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Hilton Head, SC 2+ Bedroom Vacation Rentals

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1079 rentals found
Resort Condo w/ Pools, Hot Tub & Beach S...
4.6
(14)

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
Ocean View, Heated Oceanfront Pool!
4.2
(6)

The villas at Ocean Dunes are professionally managed by Vacation Time of Hilton Head and offer the best booking experience when reserved directly through our website.Welcome to Ocean Dunes 101!! Where coastal appeal meets comfort. This attractively...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
2 bed villa with landscape view- Only a ...
4.7
(3)

HILTON HEAD ISLAND. Wendover Dunes is a gorgeous oceanside villa complex that is just a short walk to the beach. Located next to the Barrington Enclave in Palmetto Dunes, these villas are gorgeously decorated and equipped with all of the amenities...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Beautiful 3,104 square foot Palmetto Dun...
5.0
(1)

Heath 34Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located along the George Fazio Golf Course in a gated Palmetto Dunes Resort community, this completely...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Great pet friendly Sea Pines home with a...

5 min. bicycle, 12 min. walk to a phenomenal Sea Pines beaches!This amazing Sea Pines beach home is centered around huge courtyard pool and a short walk to the world famed beaches. Upon entry you will see a sizable great room with vaulted ceilings...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
3rd-floor villa with pools, tennis & pic...

Ocean Walk Villas 303Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'*The outdoor pool area has been completely updated as of June 2025. The indoor pool will...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Conveniently Located Condo w/Shared Pool...
4.8
(9)

Beachwalk 179Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This is a newly updated two-bedroom, two-bathroom villa in Beachwalk at Shipyard Plantation on...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Dog-friendly house with private pool & l...
4.1
(15)

BoardwalkOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Sit back and bask in the sun and nature of your own getaway with this three-bedroom property...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Golfview  Short walk to the beach - 191 ...
4.3
(3)

Welcome to your Hilton Head Retreat at 191 The Greens- Shipyard. Whether you’re here for a calming hideaway, a family vacation or a fun week of golf/tennis or pickleball, you will find this townhome to be a comfortable and inviting haven. Located...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Sunshine Villa | Newly Renovated Beachsi...
4.6
(17)

Spa on Port Royal Sound 2309Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Water-front bliss awaits at Sunshine Villa, a freshly updated beachside 2BR/2BA...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Beach Access Across the Street!

This astounding Hilton Head home is located on the fourth row directly across from the beach path. Several updates were finished in 2023 including designer-decorated furnishings and entirely refreshed bathrooms. You will feel like you have a...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Well-appointed home with path to the bea...

Springwood Villas 80Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make yourself at home in this delightful two-story Hilton Head condo, appealingly located...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Ocean view condo w/ shared pool - steps ...
4.2
(25)

Captains Walk 448Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make your next vacation one to remember in this inviting island home just steps from the...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Cozy 2 Bedroom King Beds/2 Bathroom Town...
5.0
(1)

HILTON HEAD ISLAND. With these accommodations you can appreciate complimentary on-site tennis. Select from broad 2 and 3-bedroom, single-story or townhouse floor plans. Located on the Fazio golf course in Palmetto Dunes, all villas have deck areas...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
1400 sq ft of nothing but comfort and fu...
4.6
(78)

1400 sq ft of living space. The Villa is located in a gorgeously wooded area; that contains a pool and a pond with a fountain. It has 2 patios: to relax and appreciate the view. The upstairs patio can be accessed by both bedrooms so you can sit...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Heated Oceanfront Pool with Hot Tub! Clo...
4.5
(13)

The Villas at Shorewood are professionally managed by Vacation Time of Hilton Head and offer the best booking experience when reserved directly through our website.Welcome to your ideal hideaway! This handsomely decorated, cavernous two-bedroom...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
2nd-floor snowbird-friendly condo with b...
2.0
(1)

Courtside 66Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ideal for modest families and groups looking for a breezy and comfortable place to stay, this...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Chic beach condo with direct beach acces...

Tanglewood 504Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make this handsome Tanglewood townhouse your choice for a Hilton Head hideaway! Furnished for...

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