Hilton Head, SC 5+ Bedroom Oceanfront Vacation Rentals
- Atlantic Beach
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- Carolina Beach
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Welcome to 10 Iron Clad, a pretty 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 appreciate their beach vacation. A one million dollar remodel...
- Hilton Head
- 6 Bedrooms
- 6 Bathrooms
- Sleeps 17
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.This charming, nine-bedroom Beachcomber home sports a private pool and spa and provides broad living spaces, as well as marvelous vistas of the beach and the...
- Hilton Head
- 9 Bedrooms
- 10 Bathrooms
- Sleeps 28
**NOW OFFERING 50% OFF POOL HEAT FOR MARCH - MAY 22*** UPON BOOKING, GUEST MUST LEAVE IN COMMENTS THAT THEY WANT POOL/ SPA HEAT OR CALL OUR RESERVATIONS TEAM TO CONFIRM. THIS IS FOR NEW BOOKINGS MADE ON OR AFTER 1/30/26*****WINTER/ SPRING 2026...
- Hilton Head
- 7 Bedrooms
- 7 Bathrooms
- Sleeps 20
You'll adore this six bedroom oceanfront home located in esteemed Palmetto Dunes Oceanfront Resort. Boasting multiple huge windows facing the oceanfront, this home provides oceanfront vistas from nearly every room! As you enter, you are first...
- Hilton Head
- 6 Bedrooms
- 6 Bathrooms
- Sleeps 14
10 Collier Beach, Hilton Head Island is an escape to heaven in this impressive 6-bedroom, 7-bathroom oceanfront home, offering beautiful 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
Set along the shoreline with sweeping Atlantic vistas, this exceptional six-bedroom, 6900 sq foot, oceanfront residence captures the enduring appeal of classic Nantucket style paired with refined coastal luxury. Thoughtfully designed interiors...
- Hilton Head
- 6 Bedrooms
- 5 Bathrooms
- Sleeps 12
Treat your family with this immense five bedroom home located oceanfront on Catboat Lane within Palmetto Dunes Oceanfront Resort! The gourmet chef's kitchen will be entirely-equipped with everything you'll need to prepare a meal for your entire...
- Hilton Head
- 5 Bedrooms
- 5 Bathrooms
- Sleeps 15
**NOW OFFERING 50% OFF POOL HEAT FOR MARCH - MAY 22*** UPON BOOKING, GUEST MUST LEAVE IN COMMENTS THAT THEY WANT POOL/ SPA HEAT OR CALL OUR RESERVATIONS TEAM TO CONFIRM. THIS IS FOR NEW BOOKINGS MADE ON OR AFTER 1/30/26***6 Terra Bella Trace, Hilton...
- Hilton Head
- 6 Bedrooms
- 8 Bathrooms
- Sleeps 20
2 Collier Beach, Hilton Head Island. Feel luxury living at its best in this impressive oceanfront 5-bedroom, 5.5-bathroom home boasting an oceanfront pool and one of the only pet friendly homes on Singleton Beach. Each bedroom comes with its own...
- Hilton Head
- 5 Bedrooms
- 5 Bathrooms
- Sleeps 14
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.This impressive 5-bedroom, 5.5-bathroom home is located in the heart of North Forest Beach. Ideally located, it features direct access to the pristine sandy...
- Hilton Head
- 5 Bedrooms
- 5 Bathrooms
- Sleeps 16
Sound Villas 1452Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'A roomy haven in the Sound Villas community, this family-friendly home is a sure bet for a...
- Hilton Head
- 5 Bedrooms
- 5 Bathrooms
- Sleeps 15
Sea PointeOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This fashonable five-bedroom home is just steps away from Singleton Beach and the shared community...
- Hilton Head
- 5 Bedrooms
- 5 Bathrooms
- Sleeps 10
HeavenOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'*Please read our important pool heat information to help you have the best vacation possible!*This...
- Hilton Head
- 5 Bedrooms
- 4 Bathrooms
- Sleeps 14
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
14 Collier Beach, Hilton Head Island is a striking oceanfront estate that offers a state-of-the-art chef's kitchen, an open-concept living and dining area leading to an oceanfront pool, deck, and grille. The home features a extravagant master suite...
- Hilton Head
- 6 Bedrooms
- 6 Bathrooms
- Sleeps 16
Dune Lane 105Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'If you’ve been planning a group hideaway to Hilton Head but haven’t yet found the ideal...
- Hilton Head
- 6 Bedrooms
- 5 Bathrooms
- Sleeps 16
This fourth floor penthouse in Captain's Walk is the ideal setting for your next vacation. Upon entering the unit, guests will appreciate expansive vistas of the Atlantic. The living room has two sizable couches, game table, and TV. The dining room...
- Hilton Head
- 5 Bedrooms
- 3 Bathrooms
- Sleeps 11
Amazing oceanfront home…..your ideal vacation hideaway! This home is ideal for entertaining with eight bedrooms, eight full baths, 1 half bath and huge living areas with enormous flat screen TV's and calming sitting areas to appreciate the...
- Hilton Head
- 8 Bedrooms
- 8 Bathrooms
- Sleeps 21