The vistas from this pretty three-bedroom three bath, second floor condo are the first thing you will notice when you walk through the doors. Overlooking a peaceful lagoon and golf course, this is the ideal place to spend your next golf hideaway or...
Tennismaster 1102Our 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...
This one of a kind 5th floor penthouse is luxury at its best! It features 3 bedrooms/3 bathroom and spectacular top floor direct oceanfront vistas. The owners have designed and furnished this unit as a home away from home. The expanded kitchen...
This home has everything you need for the ideal vacation. It is located in the heart of the impressive Sea Pines Resort and it is close to everything. This property offers 4 full size bedroom and 3.5 baths. At the heart of this property, you’ll...
Surf ScoterOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Surf Scoter offers luxury vacation rental at its best! This gorgeous multi-level home, located just...
Managed professionally by Vacation Time of Hilton Head, our oceanfront complex is appealingly booked directly through our website.Welcome to 23 Beach Villas: Your Oceanfront Oasis!!Exciting News: Our Sensational New Swimming Pool is Now...
2nd Row Ocean! 5 Bedrooms, 4 Full baths, 2,500sq.ft. Next to Sea Pines Ocean gate.You will definitely fall in adore with this pretty South Forest Beach home! The property is located right outside the Sea Pines ocean gate and is second row to the...
Shipmaster 1902Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Shipmaster 1902 is a handsome Shipyard hideaway that features modern décor throughout. This...
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...
*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...
Located right on the Atlantic in the Sea Pines Plantation, 22 Black Skimmer Rd is frequently praised as a dreamy, family-friendly escape — the kind of place where you make lifelong memories. Guests consistently highlight its marvelous location...
Sandcastle 97Our 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 beachside community, Sandcastle by the Sea is a family-friendly 6BR/4BA...
Sound Villas 1458Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'It's hard to top this inviting and enormous island condo, offering beautiful vistas of the...
Savor impressive lagoon vistas from your own private pool and spa or walk to the ocean in less than ten mins.. Located among live oak trees draped with Spanish moss, and overlooking a lush landscape, this private getaway is the ideal place for your...
Tennismaster 1101Our 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 Road 20Our 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...
Sea RetreatOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to Sea Retreat, a appealing Southern home located in the heart of Hilton Head, offering...
Savor this charming Sea Pines home!Twelve steps bring you into this Sea Pines home - as you enter the home the kitchen is on the right. The bright and sunny kitchen is outfitted with stainless appliances and an eat-in table for four. The kitchen...
