Hilton Head Island vacation rentals

We found 84 vacation rentals in Hilton Head Island — enter your dates to book direct

Location
Check-in
Check-out
Add date
Add date
Guests
1 guest
Adults
1
Children
0
Pets
Location
Check-in
Check-out
Add date
Add date
Guests
1 guest
Adults
1
Children
0
Pets

Book direct on Houfy and find a vacation rental that matches your expectations among all these great properties in Hilton Head Island. Each of the accommodations are being offered directly by owners and managers. Book direct and save up to 25% in commissions and service fees only on Houfy.

Last minute specials on Houfy

NEW Couples Retreat💙 Beautiful Ocean View Condo

NEW Couples Retreat💙 Beautiful Ocean View Condo

US$318.20
US$354.00 | 20% OFF
Dates: May 11 2022 - May 12 2022

Featured vacation rentals on Houfy

Featured
Boqueron Beach Big Cabin - Herbert's Place

Boqueron Beach Big Cabin - Herbert's Place

Featured
Evian Beach House

Evian Beach House

Featured
Turtle View

Turtle View

Most viewed vacation rentals in Hilton Head Island

Our guests viewed these book direct rentals the most.

HHI TIDE 21 - Hilton Head Beach and Tennis Resort

Condo • Hilton Head Island
2 Bedrooms • 2 Bathrooms

All-New HHI Seascape Villa | Walk to Beach & Pools

Townhome • Hilton Head Island
2 Bedrooms • 2 Bathrooms

Evian Beach House

Condo • Hilton Head Island
2 Bedrooms • 2 Bathrooms

Ocean Views, Walk to the Beach

Condo • Hilton Head Island
1 Bedroom • 1 Bathroom

Beach Vacation Getaway on Hilton Head Island

Condo • Hilton Head Island
2 Bedrooms • 2 Bathrooms

✔Suite Life @ 307 Forest Beach Villas, Hilton Head

Villa • Hilton Head Island
1 Bedroom • 1 Bathroom

✔Suite Life @ 1208 Villamare

Condo • Hilton Head Island
2 Bedrooms • 2 Bathrooms

Kesslak Family Condo- Find us on Facebook!

Villa • Hilton Head Island
2 Bedrooms • 3 Bathrooms

Search 84 vacation rentals in Hilton Head Island

Search Hilton Head vacation rentals, beach rentals and more | Houfy on the map

Book direct vacation rentals by style

Recommended vacation rentals in Hilton Head Island

Fiddler's Escape Beach Condo - Walk to the Beach!

Condo • Hilton Head Island
2 Bedrooms • 2 Bathrooms

Sand Sun & Beach

Villa • Hilton Head Island
2 Bedrooms • 2.5 Bathrooms

OffShoreDreaming

Vacation Home • Hilton Head Island
3 Bedrooms • 3 Bathrooms

The Salty Villa

Condo • Hilton Head Island
3 Bedrooms • 2 Bathrooms

Hilton Head Island Beach and Tennis Resort

Condo • Hilton Head Island
2 Bedrooms • 2 Bathrooms

Tee to Shining Sea HHI

Villa • Hilton Head Island
2 Bedrooms • 2 Bathrooms

Beautiful water views

Vacation Home • Hilton Head Island
3 Bedrooms • 2.5 Bathrooms

Coastal Beach Getaway Hilton Head Villa 4409

Condo • Hilton Head Island
2 Bedrooms • 2 Bathrooms

Vacation houses with pools in Hilton Head Island

Our Shipyard Home

Vacation Home • Hilton Head Island
3 Bedrooms • 2.5 Bathrooms

Paradise in the Pines of HHI

Vacation Home • Hilton Head Island
5 Bedrooms • 4.5 Bathrooms

Beach Resort Ocean Villa steps to Beach Bldg B

Villa • Hilton Head Island
1 Bedroom • 1 Bathroom

HHI Beach Getaway I 3 Pools I Minutes to the Beach

Condo • Hilton Head Island
2 Bedrooms • 2 Bathrooms

Pet friendly vacation rentals in Hilton Head Island

Blue Sky Villa:Queens Grant, 3bd, 2.5ba, Pets Ok

Vacation Home • Hilton Head Island
3 Bedrooms • 2.5 Bathrooms

Island Song Villa

Villa • Hilton Head Island
2 Bedrooms • 2 Bathrooms

Coastal Charm Pets n Family Palmetto Dunes QG

Vacation Home • Hilton Head Island
2 Bedrooms • 2 Bathrooms

Cozy Coastal Chic

Vacation Home • Hilton Head Island
2 Bedrooms • 2 Bathrooms

Hilton Head Island, South Carolina

Hilton Head Island, on the southern coast of South Carolina, is filled with beautiful ocean views, antebellum relics, beds of oysters, and Southern charm. Everything about the island speaks of posh sophistication with a laid back attitude. Out on the ocean waters you can see trawlers and other boats; in the canals and inlets, yachts are frequently floating and enjoying the sunny weather. Golf courses designed by some of the sport's finest players abound, as do alligators sunning themselves in sand traps and small ponds.

Facts

38,336
911
The Hilton Head Island Visitor & Convention Bureau
1 Chamber of Commerce Drive
PO Box 5647
Hilton Head Island, SC

The City of Hilton Head Island

To describe Hilton Head Island, SC, as a "city" is an understatement. Across the island, many small bays, golf courses, restaurants, and shops create small towns of their own, usually with the ocean as a centerpiece. From Sea Pines and Harbourtown to Atlantic Ocean, Hilton Head Island blooms with wildlife, flowers, trees, Spanish moss, boats, oyster beds, historic sites, and people. Whether you drive in from Savannah, GA, or down from Charleston, SC, or fly into their local airport, Hilton Head Island is a delightful area full of attractions for people of all ages and interests: golfing, biking riding, sunning on the beach, watching dolphins, boating, fishing, horseback riding, and visiting historic locations are just some of the many things you can do on your vacation to this island.

Do & See in Hilton Head Island

Hilton Head Island is more than a golfer's paradise: it's located on the ocean, close to Savannah, GA, and Charleston, SC, has dozens of unique stores and restaurants and provides endless sources of fun. Go deep sea fishing or catch a boat to go dolphin watching. Travel over to Daufuskie Island or take a ferry down to Savannah. Dine at world-class restaurants specializing in Low Country fare. Wherever you go, Hilton Head Island is sure to be a treat.
Hilton Head Island Bike Trails
Hilton Head Island is the perfect location for biking. Well marked wide and flat bike paths make it a biker's paradise. One company that rents out bikes are:


Bicycle Billy’s Bike Rentals
Coligny Beach Park
Visit Coligny Beach Park for a laid back and relaxing afternoon. At the well maintained beach, cycling, running are a popular activity as well as enjoying the sun at the beach.
Shelter Cove Harbour
Shelter Cove Harbour is a wonderful place with a beautiful view of the harbour. For a daylight stroll, shopping, lunch or dinner or just enjoying the boats in the marina, this harbour simply is a delight.
Arts Center of Coastal Carolina
This small venue, is a great spot to spend an enjoyable evening. Arts Center of Coastal Carolina is hosting changing presentations and theatre performances with very talented casts.
Hilton Head Island Beach
Hilton Head Island has over 12 miles of beach, all sugar white and ready for visitors. Sand castle sculptures are popular and can frequently be seen. Grab a beach chair and umbrella to enjoy your day, or splash around in the beautiful waves.

Beach access is available at the following locations: Alder Lane Beach Access, off South Forest Beach Drive; Coligny Beach Park, off Coligny Circle; Fish Haul Park, at the end of Beach City Road; Driessen Beach Park, at the end of Bradley Beach Road; Burkes Beach Access, at the end of Burkes Beach Road; Folly Field Beach Park, off Folly Field Road; and Islanders Beach Park, off Folly Field Road. Hilton Head Island also has several wheelchair-friendly beaches: Alder Lane Beach, Coligny Beach Park, Driessen Beach Park, Folly Field Beach Park, and Islanders Beach Park.
Dolphin & Nature Tour
Sonny C. Charters, Inc., has provided tours for Hilton Head Island since 1985. They are experienced sailors and captains. As you move through the coastal waterways, be on the lookout for dolphins, birds, and other natural wildlife. The Dolphin & Nature Tour also guarantees that you will see dolphins on every sail.
Kayaking and Canoeing
Hilton Head Outfitters, located at the Palmetto Dunes Oceanfront Resort and on 11 miles of lagoon, is the perfect place to get ready for a day of kayaking or canoeing. Several types of kayaks, including one person and two person makes, are available. They also have canoes for two or three people for rent. Along with providing kayaks and canoes, Hilton Head Outfitters offers bike rentals, boat rentals, and fishing. It is a very family-friendly place and a wonderful way to see the island.
Hilton Head Island Sailing
If you want a more relaxed view of Hilton Head Island than a traditional boat, catch a catamaran ride with Hilton Head Island Sailing. Their two catamarans, Pau Hana and Flying Circus, glide across the waves without being affected by turbulence like other boats. Both boats are United States Coast Guard (USCG) certified, as are the captains and mates. Call today to book a dolphin watch, a family cruise, or a sunset sail.

Dining in Hilton Head Island

There are dozens of fantastic restaurants scattered across Hilton Head Island. Lowcountry fare is abundant, as is fresh fish, fresh shrimp, and fresh oysters. Be sure to grab a bowl of crab soup before some shrimp and grits, or enjoy Oysters Rockefeller before dining on the day's fresh catch. For breakfast, chow down on pancakes or biscuits and gravy. For lunch, nosh at several different locations featuring gourmet sandwiches, soups, and seafood. Like most Southern cities, you won't leave Hilton Head Island hungry.
Harbourside Burgers & Brews
If you're hungry for a delicious lunch while taking a break, dine at Harbourside Burgers & Brews. They have a great menu for lunch and dinner, as well as an open bar available all day. On Friday and Saturday evenings, live entertainment is featured.

Cafés in Hilton Head Island

Whether you are looking for a light lunch to carry you through a day of shopping or are ready to nosh on delicious local Low Country fare, the cafés of Hilton Head Island are waiting for you. Enjoy a great breakfast before heading out to experience the area's surrounding beauty, or grab a quick bite of lunch then return to Hilton Head Island's excellent coastal beauty. Wherever you go, you'll find good food and Southern hospitality.

Golf in Hilton Head Island

Hilton Head Island is one of the best golfing locations in the country. Over a dozen courses speckle the island landscape offering a wonderful array of golfing terrains. Golf Digest has named Hilton Head Island one of the top ten golf resorts in the world, and, every year, the PGA plays the RBC Heritage Tournament at Sea Pines. Whether you are a novice or pro, the courses of Hilton Head Island have many great games to offer.
Harbour Town Golf Links
Harbour Town Golf Links is one of the best golf courses on Hilton Head Island. It is home to the annual RBC Heritage golf tournament in the spring. From tee to green on all 18 holes, you will experience the true beauty of Hilton Head as well as the great challenge and enjoyment that a round of golf can have.
Oyster Reef Golf Club
This Rees Jones designed course is a spectacular place to play golf while visiting Hilton Head Island. Its sixth hole, a par 3, is one of the most photographed spots on the entire island, as the hole looks out on Port Royal Sound. Oyster Reef Golf Club is a par 72 course that offers great links, sights, and a fantastic round of golf. Call today to schedule tee times.
George Fazio Golf Course
One of three courses located inside Palmetto Dunes, George Fazio Golf Course is an excellent place to play a memorable round of golf. This course is one of the top 100 in the country, as George Fazio is one of the most respected course architects in the golf field. It is the only par 70 course on all of Hilton Head Island.
Robert Trent Jones Oceanfront Course
Robert Trent Jones and Roger Rulewich joined together to sculpt and create the Robert Trent Jones Oceanfront Course, one of Hilton Head Island's premier golf courses. A lagoon meanders its way through 11 of the 18 holes; their signature hole is the par five #10, which offers spectacular view of the ocean. It is a 72 par course.
Arthur Hills Golf Course
Also located in Palmetto Dunes is the Arthur Hills Golf Course. It was built on dunes, which give the course layout a different feel than others on Hilton Head Island. Precision play is critical as 10 of the 18 holes are located on water. The par is 72.
Golden Bear Golf Club at Indigo Run
Designed by one of golf's legend, Jack Nicklaus, the Golden Bear Golf Club at Indigo Run is a semi-private course. Its unique layout makes it one of the best courses on Hilton Head Island. It is a par 72 course.
Palmetto Hall Plantation Club
Former Architect of the Year Robert Cupp designed this eponymous course for Palmetto Hall on Hilton Head Island. He planned a great 18 holes that challenge golfers of all types. It is a par 72 course.
Old South Golf Links
Located in Bluffton, SC, just across the bridge from Hilton Head, is Old South Golf Links. It is spread out amongst sprawling live oaks and Spanish moss, providing excellent views of McKay's Creek.

Bars & Nightlife in Hilton Head Island

Even if the sun has already set at the picturesque Hilton Head Island, it does not mean the day has already come to an end. For an enjoyable night out, it has only just begun. Indulge in fine dining and dancing at the waterfront or share some laughter at one of the comedy clubs. A fun evening is guaranteed at Hilton Head Island.
Comedy Club of Hilton Head
In this small intimate venue, the Comedy Club hosts a number of performances during the weekends. Watching the show with comedians and mentalist is a perfect way to unwind.
The Jazz Corner
The Jazz Corner definitely comes up to the expectations of a jazz club. Low-lit, elegant and classy. Enjoy the live band and a relaxed and entertaining Jazz Music experience while dining on one of the excellent dishes.
Pool Bar Jim's
For those who want to get away from the crowd, have to visit this hidden gem. It is famous for its freshness and consistency of frozen drinks and an overwhelming and relaxed atmosphere.
Black Marlin Bayside Grill
Sit outside and with a view of Palmetto Bay Marina and enjoy a fantastic meal and drinks. Don't miss the specialty drink the Hurricane.
Harbourside Burgers & Brews
If you're hungry for a delicious lunch while taking a break, dine at Harbourside Burgers & Brews. They have a great menu for lunch and dinner, as well as an open bar available all day. On Friday and Saturday evenings, live entertainment is featured.

Shopping in Hilton Head Island

Across Hilton Head Island are dozens of small, unique shops overflowing with specialty items that you cannot find anywhere else. As you enjoy your day over at Sea Pines, be sure to enjoy the wide array of small stores. Along Shelter Cove, step into the many shops that spot the harbor. From clothing to jewelry to antiques to novelty gifts, you'll be sure to find something you can't live without.
Coligny Plaza Shopping Center
Coligny Plaza features a good assortment and eclectic variety of stores and restaurants. It boasts a fudge shop, ice cream shop, candy store, toy store, and several clothing and jewelry stores.
The Silver Garden
In an intimate, you can find a small store specialised in jewelry design and metal-smithing. Treasure hunting is simply an enjoyable experience here.
Wine & Cheese If You Please
Wine & Cheese If You Please offers an impressive selection for all budgets and tastes of local wine, cigars and cheese. In this adorable store you can also find gift baskets and souvenirs.
The Salty Dog Cafe
Located right on the water in South Beach Marina, the Salty Dog Café is a fantastic place to stop for lunch. While visiting, be sure to ask about Jake the Salty Dog and the legend surrounding the restaurant, and check out their T-shirt shop and ice cream parlor.
Tommy Bahama
Needing some beach clothes to get you into a Lowcountry and island mood? Tommy Bahama is ready to help you find the perfect outfit. The closest store is in Kiawah Island.
Jake's Shore Thing
No trip is complete without a great new T-shirt commemorating your Hilton Head Island visit. Stop by Jake's Shore Thing, located in the same center as the Salty Dog Café. After lunch or dinner, had on over to Jake's Shore Thing for shirts, sweatshirts, collectibles, and other unique items.
Tanger Outlet Center
Tanger Outlet Center, conveniently located in nearby Bluffton, SC, features excellent brands at great prices. Ralph Lauren Polo, Van Hussen, and Tommy Hilfiger are some of the brands available. Be sure to spend some time shopping before heading home.
Tradewinds
Looking for a great souvenir or island memento you can take home? Tradewinds has what you are looking for. Located in the Shelter Cove-Palmetto Dunes open air shopping area, make sure you step in and check out their unique gifts.

Tourist Information for Hilton Head Island

Savannah/Hilton Head International Airport
The Savannah/Hilton Head Airport is located in Savannah, GA, which is roughly one hour away. Most major airlines fly in and out of Savannah/Hilton Head Airport. CAT buses run to and from the airport on a daily basis. K–Shuttle is the official provider of scheduled shuttle to Hilton Head Island.

Chatham Area Transit +1 912 233 5767

K– Shuttle +1 877 243 2050
Time Zone
Hilton Head Island, SC, is located in the Eastern time (EDT) zone of the United States. All times listed reflect the Eastern time zone.
Taxi
The major taxi companies are:

Yellow Cab Hilton Head Island
+1 843 686 6666

Beeline Taxi Services
+1 843 683 1139
Post Office
US Post office
Public Transport
Most visitors at Hilton Head Island take a cab or rent a car as public transportations is very limited on Hilton Head Island. There are bus services from the island to the nearby counties of Beaufort, Jasper, Allendale, Hampton and Colleton, however, it could be that it is only running once a day. Check the website for more details on bus routes. Renting a bike is a popular way of moving around on the Island as well.
Pharmacy
Hilton Head Island has numerous pharmacies across the island, including Walgreen's and CVS.

Walgreen's
20 Hatton Place Suite 100
+1 843 342 7451
open 24/7

CVS Pharmacy - Photo
10 Pope Ave, Hilton Head Island
+1 843 785 7786
open daily 7am – 12am
Telephone
Country Code: +1

Area code: 843
List your
  • Vacation home
  • Apartment
  • Condo
  • Property
for free on Houfy
Listing your property can take as little as a few minutes to complete – get started today