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Hilton Head, SC 5+ Bedroom Vacation Rentals

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104 rentals found
Ocean Front Rated #1 BEACH FRONT  “The...

????️LIMITED RENTAL WEEKS DONT MISS OUT !“The CopperRoofMansion“ is not only famed here on HHI .. This exclusive Direct Oceanfront home was featured by Architectural Digest and has won multiple awards nationally . This is a true modern...

  • Hilton Head
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 20
Large Oceanfront Home with Private Pool ...

Treat your family with this immense five bedroom home located oceanfront on Catboat Lane within Palmetto Dunes Oceanfront Resort! The gourmet chef's kitchen will be entirely-equipped with everything you'll need to prepare a meal for your entire...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 15
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
5 Bedroom 4.5 Bathroom Updated Home

Welcome to your dream vacation home located in the heart of Palmetto Dunes Oceanfront Resort. This attractively appointed 5-bedroom, 4.5-bath offers the ideal blend of coastal appeal, modern comfort, and outdoor serenity ideal for creating memorable...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Beachfront home with private pool, expan...
3.8
(14)

Dunes HouseOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Savor life at the beach at Dunes House! This home has impressive vistas of the beach and the...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Stunning oceanfront home offering privat...
5.0
(6)

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.This striking 5-bedroom, 5.5-bathroom home is located in the heart of North Forest Beach. Ideally located, it features direct access to the pristine sandy...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
Beautiful home on the 11-mile lagoon sys...
4.8
(6)

Come appreciate this sizable five bedroom and five bathroom home located on Palmetto Dunes' 11-mile lagoon system! Located within the heart of Palmetto Dunes Oceanfront Resort, this home has been handsomely decorated throughout with wood floor and...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
3rd row Luxury rental - Low Min nights  ...
5.0
(14)

* Substantial Open floor plan for generational gatherings* Luxury Furnishings & Linens* Hot Tub / Pool on living level * Luxury Soaps, Shampoo's & Lotions * Free Packages for some stays* Welcome Packages upon arrival * 24 hour access...

  • Hilton Head
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
Luxury 7BR Beach House w/ Pool, Hot Tub ...
5.0
(26)

Sandy Beach Retreat is a opulent 7 bedroom, 6 full bathroom (plus 2 half baths) home located steps away from the beach access. Located in the charming Burkes Beach community of Hilton Head Island, this home has a handsome coastal style design that...

  • Hilton Head
  • 8 Bedrooms
  • 7 Bathrooms
  • Sleeps 22
Conveniently located, gorgeous home with...
4.9
(7)

Curlew 8Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Curlew 8 is a opulent second-row private home featuring ocean vistas and chic, coastal décor. This...

  • Hilton Head
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 28
Oceanfront home with huge windows and a ...

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.This handsome, nine-bedroom Beachcomber home sports a private pool and spa and provides broad living spaces, as well as astounding vistas of the beach and the...

  • Hilton Head
  • 9 Bedrooms
  • 10 Bathrooms
  • Sleeps 28
6 Bedroom Home With Elevator & Private P...

Welcome to 99 Sandcastle Court, a gorgeous vacation getaway crafted in 2020, located in the serene surroundings of Hilton Head Island. Located in the esteemed gated community of Sandcastles By The Sea, this property sits just a short, breezy walk...

  • Hilton Head
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 18
Views of both the George Fazio Golf Cour...
5.0
(1)

A very huge and beautiful home with extremely high vaulted ceilings with vistas of both the award winning George Fazio golf course and Palmetto Dunes' 11 mile lagoon system. Up the front steps you are greeted by a enormous entryway. As you enter...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
2 Min Walk 2 Beach Pickleball Golf Tenni...
5.0
(110)

One of the very best located properties in Palmetto Dunes. Walk everywhere. Ideal vacation location! Two min. walk to tennis and pickleball courts, eateries and Trent Jones golf course on award winning Palmetto Dunes Plantation. Fazio and Arthur...

  • Hilton Head
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12