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Hilton Head Vacation Rental Search

Browse All Properties by: Area | Bedrooms | Oceanfront | Pet-Friendly
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1036 rentals found
Family-Friendly Townhome with Lagoon Vie...

Summary:Island Club 108The Space:Located near a lagoon in the Island Club on Hilton Head, this family-friendly suite offers access to a shared pool and hot tub to help you relax. After spending hours roaming the beach and surrounding area, you can...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Sunset Rentals | Ocean Breeze 7 | Dog Fr...

7 Ocean Breeze will quickly become your new favorite Hilton Head vacation home. This end-unit is positioned at the front of the community, making it both private and an painless walk to the beach!As you enter the property, you’re greeted with an...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Exceptional 2 BR Vacation Villa with Com...

Summary:Calibogue Club 2604The Space:Escape to sunlit serenity at Calibogue Club 2604, a delightfully appointed 2-bedroom, 2-bath villa located in the calming Sea Pines community on Hilton Head Island. This inviting getaway features thoughtful...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Island getaway by the ocean with balcony...

Summary:Windsor Court North 4504The Space:Warm sunshine and crashing waves await you at this home away from home. The expansive view from the balcony is beautiful, so appreciate your morning coffee and evening wine in the blissful ocean air! Take a...

  • Hilton Head
  • 1 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Close to Beach, Pool, Elevator, Game Roo...

9 Sandy Beach Trail, Hilton Head Island. Welcome to your bespoke-constructed vacation home! This impressive property features an open-concept layout with the kitchen, living, and dining areas facing the pool, creating a seamless indoor-outdoor...

  • Hilton Head
  • 6 Bedrooms
  • 8 Bathrooms
  • Sleeps 21
Snowbird Friendly villa with Golf View, ...

Summary:Racquet Club Villas 2361The Space:Welcome to Racquet Club Villas 2361, a second-floor, condo tucked away in the Harbour Town Area of Sea Pines. This cavernous vacation rental offers golf course vistas and recent updates, creating a bright...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2
Oceanfront Villa, Heated Beachside Pool!

Welcome to Your Totally Remodeled Oceanfront Oasis! Everything new in 2025!!!This delightfully refreshed villa offers the ideal blend of modern luxury and coastal appeal. Recently completely refreshed, it features new floors, modernized bathrooms...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
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 charmingly re-imagined three-bedroom, two-bath home feels like a breath of fresh coastal air, where...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
3rd row home located in the heart of Sea...

HILTON HEAD ISLAND. This cavernous 3rd row home is located in the heart of Sea Pines, and is close to South Beach Marina and many island activities. The warm living room features a sectional couch, TV and decorative fireplace and a bathroom off the...

  • Hilton Head
  • 4 Bedrooms
  • 5 Bathrooms
  • Sleeps 8
Panoramic Oceanfront Views Abound! Two B...

As soon as you enter this 5th floor Hilton Head oceanfront villa you'll be greeted by sweeping expansive vistas of the Atlantic Ocean. The entire villa has been refreshed with new wood floor. The Kitchen is to the left as you enter and comes...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 5
2-bedroom condo in Shipyard Plantation, ...

Stay comfortably in Hilton Head Island at this 2-bedroom condo. The space features two bedrooms: a king bed in one room and twin beds in the second bedroom. This unit is on the 2nd floor with vaulted ceilings. The unit offers a good size living room...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Renovated Townhouse Golf View Deck, Pool...

Summary:Water Oak 27The Space:Welcome to Water Oak 27 - your ideal hideaway on Hilton Head Island, SC! This appealing condo is located within the gated community of Palmetto Dunes Oceanfront Resort, offering both privacy and convenience. This...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Lovely Two Bedroom Villamare Condominium...

Escape to a hideaway in this elegantly appointed two bedroom condominium in the beautiful Villamare community within Palmetto Dunes Oceanfront Resort. This inviting condo offers everything you need for a comfortable and memorable stay.The roomy...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Oceanfront luxury, ocean and pool views,...

Directly overlooking the Atlantic in Palmetto Dunes, 3104 Windsor Court offers a refined coastal experience. The interior reflects a modern, clean aesthetic designed to highlight the ocean vistas from every primary living space.The floor plan is...

  • Hilton Head
  • 1 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Charming 2-Bedroom Vacation Rental Overl...

Escape to your ideal hideaway in this gorgeously appointed 2-bedroom Hilton Head vacation rental. Located in a serene setting, this getaway features a private deck that overlooks a lagoon, complete with a calming fountain that enhances the relaxing...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 5
Large Home with Spectacular Panoramic Vi...

You're going to appreciate this huge home with spectacular expansive vistas of Robert Trent Jones Golf Course and the 11 Mile Lagoon! From when you first pull up to the home you'll notice it's very private with a modest fenced-in garden in the...

  • Hilton Head
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Spacious, Renovated House with Private S...

Summary:Ocean EscapeThe Space:*Please read our important pool heat information to help you have the best vacation possible!*This property has a pool and spa that can be heated between Labor Day and Memorial Day for an additional fee of...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
3rd Floor/Heated Pools - Monthly Rates U...

Welcome to SLICE OF TUSCANY -- your own little hideaway in Hilton Head Island! This elegantly remodeled 2 bed & 2 bath Italian-style villa blends old world appeal with modern luxury. Entirely furnished and thoughtfully appointed, this getaway offers...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6