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Hilton Head, SC Vacation Rentals

1042 rentals found
New Pool! minutes to Hilton Heads best b...

This charming Sea Pines home with an open floor plan, ideal indoor/outdoor living, tons of natural sunlight, and steps to the world-famed sandy beaches of Hilton Head, this home is a true gem! The sun filled living room greets you upon entry. The...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
9 Singleton Beach, Ensuites in Every Bed...

9 Singleton Beach, Hilton Head Island. This oceanfront gem is a 10/10 with awe-inspiring vistas! Ideal for multiple families, this striking seven-bedroom, five-and-a-half-bathroom home spans three stories with an elevator. Professionally decorated...

  • Hilton Head
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 20
Lovely One Bedroom Condominium with an O...

Welcome to your dream coastal escape at Windsor Place, one of the most charming oceanfront communities in Palmetto Dunes Oceanfront Resort. Entirely refreshed in 2026, this attractively updated first-floor villa offers a bright, airy interior with a...

  • Hilton Head
  • 1 Bedrooms
  • 2 Bathrooms
  • Sleeps 2
Family friendly home with an ocean view ...

Summary:Villamare 1410The Space:Make your next trip to Hilton Head Island an exceptional one by staying in this alluring home in the Palmetto Dunes Resort! Only walking distance to the beach, and with beautiful vistas of the Atlantic Ocean right...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Villa w/ Golf Course Views, Walk to Harb...

Located within the Racquet Club Villas in The Sea Pines Resort, this exceptional vacation rental condo is the ideal place to book your Hilton Head hideaway. The gorgeous high-end unit has 1 bedroom and 1 bath. Savor the community amenities during...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
Coastal cottage with private pool, patio...

Summary:Oleander 2The Space:Stop and smell the flowers at this Hilton Head Island hideaway. Complete with a private pool and a entirely fenced backyard, this coastal bungalow offers walking distance to Folly Field Beach and is well-connected to the...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Steps from the beach, miles from your ca...

Welcome to your ideal hideaway at this appealing two bedroom condo in Hilton Head! Located on the 2nd floor of Wendover Dunes, this elegant condo offers an ideal blend of comfort and convenience.Step into the comfortable living room, where you'll...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Beautiful Palmetto Dunes Villa- Lagoon V...

Summary:Queens Grant 762The Space:Welcome to your serene hideaway in Hilton Head, SC! This impressive three-bedroom, three-bathroom villa is located within the beautiful Palmetto Dunes' 11-mile lagoon system, offering a ideal blend of relaxation and...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Sunset Rentals | Beachside Tns 1869

The adjoining living room features a couch and three comfortable chairs, a intelligent flat-screen TV, and two walls of windows with two slider doors to a wraparound balcony overlooking Calibogue Sound. The dining table seats six with additional...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Stylish Island Gem – Just steps from b...

Seascape 3227: Stylish Tri-Level Townhome – Just a 5-Minute Stroll to the Beach!Book Direct for the Finest Prices & Feel!Your Ideal Island GetawayThis roomy 3-bedroom, 2-bath home is thoughtfully designed with both style and functionality in mind...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Wonderfully Decorated Two Bedroom Water ...

This two bedroom Water Oak villa is the embodiment of the beach experience. The attention to detail throughout this impressive villa is seen in every space from the beach modern decor and paint to the striking bathrooms. The kitchen is wonderfully...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Palmetto Dunes house with private pool, ...

Summary:Hunt Club 6The Space:Welcome to your ideal hideaway in Hilton Head, SC, located within the exclusive Palmetto Dunes gated community. This beautiful home offers a blend of relaxation and adventure, located less than a mile from the beach and...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Beautifully renovated 1 bedroom villa wi...

Summary:HH Beach & Tennis 344BThe Space:This handsomely modernized, 1 bedroom, 1 bathroom condo features striking ocean vistas. Wood floor spans the property with tile floor in the freshly refreshed bathroom. The living area is comfortably furnished...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 5
Spacious one-level vacation rental offer...

This cavernous 2,041 sq. ft. one level vacation rental offers the best of both worlds! A short walk to the beach and striking vistas of the fairways on the Fazio Golf Course from your upsized deck. From the tiled entry to the sizable living room...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Gorgeous fifth floor oceanfront unit

HILTON HEAD. This opulent oceanfront complex offers the ultimate in resort vacation accommodations. You have a wide selection of 2 or 3 bedroom villas with vistas ranging from landscape to oceanfront, roomy floor plans, designer decorated interiors...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Palmetto Dunes condo with shared pool, p...

Summary:Turnberry Village 261The Space:Feel the ultimate island getaway at this opulent 2-bedroom, 2-bathroom condo located near the esteemed George Fazio golf course in Hilton Head, SC. With access to fresh Palmetto Dunes amenities, including a...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Stunning oceanview condo with a shared p...

Close to horse riding, the sea, and more, this smoke-complimentary condo brings it all within reach. Folly Field Beach and Islanders Beach Park are just a short walk away. Spend a day at the close by beach, relax by the communal pool, or sip a drink...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Spacious Villa waterview haven with deck...

Summary:Sound Villas 1452The Space:A roomy haven in the Sound Villas community, this family friendly home is a sure bet for a vacation no matter the time of year! The sprawling three story floor plan features ample room to relax and entertain both...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 15