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Hilton Head, SC 2+ Bedroom Vacation Rentals

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1020 rentals found
Tuscan-Style Waterfront Retreat!

Welcome to your Mediterranean dream home! A charming Tuscan-style getaway ideally located along the calming 11-mile lagoon. This handsome residence features four cavernous bedrooms, a additional bunk room, and a completely air-conditioned private...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Resort Condo w/ Pools, Hot Tub & Beach S...

Hilton Head Resort 3317Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on the Hilton Head Resort less than 1 mile from the beach, this freshly updated...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Large Sprawling Home Very Close to the B...

This huge six bedroom and seven bathroom home has everything you'll need to provide a ideal vacation for your whole family! All furnishings in the entire home has been replaced and there are too many updates to name!The sprawling chef-style kitchen...

  • Hilton Head
  • 6 Bedrooms
  • 7 Bathrooms
  • Sleeps 12
Oceanfront condo with pools, hot tubs, W...

Seacrest 1101Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'**Planned Roofing Project at SeaCrest. Please review the timeline and key impacts below so you...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Golf course-front condo close to beach w...

Turnberry Village 291Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This condo sits on a golf course with striking vistas and will be your next favorite...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 7
Family-friendly villa w/ golf course vie...

Water Oak 15Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Water Oak 15 offers fairway vistas of the adjacent Robert Trent Jones Golf Course and is just a...

  • Hilton Head
  • 4 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
Updated Two Bedroom Condo, Sweeping Ocea...

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

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Lovely, water-view townhouse with pool -...

Stoney Creek 272Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Stony Creek Villa in Sea Pines is a condo with a comfortable ambiance, making it ideal for a...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Marriott's Barony Beach - Many Weeks Ava...

***Please use the "Contact Host" located under Check Availability for any reservation questions that you may have.Most high-demand season weeks are offered on a Friday, Saturday, and Sunday check-in & out with SEVEN NIGHT INCREMENTS. HOWEVER, we may...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
2nd-floor condo with balcony, hot tub, o...

Fiddlers Cove 20FOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Offering an unbeatable location only a half mile from Folly Field Beach and Folly Field Beach...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
711 Barrington Park - 2 Minute Walk to B...

Barrington Park Complex | Just Steps from the Beach***Please be advised that the Pool, Hot Tub, and Grilling Area will be closed for required repairs starting November 3, 2025, with work expected to be finished by the end of January 2026.*2 Bedrooms...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Quiet Hilton Head Getaway with WiFi, Poo...

Island Club 1404Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This two-bedroom, two-bath Island Club condo is the right one to choose for family getaways...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Many Updates in this Large Four Bedroom ...

You're going to appreciate the many updates to this cavernous 4 bedroom 3 Bathroom Fazio villa! The entire first floor features new floor throughout, giving the home a fresh and modern feel. The kitchen has been entirely refreshed and now features...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Beautifully Updated with Ocean Views!

This condo has been attractively 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
Updated condo with beach access, amazing...

Hilton Head Resort 4336Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Set just a short walk from the beach, this tropical-themed villa, part of the...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Family-Friendly Villa with Deck, Pool, &...

Colonnade Club 204Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This condo provides painless access to a hot tub and pool. Savor the elegantly landscaped...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Wonderful Palmetto Dunes home features g...

HILTON HEAD ISLAND. This 4-bedroom Palmetto Dunes home is a short 10 min. walk to the beach. Off the entry you'll find a cavernous great room and sunroom overlooking the lagoon. Two master bedrooms have a king beds, TVs and private baths. The third...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
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 striking Hilton Head Island and make memorable memories at this gorgeous newly...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8