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Hilton Head Vacation Rental Search

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1183 rentals found
Updated coastal villa with pools, athlet...

Hilton Head Resort 3413Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Coastal South Carolina is waiting to be explored at Hilton Head Resort! Surrounded by...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 9
Lush villa with on-site pool, WiFi, priv...

Forest Gardens 6Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the gorgeously landscaped community of Forest Gardens Villas, this sun-kissed condo...

  • Hilton Head
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 5
Spacious Condo with WiFi, Wet Bar, & Wat...

Sound Villas 1458Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'It's hard to top this appealing and enormous island condo, offering striking vistas of the...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
5 Henry, Close to Beach, Pool, Pet Frien...

5 Henry Lane, Hilton Head Island is a home located in Singleton Beach, this striking 4-bedroom, 4.5-bathroom home offers a ideal hideaway. With a cavernous patio area featuring a secondary refrigerator, ample seating, pool, private gas grille, and...

  • Hilton Head
  • 4 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Large Two Bedroom Villa Located Steps Fr...

Treat yourself to this huge two bedroom and three bathroom villa located mere steps away from the pool located in the Water Oak community within Palmetto Dunes! The first floor consists of the primary suite, bathroom, living, dining, and kitchen...

  • Hilton Head
  • 2 Bedrooms
  • 3 Bathrooms
  • Sleeps 7
Charming & Spacious Getaway w/ a Furnish...

Bluff Villas 1696Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'The calming Carolina sunshine and salty sea air of Hilton Head Island’s most celebrated...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Beautifully Updated Three Bedroom Villa ...

This gorgeously modernized villa has been entirely refreshed from the walls in, including brand new HVAC systems, creating a modern and opulent coastal getaway. The kitchen is really a standout, featuring completely bespoke cabinetry, GE stainless...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
3 Bed/3 Bath Villa on the Fourth Floor w...

** Please note pool complex is closed beginning on November 3, 2025, and is expected to be finished by late January 2026**Discover the beauty of Hilton Head Island with beautiful ocean and beach vistas from the private balcony of one of our...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Dog-friendly house with private pool & l...

BoardwalkOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Sit back and bask in the sun and nature of your own getaway with this three-bedroom property...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
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
Fabulous island home with private pool, ...

Acorn Lane 3Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find yourself living your best life in the heart of Hilton Head Island when you make this amazing...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Newly remodeled dog-friendly island sanc...

Golfmaster 501Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Get away from it all and soak up some island sun when you stay at Golfmaster 501. This charming...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Dog-friendly house with private pool and...

Moonshell 31Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'The ideal Hilton Head vacation awaits at this enormous, elegantly furnished vacation home, which...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
Dreamy condo on the beach w/ balcony vie...

Hampton Place 6407Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Put your feet up and relax under an umbrella on the pristine sand of Hilton Head Island when...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Renovated Coligny condo with pool, deck,...

Tanglewood 502Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Family-friendly fun, coastal leisure, and unbeatable convenience abound at this freshly...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
HHR - Beach Villa (Heated Indoor Pool & ...

Savor the amenities of home in our 2 bed + 2 bath condo, while calming just steps from the beach. Hilton Head Resort has direct access to the beach and is conveniently located near numerous golf courses, stores, eateries, and grocery stores...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Condo with Coligny Beach views, outdoor ...

Breakers 237Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel the ocean breeze on your face from the comfort of a comfortable condo in Hilton Head Island...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
Sunny Ocean Club Condo | Pool & Private ...

Ocean Club 35Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located just steps from the waves in the beachfront Ocean Club complex, this 2BR/2BA two-story...

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