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 136 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Guests may experience some noise and temporary parking adjustments during this time. Access to all units will remain available throughout the project. This gorgeous Sea Pines villa has been recently renovated and features golf and lagoon views. Walk into an
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.

3 Lighthouse Road Villa Fairway Collection Icon
Villa - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (100)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This oceanfront home offers unforgettable views and a private pool, spa, a game room and an open great room. The open floor plan is a must and is perfect for entertaining. The gourmet kitchen features updated appliances and is perfect for gathering together.
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.

7 Guscio Way Icone Collection Icon
House -
Bedrooms 8 bedrooms
Bathrooms 7 baths
Half Bathrooms 1 half bath
Guests 25 guests
Rating 5 (36)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This beautifully furnished and decorated home overlooks the Palmetto Dunes 11-mile lagoon and is just a 10-minute walk to the beach. With 4 bedrooms and 4.5 bathrooms, a gourmet kitchen, a private pool, and the beautiful Robert Trent Jones golf course, this i
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.

39 Port Tack Fairway Collection Icon
House -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half bath
Guests 11 guests
Rating 5 (39)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This property has recently undergone thoughtful updates, including a full kitchen renovation with new appliances, a fresh paint job, brand new bedding, brand new flooring, updated primary bathroom and more! Brand new photos have been uploaded as of March 2026
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.

40 Hickory Cove
Villa - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (36)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Enjoy endless coastline views from this corner villa on the fifth-floor face of the Windsor Court South building in Palmetto Dunes. Take in breathtaking panoramic views from the screened porch or one of the many balconies that can be found off the living room
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.

3507 Windsor Court South Icone Collection Icon
Villa -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (28)
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
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.

43 South Beach Lagoon Icone Collection Icon
House -
Bedrooms 8 bedrooms
Bathrooms 10 baths
Half Bathrooms 2 half baths
Guests 24 guests
Rating 5 (20)
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 charming Sea Pines home is 4th row from the beach and features 5 bedrooms along with 5 bathrooms and 2 half bathrooms to host 14 guests very comfortably. The first floor features a very open floor plan that offers easy access between the multiple living
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.

2 Royal Tern Icone Collection Icon
House -
Bedrooms 5 bedrooms
Bathrooms 6 baths
Half Bathrooms 2 half baths
Guests 14 guests
Rating 4.9 (32)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Can you just imagine hearing the birds chirping and the wildlife rustling in the greenery as you watch the herons wading in the lagoon? Can you hear the ping of the golfer\'s tee shot? Is the contact between the driver and the golf ball making the sweetest so
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.

42 Stoney Creek Fairway Collection Icon
House -
Bedrooms 7 bedrooms
Bathrooms 7 baths
Half Bathrooms 1 half bath
Guests 15 guests
Rating 5 (29)
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 (18)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 3 Bedroom Villa in Harbour Town Area, Newly Renovated, and Golf View. Gorgeous renovations in 2020 make this villa the right choice for you. As you enter, you are greeted with a two-story, open, and airy space. This open-concept living, dining, and kitchen ar
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.

2371 Racquet Club Fairway Collection Icon
Villa -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (37)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This beautiful oceanfront property features three spacious bedrooms, providing ample space for a relaxing and enjoyable stay. A gorgeous foyer with a spiral staircase ascends to a massive open floor plan with open living, dining, and kitchen areas with high-e
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.

101 Seacrest Icone Collection Icon
Villa -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half bath
Guests 8 guests
Rating 5 (37)

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