Hilton Head Island
Nestled along the beautiful South Carolina coast, Hilton Head Island vacation rentals offer breathtaking views, world-class golf and tennis access, exceptional restaurants, exciting outdoor recreation, and a slow-paced way of life that entices visitors from all over the world. As the #1 Island Destination in the Continental United States, this boot-shaped sea island boasts 12 miles of pristine beaches along the Atlantic Ocean.
Our collection of Hilton Head Island villas, homes, condos and other vacation rentals are spread across six of the best South Carolina vacation destinations, all with their own unique charms:
- The Sea Pines community spans 5,000 acres and is home to Harbour Town, a must-see spot offering fantastic dining, shopping, art, and world-renowned golf.
- Shipyard Plantation has an array of sport and recreation opportunities, including 12 miles of bike paths.
- Palmetto Dunes hosts various festivals throughout the year and is home to Shelter Cove Marina (the island's largest marina) and an 11-mile lagoon.
- Convenient to Coligny Shopping Plaza and Beach, Forest Beach is a family-friendly area that offers great daytime activities and fun nightlife.
- Folly Field is where the locals go and has the widest beach area; it's also a great surfing spot.
- Singleton Beach is a neighborhood tucked away, with easy access to the largest recreational area on Hilton Head Island which includes a dog park, tennis courts and soccer fields; it also features a tidal inlet perfect for kayaking, crabbing and watching the island's native wildlife.
Let the soothing sounds of the Atlantic lull you to sleep in a luxury oceanfront property on Hilton Head Island, or enjoy the fun of your own private pool. If your getaway just isn't complete without your favorite furry friend, many of our vacation rentals are dog friendly. No matter what you're looking for — from Hilton Head Island rental homes, beach condos or exclusive villas — Wyndham Vacation Rentals can accommodate your Hilton Head Island vacation rental needs.Read More
Everyone’s vacation needs are unique. Our goal is to help you find the vacation rental that’s best for you, so you can have the vacation of a lifetime. Read on to find the perfect property for your Hilton Head Island getaway.
All Hilton Head Villas & Complexes
Beautiful beaches with calming Atlantic breezes serve as the backdrop for our Hilton Head vacation rentals, including beach house and villa rentals. Explore our full list of Hilton Head villas and complexes to find the one that fits your vacation style.
HHI Oceanfront Condos & Homes
No other lodging gets you closer to the soothing ocean breezes, gentle waves and sandy beaches of Hilton Head Island than oceanfront condo and beach house rentals. Stay just steps away from the shore, where you can enjoy sunbathing, walks on the beach, and maybe even a dolphin sighting or two.
Hilton Head Dog-Friendly Rentals
Make your Hilton Head Island vacation even more memorable by bringing along your best buddy. Many of our vacation rentals welcome furry friends. Dogs are allowed at these Hilton Head Island properties, so the whole family can enjoy their time away from home.
HHI Rental Homes with Private Pools
Enjoy the relaxation and privacy of a serene, sparkling pool just outside your vacation rentals door. Lounge by the pool, then take a dip when it’s time for a break from the South Carolina sun. Perfect for those days when you don’t feel like venturing far from home.
Vacation Rentals Near Harbour Town
This charming area of The Sea Pines Resort puts you just steps from excellent restaurants, boutiques, and art galleries. Surrounding the beautiful yacht basin, Harbour Town vacation rentals also offer easy access to recreational activities such as charter fishing trips, watersports, dolphin watching excursions, and more.Read More
Groups, Weddings & Events on Hilton Head Island
The marinas, coastlines and championship golf courses on Hilton Head Island, South Carolina form a beautiful backdrop for group gatherings of any kind. From memorable destination weddings on the beach to fun-filled family reunions in an amenity-rich home, Wyndham Vacation Rentals has properties that are great fits for small- to medium-sized groups and social events.
Wyndham Vacation Rentals manages Hilton Head homes in the Sea Pines and Forest Beach areas that have up to 6 bedrooms and can sleep as many as 20 people. Several of these luxurious Hilton Head homes for rent can accommodate events with as many as 75 guests. We work hand-in-hand with local planners, caterers and other service vendors to help make planning special occasions easier for our guests. Wyndham Vacation Rentals can help with access to the Island's nationally recognized tennis facilities and championship golf courses. Recreation is always just steps away, as these areas are surrounded by sandy beaches, salt marshes and freshwater lagoons.Read More
What better time to save on a vacation than right now? Grab a great vacation deal with money-saving offers on accommodations. Check the Vacation Deals page for our best lodging deals in South Carolina. Book your stay today, and be on vacation in no time!
Did you know you can always get the best deal available by Booking Direct? Let us show you how we can make your booking experience great! Booking Direct will give you access to our local team of experts, lowest rates, and no additional 3rd party fees. Book direct and save, every time.
There is nothing like a Lowcountry winter — Fly south this winter and live like a local. We offer a variety of rental types to choose from on Hilton Head Island. Take advantage of the cooler weather, uncrowded beaches and holiday events, the Southern way.Read More
Wyndham Vacation Rentals Privileges is your passport to even more fun and excitement on Hilton Head Island. Through our Privileges program, we are pleased to offer our guests benefits at a number of shows, restaurants and attractions. Simply stop by one of the Wyndham Vacation Rentals check-in offices to pick up your Privileges card during your stay, and present it at any of the participating area businesses.Read More
Local Events in Hilton Head
Annual Hilton Head Island Seafood Festival
February 18-24, 2019
This amazing culinary event is a blast for the whole family. Enjoy delicious low country cuisine from many of the islands most loved restaurants and chefs, a Kid zone, a silent auction, crab races and much more!
Hilton Head Island Food & Wine Festival
March 11-17, 2019
Harbour Town, Hilton Head Island
An annual spring tradition, the Hilton Head Island Food & Wine Festival celebrates its 34th anniversary in March 2019. The week-long itinerary includes the festival's signature Public Tasting, one of the largest tastings of its kind on the East Coast, plus wine dinners, seminars, the popular Sip and Stroll, a Grand Tasting and Hilton Head's International Wine Competition.
Saint Patrick's Day Parade
Hilton Head Island: March 17, 2019
Savannah, GA: March 17, 2019
Erin Go Bragh! Celebrate your Irish heritage—or just your love of a good time!—at the Saint Patrick's Day Parade in Hilton Head or Savannah, GA. These family-friendly St. Patrick's Day events are filled with colorful floats, marching bands and activities.
April 15-21, 2019
Harbour Town Golf Links, Hilton Head Island
"Get Your Plaid On" for the RBC Heritage Golf Tournament. The Classic that helped put Hilton Head on the golf map returns to the Pete Dye-designed Harbour Town Golf Links for its 51st season. From the opening ceremonies and parade at Liberty Oak at Harbour Town Yacht Basin to the Sunrise Easter Service and Trophy Presentation on the 18th green, South Carolina's only PGA golf tournament is expected to draw 135,000 spectators. Family-friendly events during Heritage Week include a kids' putting green, a family movie, and Plaid Nation Contests on the Heritage Lawn.Read More
When is the best time to visit Hilton Head Island?
Thanks to the island's southern location, Hilton Head Island is an awesome place to visit year round! Even in what we consider our coldest months, it is still warm enough to be outside for a walk on the beach or a stroll through the many local shops and restaurants. Our most popular months here for guests on the island is summertime. The days are longer, the beaches are packed and the kids are out of school. The locals, however, prefer the falls and spring when the weather is still warm, the beaches are less crowded and there are still fun activities and events to celebrate!
Season 1: Visiting Hilton Head Island in May-August
Longer days mean more time for fun! The prime time to visit Hilton Head Island is summertime! When schools out, many seasonal activities reopen. Whether you are enjoying some fun in the sun at the beach, biking along the 50 miles of bike trails with the family, or watching the fireworks at Shelter Cove every Tuesday and Thursday night, Hilton Head Island is the summer place to be.
Events & Festivals
- Harbourfest (May-August): Enjoy an all summer long celebration in Shelter Cove with fireworks, activities, entertainment and refreshments every Tuesday and Thursday.
- Fourth of July Fireworks at Harbour Town (July 4): Celebrate our independence day at Harbour Town with fireworks, food and entertainment!
Season 2: Visiting Hilton Head Island in September-November (Fall)
Extend your summer by taking a trip to Hilton Head Island this fall. With the weather still warm, fall is the perfect time to experience the island without having to deal with crowded beaches or long lines. Fall is also a primetime to indulge in a true low country oyster roast! Remember Oysters are in season any month that ends in "er."
Events & Festivals
- Motoring Festival & Concours d'Elegance (Savannah: October 26-28; Hilton Head Island: November 2-4): Spanning two states, this dual-venue festival begins in Savannah, GA, and then motors to Hilton Head Island, SC. Events include the Flights & Fancy Gala, Car Club Showcase and the Concours d'Elegance.
- Oyster Festival (November 9-10): Come for the all-you-can-eat oysters and other LowCountry cuisine, and stay for the live music, kids' activities, a Sports Lounge and Artisan Pop-Up Shops. Saturday's events are free for kids 10 and under, and Military Veterans get in free on Saturday with ID.
Season 3: Visiting Hilton Head Island in December-January (Winter)
Plan your next winter escape to Hilton Head Island! Offering the lowest rates of the year, winter is still a great time to escape and save big! Spend this winter taking a long walk on the beach with family, biking along the many bike paths on the island and getting some holiday shopping done at some of the many local shops or the Tanger Outlets nearby!
Events & Festivals
- Harbour Town Lights (November 23-January 1): Enjoy the beautiful views of Harbour Town light up for the holidays! The official tree lighting will take place before the Gregg Russel concert on November 24.
Season 4: Visiting Hilton Head Island in February-April (Spring)
Most of the locals on Hilton Head Island would agree that spring is the best time of the year on the island. With the weather warming up quickly, it's the perfect time to have a watersport adventure or relax on the uncrowded beaches before the busy season. Springtime also brings in one of the biggest events on the island, Heritage! This PGA golf tournament brings in a lot of guests and has the locals celebrating for the week!
Events & Festivals
- RBC Heritage (April 15-21): The RBC Heritage is South Carolina's only PGA golf tournament. The Heritage is held annually at Harbour Town Link Golf course on Hilton Head Island.
Hilton Head Island Climate Guide: Average Temperatures & Precipitation
A Perfect Partnership
We've all heard the saying, "You get what you pay for," but with Wyndham Vacation Rentals, you get more. Much more.
Wyndham Vacation Rentals is the world's largest professionally managed vacation rentals business. As part of the Wyndham Destinations family of brands, more property owners trust Wyndham Vacation Rentals to market, manage, and maintain their rental properties in the U.S. than any other professional vacation rental management company. Our commitment is to help our homeowners maximize their property's income potential and provide an overall relaxing experience for you and future rental guests.
Wyndham Vacation Rentals on Hilton Head Island continually strives to make your homeowner experience one of individual attention and professionalism and to help your property realize its full investment potential. We pride ourselves on having a local team with global support, making us the best of both worlds and the perfect partner to manage your vacation rental. The high standards to which we hold our people and our properties form the basis of our Vacation Rental Bill of Rights® — a list of six key commitments that every traveler can expect when booking a vacation rental stay with us.
Our goal is to drive your revenue further by creating a strategic marketing plan. Through this plan we will enhance your bookings and generate the results you expect by optimizing distribution channels. In other words, our marketing doesn't start and stop here. We proudly and successfully partner with several other distribution channels and maintain your property there as well—putting more money in your pocket.
- CharlestonCVB.com ...and More!
Our success as a property management company begins with the trust our owners place with us. We work hard to help our owners get the most value possible from their rentals. Our fantastic team of detail-driven staff takes personal pride in inspecting, managing, and maintaining each property.
If you've got a property on Hilton Head Island and you're looking for personal service, powerful marketing, and exceptional property management, we welcome the opportunity to speak with you.
Contact our local local Business Development representative, Kimberly Morris, to join our program or for any additional information or questions that you may have. To learn more about Wyndham Vacation Rentals property management program on Hilton Head Island, visit HHIPropertyManagement.com.
- Sea Pines
- Palmetto Dunes
- Forest Beach
- Folly Field
- Singleton Beach
21 Executive Park Road
Hilton Head Island, SC 29928
What are your office hours?
We are open 7 days a week and are in the office Monday–Saturday 9AM – 5PM EST, and Sundays from 10:00 AM–4:00 PM EST.
How do I check-in?
If you have already received your keys or keyless code, please feel free to go straight to your rental property after 4:00 p.m. If you did not receive your check-in packet in the mail; please stop by our Welcome Center on the day of your arrival. Please note that the keyless code for your vacation rental will not be activated until 4:00 p.m.
When / how will I receive my welcome packet?
After we receive your full payment and a signed contract you will be mailed a welcome packet which includes your keys or keyless code, parking passes, and welcome information one to two weeks prior to arrival. If your reservation is closer to time and you will not receive the packet in time, we will hold it for you at our local office for you to pick up at arrival.
Where do we check-in?
Our office is located on the South end of the island at 21 Executive Park Rd. Should you arrive after hours (office hours vary by season) your check-in packet will be stored in a convenient lock box at our Welcome Center ― located just to the right of our front door. Please review your final confirmation letter for the lock box access code.
Can I get an early check-in and late check-out?
Unfortunately, we do not allow early check-ins or late check-outs as we want to make sure that the rental property is prepared for the next arrival.
What amenities are provided for us at our vacation rental?
For your convenience, we will provide you with a “starter supply” to help jump start your vacation. Each property will be supplied with the following:
KITCHEN - Dishwashing Liquid • Dishwasher Detergent • One Roll of Paper Towels • Two Dish Towels •Two Dish Cloths • One Trash Bag
BEDROOM - All beds will be dressed with fresh linens. For properties with sleeper sofas, the sofa bed linens will be bagged and located on the sofa bed or nearby closet. Extra linens are available by request for an additional charge.
BATHROOM - Bath Soap • Shampoo • Conditioner • Body Lotion • Tissues • Toilet Tissue • Two Bath Towels* • One Hand Towel* • One Wash Cloth
*Bathroom linen - per person per maximum occupancy
Are beach towels and chairs included?
No, we suggest bringing to your own or renting locally. For a list of local business & special savings, please check out our Privileges Program which offers guests over 100 discounts across the island!
What kind of parking will be available at my vacation rental?
Depending on the rental, many properties have on-site parking. Whether it be a private driveway or a complex parking lot, you should have enough room for your party. As a reminder, none of these gated communities, complexes and homes permit boats, boat trailers, motorhomes, commercial vehicles, recreational vehicles, motorcycles, motored scooters, buses, mini-buses pull behinds and rooftop cargo or storage racks (i.e. Kayaks, Canoes, Bikes, etc.)
Do you need car passes to enter the gated communities?
Numerous complexes and gated communities on Hilton Head Island such as Sea Pines, Palmetto Dunes, and Shipyard require you to display a car pass at all times. The requested number of gate passes will be included in your check-in packet and will be only valid for the community in which you are staying. Please note that the number of car passes are limited based on property size. You can purchase a daily pass into Sea Pines for a small fee.
Do all your properties have free pool heat?
Some private homes offer pools that are able to be heated during Fall and Spring for an additional fee. Please call your local Vacation Specialist for the details regarding your specific vacation rental. Pool heat must be set up at least 14 days in advance.
Do all properties have a laundry room?
All properties have laundry access whether it is private or communal.
Do all of your vacation rentals have a private or complex grill?
Many rental properties do have grills but please feel free to contact your local Vacation Specialist to confirm the details regarding your unit.
Do you offer dog-friendly vacation rentals?
We do have a handful of dog-friendly accommodations year-round. Before bringing your dog, please check with a Vacation Specialist in advance regarding availability and/or restrictions and fees that apply. Please visit the Town of Hilton Head's website for details and hours of when dogs are permitted on the beach.
What are the special rules on Hilton Head Island during turtle hatching season?
For those staying in oceanfront homes and villas between the months of May to October — please turn off all outdoor lighting and shut all blinds. This will ensure that nesting sea turtles will not be disturbed.
What types of wildlife will I find on Hilton Head Island?
Hilton Head Island is a naturally beautiful environment along with an abundance of wildlife, including birds, deer, turtles, dolphins and alligators. Children and adults should use extreme caution around the edges of any waterways, as alligators may be hiding. In addition, there are many small critters such as snakes, palmetto bugs, cockroaches, and spiders. Please do not be alarmed if these “critters” occasionally wind up inside as they are attracted to damp, cool areas. Please do not feed alligators or any other wildlife that you may encounter.
Where can I rent bikes and baby equipment?
We highly recommend LowSea Bike, Beach, & Baby Rental! They always do a wonderful job at taking reservations in advance and will deliver bikes prior to your arrival.
Are there bike racks?
Yes, almost every property and business on the island provides bike racks nearby.
Where do you recommend to Golf on Hilton Head Island?
If you're having trouble choosing which green to play while on vacation at Hilton Head Island, it's no wonder why. With a variety of courses including 30 signature championship courses designed by the top names in golf, Hilton Head Island is nothing short of a golfer's paradise. Check out some of our local golf discounts on our Privileges Program!
Does Hilton Head Island have specific beach rules that we need to be aware of?
To check out rules and regulations on fishing, first aid, and prohibited items on Hilton Head’s beaches, please check out http://www.hiltonheadisland.com/beaches/beach-information/.
Can you recommend a good seafood restaurant?
With so many wonderful local seafood restaurants around, it's hard for our team to recommend just one. Take a look at our Privileges Program to view some of our top picks with great discounts!
What airports are close by?
Hilton Head Airport – 9 minutes away
Savannah/Hilton Head International – 57 minutes away
Charleston Airport – 2 hours away
Are there rental car companies on the island?
Yes, there are car rentals here on the island and multiple car rental locations at all three airports listed above.
Do you offer travel insurance?
Wyndham Vacation Rentals offers Travel Protection Insurance, which can help during unforeseen circumstances that may interrupt your travel plans. It is strongly recommended and can protect your reservation, in case you have to cancel within the contract parameters or if there is a mandatory hurricane evacuation; see your rental contract for more details. Please refer to the RedSky Travel Insurance website for additional information.
What is your cancellation policy?
Cancellation of reservation less than 60 days prior to arrival for homes and 30 days prior to arrival for villas will result in the loss of all funds. Trip Insurance is highly recommended and may be purchased through WVR HHI. Any changes to an existing reservation must occur 60 days prior to arrival for homes and 30 days prior to arrival for villas. Cancellations greater than 60 days prior to arrival for homes or 30 days prior to arrival for villas will result in a cancellation fee of 8.5% of the rental rate plus reservation fee. Extended stays (greater than 27 nights) have a 90 day policy.Read More
Families have been making memories at The Sea Pines Resort for more than 50 years. Spread across 5,000 acres on the southern third of Hilton Head Island, the Sea Pines community offers something for everyone. You’ll enjoy everything from beautiful beaches to championship golf courses to boating excursions, and more. Play your way through three premier golf courses, each of which is designated as a Certified Audubon Cooperative Sanctuary. Golf enthusiasts may want to plan their Sea Pines trip to coincide with the RBC Heritage Tournament, held the week after the Masters. More than 100,000 spectators gather each year to watch golf’s best and brightest. If you happen to visit in March, be sure to add the Hilton Head Island Wine & Food Festival to your itinerary. This weeklong celebration is held at the picturesque Harbour Town Yacht Basin and features authentic Lowcountry cuisine, exceptional wine, celebrity chefs, wine education sessions, and more. Whether you visit for the festival or not, Harbour Town is a must-see during your time on Hilton Head Island. From fine dining, to excellent shopping and art galleries, to boating activities including charter fishing trips, dinner cruises, and dolphin watching excursions, this charming area offers an array of ways to while away the day. Head down to the southernmost tip of Hilton Head Island to experience the captivating South Beach Marina, a New England-style marina village. You’ll find a variety of dining, shopping, and recreational activities, as well as the legendary Salty Dog Cafe, which has been serving up tasty fare and beverages, stunning views, and lively entertainment since 1987. Our Sea Pines Resort vacation rentals boast breathtaking views and easy beach access; many also offer pools. Plan your Hilton Head Island vacation today and experience the unique laid back luxury of The Sea Pines Resort. Live Chat We'll Call You Book Online Nowmore info
Lined with stretches of sandy beaches and meandering lagoons, Palmetto Dunes is situated in the center of Hilton Head Island, South Carolina—and at the center of family and beach vacation fun with more than three miles of pristine oceanfront beach within the resort area. If sports and recreation are your thing, Palmetto Dunes rentals afford guests the opportunity to tee off on three world-class golf courses or test their skills with a few sets at a nationally-ranked tennis center. Outdoors enthusiasts and nature lovers are encouraged to rent a kayak or canoe and explore the 11-mile lagoon system with an abundance of wildlife. Anglers are also in luck at Palmetto Dunes as the lagoon offers plenty of great fishing spots, and a courtesy shuttle service will take you to Shelter Cove Marina, where a plethora of boating opportunities become available. And don’t miss the colorful fireworks at the marina during Harbourfest. ResortQuest by Wyndham Vacation Rentals offers numerous Palmetto Dunes house rentals that can accommodate your trip to the South Carolina beaches, whether it’s a couples retreat or family vacation. Live Chat We'll Call You Book Online Nowmore info
With its lovely villa accommodations, three golf courses—including a 27-hole golf club—and a tennis club, the 800-acre gated resort community of centrally located Shipyard is proof that good things do come in small packages on Hilton Head Island. Numerous freshwater lagoons lined with trees draped in Spanish moss are home to countless varieties of birds and other wildlife, and offer plenty of options for recreation enthusiasts to enjoy nature via biking or walking along its pathways and trails. Bike rentals are available by request, and biking on the hard-packed sand of Hilton Head Island’s 12-miles of shoreline is also popular. And don’t forget about sunbathing or swimming at the beach, as the pristine sands along the Atlantic Ocean are within close proximity of most accommodations. Plus, shopping, dining and other recreational activities are only a short bike ride or drive from our Shipyard Plantation, Hilton Head rentals. ResortQuest by Wyndham Vacation Rentals and our partners offer plenty of choices of Shipyard vacation rentals, so let us help you plan the perfect getaway today. Live Chat We'll Call You Book Online Nowmore info
Surrounded by the Atlantic Ocean and inlet waters, the Singleton Beach area offers Hilton Head Island's newest selection of exquisite oceanfront and oceanview homes along the beach. Perfect for sunbathing, strolls on the beach, relaxing poolside or enjoying the scenic views and cool ocean breezes reminiscent of the South Carolina Low country, the Singleton Beach, Hilton Head rentals are a beach lover’s dream. Also, its central, mid-island location gives visitors convenient access to nearby shopping, dining, golfing and other island activities. Active types will love biking along numerous well-maintained bike paths or on the beach, while nature lovers can explore the area’s natural salt marshes and fill up the camera with images of the semi-tropical wildlife, signature of South Carolina’s coast. Offering several beach homes, condos & villas for rent, ResortQuest by Wyndham Vacation Rentals and our partners can help you find the perfect Singleton Beach rental to fit groups of any size and all ages. Live Chat We'll Call You Book Online Nowmore info
The Forest Beach area is a great vacation destination for families, with abundant shopping, dining, and kids activities all within walking or biking distance. Soak up the sun and enjoy the sea breezes while sinking your toes into the sand on the pristine beach, try your hand at a match of beach volleyball or choose to relax poolside and work on your tan at one of our Forest Beach rentals on Hilton Head Island. And, the picturesque views are just too good not to get out and experience, so rent a bike or go jogging on the area’s bike trails or on the beach to explore the maritime nature views and wildlife. ResortQuest by Wyndham Vacation Rentals offers assorted accommodations for beach vacation rentals in the Forest Beach area, including private homes and villas/condominiums ranging from classic beach styling to state-of-the-art masterpieces. So whether you’ll be staying in and enjoying the charm and amenities of the accommodation or getting out and exploring the area’s attractions, ResortQuest has the vacation rental to fit your needs. Live Chat We'll Call You Book Online Nowmore info
Located mid-island, the Folly Field Beach area on Hilton Head Island is laid back and easygoing. There are many available private Folly Field beach park rentals in South Carolina. Many offer fantastic ocean views, and access to the scenic beach can be gained for everyone within a short walk, bike ride or drive. The quiet area is picturesque with abundant natural foliage and wildlife complementing the pristine beaches of Hilton Head Island, making it perfect for a relaxing retreat. After a day at the beach, families with children can enjoy nearby Adventure Cove for miniature golf or other games and Folly field attractions. Championship golf and tennis are also within minutes, and a short drive in either direction will lead to eclectic wide selection of restaurants and shopping. ResortQuest by Wyndham Vacation Rentals offers a variety of Folly Field beach rentals on Hilton Head Island. Rentals range from upscale condos and villas to old-fashioned beach cottages with plenty of charm. Book a Folly Field beach vacation rental today to enjoy a relaxing getaway fitting for families, couples and large groups alike.more info