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Hilton Head, SC Vacation Rentals

1042 rentals found
Beachfront escape with pools, hot tub, a...

Summary:Island Club 5404The Space:Take a break at the beach at this oceanfront condo in the peaceful, 27-acre Island Club of Hilton Head! Outside, savor the fresh ocean air and plenty of sunshine from your furnished patio, while inside, you'll find...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
3rd-floor snowbird-friendly condo with p...

Summary:HH Beach & Tennis 310AThe Space:Appreciate ample sunshine, sand, and surf for your upcoming hideaway to Hilton Head Island! This third-floor condo is part of the Hilton Head Island Beach & Tennis Resort, featuring a prime location near the...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 6
Spacious family-friendly home with priva...

Summary:High Water 9The Space:Set within the esteemed Palmetto Dunes community, High Water 9 is an broad single-level luxury home designed for comfort, space, and effortless coastal living. Featuring seven elegantly furnished bedrooms, this private...

  • Hilton Head
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 22
Tuscan-Style Waterfront Retreat!

Welcome to your Mediterranean dream home! A striking Tuscan-style getaway ideally located along the relaxing 11-mile lagoon. This elegant residence features four cavernous bedrooms, a additional bunk room, and a completely air-conditioned private...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Stunning Newly Renovated Condo with Ocea...

Summary:Oceanside Villas II 288The Space:Appreciate a calming stay at this freshly modernized, well-maintained ocean view condo in Sea Side Villas. Recent updates include new floor, countertops, backsplash, refreshed bathroom, and refreshed interior...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 5
Third Row Private Home with Large Privat...

Handsomely appointed, this appealing 3-bedroom Hilton Head Island home is in an elegant third-row location, just a short walk (about 3 mins.) to the beach! The home is also only a leisurely walk or bicycle ride away from all that Palmetto Dunes has...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Charming Hilton Head Island Vacation Ret...

Welcome to your ideal hideaway! This elegantly appointed ground-level, 1-bedroom, 1.5-bath Hilton Head Island vacation rental offers a serene escape with modern amenities, convenient accessibility, and inviting outdoor spaces.Step into a bright and...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2
Stunning oceanfront villa with WiFi, poo...

Summary:Windsor Court South 3108The Space:3108 Windsor is a gorgeous 3 bedroom, 3 bath oceanfront villa located in Palmetto Dunes Plantation. As you enter the front door, you’re greeted by sweeping vistas of the Atlantic, as well as the pristine...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 7
Fantastic Fazio Villa with Golf Course V...

Come savor this sizable golf course villa with room for the family to spread out! Walking through the villa, you'll soon understand that comfort was made high priority while still maintaining a modern concept. The living room and all bedrooms come...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Short walk or bike ride to the beach and...

This comfortable two-bedroom, three-bath Water Oak villa comfortably sleeps up to six guests, making it ideal for families visiting Hilton Head.The first-floor primary suite features a king bed, HDTV, and a private bathroom with a walk-in tiled...

  • Hilton Head
  • 2 Bedrooms
  • 3 Bathrooms
  • Sleeps 5
Beach Blossom - Pet Friendly Private Hom...

Welcome to BEACH BLOSSOM—your sun-soaked sanctuary just moments from the shining shores of Hilton Head. Tucked away off Folly Field Road, this elegantly re-imagined three-bedroom, two-bath home feels like a breath of fresh coastal air, where...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Stunning Condo in Plantation Club with V...

Vista Verde - Vacation Units by Five Star Properties“Vista Verde”….Green sprawling vistas abound as soon as you take your first step into this 2-bedroom 2-bath upgraded Hilton Head condo rental at Plantation Club villa. All this, just a short...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Beachside Townhome | Parking. Pool + Ful...

The Village at Palmetto Dunes offers a casual Hilton Head stay just steps from the beach, with painless access to golf, tennis, pickleball, and breathtaking bicycle paths. Located within Palmetto Dunes Resort, this property places you close to...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Spacious family home with WiFi, private ...

Summary:Summer HouseThe Space:With a fireplace, a pool, cavernous common areas, and plenty of beds to lay your head down at nighttime, this bright home is the ideal place for your next hideaway. If you’re looking for a family-friendly hideaway...

  • Hilton Head
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 18
1st floor condo near the beach with pool...

Summary:HH Beach & Tennis 101ARThe Space:**Need to Know Notes**Admiral's Row Sprinkler ProjectAnticipated Start date: 1/15/2026Potential Construction Traffic and NoiseThere will be additional dumpsters and debris on property at this time.Timeline...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 6
3 bedroom/3 bathroom 2nd floor Shipyard ...

HILTON HEAD ISLAND. Golfmaster is conveniently located in Shipyard Plantation. Overlooking the golf course these villas have a pool on-site.25 steps lead you to the entrance of this attractively decorated villa. The modern kitchen comes entirely...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Large Private Home with Private Pool and...

You're going to be happy you chose this huge home with plenty of room for your family to spread out! The kitchen is very nice with dark wood cabinets, stainless steel appliances, granite countertops and bar seating for five. Adjacent to the...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Beautiful 2 BR Villa - Hilton Head Marri...

Description ????Welcome to your Stunning Two-Bedroom Garden View Villa at Marriott’s Monarch in sunny Hilton Head Island, South Carolina! This inviting getaway blends serene natural surroundings with thoughtful luxury, ideal for families, couples...

  • Hilton Head
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 8