Hilton Head, SC Oceanfront Vacation Rentals

**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...

This third floor handsome condominium, within the Captain's Walk community, has direct oceanfront vistas that will not disappoint.The kitchen to the left as you enter, comes entirely-outfitted to meet all of your needs during your calming stay...

Boogie down to the beach at this airy 2-bedroom, 2-bath condo on Hilton Head Island! Whether you’re looking to ideal your tan by a pool, prepare family-style meals in a completely equipped kitchen, or simply walk along gorgeous beaches this condo...

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.435 Captain's Walk overlooks the pool out to the ocean! Lots of recent updates!435 Captain’s Walk is a second-floor, 3-bedroom, 3-bathroom end unit that...

Island Club 118Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Admire a gorgeous view of the pond from your private balcony at this gorgeously updated condo...

Come appreciate this two bedroom and two bathroom condominium with excellent ocean vistas! The Kitchen is on the right upon entering this penthouse-level condo and features granite countertops, new stainless steel appliances and bespoke cabinetry! ...

Island Club 5204Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'With expansive ocean vistas and an oceanfront location, this freshly updated, three-bedroom...

Breakers 224Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Your ideal beach escape starts here! Located in the heart of Hilton Head Island at The Breakers...

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 sizable flat screen TV's and calming sitting areas to appreciate the...

This beachfront 1 bedroom, 2 bathroom 5th floor villa features marvelous ocean vistas from all windows! When entering the villa, the completely equipped kitchen is on the right side which is ideal for cooking meals. There is a breakfast bar for two...

Island Club 123Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the handsome Hilton Head, SC, this second-floor condo offers striking vistas...

HH Beach & Tennis 302AROur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'**Need to Know Notes**Admiral's Row Sprinkler ProjectAnticipated Start date...

Hilton Head Resort 4434Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in a gated community and located near the sandy shores of the Atlantic Ocean...

The Windsor Place condominium is delightfully decorated villa having four bedrooms and four baths! This condominium has been newly refreshed with new lighting, bathrooms, paint and floor!Being one of the bigger units in Windsor Place makes this...

HH Beach & Tennis 158BOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Say hello to the sunshine when you call this Hilton Head HH Beach & Tennis condo your...

Oceanside 335 is a charmingly decorated villa that offers a unique layout. This villa is ideal for couples or modest families. This one-bedroom has a king-sized and full-size bed with no door separation between the sleeping areas and is equipped...

Beachside Home - 6 GalleonOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Stay just steps from the beach in this comfortable four-bedroom home located in...

HH Beach & Tennis 415AROur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'**Need to Know Notes**Admiral's Row Sprinkler ProjectAnticipated Start date...