Hammock Breeze 21Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ideally located on the spectacular north side of Hilton Head Island, this elegant home is the...
2 Collier Beach, Hilton Head Island. Feel luxury living at its best in this gorgeous 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...
14 Collier Beach, Hilton Head Island is a impressive 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...
Welcome to 10 Iron Clad, a gorgeous 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...
Tennismaster 506Our 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...
3 Port Au Prince is a fabulous 5 bedroom, 3.5 bath, pet friendly home located in the gated community of Shipyard Plantation. The entirely equipped kitchen has granite countertops, new range, island that seats 3, and breakfast table for six. Just...
Welcome to Golfer’s Heaven! 5 Lookout is a handsome 3 bedroom/ 3 bath ranch style home located on the 13th fairway of the award winning Robert Trent Jones course. It is also just a 5 min. walk to the beach making it the ideal location for...
Harbour Master 201Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This lavish Hilton Head condo, close to beaches and nightlife, is ideal for any couple’s...
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 refreshed coastal chic ranch home with a hot...
Hampton Place 6209Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Get access to one of the best vistas Palmetto Dunes has to offer in this inviting condo on...
Cartgate 21Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Freshly updated, cavernous home with six bedrooms and five baths that accommodates up to 16 people...
Welcome to our luxury 7BR, 6.5BA coastal escape in North Forest Beach—just 75 steps or 3 mins. down a private path to the sand. Designed for multi-generational gatherings, this home features high-end furnishings, hotel-quality linens, a chef’s...
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 amazing location, with...
Seascape 3227: Stylish Tri-Level Townhome – Just a 5-Minute Stroll to the Beach!Book Direct for the Finest Prices & Feel!Professionally managed by Vacation Time of Hilton Head, Seascape 3227 promises a seamless booking experience and a stay...
19 Sand Dollar, Hilton Head Island. Welcome to this impressive second-row ocean home blending traditional coastal Carolina styling with high-end details for a memorable beach vacation! Located directly across from a semi private beach, appreciate...
Golfmaster E1 Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to the gorgeous Hilton Head Island and make memorable memories at this striking freshly...
Sandy Beach Retreat is a opulent 7 bedroom, 6 full bathroom (plus 2 half baths) home located steps away from the beach access. Located in the beautiful Burkes Beach community of Hilton Head Island, this home has a splendid coastal style design that...
This pretty entirely remodeled three bedroom and four bathroom villa is ideal for families or golf/tennis/pickleball groups and the beach can be conveniently accessed by a short walk or by calling the seasonal, on-call Palmetto Dunes Buggy. The...
