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Hilton Head, SC Vacation Rentals

1042 rentals found
Family-Friendly Oasis. Beautifully Lands...

Welcome to Hilton Head Beach Villa 27!! Oceanview Villa with Pool Access and Family-Friendly Conveniences!Exciting News: Our Spectacular New Swimming Pool is Now Open!This villa offers a prime oceanview location and direct access to a impressive...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Quaint One Bedroom Condominium Steps fro...

You'll savor this cozy one bedroom condominium located in Barrington Court within Palmetto Dunes Oceanfront Resort! Updates have newly been made to include all new stainless steel appliances, living room furnishings and linens in the primary...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2
Waterfront condo with walkable locale, c...

Summary:Harbourside 7106The Space:Located along Shelter Cove Harbour, this second-floor condo offers the ideal blend of coastal fun right outside your doorstep. Walk mere steps to reach local eateries, or take a leisurely walk to board a fishing...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Lovely Condo with Shared Pool & Tennis D...

Summary:Greens 203The Space:Immerse yourself in the lush woodland setting of Greens 203, a handsomely located condo in Shipyard Plantation on Hilton Head Island. A few steps to get inside and you'll find a great room with vaulted ceilings, a roomy...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
Multi-Level Townhouse with Pool, Hot Tub...

Summary:Island Club 145The Space:Set in the opulent gated Island Club complex, this 2BR/2.5BA townhouse is a 200-yard walk to private beach access. Highlights of this welcoming two-story getaway include an all-suite floor plan and two private...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Private Beach Access Villa with Shared P...

Summary:Breakers 306The Space:If you’re dreaming of a sunny hideaway on Hilton Head Island, Breakers 306 is the ideal place to call home. Ideally located just steps from the beach, this centrally located condo makes it painless to slip into island...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
Dog Friendly ~ Walk to the beach ~ Scree...

Attractively decorated 3 bedroom, 3 bath villa with master and 2nd bedroom on the main floor (each with their own bathroom!). New appliances installed July 2026! 3rd bedroom has its own separate bathroom upstairs. Sleeps 6 adults comfortably. ...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Large Three Bedroom Villa Steps from the...

Come appreciate this delightful three bedroom three bathroom villa located very close to the pool in Fazio Villas within Palmetto Dunes Oceanfront Resort! Fazio Villas is centrally located, making it very painless to get to the beach, George Fazio...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Gorgeous Condo in Shipyard - Monthly Rat...

Welcome to your dreamy Shipyard escape — a handsomely designed 3-bedroom, 3-bath island getaway tucked away in the heart of Hilton Head! Perfectly positioned between middle & south island, this roomy coastal hideaway was thoughtfully curated with...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Lagoon & Fountain Views: Villa in Palmet...

Escape to the beauty of Hilton Head Island in this appealing 2-bed, 2-bath Palmetto Dunes’ Villamare Villa unit. This vacation rental offers access to 3 pools and hot tubs, including a serene adult-only pool area, pickleball courts, tennis courts...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Shipyard Villa | Pool, Free Parking, Bik...

Southwind II at Shipyard puts you in the kind of Hilton Head setting people hope to find, where golf and nature vistas replace busy roads. Shipyard Beach is about 0.8 miles away, and Coligny Beach Park is roughly 2.5 miles out for dining, shopping...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Panoramic views of the inter-coastal wat...

You're going to be thrilled with this modern yet comfortable condominium with expansive vistas of the inter-coastal waterway Broad Creek! Located in Captain's Quarters, you'll be a calming walk away from multiple different eateries and various...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Centrally located in Hickory Cove with s...

Welcome to your ideal Hilton Head hideaway in the esteemed Palmetto Dunes Resort! Located in the serene Hickory Cove section, this 2-bedroom, 3-bath villa offers gorgeous vistas of the calming 11-mile lagoon and the ideal setting for a memorable...

  • Hilton Head
  • 2 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Oceanfront getaway with lagoon views, sh...

Summary:Windsor Place 402The Space:Be sure to bring your bathing suit so you can swim in the oceanfront pool, relax in the hot tub, and tan on the enormous deck at this resort complex. The pool area features a mushroom fountain and zero-entry pool...

  • Hilton Head
  • 1 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Gated community home with vaulted ceilin...

Summary:Queens Grant 717The Space:Ideal for a modest family hideaway or charming escape for two, Queens Grant 717 is a beautiful home offering an open layout, a comfortable living and dining area with vaulted ceilings, and a full, well-equipped...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Gated resort condo with beach access, po...

Summary:Hilton Head Resort 3412The Space:NOTICE:Indulge in oceanside resort living at this Hilton Head Island condo! Complete with direct boardwalk access to the beach, this coastal getaway features secure, gated entry with 24-hour-patrol security...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Cozy condo with tennis, pool, beach acce...

Summary:Forest Beach Villas 107The Space:Make memories that will last a lifetime at this first-floor condo in South Forest Beach that was freshly remodeled in January 2023. Sink into relaxation on the private balcony with a relaxing view of the...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
ShoreWinds - 4th Floor Poolside in Colig...

Welcome to SHOREWINDS — your ideal island getaway in the heart of Hilton Head’s vibrant Coligny Beach area! Located inside the highly sought-after North Shore Place community, this delightfully designed villa places you just steps away from the...

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