Repeat Guest | 10% OFF on your 2025 Stay

NEW ! Get a 10% discount on your 2025 stay when you are a repeat guest.

Plus! $50 in EXTRA BEACH GEAR CREDIT*

We like to host repeat guests. Whether you stay with us every year or a few times a year, we offer 5% off your rental and add another 5% off for any stay in 2025

We have no hidden fees! Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown. 

This offer cannot be combined with other offers. Valid for new stays only.

Call our office: 843-785-3456.

*Will apply for repeat guests who used their beach gear credit in the past.


Properties Available 144 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This 2 Bedroom 2 Bathroom villa is located in Palmetto Dunes in the tranquil Queens Grant neighborhood. This open plan, pet friendly villa is the perfect place for a peaceful Island escape. With it\'s open plan, and coastal blues interior, you\'ll find every
Specials Tag Special
Repeat Guest | 10% OFF on your 2025 Stay

NEW ! Get a 10% discount on your 2025 stay when you are a repeat guest.

Plus! $50 in EXTRA BEACH GEAR CREDIT*

We like to host repeat guests. Whether you stay with us every year or a few times a year, we offer 5% off your rental and add another 5% off for any stay in 2025

We have no hidden fees! Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown. 

This offer cannot be combined with other offers. Valid for new stays only.

Call our office: 843-785-3456.

*Will apply for repeat guests who used their beach gear credit in the past.

520 Queens Grant
Villa - Pet Friendly
$135.00 - $379.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (4)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Penthouse 3-bed villa overlooking the world-famous Harbour Town Yacht Basin, just steps away from Harbourtown A great room with dual sofas facing a large flat-screen TV A set of sliders gives entrance to a whimsically tiled patio with a postcard-perfect view
Specials Tag Special
Repeat Guest | 10% OFF on your 2025 Stay

NEW ! Get a 10% discount on your 2025 stay when you are a repeat guest.

Plus! $50 in EXTRA BEACH GEAR CREDIT*

We like to host repeat guests. Whether you stay with us every year or a few times a year, we offer 5% off your rental and add another 5% off for any stay in 2025

We have no hidden fees! Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown. 

This offer cannot be combined with other offers. Valid for new stays only.

Call our office: 843-785-3456.

*Will apply for repeat guests who used their beach gear credit in the past.

953 Cutter Court
Villa -
$125.00 - $1,038.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (5)
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
Specials Tag Special
Repeat Guest | 10% OFF on your 2025 Stay

NEW ! Get a 10% discount on your 2025 stay when you are a repeat guest.

Plus! $50 in EXTRA BEACH GEAR CREDIT*

We like to host repeat guests. Whether you stay with us every year or a few times a year, we offer 5% off your rental and add another 5% off for any stay in 2025

We have no hidden fees! Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown. 

This offer cannot be combined with other offers. Valid for new stays only.

Call our office: 843-785-3456.

*Will apply for repeat guests who used their beach gear credit in the past.

7484 Anchorage Villa
Villa - Pet Friendly
$135.00 - $249.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (5)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This pet-friendly Sea Pines home has an extremely open floor plan with soaring ceilings to create a charming environment perfect for your next vacation. Three bedrooms and three bathrooms offer enough space to host up to 10 guests comfortably. Multiple living
Specials Tag Special
Repeat Guest | 10% OFF on your 2025 Stay

NEW ! Get a 10% discount on your 2025 stay when you are a repeat guest.

Plus! $50 in EXTRA BEACH GEAR CREDIT*

We like to host repeat guests. Whether you stay with us every year or a few times a year, we offer 5% off your rental and add another 5% off for any stay in 2025

We have no hidden fees! Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown. 

This offer cannot be combined with other offers. Valid for new stays only.

Call our office: 843-785-3456.

*Will apply for repeat guests who used their beach gear credit in the past.

36 Red Oak Fairway Collection Icon
House - Pet Friendly
$297.00 - $1,552.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 5 (11)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Discover your serene escape in the oceanfront complex of South Forest Beach! With direct beach access and a large on-site pool (heated in March & April and October & November), this villa combines relaxation and convenience, just steps from the ocean and a s
Specials Tag Special
Repeat Guest | 10% OFF on your 2025 Stay

NEW ! Get a 10% discount on your 2025 stay when you are a repeat guest.

Plus! $50 in EXTRA BEACH GEAR CREDIT*

We like to host repeat guests. Whether you stay with us every year or a few times a year, we offer 5% off your rental and add another 5% off for any stay in 2025

We have no hidden fees! Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown. 

This offer cannot be combined with other offers. Valid for new stays only.

Call our office: 843-785-3456.

*Will apply for repeat guests who used their beach gear credit in the past.

24 Ocean Club
Villa -
$172.00 - $467.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 6 guests
Rating 5 (4)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. With beautiful craftsmanship throughout the well-appointed house. The ground level has a newly refinished pine floor and an open-plan design, with the large kitchen overlooking the cozy living room. There are lots of books to read; there is lots of seating on
Specials Tag Special
Repeat Guest | 10% OFF on your 2025 Stay

NEW ! Get a 10% discount on your 2025 stay when you are a repeat guest.

Plus! $50 in EXTRA BEACH GEAR CREDIT*

We like to host repeat guests. Whether you stay with us every year or a few times a year, we offer 5% off your rental and add another 5% off for any stay in 2025

We have no hidden fees! Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown. 

This offer cannot be combined with other offers. Valid for new stays only.

Call our office: 843-785-3456.

*Will apply for repeat guests who used their beach gear credit in the past.

30 Ruddy Turnstone | Ruddy Retreat
House - Pet Friendly
$477.00 - $1,713.00 / per night
Bedrooms 5 bedrooms
Bathrooms 6 baths
Guests 14 guests
Rating 4.9 (11)
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! Enjoy close access to the beach in this fully renovated coastal chic ranch home with a hot tub and private outdoor shower! All-new kitchens, baths, furniture, and more ensure a comfortable and r
Specials Tag Special
Repeat Guest | 10% OFF on your 2025 Stay

NEW ! Get a 10% discount on your 2025 stay when you are a repeat guest.

Plus! $50 in EXTRA BEACH GEAR CREDIT*

We like to host repeat guests. Whether you stay with us every year or a few times a year, we offer 5% off your rental and add another 5% off for any stay in 2025

We have no hidden fees! Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown. 

This offer cannot be combined with other offers. Valid for new stays only.

Call our office: 843-785-3456.

*Will apply for repeat guests who used their beach gear credit in the past.

6 East Garrison
House -
$226.00 - $599.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (18)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This stunning 5-bedroom, 5.5-bathroom house is nestled in the heart of North Forest Beach. Ideally situated, it boasts direct access to the pristine sandy shores of the Atlantic Ocean, making it a beach lover\'s dream come true. Step inside, and you\'ll be gr
Specials Tag Special
Repeat Guest | 10% OFF on your 2025 Stay

NEW ! Get a 10% discount on your 2025 stay when you are a repeat guest.

Plus! $50 in EXTRA BEACH GEAR CREDIT*

We like to host repeat guests. Whether you stay with us every year or a few times a year, we offer 5% off your rental and add another 5% off for any stay in 2025

We have no hidden fees! Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown. 

This offer cannot be combined with other offers. Valid for new stays only.

Call our office: 843-785-3456.

*Will apply for repeat guests who used their beach gear credit in the past.

3 Dune Lane Icone Collection Icon
House -
$781.00 - $2,542.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 16 guests
Rating 5 (20)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This oceanfront stunner was built in 2019 and offers amazing views as well as direct access to the beach with a private boardwalk. Walk into an amazing great room to unwind from a day out in the sun. The living room has two couches and two comfy chairs that
Specials Tag Special
Repeat Guest | 10% OFF on your 2025 Stay

NEW ! Get a 10% discount on your 2025 stay when you are a repeat guest.

Plus! $50 in EXTRA BEACH GEAR CREDIT*

We like to host repeat guests. Whether you stay with us every year or a few times a year, we offer 5% off your rental and add another 5% off for any stay in 2025

We have no hidden fees! Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown. 

This offer cannot be combined with other offers. Valid for new stays only.

Call our office: 843-785-3456.

*Will apply for repeat guests who used their beach gear credit in the past.

103 Dune Lane Icone Collection Icon
House - Pet Friendly
$1,391.00 - $4,999.00 / per night
Bedrooms 7 bedrooms
Bathrooms 7 baths
Half Bathrooms 1 half bath
Guests 20 guests
Rating 5 (12)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This spectacular villa has been renovated with new flooring, painting, and furniture. Walking into the villa welcomes you to an open-concept living area featuring high ceilings and large windows that bathe the space in natural light. The living room is elegan
Specials Tag Special
Repeat Guest | 10% OFF on your 2025 Stay

NEW ! Get a 10% discount on your 2025 stay when you are a repeat guest.

Plus! $50 in EXTRA BEACH GEAR CREDIT*

We like to host repeat guests. Whether you stay with us every year or a few times a year, we offer 5% off your rental and add another 5% off for any stay in 2025

We have no hidden fees! Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown. 

This offer cannot be combined with other offers. Valid for new stays only.

Call our office: 843-785-3456.

*Will apply for repeat guests who used their beach gear credit in the past.

233 Turnberry Villas Fairway Collection Icon
Villa -
$133.00 - $1,597.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.7 (4)
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
Repeat Guest | 10% OFF on your 2025 Stay

NEW ! Get a 10% discount on your 2025 stay when you are a repeat guest.

Plus! $50 in EXTRA BEACH GEAR CREDIT*

We like to host repeat guests. Whether you stay with us every year or a few times a year, we offer 5% off your rental and add another 5% off for any stay in 2025

We have no hidden fees! Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown. 

This offer cannot be combined with other offers. Valid for new stays only.

Call our office: 843-785-3456.

*Will apply for repeat guests who used their beach gear credit in the past.

2371 Racquet Club Fairway Collection Icon
Villa -
$231.00 - $807.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (9)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 2390 Lighthouse Tennis Villa invites you to experience the Sea Pines Community on Hilton Head Island. In addition to its premier location surrounded by beautiful scenery, this well-appointed villa is an exceptional getaway retreat. From Harbour Town Marina to
Specials Tag Special
Repeat Guest | 10% OFF on your 2025 Stay

NEW ! Get a 10% discount on your 2025 stay when you are a repeat guest.

Plus! $50 in EXTRA BEACH GEAR CREDIT*

We like to host repeat guests. Whether you stay with us every year or a few times a year, we offer 5% off your rental and add another 5% off for any stay in 2025

We have no hidden fees! Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown. 

This offer cannot be combined with other offers. Valid for new stays only.

Call our office: 843-785-3456.

*Will apply for repeat guests who used their beach gear credit in the past.

2390 Lighthouse Tennis
Villa - Pet Friendly
$115.00 - $877.00 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Rating 4.8 (10)

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