Hilton Head, SC Vacation Rentals

Colonnade Club 149Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find yourself surrounded by the serene island vibes and year-round sunshine of Hilton Head...

Tennismaster 505Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'*Please note the Tennismaster pool is closed as of 9/25/2025. Renovations will begin...

Pelican's NestOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in North Forest Beach, you'll be able to savor all of Hilton Head Island’s activities...

Sea FrontOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'A special vacation to Hilton Head Island awaits you here at Sea Front, a outstanding family-friendly...

Island Club 1304Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel a pleasant stay dipping in and out of the pool, playing tennis, or working out at the...

Beckenham 103Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Beckenham 103 is an elegant condo in Port Royal Village, just a fast walk to the beach. For even...

Island Club 3502Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This two-bedroom, two-bathroom condo will be sure to give you the comfort and amenities needed...

Evian 154Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This amazingly modernized (as of spring 2019) second floor villa features new touches from top to...

Come appreciate this one of a kind elegantly refreshed unit. Everything from the walls in is new. The kitchen has been opened up and features a bespoke island, pendant lighting, shaker style cabinetry, stone countertops, high end appliances and...

Colonnade Club 181Our 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 at the Colonnade Club in Hilton Head, SC! Located within the...

*Wendover Dunes beach boardwalk is under construction until April 2026. There is beach access at the Omni Resort*HILTON HEAD ISLAND. Handsome 2, 3, and 4 bedroom two-story villas are attractively decorated and have open floor plans, vaulted...

Island Club 6401Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Imagine basking in oceanfront vistas from your fourth-floor balcony every morning. With three...

Treat yourself to this huge two bedroom and three bathroom villa located mere steps away from the pool located in the Water Oak community within Palmetto Dunes! The first floor consists of the primary suite, bathroom, living, dining, and kitchen...

Come appreciate this enormous golf course villa with room for the family to spread out! Walking through the villa, you'll soon understand that comfort was made high priority while still maintaining a modern concept. The living room and all...

Tanglewood 504Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make this handsome Tanglewood townhouse your choice for a Hilton Head hideaway! Furnished for...

Evian 101Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Recently-remodeled, this standalone townhouse offers plenty of peaceful and privacy for you and your...

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 enormous entrance features a sweeping spiral...

2 BR townhouse condo. Attractively furnished, 1 1/2 baths, full kitchen, DR and deck overlooking charming, partially shaded pool. Across street from the beach with walk through access. Complex provides new gas poolside grilles for calming meals...