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Hilton Head Vacation Rental Search

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1183 rentals found
Coastal condo with indoor and outdoor po...

Spa On Port Royal Sound 1314Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your ideal beach hideaway in Hilton Head, SC! This impressive condo...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Ideal beach villa w/ shared pool, golf c...

Fazio 08Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take a break from it all and bring the whole family to this striking two-story villa here on Hilton...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
1st Floor Villa with pool, tennis, centr...

Golfmaster E1 Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to the gorgeous Hilton Head Island and make memorable memories at this striking freshly...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Sprawling coastal home with private pool...

Bradley Beach Road EstateOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Offering a memorable, family-friendly, coastal escape, this handsome home is located...

  • Hilton Head
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Ocean View , Top Floor, 6502 with roof, ...

Feel the tranquility of oceanside living in this meticulously appointed two-bedroom villa, boasting an awe-inspiring ocean panorama. Whether from the master bedroom, cavernous living area with new furnishings, or the broad top-floor balcony complete...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 5
Snow Bird Friendly, ground-floor island ...

Springwood Villas 103Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ideal for a blissful hideaway to Hilton Head Island, this ground-floor single-story condo...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
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 fashionable public beaches, stores, and eateries! Upon entry you are greeted by a handsome living room with a full wall of windows...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Dog-friendly villa with pool, tennis, pi...

Evian 207Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Stop dreaming about the ideal oceanside hideaway and book your escape today with this enviable Evian...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Nicely Appointed Home with Lagoon Views!

Updates abound in this sizable home with private saltwater pool located on Palmetto Dunes' 11-mile lagoon system! As you enter you'll be greeted by a sweeping open concept home with handsome tile floors throughout. The kitchen is huge and features...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
Very Nice Home Located on the 11-Mile La...

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

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Golfview  Short walk to the beach - 191 ...

Welcome to your Hilton Head Retreat at 191 The Greens- Shipyard. Whether you’re here for a calming hideaway, a family vacation or a fun week of golf/tennis or pickleball, you will find this townhome to be a comfortable and inviting haven. Located...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Ground level condo with pool, golf & Sea...

Plantation Club 464Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel Hilton Head to the fullest in this adorable condo sporting golf course vistas! From...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
2 Bedroom and 2 Bath Condo unit in Ocean...

The Island:Hilton Head Island may only be 12 miles by 5 miles wide, but you’ll find everything you need here for the ultimate Island getaway. Appreciate days basking in the sun on some of the best beaches in the country. Get into the swing of...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Panoramic view of the George Fazio Golf ...

Handsomely decorated and open floor concept villa is conveniently located just a few steps to the community pool pavilion, Shelter Cove Harbour Marina, as well as the countless resort amenities. You will fall in adore with this coastal beach villa...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2
Marriotts Sunset Pointe at Shelter Cove ...

*** Sanitation/Cleaning Update ***Over the next few months, when guests are in hotels within the Marriott portfolio, they will notice a number of additions to our cleaning regimen designed to set an even higher standard of cleanliness for the...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Private pool, spacious open floor, and m...

This enchanting Hilton Head Island vacation rental is within a ten min. walk to the beach. It features an open layout with two master suites and a private pool. As you walk into the front door, you are greeted by an open floor plan which consists of...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Bright & Beachy Dog-Friendly Villa w/ Fa...

Tennismaster 1102Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'*Please note the Tennismaster pool is closed as of 9/25/2025. Renovations will begin...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Many Updates and Close to the Pool!

Welcome to this striking two-bedroom, single-level end unit Queens Grant villa, appealingly located just across from the pool and within painless reach of the beach, general store, and a variety of attractions!Step into the cavernous kitchen...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4