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Hilton Head Vacation Rental Search

Browse All Properties by: Area | Bedrooms | Oceanfront | Pet-Friendly
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1045 rentals found
Beachfront condo w pool, tennis and pick...

Summary:HH Beach & Tennis 322ARThe 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
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Fifth Floor Villamare unit with lots of ...

Welcome to this attractively refreshed fifth-floor, two-bedroom Villamare condo with ocean vistas, located within the acclaimed Palmetto Dunes Oceanfront Resort. Recently refreshed throughout 2026, this inviting getaway features new living room and...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Pristine Condo with shared pools, hot tu...

Summary:Crown Reef 104The Space:Welcome to your ideal hideaway in Hilton Head, SC, located within the serene Port Royal Plantation. This appealing condo is just a short walk from the pristine Islanders Beach Park, making it an ideal getaway for...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Bright & Beachy Dog Friendly Villa with ...

Summary:Tennismaster 1102The Space:Recently refreshed from top-to-bottom, this enchanting, two-story townhouse features all-new floor, lighting, cabinets, countertops, appliances, and furnishings to ensure the ultimate comfort for your next hideaway...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Sunset Rentals | Kingston Dunes 58 | Dog...

The ideal Hilton Head vacation starts with finding the ideal Hilton Head vacation rental! Consider it done when you book this 4 bedroom, 4 bath bright and sunny home, located in Hilton Head Island’s Shipyard less than a mile from the beach.To the...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Luxurious 5th floor One of a Kind Oceanf...

This one of a kind 5th floor penthouse is luxury at its best! It features 3 bedrooms/3 bathroom and spectacular top floor direct oceanfront vistas. The owners have designed and furnished this unit as a home away from home. The expanded kitchen...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Coligny Beach- spacious 3 bed condo supe...

3 BDR, 3.5BA, 1500 sf, Coligny Plaza is literally across the street - a block and a half to the Atlantic Ocean, private pool in the courtyard.Since you are looking for a break from the everyday grind, we have the spot. You can park your car and...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Beautiful Condo with pools,  hot tub, sa...

Summary:Spa on Port Royal Sound 1225The Space:Welcome to your ideal hideaway on Hilton Head, SC! This appealing condo, located in the building closest to the shores of Port Royal Sound, offers a blend of relaxation and adventure. With two outdoor...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Luxury Four Bedroom Home Third Row From ...

Treat yourself with this luxury four bedroom home located third row from the beach in beautiful Palmetto Dunes Resort! The entire home has been completely refreshed, a really 'wall-in' remodel with new furnishings throughout as well. The kitchen...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Dog friendly condo with pool, central AC...

Summary:Moorings 43The Space:Make your next Hilton Head Island vacation one to remember from the comfortable confines of this fashonable condo. This single-level condo combines the amenities of home with immediate access to the beach, a shared pool...

  • Hilton Head
  • 2 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Luxurious Condo with Lagoon Views, Share...

Summary:Island Club 103The Space:Play a tennis match in the morning, spend a lazy afternoon calming at the pool, and comfortable up in front of the TV at nighttime at this roomy Folly Field condo. Featuring access to a shared pool, hot tub, and...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Coastal condo with private grill and sha...

Summary:Seascape Villas 3215The Space:Welcome to your ideal beach hideaway in Hilton Head Island! This striking coastal condo offers a comfortable and convenient stay with thoughtful amenities designed for a calming island escape. Soak up the...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
1400 sq ft of nothing but comfort and fu...

1400 sq ft of living space. The Villa is located in a generously wooded area; that contains a pool and a pond with a fountain. It has 2 patios: to relax and appreciate the view. The upstairs patio can be accessed by both bedrooms so you can sit...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Homey condo with ocean views, balcony, p...

Summary:Beachside Tennis 1896The Space:Start your vacation right with direct access to a deck with shining ocean vistas. Your stay at this Sea Pines condo lets you utilize the pool area, which overlooks the property's grilles and clay tennis courts...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Oceanview Condo with WiFi, Hot Tub, Pool...

Summary:Island Club 6304The Space:If you want to swim in a exhilarating pool or hot tub, fish in a lagoon, or play five sets of tennis on a clay court, know that you can do all of these things and more when you stay at this Island Club condo! Rent a...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Golf-course view condo with central AC, ...

Summary:Greens 125The Space:From mornings on the links to leisurely beach afternoons, this freshly refreshed condo puts you right at the center of vacation fun. Make plans for the day while you sip morning coffee on your patio overlooking the golf...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
3 Shore Crest, Chefs Kitchen, Free Golf,...

3 Shore Crest Lane, Hilton Head Island. Luxury awaits in this bespoke-constructed 5-bedroom home in Burkes Beach, just a 5-min. walk to the beach and adjacent to Chaplin Park. Savor high-end finishes, a chef's kitchen, sunroom, covered deck, pool...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 18
Oceanfront Views, Recently Updated, Thre...

This third floor handsome condominium, within the Captain's Walk community, has direct oceanfront vistas that will not disappoint.The kitchen to the left as you enter, comes entirely-outfitted to meet all of your needs during your calming stay...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6