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Hilton Head, SC 4+ Bedroom Vacation Rentals

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204 rentals found
Gorgeous new luxury beach house - be the...

This new, 5 bedroom, 5 ½ bath, home is a ideal fit for extended families, or as a multi-family vacation residence. Feel absolute luxury and convenience in this handsome professionally decorated coastal beach home. As a guest at Serenity Now you...

  • Hilton Head
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
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
4 Surfwatch Way, Pet Friendly, Large Poo...
4.6
(77)

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

  • Hilton Head
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 18
2nd-floor home with screened balcony, on...

Beachside 229Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Book the vacation of a lifetime with this serene Sea Pines home! Along with breezy outdoor living...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Renovated spacious home with private poo...
4.8
(6)

Full Sweep 66Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This property has a pool that can be heated between Labor Day and Memorial Day for an additional...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Fabulous! Huge 5 Bedrm/5 Bath Moss Creek...
4.7
(102)

Moss Creek House Description This 4,500+ sq. ft. home, consisting of 5 bedrooms and 5 baths, that sleeps 12, is located in the handsome Moss Creek private club community. We have an in-ground, plunge pool with lion head water spouts, with the...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Large Private Home with Private Pool and...

You're going to be happy you chose this huge home with plenty of room for your family to spread out! The kitchen is very nice with dark wood cabinets, stainless steel appliances, granite countertops and bar seating for five. Adjacent to the...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Private pool - space for the whole famil...

This bright and roomy home, located on a peaceful cul-de-sac, has everything you will need to appreciate your next family adventure on Hilton Head!The handsome LIVING ROOM greets you as you enter through a two-story entry. With modren and...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Large four Bedroom Four Bathroom Home on...

Unwind and relax in your own private getaway, where the pool sits beside the award winning Robert Trent Jones Golf Course. With broad, sweeping vistas, this serene getaway offers the ideal balance of calming solitude and memorable moments. The open...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
Beautiful & spacious home near the beach...
4.3
(10)

Amore Beach House Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'The Amore Beach House is a brief two-min. walk to the beach on a peaceful street in North...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
5 Bedroom Home w/ Private Pool & 6Seater...
5.0
(5)

Welcome to Island Impact Vacation Rental at 91 Sandcastle Court, Hilton Head, South Carolina! Constructed in 2020, this new single family home was designed with the goal to make many memories and allow others to do the same while on vacation. This...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 18
Fall Winter Escape: Value for Golf/Tenni...
4.8
(37)

This striking, 5 bedroom, 4.5 bathroom three story home is located in the most pretty area of Harbour Town. It sits between the Lighthouse and the 16th green of Harbour Town Links Golf Course, just off the 18th fairway and Calibogue Sound, in the...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 15
16 Singleton Shores, OceanViews, Pool, E...
4.9
(17)

16 Singleton Shores Manor, Hilton Head Island. Appreciate marsh and ocean vistas from every level of this home. Step into the open and bright living area, complete with a wet bar, pool table, and access to your private pool deck. Upstairs, an...

  • Hilton Head
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
Spectacular home located on the Robert T...

HILTON HEAD ISLAND RENTAL. This spectacular Hilton Head Island home is located on the Robert Trent Jones Golf Course in Palmetto Dunes. Vaulted ceilings, huge windows, skylights and amazing vistas make this home one of the most inviting you will...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 15
Beautiful Oceanfront Home with Large Pri...

This sizable six bedroom seven bathroom oceanfront home has everything you've ever wanted in a vacation! As you enter the home you're greeted by a cavernous ceiling with huge modern chandelier. On your left is the formal dining room, which...

  • Hilton Head
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
The Pool Is At Your Doorstep!
3.7
(13)

Many updates have been made to this sizable poolfront villa. The Kitchen has all the amenities of home and comes entirely-equipped to meet your family's cooking needs. The Dining Area has seating for eight and is located between the living and...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Secluded home & pool house with private ...
3.2
(6)

Whistling Swan 3Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'You don't have to compromise any sense of home at this gorgeous island getaway. Surrounded by...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Ideal Hilton Head vacation rental for fa...
3.0
(1)

This Hilton Head Island home rental features an open floor plan that is ideal for family gatherings - and you'll appreciate the private pool! The dining room has seating for eight and a wall of windows flanking a French door that opens to the...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 12