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Hilton Head Vacation Rental Search

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1052 rentals found
7817 Centre Court has lovely wooded and ...

HILTON HEAD ISLAND RENTAL. This comfortable Palmetto Dunes villa is a first-floor unit with relaxing wooded and lagoon vistas.Off the entry is a entirely equipped kitchen with granite countertops and bar seating for 2. The dining room has seating...

  • 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 beautiful 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
4 bed/3 bath home in Shipyard with peace...

A hidden gem in the heart of Shipyard! Only mins. to Shipyard’s private beach and mins. to Hilton Head’s most trendy public beaches, stores, and eateries! Upon entry you are greeted by a gorgeous living room with a full wall of windows...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
SerenityByTheSea-Couples Retreat-King,Bi...

Treat yourself to the ultimate Hilton Head escape in this charmingly decorated villa with marvelous ocean vistas—just steps from the sand and walking distance to the island’s top eateries, stores, and bars.Unwind in the king bedroom, refresh in...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
A spacious condo with community pool, ho...

Summary:Windsor Court North 4209The Space:This roomy and handsomely decorated second-floor condo combines striking oceanfront vistas among the palm trees and an oceanfront pool and hot tub in the Windsor Court North resort to provide one of the best...

  • Hilton Head
  • 1 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
3 bed/3 bath multi-level villa on South ...

This airy, ocean aligned, three-bedroom townhouse is the ideal getaway for your next vacation. There is a split level entry. To the immediate left is the laundry room and full bathroom with walk in shower. On the ground level you will find the...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Amazing oceanfront views

Feel an memorable stay at Windsor Court, where luxury meets comfort on the striking shores of Hilton Head Island. These professionally decorated villas offer the ultimate Hilton Head Island vacation escape, designed for a first-class experience you...

  • Hilton Head
  • 1 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Sunset Rentals | Tennismaster 904

If you’re looking for a handsome and convenient Hilton Head rental condo, you have no choice but to savor your stay at this marvelous 3 bedroom, 3.5 bathroom end unit Tennismaster villa in the heart of Shipyard, Hilton Head Island.As you enter...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Top Floor Hilton Head Condo Near Folly F...

Summary:Appreciate a calming Hilton Head Island hideaway in this top-floor, two-bedroom, two-bathroom condo in Fiddlers Cove. Located just 0.3 miles from Folly Field Beach Park, this comfortable getaway features a completely equipped kitchen...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Beautiful home on the 11-mile lagoon sys...

Come savor this huge five bedroom and five bathroom home located on Palmetto Dunes' 11-mile lagoon system! Located within the heart of Palmetto Dunes Oceanfront Resort, this home has been charmingly decorated throughout with wood floor and coastal...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Gorgeous  1 Bedroom Villa in the Bluff V...

Freshly remodeled condo with all the amenities of home. Walk to beach and South Beach attractions. Bicycle rental and tennis courts within walking distance. Take the Trolley to Harbour Town or other great spots in Sea Pines. Appreciate a...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2
7618 Huntington- Large and Comfortable T...

Welcome to this elegantly refreshed 3-bedroom townhome located on the breathtaking 11-mile lagoon system within Palmetto Dunes Oceanfront Resort. Recently refreshed with new furnishings throughout and a remodeled primary bathroom in 2026, this roomy...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Spacious & dog friendly condo with golf ...

Summary:Evian 241The Space:Kickback and appreciate a calming beach vacation in this 2 bedroom 2.5 bathroom villa in the Evian complex. This impressive breathtaking complex gives you access to a shared pool, tennis courts, and more! Take in the...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Villamare With Ocean Views And  Closest ...

Villamare Ocean Front Complex, Ocean vistas, Just Steps from the Beach!Palmetto Dunes 1200 modern square feet , 3132 Villamare, provide luxury and comfort for everybody in your traveling event. This recent refreshed 2 bedroom, 2 bath villa is...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Come Enjoy this Two-Bedroom Condominium ...

Welcome to this appealing two-bedroom Villamare condominium, ideally located in the heart of Palmetto Dunes. Ideal for families or modest groups, this condo offers a comfortable and convenient getaway with simple access to all the area's...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Ideal house for families in Sea Pines wi...

Looking for the ideal getaway? Look no further. This handsome, fifth row home in Sea Pines has everything you’re looking for! And it Is just a five min. walk to the beach and a 10 min. walk to The Salty Dog.Ideal for families, golfers, retirees...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Lovely villa near the water with private...

Summary:Queens Grant 759The Space:Escape from the hustle and bustle of everyday life to this peaceful villa located within a mile of the beach! Savor a incredible location surrounded by handsome nature, great dining eateries, and countless golf...

  • Hilton Head
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 6
Coastal resort style villa with pool, go...

Summary:Plantation Club #446The Space:The coastal vacation you've been dreaming of awaits at this Hilton Head Plantation Club villa! Surrounded by swaying palms and the salty ocean breeze, the villa is composed of phenomenal amenities like a shared...

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