Hilton Head, SC 5+ Bedroom Vacation Rentals

Welcome to 10 Iron Clad, a handsome multi-level, ocean front home in the award-winning Palmetto Dunes Resort. With breath taking ocean vistas from nearly every room, your family is sure to savor their beach vacation. A one million dollar remodel...

You can practically feel the sand between your toes! This Palmetto Dunes island beauty is at the end of the beach path, so you’re just a few flip-flops or barefoot steps to the ocean and fun in the sun. The first-floor living area has a handsome...

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.Step inside to an impressive, upsized entryway that immediately sets the tone for this exceptional home. The huge entrance features a sweeping spiral staircase...

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 awesome vistas of the beach and the...

3 Shore Crest Lane, Hilton Head Island. Luxury awaits in this bespoke-constructed 5-bedroom home in Burkes Beach, just a 5-min. walk to the beach and adjacent to Chaplin Park. Savor high-end finishes, a chef's kitchen, sunroom, covered deck, pool...

This enormous six bedroom and seven bathroom home has everything you'll need to provide a ideal vacation for your whole family! All furnishings in the entire home has been replaced and there are too many updates to name!The sprawling chef-style...

**WINTER/ SPRING 2026 UPDATES INCLUDE: adding 2 new bathrooms so that each bedroom will have its own ensuite! New photos & floor plans coming April 2026!**9 Singleton Beach, Hilton Head Island. This oceanfront gem is a 10/10 with awe-inspiring...

This cavernous 4th row Palmetto Dunes home is the ideal place for a sizable family hideaway or golf trip! The beach path is directly across from the home and the multiple indoor and outdoor living spaces, this home makes for an ideal getaway for any...

Summary:Yard Arm 2The Space:Relaxation awaits! Savor staying at this freshly-constructed home overlooking the 7th fairway of the Robert Trent Jones Golf Course, just a short walk or bicycle ride from the sugar sand beaches of Hilton Head Island...

You're going to appreciate this huge home with spectacular expansive vistas of Robert Trent Jones Golf Course and the 11 Mile Lagoon! From when you first pull up to the home you'll notice it's very private with a modest fenced-in garden in the...

Summary:Summer HouseThe Space:With a fireplace, a pool, roomy common areas, and plenty of beds to lay your head down at nighttime, this bright home is the ideal place for your next hideaway. If you’re looking for a family-friendly hideaway with...

4 Cockle Ct. is a Stunning Coastal Chic Home just a 5 min. walk to the beach!Upon entering this open concept home you will immediately notice the striking architectural details of the archways and the high vaulted ceilings. When walking through the...

Summary:Sea Oak Lane 5The Space:*Please read our important pool heat information to help you have the best vacation possible!*This property has a pool that can be heated between Labor Day and Memorial Day for an additional fee of $69/nighttime. You...

2nd Row Ocean! 5 Bedrooms, 4 Full baths, 2,500sq.ft. Next to Sea Pines Ocean gate.You will definitely fall in appreciate with this pretty South Forest Beach home! The property is located right outside the Sea Pines ocean gate and is second row to...

1 Shore Crest Lane, Hilton Head Island is a impressive home constructed in 2022 and offers 5 bedrooms & 5 bathrooms, a enormous pool and a calming outdoor entertainment space. This splendid beach home is just a fast 3-5 min. walk to the Burkes...

This elegant near ocean Hilton Head home rental is just a 3-5 min. walk to the beach, has waterway and private pool vistas, gorgeous appointments and a great interior design to help you create a dream vacation.The downstairs features three living...

Summary:Curlew 8The Space:Curlew 8 is a extravagant second-row private home featuring ocean vistas and chic, coastal décor. This fresh private home in North Forest Beach is roomy and alluring - it was freshly modernized and everything has been...

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...