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452 rentals found
Coastal cottage with private pool, patio...
5.0
(3)

Oleander 2Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Stop and smell the flowers at this Hilton Head Island hideaway. Complete with a private pool and a...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
32 Corine, Pickleball, Seasonal Beach Sh...
4.8
(24)

32 Corrine Lane is a attractively decorated 6-bedroom, 6-bath open concept home that is really a opulent getaway for families or huge groups. The presence of three primary king bedroom suites, private balconies and a private pool ensure that guests...

  • Hilton Head
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 15
Hilton Head Vacation Rental on the pract...
5.0
(1)

This villa is located beside the Robert Trent Jones driving range and one of its practice greens! As you enter the villa entry you are greeted by the Kitchen, Dining and Living Areas. The Kitchen comes entirely equipped to meet all your family's...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Second row high-end luxury home is mere ...

Located in the charming South Forest Beach area, this freshly constructed (2025) second row high-end luxury home is mere steps from the beach and conveniently located between Coligny Plaza and Sea Pines. The home features six (6) bedrooms, two of...

  • Hilton Head
  • 6 Bedrooms
  • 8 Bathrooms
  • Sleeps 23
Ranch-style home with private pool with ...
4.3
(19)

Tupelo Road 28Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Savor your very own slice of heaven with this elegant ranch-style getaway. The open layout and...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
10 Collier Beach, Oceanfront, Elevator, ...
4.9
(7)

10 Collier Beach, Hilton Head Island is an escape to heaven in this striking 6-bedroom, 7-bathroom oceanfront home, offering impressive ocean vistas and the ultimate in privacy. Unwind by the private pool, appreciate direct access to the beach, and...

  • Hilton Head
  • 6 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
Beautiful and Well-Maintained Three Bedr...

Treat yourself with this huge three bedroom home on your next vacation! This well-maintained home is located within the heart of Palmetto Dunes and is a short walk to the George Fazio Golf course! The kitchen is huge and comes completely-equipped...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Newly Updated Surf Court Villas Condo w/...
4.7
(23)

Surf Court 46Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel the essence of Hilton Head Island at this attractively appointed 3-bedroom, 2.5-bath...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Spacious Dog-Friendly Waterfront Getaway...
5.0
(9)

St George 11Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'If you are looking for a family or group hideaway in one of the most sought-after communities on...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Beachfront getaway with WiFi, pools, hot...
3.0
(1)

Island Club 5101Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Heed the call of the beach at this ground-floor, oceanfront condo in the calming, 27-acre...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 9
Palmetto Dunes house w/ private pool, sh...

Hunt Club 6Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your ideal hideaway in Hilton Head, SC, located within the exclusive Palmetto Dunes...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
178 Greens- Short Walk to the Pool and B...
4.8
(26)

Unwind and appreciate this laid back 3 bedroom, 3 bath Shipyard villa overlooking the 7th fairway of the Galleon Golf Course. This roomy villa is ideal for your family vacation.Conveniently located near the Van Der Meer Shipyard Racquet Club and the...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
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
Large Updated Three-Bedroom Condominium ...
4.9
(21)

This huge three-bedroom Hampton Place condominium sits oceanfront and has been wonderfully refreshed.Indulge in the ultimate beach vacation at this alluring 3-bedroom oceanfront getaway. Located on the beautiful first floor, this condo offers...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Townhouse Ideally Located Close to Beach...
4.5
(8)

Beckenham 119Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Beckenham 119 is a charmingly decorated and furnished three-bedroom, two-bath, two half-bath...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Close to beach, pickleball, tennis & gol...
4.0
(2)

Flagg 2-Serene RetreatOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'You’ve found gold with this handsome, family-friendly home, with a serene yet...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Wonderfully Updated Three Bed Four Bath ...

This impressive completely modernized three bedroom and four bathroom villa is ideal for families or golf/tennis/pickleball groups and the beach can be conveniently accessed by a short walk or by calling the seasonal, on-call Palmetto Dunes Buggy...

  • Hilton Head
  • 3 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
Sea Pines Home on 18th Hole of Atlantic ...
4.8
(9)

Carolina OaksOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Attractively positioned among the palmettos and oaks on the 18th hole of the Atlantic Dunes Golf...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 10