Island Time Gives Back

At Island Time, we’re grateful for those who dedicate their lives to serving others.

Active-duty military & veterans, first responders (police, firefighters, EMTs & paramedics), healthcare professionals, and educators receive 5% off their Hilton Head Island stay.

🌴 Why Stay With Island Time?
βœ” Hand-picked collection of vacation homes
βœ” Complimentary concierge services
βœ” Beach gear credit

Call us at 843-785-3456 or email [email protected] to receive your discount.

You take care of others. Let us take care of your vacation.

Valid ID or proof of employment/service may be required.


Properties Available 135 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This 2 bedroom, 2-bath Beachside Tennis villa has panoramic views of Calibogue Sound. Located in the South Beach area of Sea Pines on the first floor of a five-story building, just steps to the pool and beach, When entering the villa, you will find the mast
Specials Tag Special
Island Time Gives Back

At Island Time, we’re grateful for those who dedicate their lives to serving others.

Active-duty military & veterans, first responders (police, firefighters, EMTs & paramedics), healthcare professionals, and educators receive 5% off their Hilton Head Island stay.

🌴 Why Stay With Island Time?
βœ” Hand-picked collection of vacation homes
βœ” Complimentary concierge services
βœ” Beach gear credit

Call us at 843-785-3456 or email [email protected] to receive your discount.

You take care of others. Let us take care of your vacation.

Valid ID or proof of employment/service may be required.

1866 Beachside Tennis Villa
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (36)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This two-story Fazio villa boasts peaceful golf course views and is perfect for a family vacation. With close proximity to the spectacular beaches of Palmetto Dunes with new furnishings, flooring and remodeled baths, and an oversized covered deck overlooking
Specials Tag Special
Island Time Gives Back

At Island Time, we’re grateful for those who dedicate their lives to serving others.

Active-duty military & veterans, first responders (police, firefighters, EMTs & paramedics), healthcare professionals, and educators receive 5% off their Hilton Head Island stay.

🌴 Why Stay With Island Time?
βœ” Hand-picked collection of vacation homes
βœ” Complimentary concierge services
βœ” Beach gear credit

Call us at 843-785-3456 or email [email protected] to receive your discount.

You take care of others. Let us take care of your vacation.

Valid ID or proof of employment/service may be required.

26 Fazio Villas Fairway Collection Icon
Villa -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 8 guests
Rating 5 (19)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Beautifully updated 3-bedroom villa in Shelter Cove. Come in, take a seat, and relax in the living room. The living room, kitchen, and dining room have an open layout. The kitchen has granite countertops, new stainless steel appliances, and smooth ceilings.
Specials Tag Special
Island Time Gives Back

At Island Time, we’re grateful for those who dedicate their lives to serving others.

Active-duty military & veterans, first responders (police, firefighters, EMTs & paramedics), healthcare professionals, and educators receive 5% off their Hilton Head Island stay.

🌴 Why Stay With Island Time?
βœ” Hand-picked collection of vacation homes
βœ” Complimentary concierge services
βœ” Beach gear credit

Call us at 843-785-3456 or email [email protected] to receive your discount.

You take care of others. Let us take care of your vacation.

Valid ID or proof of employment/service may be required.

7474 Anchorage Villas
Villa - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (18)
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
Specials Tag Special
Island Time Gives Back

At Island Time, we’re grateful for those who dedicate their lives to serving others.

Active-duty military & veterans, first responders (police, firefighters, EMTs & paramedics), healthcare professionals, and educators receive 5% off their Hilton Head Island stay.

🌴 Why Stay With Island Time?
βœ” Hand-picked collection of vacation homes
βœ” Complimentary concierge services
βœ” Beach gear credit

Call us at 843-785-3456 or email [email protected] to receive your discount.

You take care of others. Let us take care of your vacation.

Valid ID or proof of employment/service may be required.

767 Queens Grant
Villa - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 1 bath
Guests 6 guests
Rating 5 (19)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. You\'re going to love this Captain\'s Walk villa for one of the best panoramic ocean views on Hilton Head Island, for being centrally located within mid-island on new paved pathways, for having a golf course on the property, and for having conveniently locate
Specials Tag Special
Island Time Gives Back

At Island Time, we’re grateful for those who dedicate their lives to serving others.

Active-duty military & veterans, first responders (police, firefighters, EMTs & paramedics), healthcare professionals, and educators receive 5% off their Hilton Head Island stay.

🌴 Why Stay With Island Time?
βœ” Hand-picked collection of vacation homes
βœ” Complimentary concierge services
βœ” Beach gear credit

Call us at 843-785-3456 or email [email protected] to receive your discount.

You take care of others. Let us take care of your vacation.

Valid ID or proof of employment/service may be required.

450 Captains Walk Icone Collection Icon
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (64)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This stunning Palmetto Dunes beach home has recently undergone a full renovation, boasting 5 bedrooms and offering a short stroll to both the beach and the Robert Trent Jones Golf Course. The highlight of this retreat is the brand new private pool, perfect fo
Specials Tag Special
Island Time Gives Back

At Island Time, we’re grateful for those who dedicate their lives to serving others.

Active-duty military & veterans, first responders (police, firefighters, EMTs & paramedics), healthcare professionals, and educators receive 5% off their Hilton Head Island stay.

🌴 Why Stay With Island Time?
βœ” Hand-picked collection of vacation homes
βœ” Complimentary concierge services
βœ” Beach gear credit

Call us at 843-785-3456 or email [email protected] to receive your discount.

You take care of others. Let us take care of your vacation.

Valid ID or proof of employment/service may be required.

13 Sea Lane Fairway Collection Icon
House -
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 16 guests
Rating 5 (32)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This 3rd-floor villa is recently updated and places you just minutes outside of the world-famous Harbour Town. With 2 bedrooms and 2 bathrooms, this Sea Pines villa can sleep up to 4 people comfortably. The living room is illuminated with natural light and ha
Specials Tag Special
Island Time Gives Back

At Island Time, we’re grateful for those who dedicate their lives to serving others.

Active-duty military & veterans, first responders (police, firefighters, EMTs & paramedics), healthcare professionals, and educators receive 5% off their Hilton Head Island stay.

🌴 Why Stay With Island Time?
βœ” Hand-picked collection of vacation homes
βœ” Complimentary concierge services
βœ” Beach gear credit

Call us at 843-785-3456 or email [email protected] to receive your discount.

You take care of others. Let us take care of your vacation.

Valid ID or proof of employment/service may be required.

2380 Lighthouse Tennis
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (32)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. The beach is calling at 62 Mooring Buoy! This sun-filled home is located in beautiful Palmetto Dunes, just a one-minute walk to the beach for toes in the sand. No crossing of streets, located on the beach path! Featuring 4 bedrooms and 4 baths, there is ple
Specials Tag Special
Island Time Gives Back

At Island Time, we’re grateful for those who dedicate their lives to serving others.

Active-duty military & veterans, first responders (police, firefighters, EMTs & paramedics), healthcare professionals, and educators receive 5% off their Hilton Head Island stay.

🌴 Why Stay With Island Time?
βœ” Hand-picked collection of vacation homes
βœ” Complimentary concierge services
βœ” Beach gear credit

Call us at 843-785-3456 or email [email protected] to receive your discount.

You take care of others. Let us take care of your vacation.

Valid ID or proof of employment/service may be required.

62 Mooring Buoy
House -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 (69)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Discover the ultimate lagoon-front escape at this beautifully renovated home, complete with a private fishing dock and just a 5- to 10-minute walk from the beach, the Dunes House, and the Tennis and Pickleball Center. Step into the first level, where new vi
Specials Tag Special
Island Time Gives Back

At Island Time, we’re grateful for those who dedicate their lives to serving others.

Active-duty military & veterans, first responders (police, firefighters, EMTs & paramedics), healthcare professionals, and educators receive 5% off their Hilton Head Island stay.

🌴 Why Stay With Island Time?
βœ” Hand-picked collection of vacation homes
βœ” Complimentary concierge services
βœ” Beach gear credit

Call us at 843-785-3456 or email [email protected] to receive your discount.

You take care of others. Let us take care of your vacation.

Valid ID or proof of employment/service may be required.

9 Saint George
House - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half bath
Guests 12 guests
Rating 5 (15)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Fabulous two-story second row home The balconies and decks overlook the incredible pool. Take the secret path through the canopy and reach the beach in a 1-minute walk. This 6-bedroom, 5.5-bath home with 2 living rooms sleeps 15 and promises unforgettable fam
Specials Tag Special
Island Time Gives Back

At Island Time, we’re grateful for those who dedicate their lives to serving others.

Active-duty military & veterans, first responders (police, firefighters, EMTs & paramedics), healthcare professionals, and educators receive 5% off their Hilton Head Island stay.

🌴 Why Stay With Island Time?
βœ” Hand-picked collection of vacation homes
βœ” Complimentary concierge services
βœ” Beach gear credit

Call us at 843-785-3456 or email [email protected] to receive your discount.

You take care of others. Let us take care of your vacation.

Valid ID or proof of employment/service may be required.

1 Man O War Icone Collection Icon
House -
Bedrooms 6 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 15 guests
Rating 5 (21)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Nestled along the scenic fairways of the renowned Atlantic Dunes Golf Course, this brand new 6-bedroom, 6-bath home in Sea Pines captures the essence of upscale coastal living. 169 North Sea Pines welcomes you with a blend of contemporary design and Southern
Specials Tag Special
Island Time Gives Back

At Island Time, we’re grateful for those who dedicate their lives to serving others.

Active-duty military & veterans, first responders (police, firefighters, EMTs & paramedics), healthcare professionals, and educators receive 5% off their Hilton Head Island stay.

🌴 Why Stay With Island Time?
βœ” Hand-picked collection of vacation homes
βœ” Complimentary concierge services
βœ” Beach gear credit

Call us at 843-785-3456 or email [email protected] to receive your discount.

You take care of others. Let us take care of your vacation.

Valid ID or proof of employment/service may be required.

169 North Sea Pines Drive Icone Collection Icon
House -
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 16 guests
Rating 5 (23)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This property now offers an exciting new amenity with a free pickleball and tennis pass in Palmetto Dunes, which includes two free hours of court time every day of your stay! Indulge in the tranquility of coastal living with this exquisite 3-bedroom, 3-bathr
Specials Tag Special
Island Time Gives Back

At Island Time, we’re grateful for those who dedicate their lives to serving others.

Active-duty military & veterans, first responders (police, firefighters, EMTs & paramedics), healthcare professionals, and educators receive 5% off their Hilton Head Island stay.

🌴 Why Stay With Island Time?
βœ” Hand-picked collection of vacation homes
βœ” Complimentary concierge services
βœ” Beach gear credit

Call us at 843-785-3456 or email [email protected] to receive your discount.

You take care of others. Let us take care of your vacation.

Valid ID or proof of employment/service may be required.

308 Windsor Place
Villa -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (29)

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