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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
Bright & Beachy Dog Friendly Villa with ...

Summary:Tennismaster 1102The Space:Recently refreshed from top-to-bottom, this alluring, 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
Very Nice Home Located on the 11-Mile La...

Welcome to this beautiful home, located in the heart of Palmetto Dunes Oceanfront Resort! With two cavernous living rooms and a gorgeously remodeled Jack-and-Jill bathroom (completely refreshed in 2025 with a sleek tiled walk-in shower and modern...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Half-Mi to Beach: Hilton Head Condo w/ L...

Looking for a calming hideaway? This nautical 2-bedroom, 2-bathroom vacation rental condo on Hilton Head Island has everything you need. Walk 5 mins. to the beach and wash your cares away in the ocean, or simply relax on the private balcony and gaze...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Beachfront villa near golf with pool, ho...

Summary:Spa on Port Royal Sound 1123The Space:Boasting a convenient location on Hilton Head Island, as well as many amenities you're sure to savor, make this striking villa your next vacation getaway! This beachfront home is a veritable haven for...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Top floor vacation rental - expansive oc...

Pretty ocean vistas are just one of the fabulous benefits to appreciate from this top floor Hilton Head Island, SC rental. Appreciate broad ocean vistas and you are just steps away from the beach. Sliding door opens to the balcony with ocean view...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 5
Cheerful condo with shared pool, close t...

Summary:Windward Village 117The Space:Welcome to your elegantly decorated condo in the heart of Hilton Head, SC, located within the serene Shipyard Plantation. This striking getaway offers close by access to a exhilarating outdoor pool and a...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Charming one bedroom villa in Hilton Hea...

This beautiful ground-level, one-bedroom villa is sure to be your home away from home while visiting in Hilton Head! Coastal vibes flow throughout this inviting villa, and the convenient ground-level location makes coming and going a breeze.The...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2
Panoramic Intercoastal Waterway Views Fu...

This newly refreshed one bedroom and one bathroom villa is ideal for your next hideaway! The kitchen has been updated with quartz countertops and stainless steel appliances. Coming entirely-supplied, putting together meals is a breeze! The...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2
PEARL IN THE PALMS - SLEEPS 6,FREE BIKES...

A tropical setting, newly refreshed villa, entirely loaded kitchen with all you need, sizable 1400+ sq. ft. 2 story ground floor villa, cavernous, immaculate and well kept vacation home. COMPLIMENTARY bicycles COMPLIMENTARY wi-fi , enormous flat...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Ocean view condo with shared pool steps ...

Summary:Captains Walk 448The Space:Make your next vacation one to remember in this inviting island home just steps from the sand. There is nothing better than stepping out to the balcony and feeling the sea breeze in your hair and the sun on your...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Top Floor Condo with Ocean Views, Pool, ...

Summary:Breakers 331The Space:Welcome to your ideal Hilton Head Island getaway! This elegantly appointed top-floor condo offers gorgeous ocean vistas and an unbeatable location just steps from the island’s pristine beaches and directly across the...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 6
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
Bright condo with a private patio, walk ...

Summary:Queens Grant 601The Space:Ideal for a family vacation to Hilton Head Island, Queens Grant 601 is located near the entrance to Palmetto Dunes. This colorful, open, and airy hideaway features a great room with vaulted ceilings, comfortable...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Expansive Views of the Pool, Lagoon and ...

Located on the 3rd floor, this handsomely modernized two-bedroom, two-bath villa offers gorgeous vistas of the community pool and the Atlantic Ocean. Ideal for a calming hideaway, it’s attractively located within the Barrington community. It...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Brand New LUX Townhome-Mins to Beaches, ...

Feel Coastal Luxury at 180 Olive Shell Court – Your Hilton Head Island Retreat Welcome to your dream vacation hideaway on handsome Hilton Head Island – consistently ranked the #1 island in the U.S. by Travel + Leisure readers for its pristine...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Charming Condo 1 block from Coligny Plaz...

Summary:Sands Village B3AThe Space:This condo places you right in the heart of laid-back Lowcountry living, just a block from Coligny Beach Park, Coligny Plaza, and the Adventure Playground. Savor simple access to a wide variety of eateries, bars...

  • Hilton Head
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
Luxury Two Bedroom villa at Marriott's S...

Concierge Realty is proud to present luxury villas at Marriott's SurfWatch!**Reservations are available in weekly (7 nighttime) increments with arrivals and departures on Fridays, Saturdays, and Sundays only.**All bookings are time sensitive and...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
424 Captains Walk has panoramic ocean vi...

This fourth floor penthouse in Captain's Walk is the ideal setting for your next vacation. Upon entering the unit, guests will appreciate expansive vistas of the Atlantic. The living room has two sizable couches, game table, and TV. The dining room...

  • Hilton Head
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 11