Island Club 2504Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'With ocean vistas from three rooms, four flatscreen TVs, and beach access just steps away...
HILTON HEAD ISLAND. Gorgeous 2, 3, and 4 bedroom two-story villas are attractively decorated and have open floor plans, vaulted ceilings, skylights, decks, and screened porches. On-site amenities include private pool, spa, bath home, and kids's...
Windsor Court South 3108Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'3108 Windsor is a striking 3 bedroom, 3 bath oceanfront villa located in Palmetto...
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.Single-level home with 3 bedrooms and a short walk to the beach! Savor close access to the beach in this completely modernized coastal chic ranch home with a...
True Southern Living at its best! This pretty Sea Pines home was finished Spring of 2025. With an open floor plan, ideal indoor/outdoor living, tons of natural sunlight, and steps to the world-famed sandy beaches of Hilton Head, this home is a true...
Beckenham 119Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Beckenham 119 is a gorgeously decorated and furnished three-bedroom, two-bath, two half-bath...
An astounding example of rental villa perfection! This amazing three bedroom villa has been completely refreshed from the walls in and redesigned with materials of the highest quality with no expense spared and an spectacular attention to...
MINUTES TO THE BEACH! Wonderful three bedroom three bath home with private pool in Sea Pines within a short walking distance to the beach. Wonderful outdoor living space with lagoon and wooded vistas. Very private setting to relax and savor the...
Ketch Court 821Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Spend your next Hilton Head vacation playing tennis, practicing your drive, and calming on the...
Golfmaster J2Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel the best of Hilton Head Island from this impressive condo located in the gated community of...
**Luxurious 6-Bedroom Beach Home Just Steps from North Forest Beach!**Escape to your dream vacation in this roomy and attractively designed 6-bedroom, 6.5-bath beach home, just a few sandy steps from the impressive North Forest Beach. Whether you're...
**METAL ROOF REPLACEMENT SCHEDULED BETWEEN SEPTEMBER 2025-APRIL 2026 AND IS SUBJECT TO CHANGE. SCAFFOLDING WILL BE UP AT TIMES THROUGHOUT THE PROJECT. Due to the nature and scope of the work there is a possibility that your accommodations may be...
The Villas at Xanadu are professionally managed by Vacation Time of Hilton Head and offer the best booking experience when reserved directly through our website.Welcome to Xanadu B9!Charming 3-Bedroom, 2.5-Bath Villa – Freshly Updated and...
Welcome to your dream vacation home located in the heart of Palmetto Dunes Oceanfront Resort. This charmingly appointed 5-bedroom, 4.5-bath offers the ideal blend of coastal appeal, modern comfort, and outdoor serenity ideal for creating memorable...
Beachwalk 111Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in the many attractions that beautiful Hilton Head Island has to offer from the comfortable...
This Penthouse vacation rental has expansive vistas of Shelter Cove Harbour and Marina where you can see all the way to Broad Creek! This villa has over 2500 square feet of living space making it one of only a handful of true Penthouse condos in...
Coastal CharmOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on the 1st Tee of the Clipper Course in Shipyard Plantation, this beautiful French...
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...
