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Hilton Head, SC 2+ Bedroom Vacation Rentals

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1010 rentals found
Updated, waterfront condo with amazing l...

Fairway Lane 102Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located just a short distance from the beach in Sea Pines, this freshly remodeled condo is a...

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

Plantation Club #446Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'The coastal vacation you've been dreaming of awaits at this Hilton Head Plantation Club...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Spacious Home - four rows from the ocean...

Laughing Gull 4Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'*** Home is in the process of complete renovations through February 2026***Get lost in heaven...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
Ocean view condo with 2 balconies, new p...

Villamare 3430Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Villamare 3430 is a attractively updated condo, scenically located on the fourth floor of...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Spacious family home with WiFi, private ...

Summer HouseOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'With a fireplace, a pool, cavernous common areas, and plenty of beds to lay your head down at...

  • Hilton Head
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 18
Bay-view condo with balcony, AC, & W/D -...

Bluff Villas 1734Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make memories that will last a lifetime when you book this gorgeous bay-view condo. Located...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Ideally located condo with pool, tennis ...

Beckenham 103Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Beckenham 103 is an charming condo in Port Royal Village, just a fast walk to the beach. For even...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Queen’s Grant Condo w/5 pools, tennis ...

Queens Grant 771Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'With five swimming pools, three golf courses, an award-winning tennis center, and miles of...

  • Hilton Head
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 6
Spacious house by the beach with screene...

Salt Air Sanctuary - 3 Bradley Beach RdOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Just a fast walk down the street to Driessen Beach Park, this gorgeous...

  • Hilton Head
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Beautifully Updated with Ocean Views!

This condo has been charmingly refreshed throughout with a coastal feel and modern amenities. As you enter, the Kitchen is on your left and features all stainless steel appliances, granite countertops and comes entirely-equipped to meet your...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Lagoon & Fountain Views: Villa in Palmet...

Escape to the beauty of Hilton Head Island in this striking 2-bed, 2-bath Palmetto Dunes’ Villamare Villa unit. This vacation rental offers access to 3 pools and hot tubs, including a serene adult-only pool area, pickleball courts, tennis courts...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Unique Treehouse Haven with Marsh-Front ...

Sealoft 2042Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Appreciate lush surroundings in a handsome treehouse that offers all of the amenities of modern...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Sunset Rentals | Evian 217

Your dream vacation starts at 217 Evian in Shipyard, Hilton Head Island, SC. This attractively refreshed 3 bedroom, 3 bathroom Shipyard villa will feel like your island-style home-away-from home. This 1,830 sq ft Hilton Head Island villa is...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
2nd floor renovated end unit w/ stunning...

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.435 Captain's Walk overlooks the pool out to the ocean! Lots of recent updates!435 Captain’s Walk is a second-floor, 3-bedroom, 3-bathroom end unit that...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Stunning oceanfront home with pool, priv...

Dune Lane 105Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'If you’ve been planning a group hideaway to Hilton Head but haven’t yet found the ideal...

  • Hilton Head
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
2nd Floor Relaxation - Beach & Tennis Oc...

Hilton Head Island Beach and Tennis Resort: 40 Folly Field Beach, SC Location. Finest place to be on the Island for Beachfront and Conveniences.Location: Tennis Villa C-09 - 2nd Floor End UnitResort has direct Beach Access. No need to get in a...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Great Ocean views, Oceanfront Heated Poo...

Welcome to Carolina Beach Club 429.This attractively modernized 4th-floor oceanside villa features new floor, furnishings, appliances, and kitchen countertops throughout.The villa includes two bedrooms and two bathrooms, with a combined living and...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Beautiful ocean view house w/ private po...

Hidden in HiltonOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel beach living luxury at its best in this striking home located just 2 rows from the beach...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14