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Hilton Head Vacation Rental Search

Browse All Properties by: Area | Bedrooms | Oceanfront | Pet-Friendly
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1130 rentals found
Family Friendly Condo - Across From Isla...

Lyons 7Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to The Lyons, your ideal hideaway on Hilton Head Island, voted the #1 best island in the U.S...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Updated 2BR/2 Bath  • 6-Min Walk to  B...

Welcome to Your Hilton Head Island Retreat!Escape to this delightfully refreshed 2-bedroom, 2-bathroom top-floor condo in the highly beautiful Fiddlers Cove community. With a private gated setting, this home provides both tranquility and convenience...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Renovated 2 bedroom condo on the golf co...

Welcome to your ideal hideaway in the Turnberry Village community, located within Palmetto Dunes Oceanfront Resort on Hilton Head Island. This impressive, pet-friendly 2 bedroom, 2 bathroom villa offers a comfortable yet modern getaway with an open...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Beautifully Updated Home with Extraordin...

Come appreciate this wonderfully refreshed three bedroom and two bathroom home located on Palmetto Dunes' 11 Mile Lagoon system and overlooking the championship Robert Trent Jones Golf Course! The kitchen really shines in this charming home. ...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Updated Two Bedroom Condo, Sweeping Ocea...

This gorgeously refreshed condominium within the Captain's Walk community has direct oceanfront vistas and will not disappoint. The kitchen is marvelous with its bespoke cabinetry, stainless steel appliances and Quartz countertops. Just off the...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
SeaPines, On site pool, 2 free bikes, Wa...

SeaPines is a very special place and 488 Plantation Club has a great central location---very close to the on site pool and handsome white sand beaches. Appreciate the roomy layout of Plantation Club 3 bedrooms: all three bedrooms are suites, plus an...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Private condo with sound views, effortle...

Spa on Port Royal Sound 2219Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Settle down mere mins. from South Carolina's pristine beaches when you call this...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Waterfront, Ocean View Condo with Tennis...

Island Club 2504Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'With ocean vistas from three rooms, four flatscreen TVs, and beach access just steps away...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 7
Sunset Rentals | Ocean Breeze 7 | Dog Fr...

7 Ocean Breeze will quickly become your new favorite Hilton Head vacation home. This end-unit is positioned at the front of the community, making it both private and an painless walk to the beach!As you enter the property, you’re greeted with an...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Townhouse Ideally Located Close to Beach...

Beckenham 119Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Beckenham 119 is a elegantly decorated and furnished three-bedroom, two-bath, two half-bath...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Welcome to Eleventh Heaven!

This striking two-bedroom, two-bath villa in Hilton Head Island features extraordinary vistas of the Eleventh Hole on the George Fazio Golf Course. The villa has coastal artwork and decor throughout. The comfortable and inviting living room has a...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 5
Top-Floor Condo at Beach & Tennis Resort...

HH Beach & Tennis 308COur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the Hilton Head Beach & Tennis Resort community, this 1BR condo features a...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
Beachfront escape with pools, hot tub, W...

Island Club 2103Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take a break at the beach at this ground-floor, oceanfront condo in the relaxing, 27-acre...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Golf course-view condo with beach access...

Waterford A4Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel the best of Lowcountry living at this beautiful two-story condo in Hilton Head, SC. Sit back...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Shorewood, Unit 530 | Penthouse condo in...

Shorewood 530Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'THE ELEVATOR FOR SHOREWOOD 530 WILL BE OUT OF SERVICE FOR UPGRADES FROM JAN 12th - FEB 28th 2026...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Lovely Three Bedroom Villa close to ever...

This delightfully decorated end-unit three bedroom, three and a half bath villa is the ideal choice for your next Hilton Head hideaway. As an end unit, the villa offers ample natural light, creating a bright, open, and airy feel throughout.The first...

  • Hilton Head
  • 3 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
Mid-Island Retreat | 2 Pools, Hot Tub, 1...

Fiddlers Cove 19KOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the gated Fiddler's Cove community, this 2BR/2BA condo offers a calming top-floor...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Beautiful 2 BR Villa - Hilton Head Marri...

Description ????Welcome to your Elegant Two-Bedroom Garden View Villa at Marriott’s Monarch in sunny Hilton Head Island, South Carolina! This inviting getaway blends serene natural surroundings with thoughtful luxury, ideal for families, couples...

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