Hilton Head Island in charming South Carolina is a well-loved warm weather destination; however, this resort town comes alive in the wintertime. The winter brings twinkling lights, giant Christmas trees, sweater weather, and far fewer crowds than the summer months. Not to mention, winter visitors can still indulge in the activities that make Hilton Head Island so popular, such as playing golf courses, paddle boarding, and wandering through boutique shops and restaurants. So, if you’re looking for a Hilton Head vacation rental to celebrate this year’s holiday season, you’ve come to the right place. Learn more about holiday rentals Hilton Head Island below, as well as some festive seasonal activities to complement your stay.

Hilton Head Vacation Rentals

Finding last-minute Hilton Head condo rentals doesn’t have to be stressful. Timeshares Only’s rental marketplace features impressive deals on spectacular holiday rentals Hilton Head Island that are available this December. These Hilton Head rentals are available for booking this month and are perfect for a family vacation or getaway for two. What’s more, these rentals are timeshares, meaning you receive all the luxury of a vacation resort without the commitment of ownership. So, check out these two last-minute villa rentals below and secure your Hilton Head Island home for the holidays.

Bluewater Resort and Marina

This first vacation home rental is located on the Intracoastal Waterway and provides the ultimate Hilton Head Island vacation experience, even in the wintertime. Though you likely won’t partake in the outdoor pool and lazy river, there are plenty of other popular amenities to enjoy. Indulge in the heated indoor pool, hot tubs, sauna, and private dock, where you can fish, launch kayaks, and tie up your boat.

What’s more, guests of Bluewater receive golf privileges at Golden Bear Course and The Country Club of Hilton Head. So, enjoy the brisk weather on the green, or stay back for a game of basketball, pickle ball, volleyball, and more on-site. Moreover, Bluewater Resort and Marina is just thirteen minutes from the bustling streets of Shelter Cove Towne Center, filled with shops, restaurants, and festive decor.

Amenities

  • Wi-Fi
  • BBQ Grills
  • Indoor/Outdoor Pools & Hot Tubs
  • Sauna
  • Kid’s Splash Pad
  • Fitness Center
  • Outdoor Ping Pong/Chess
  • Multi-Purpose Sport Court
  • Golf Privileges
  • Mini Putt Course
  • Shuffleboard & Bocce Ball
  • Pavilion
  • Kayak & Boat Tie-Up from Bluewater Dock

Accommodations

  • One-Bedroom: features one bath, fully equipped kitchens, spacious living and dining areas, balcony, and washer/dryer. Accommodates four.
  • Two-Bedroom: features two baths, fully equipped kitchens, spacious living and dining areas, balcony, and washer/dryer. Accommodates six.
  • Three-Bedroom: features three baths, fully equipped kitchens, spacious living and dining areas, balcony, and washer/dryer. Accommodates eight.

Waterside by Spinnaker

Just two blocks from the glittering Atlantic Ocean is Waterside by Spinnaker, another top choice among holiday rentals Hilton Head Island by Spinnaker. This beach vacation resort is home to one of the largest aquatic facilities on the island, which includes a heated private pool and a hot tub. This way, you can indulge in a warm soak even in chilly weather. And with such easy access to the beach, you can take cozy strolls down the cool sand for sunrises and sunsets.

This resort is also close to top golf courses, tennis courts, beach restaurants, and shops with that token southern charm. So, when you’re not enjoying the playful amenities on-site, you’re never too far from a delicious steaming plate or cheerful wintertime events. When you visit Hilton Head, staying with Spinnaker Resorts is never a bad idea.

Amenities

  • Wi-Fi
  • Two Outdoor Pools (one heated) & Hot Tub
  • Children’s Pool
  • BBQ Grills
  • Outdoor Ping Pong/Chess
  • Game Room
  • Business Center
  • Fitness Center
  • Spinnaker Activities

Accommodations

  • One-Bedroom: features one bath, spacious living and dining area, fully equipped kitchen, breakfast bar, washer/dryer, and balcony. Accommodates four.
  • Two-Bedroom: features two baths, spacious living and dining area, fully equipped kitchen, breakfast bar, washer/dryer, and balcony. Accommodates six.
  • Three-Bedroom: features three baths, spacious living and dining area, fully equipped kitchen, breakfast bar, washer/dryer, and balcony. Accommodates eight.

Festive Events Nearby Holiday Rentals Hilton Head Island

With December weather fluctuating from 47 degrees Fahrenheit to 62 degrees Fahrenheit, Hilton Head Island is the perfect place to spend the holiday season. Come December, cozy nearby towns are illuminated with holiday lights and cheerful evergreen decor, which complements the warm small-town feel of Hilton Head. Not to mention, Hilton Head has some of the best seafood restaurants on the East Coast, as well as stunning seaside golf courses. Check out these seasonal events to brighten your stay at holiday rentals Hilton Head Island.

Historic Mitchelville Freedom Park

Mitchelville Freedom ParkMitchelville Freedom Park

Once home to America’s first self-governed community of escaped enslaved people, this park boasts a rich history that visitors won’t want to miss during their holiday trip. Outside of its interesting historical origins, this park hosts many annual events, including a drive-through holiday lights show in December. For this event, the lush South Carolina landscape is lit with colorful lights, holiday blow-ups, and other festive decorations. So, pack the family in the car and take a nighttime cruise through the park to admire the sights.

Shelter Cove Towne Centre

Shelter Cove Towne Centre near holiday rentals hilton head islandShelter Cove Towne Centre near holiday rentals hilton head island

This sprawling waterfront village covers more than 290,000 square feet along Broad Creek. All year long, visitors meander the town, engaging in some retail therapy and fresh eats. So, if you’re looking to do some Christmas shopping while staying at holiday rentals Hilton Head Island, this is a great place to start. What’s more, in December, Shelter Cove boasts holiday display lights, including a massive Christmas tree in Community Park and frequent visits from Santa Claus himself. With live music, good eats, and cheerful holiday spirit, you’ll definitely want to incorporate an evening at Shelter Cove into your next getaway to Hilton Head.

A Christmas Carol by Hilton Head Prep Main Street Theatre

main street theatermain street theater

If you’re a fan of the theater, then there’s one more Christmas event you won’t want to miss. From December 12, 2024, to the 22nd, the Hilton Head Prep Main Street Theater will perform A Christmas Carol. This brand-new rendition of the classic Ebenezer Scrooge Christmas story is a great way to get into the holiday spirit during your trip to Hilton Head. Shows run from 7 p.m. to 9 p.m., making it a great way to end (or begin) a festive night out.

Explore Beyond Holiday Rentals Hilton Head Island

Whether you’re curious about timeshare ownership and want to give it a try or you’re simply looking for a great deal on a vacation at a top-tier resort, timeshare rentals give you the luxury you desire at a price you can afford. From island getaway rentals to beach properties, to private homes in the mountains and bustling cities, timeshare rentals take you to top destinations around the world for less.

When timeshare owners can’t use their pre-purchased week at their resort, they often list their vacation for rent on markets like Timeshares Only’s. So, you’re getting a discounted rate for a vacation at a fantastic resort property. Think spacious condos with an ocean view or villas just steps from your favorite theme parks. No matter the date or location, there’s a rental for you. Learn how to rent a timeshare, or browse our rentals marketplace below. Call us 1-800-610-2734 for any questions or concerns.

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Say Goodbye to Cramped Hotel Rooms!

Purchase Holiday Rentals Hilton Head Island with Timeshares Only

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If you want to skip holiday rentals Hilton Head Island and are considering ownership instead, Timeshares Only is here to help. Our timeshare resale market has listings for a fraction of the price of retail. You’ll find listings Hilton Head listings like Marriott Grande Ocean and Spinnaker Resorts for thousands less. This means more money in your pocket and more vacations in your future. What’s not to love?

When you buy off the resale market, you secure some of the best rates in the industry at highly sought-after properties worldwide. From Hilton to Marriott, to Disney Vacation Club and Hyatt, there’s a vacation ownership for you. Start by browsing our resale market. Once you find a listing you love, make an offer. One of our timeshare professionals will contact you soon, then you can start experiencing the best vacations for less.


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