View Our Properties
Our curated Collection of Hilton Head vacation rentals includes carefully selected homes and villas that are among the finest properties on the island. We offer luxury rentals in Hilton Head Island's most popular locations including Sea Pines, Palmetto Dunes, North Forest Beach, South Forest Beach, and Shelter Cove. Choose from an impressive selection of oceanfront rentals, private homes, and pet friendly rentals. We offer rentals with private pools as well as properties with access to heated pools in addition to many other sought-after amenities including keyless entry, wifi internet, updated furnishings, expansive porches, fireplaces, garage access, and more. Our vacation rentals are handpicked to help create a memorable experience during your Hilton Head vacation.
136 properties available
THIS HOME IS A SMOKE-FREE HOME AND IS RESERVED FOR NON-SMOKERS ONLY (THIS INCLUDES RENTERS AND ANY GUESTS).
SMOKING IS STRICTLY PROHIBITED ANYWHERE IN OR ON THIS OCEANFRONT PROPERTY, BOTH INDOOR AND OUTDOORS. SMOKING, VAPING, OR THE USE OF ANY TOBACCO PRODUCTS IS PROHIBITED ANYWHERE IN OR ON THE PROPERTY.
NO PETS / ANIMALS ALLOWED (THIS INCLUDE
19 Armada
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Located on a quiet street, with Harbour Town Golf Course just steps away, 35 Battery has a light, bright feel and an open, single-level floor plan. Upon entering the front door, a foyer leads guests directly into the living/dining room, which has cathedral ce
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This breath-taking 4th-row home is one of a kind and has everything you need and more for your next Hilton Head vacation. The great room is spacious and is sure to keep guests feeling right at home with its stylish but cozy furnishings! Soaring ceilings and h
6 Grey Widgeon
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Exciting updates have just been completed at this property! A brand-new 5th bedroom is now finished and fully furnished with a queen-size bed and an ensuite jack-and-jill style bathroom. Updated photos have been completed as of January 2026.
Elegance is unde
51 Haul Away | Haul Away Haven
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This Palmetto Dunes beach home features 4 bedrooms and is only a short walk to the beach—that is, if you ever want to leave this gem!
15 Sea Lane features a spacious open floor plan and plenty of natural sunlight! Unwind in the living room as you watch TV on
15 Sea Lane
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This recently updated Palmetto Dunes villa places you only minutes away from the beautiful sandy beaches of Hilton Head. Come in and relax on the comfy sectional. The living room is warm and inviting, with a pullout sofa bed. This villa has an open living roo
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This home is spacious and relaxing 3-bedroom home in the charming, gated community of Sea Pines. Open the door to experience a serene view of a private lagoon shaded by palm trees and live oaks dripping with Spanish moss. An abundance of natural sunlight stre
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
There is no need to look any further than oceanfront Beachside Bliss for your next family reunion or friends\' getaway, as this one-of-a-kind, 8,000-square-foot luxury home will spoil everyone lucky enough to come along! As soon as the sun comes up, your days
43 South Beach Lagoon
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Experience coastal elegance at its finest in this beautifully remodeled 2-bedroom, 2-bathroom oceanfront villa, perfectly situated on the 3rd floor for sweeping views of the Atlantic Ocean. Wake up to the tranquil sound of waves and breathtaking ocean vistas
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
From the moment you walk through the front door, natural light comes flooding in from the windows. The living room is the perfect place to relax with its comfortable furnishings, large screen TV, and access to the balcony through a glass sliding door located
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
533 Shorewood is an amazing 2-bedroom, 2-bathroom oceanfront villa with a pool and ocean views! This stunning beach condo sleeps 7 and is on the 5th floor with elevator access, featuring all new furniture and décor, a community pool, beach access, and more!
533 Shorewood Place
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This stunning brand new build is currently under construction and set to welcome guests in late April 2026!
Located in the heart of Palmetto Dunes, 49 Sea Lane is a newly constructed custom home featuring 7 bedrooms, 5 full bathrooms, one half bathroom, and
49 Sea Lane
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