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Hilton Head, SC 2+ Bedroom Vacation Rentals

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1079 rentals found
Spacious one-level vacation rental offer...
4.0
(1)

This roomy 2,041 sq. ft. one level vacation rental offers the best of both worlds! A short walk to the beach and amazing vistas of the fairways on the Fazio Golf Course from your upsized deck. From the tiled entryway to the sizable living room with...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Nautical touches abound at this renovate...
4.5
(20)

Inland Harbour 2431Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to this completely updated Hilton Head Island getaway located right in the heart of...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
4 Surfwatch Way, Pet Friendly, Large Poo...
4.6
(77)

4 Surf Watch Way is a striking 6-bedroom, 5.5-bathroom, pet friendly home accommodating up to 16 guests and making it ideal for family get-togethers or huge gatherings. Outside, a marvelous deck overlooks the pool and spa, with a completely fenced...

  • Hilton Head
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 18
Fully Renovated Hilton Head Vacation Ren...
4.7
(17)

Appreciate this pretty villa located within Turnberry Village! With one of the best locations in the community, this entirely remodeled villa offers striking vistas of a relaxing lagoon and fountain, and is located directly across from the community...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
9 Singleton Beach, Newly Renovated, Ocea...
5.0
(2)

*New Construction Update(Spring 2025): Updated Kitchen, Updated Master Bathrooms, Updated Half Bathroom, (Jack n Jill Bathrooms to be refreshed winter 2025), New Washer and Dryer sets*9 Singleton Beach, Hilton Head Island. This oceanfront gem is a...

  • Hilton Head
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 20
Easy Access Home in Sea Pines Resort Bik...
4.4
(17)

Deer Run Lane 48Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel Hilton Head Island from this beautiful, single-level home located in the Baynard Cove...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Top-floor condo with pools, hot tub, fit...
3.5
(2)

Hilton Head Resort 4413Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'NEW stainless steel appliances and NEW king bed as of March 2022! Located just a block...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
60 Lawton Road, Sea Pines

Welcome to the BESTNEST at 60 Lawton Road in Sea Pines! Here's the skinny - just buzz us for more details: Our advertised prices are our very best rates and calendar shows real time availability. We encourage you to book online!• Delightfully...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
Total renovation June 2024, views, pool,...
3.0
(2)

Anchorage 7473Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This condo is located harborside in the fashionable Anchorage Villas. Spend blue-sky days at the...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
PET FRIENDLY Sea Pines Home! Private Poo...

This home has everything you need for the ideal vacation. It is located in the heart of the impressive Sea Pines Resort and it is close to everything. This property offers 4 full size bedroom and 3.5 baths. At the heart of this property, you’ll...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Third Floor Condo near the beach with wa...

Coastal Breeze RetreatOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the handsome Hilton Head, SC, this third-floor condo is the ideal getaway for...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Charming upgraded 2 bed villa in Main Sa...
2.0
(1)

HILTON HEAD ISLAND. Main Sail – a opulent villa complex on Hilton Head Island overlooking Shelter Cove Marina in Palmetto Dunes resort. Each villa features water vistas from nearly every room, screened porch, two master suites, and many upgrades...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Sunny Villa with Balcony, Al Fresco Dini...
3.3
(10)

Beachwalk 111Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in the many attractions that beautiful Hilton Head Island has to offer from the comfortable...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
The Spa at Port Royal Sound 3237

Hilton Head Island has been ranked the #1 Island in the Continental U.S. and #1 Island in the U.S. by readers of Travel + Leisure Magazine and Conde Nast Traveler for the past multiple years. In my slightly biased opinion you just can't find a...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
31 Singleton  Oceanfront, Views, Luxury ...
4.8
(18)

31 Singleton Beach Place in Hilton Head Island, South Carolina epitomizes luxury living at its best. With over 5,500 square feet of living space, this 6-bedroom, 9-bathroom residence offers an unparalleled level of comfort and sophistication. Upon...

  • Hilton Head
  • 6 Bedrooms
  • 8 Bathrooms
  • Sleeps 20
Come Enjoy this Two-Bedroom Condominium ...

Welcome to this striking two-bedroom Villamare condominium, ideally located in the heart of Palmetto Dunes. Ideal for families or modest groups, this condo offers a comfortable and convenient getaway with painless access to all the area's...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Island condo w/ beach access and balcony...
4.4
(12)

Villamare 2319Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Savor all the amenities of home at this Palmetto Heaven. The fashonable furnishings and tasteful...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Family-Friendly Townhome with Lagoon Vie...
4.7
(11)

Island Club 108Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located near a lagoon in the Island Club on Hilton Head, this family-friendly suite offers...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7