pool
- Child friendly
- Air conditioning
$200.00
from $200.00 / night
35 Bradley Beach-Bring Fido! Steps to the Beach & Dog Park.
Hilton Head House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$206.00
from $206.00 / night
Xanadu Villa, Short Walk to the Beach
Hilton Head Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$130.00
from $130.00 / night
2nd Floor Townhouse, Short Walk to Beach, FREE Gym & Tennis
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$105.00
from $105.00 / night
2 Bedroom Townhouse, Springwood Villas, Short Walk to Beach
Hilton Head House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$110.00
from $110.00 / night
Short Walk to the Beach, Pet Friendly Shipyard Villa
Hilton Head House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$113.00
from $113.00 / night
Devonshire 201
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
$114.00
from $114.00 / night
Direct Oceanfront Home, Private Pool/Spa
Hilton Head House
- 7 bedrooms 7
- 7 bathrooms
- sleeps 18 18
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$779.00
from $779.00 / night
1508 Villamare-5th Floor Awesome Oceanview
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$191.00
from $191.00 / night
Short walk to the beach, 2 bedroom Villa
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$120.00
from $120.00 / night
1108 Villamare - 1st floor renovated Oceanview Villamare - Sleeps 6
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$173.00
from $173.00 / night
Ocean Views, 2nd Row Home, Private Pool and Spa
Hilton Head House
- 7 bedrooms 7
- 7 bathrooms
- sleeps 16 16
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$800.00
from $800.00 / night
Promontory Court 17
Hilton Head House
- 5 bedrooms 5
- 5 bathrooms
- sleeps 18 18
- 7 nights min
- Child friendly
- Air conditioning
$643.00
from $643.00 / night
Beckenham 103
Hilton Head Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
$114.00
from $114.00 / night
About Hilton Head
A Short History of Hilton Head
One of the oldest settlements in the United States, Hilton Head Island first got its name in 1633 when Captain William Hilton named the island for himself. As home to geographically significant Fort Walker, the Hilton Head area rose to fame during the Civil War. Initially a Confederate station, the military fort was seized by thousands of Union troops in 1861 and played an important role in blockading Southern port cities.Nearly 100 years later, Hilton Head began to develop its reputation as a Southern resort, thanks to the construction of Sea Pines Resort in 1956. Numerous resorts followed over the next several decades, attracting millions of vacationers to this beautiful barrier island.
What Hilton Head Does Best
Though it’s now a popular vacation destination, Hilton Head still excels at welcoming visitors to slow down and smell the roses. When you visit, take it slow and divide your time among the beaches, golf courses, and Broadway-quality performances. Take your pick of one of Hilton Head’s numerous vintage or contemporary vacation homes, and settle in for a relaxing weekend or a leisurely week.Endless Beaches
Once you feel the ocean spray and soak in the sun, you’ll never want to leave Hilton Head’s gorgeous white sand beaches. Though the island’s beach is public, private developments often block access. Coligny Beach Park and Alder Lane Beach provide some of the best publicly accessible beach areas, where visitors can catch some rays and go for a swim. Both are also wheelchair-accessible.World-Class Golf
With more than 20 world-class golf courses, amateur and experienced golfers alike will find the perfect green in Hilton Head. Play 18 holes among palmettos and sand dunes at Palmetto Dunes, take on one of three 9-hole courses lined with majestic oak trees at Shipyard Golf Club, or explore one of the dozens of other golf courses in the area.Family Friendly Activities
Hilton Head is the ideal place for a family vacation, where you can keep everyone busy with activities that range from sports to spas. Play a round of mini golf, wow the little ones with a pirate cruise, and be a kid at the Sandbox children’s museum. You can even book a zipline adventure to get an aerial view of Hilton Head or test your skills at the New Island Playground obstacle course. Don’t forget to relax with a spa day at one of the island’s many full-service spas and catch a musical or cultural performance at the Arts Center of Coastal Carolina.With its gorgeous natural surroundings, endless activities, and friendly locals, you may never want to leave Hilton Head. Don’t miss another round of golf, day at the spa, or cocktail on the beach. Book your stay in Hilton Head today.
Hilton Head Travel Tips
Hilton Head Island, SC, is a beautiful island destination that offers unlimited amounts of entertainment. Ideal for families that love the outdoors, this is one island that won't disappoint. With blue skies, clear waters, and sparkling beaches, Hilton Head promises to be a vacation to remember for all members of the family. When vacationing on the island, you'll want to maintain that relaxing feeling when you settle down for the night: The best way to do this is to skip hotels in the area in favor of vacation rentals. Hilton Head is the perfect place to rent, and you can find the right Hilton Head vacation rentals at VacationHomeRentals.com. It's your online source for Hilton Head rentals that are listed by owner, and you can trust that you'll be satisfied with a well-maintained, affordable rental.When visiting Hilton Head, vacation home rentals can help turn a good family trip into a fantastic one. There are other tips, however, that can further help parents get the most out of their vacation. To save time, research the area before leaving and plan out what activities are suitable for the family to participate in. Pack appropriately for these activities and for the current weather conditions. When it comes to choosing a Hilton Head vacation rental, look for one that has all of the amenities that are needed to make your family's stay a comfortable one. In addition, if a pet is a part of your vacation plans, confirm which of the Hilton Head house rentals allow animals on the property.
Attractions
There are plenty of attractions for nature-loving vacationers staying in vacation rentals. Hilton Head, SC, is often considered one of the world's most family-friendly locations, so finding activities and sights that the whole family can enjoy is no problem. Beaches are one of the main draws to the area for that very reason. People staying at one of the Hilton Head beach rentals will enjoy 12 miles of public beaches including Coligny Beach, Driessen Beach Park, Folly Field Beach, Fish Haul Creek Park, and Islanders Beach, to name a few. Tourists staying in any of the Hilton Head condo rentals will find Harbour Town hard to miss. This marina village is filled with both on- and off-water attractions and activities. The red and white Harbour Town Lighthouse is another attraction for the whole family that is also one of the most recognized and popular destinations for tourists.Animals are also a common attraction. Head away from the Hilton Head rentals and see dolphins up close by taking a dolphin cruise. Stay on solid ground and take the children to spend several hours visiting the animals at the 600-acre Lawton Stables. Although Hilton Head vacation rentals are comfortable, there's no reason not to get out and have a good time, even on cold or wet days: The island also offers indoor activities that families can enjoy, such as The Coastal Discovery Museum.
Events
Vacation rentals in Hilton Head are a great place to stay during any of the area's events. No matter what time of year families plan to visit and stay in Hilton Head Island rentals, there is an event taking place. Visit during the area's annual Winter Carnival, which takes place in January and February, or take part in the Hilton Head Island Gullah Celebration in February and learn about the culture of the Gullah people. Every Tuesday evening in June is HarbourFest, which features music, fireworks, and arts and crafts. If your family's vacation plans are for the end of the year, reserve one of the Hilton Head Island vacation rentals for December and enjoy the annual Dove Street Festival of Lights.What is Certificate of Excellence?
TripAdvisor gives a Certificate of Excellence to accommodations, attractions and restaurants that consistently earn great reviews from travelers.