HOMES | 15% OFF

Escape to the ultimate getaway in one of our spacious homes with 4 or more bedrooms, now with an exclusive 15% off! Perfect for family reunions, friend retreats, or just extra space to break free from it all, beautifully furnished homes that promise comfort, privacy, and a top-tier amenity level. Book now and save on your dream vacation—limited time!

Valid for stays between 02/01/2025 - 05/30/2025The offer starts on 01/30/25 and expires on 02/16/25 and is valid for reservations booked for 3-21 nights. This offer cannot be combined with other offers. Valid for new stays only. 

CODE: 15OFF

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. 


Properties Available 59 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 6 Gunnery is a spacious and inviting home ideally located in the heart of Sea Pines. Nestled halfway between Harbour Town and South Beach Marina, this property offers the perfect combination of convenience and tranquility. Enjoy an easy 5-minute bike ride to
Specials Tag Special
HOMES | 15% OFF

Escape to the ultimate getaway in one of our spacious homes with 4 or more bedrooms, now with an exclusive 15% off! Perfect for family reunions, friend retreats, or just extra space to break free from it all, beautifully furnished homes that promise comfort, privacy, and a top-tier amenity level. Book now and save on your dream vacation—limited time!

Valid for stays between 02/01/2025 - 05/30/2025The offer starts on 01/30/25 and expires on 02/16/25 and is valid for reservations booked for 3-21 nights. This offer cannot be combined with other offers. Valid for new stays only. 

CODE: 15OFF

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. 

6 Gunnery Lane
House -
$269.00 - $865.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 5 (5)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. A stunning retreat in the heart of Palmetto Dunes, designed for relaxation and entertaining. Step into the bright and inviting living room, where floor-to-ceiling windows flood the space with natural light and offer serene views of the golf course. Comfortab
Specials Tag Special
HOMES | 15% OFF

Escape to the ultimate getaway in one of our spacious homes with 4 or more bedrooms, now with an exclusive 15% off! Perfect for family reunions, friend retreats, or just extra space to break free from it all, beautifully furnished homes that promise comfort, privacy, and a top-tier amenity level. Book now and save on your dream vacation—limited time!

Valid for stays between 02/01/2025 - 05/30/2025The offer starts on 01/30/25 and expires on 02/16/25 and is valid for reservations booked for 3-21 nights. This offer cannot be combined with other offers. Valid for new stays only. 

CODE: 15OFF

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. 

6 High Water Fairway Collection Icon
House
$268.00 - $828.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Elegance is understated in this Lowcountry home, truly one of a kind. The setting could not get more perfect. This fabulous home offers 4 bedrooms, 2 master suites, 2 queen bedrooms, and a bunk room. The home boasts multiple living areas on the inside, a gour
Specials Tag Special
HOMES | 15% OFF

Escape to the ultimate getaway in one of our spacious homes with 4 or more bedrooms, now with an exclusive 15% off! Perfect for family reunions, friend retreats, or just extra space to break free from it all, beautifully furnished homes that promise comfort, privacy, and a top-tier amenity level. Book now and save on your dream vacation—limited time!

Valid for stays between 02/01/2025 - 05/30/2025The offer starts on 01/30/25 and expires on 02/16/25 and is valid for reservations booked for 3-21 nights. This offer cannot be combined with other offers. Valid for new stays only. 

CODE: 15OFF

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. 

51 Haul Away Fairway Collection Icon
House -
$442.00 - $1,306.00 / per night
Bedrooms 4 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 5 (10)
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
Specials Tag Special
HOMES | 15% OFF

Escape to the ultimate getaway in one of our spacious homes with 4 or more bedrooms, now with an exclusive 15% off! Perfect for family reunions, friend retreats, or just extra space to break free from it all, beautifully furnished homes that promise comfort, privacy, and a top-tier amenity level. Book now and save on your dream vacation—limited time!

Valid for stays between 02/01/2025 - 05/30/2025The offer starts on 01/30/25 and expires on 02/16/25 and is valid for reservations booked for 3-21 nights. This offer cannot be combined with other offers. Valid for new stays only. 

CODE: 15OFF

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. 

15 Sea Lane Fairway Collection Icon
House -
$265.00 - $843.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 (16)
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 sou
Specials Tag Special
HOMES | 15% OFF

Escape to the ultimate getaway in one of our spacious homes with 4 or more bedrooms, now with an exclusive 15% off! Perfect for family reunions, friend retreats, or just extra space to break free from it all, beautifully furnished homes that promise comfort, privacy, and a top-tier amenity level. Book now and save on your dream vacation—limited time!

Valid for stays between 02/01/2025 - 05/30/2025The offer starts on 01/30/25 and expires on 02/16/25 and is valid for reservations booked for 3-21 nights. This offer cannot be combined with other offers. Valid for new stays only. 

CODE: 15OFF

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. 

42 Stoney Creek Fairway Collection Icon
House -
$557.00 - $2,624.00 / per night
Bedrooms 7 bedrooms
Bathrooms 7 baths
Half Bathrooms 1 half bath
Guests 15 guests
Rating 4.8 (9)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Views, views, and more views! What better way to start your day than listening to the surf, enjoying the beautiful scenery of the marsh with active wildlife, and the ocean just beyond while sipping your coffee on the deck? An expansive, gorgeous beach is just
Specials Tag Special
HOMES | 15% OFF

Escape to the ultimate getaway in one of our spacious homes with 4 or more bedrooms, now with an exclusive 15% off! Perfect for family reunions, friend retreats, or just extra space to break free from it all, beautifully furnished homes that promise comfort, privacy, and a top-tier amenity level. Book now and save on your dream vacation—limited time!

Valid for stays between 02/01/2025 - 05/30/2025The offer starts on 01/30/25 and expires on 02/16/25 and is valid for reservations booked for 3-21 nights. This offer cannot be combined with other offers. Valid for new stays only. 

CODE: 15OFF

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. 

26 Bradley Circle
House - Pet Friendly
$360.00 - $1,527.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 16 guests
Rating 5 (6)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Discover the ultimate island retreat in this newly built three-story home, perfectly designed for a relaxing getaway. With its elegant interiors and thoughtfully curated outdoor spaces, this stunning property is an oasis of comfort and style. The first floo
Specials Tag Special
HOMES | 15% OFF

Escape to the ultimate getaway in one of our spacious homes with 4 or more bedrooms, now with an exclusive 15% off! Perfect for family reunions, friend retreats, or just extra space to break free from it all, beautifully furnished homes that promise comfort, privacy, and a top-tier amenity level. Book now and save on your dream vacation—limited time!

Valid for stays between 02/01/2025 - 05/30/2025The offer starts on 01/30/25 and expires on 02/16/25 and is valid for reservations booked for 3-21 nights. This offer cannot be combined with other offers. Valid for new stays only. 

CODE: 15OFF

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. 

18 Hickory Lane
House
$699.00 - $2,398.00 / per night
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 7 guests
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This oceanfront home is newly updated and offers direct access to the beach as well as an expansive outdoor entertainment area that is sure to be your favorite spot for summer days! Upon entry, you walk into the home\'s sitting room, which has a dining table
Specials Tag Special
HOMES | 15% OFF

Escape to the ultimate getaway in one of our spacious homes with 4 or more bedrooms, now with an exclusive 15% off! Perfect for family reunions, friend retreats, or just extra space to break free from it all, beautifully furnished homes that promise comfort, privacy, and a top-tier amenity level. Book now and save on your dream vacation—limited time!

Valid for stays between 02/01/2025 - 05/30/2025The offer starts on 01/30/25 and expires on 02/16/25 and is valid for reservations booked for 3-21 nights. This offer cannot be combined with other offers. Valid for new stays only. 

CODE: 15OFF

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. 

11 Junket Icone Collection Icon
House -
$1,053.00 - $4,106.00 / per night
Bedrooms 6 bedrooms
Bathrooms 6 baths
Half Bathrooms 2 half baths
Guests 18 guests
Rating 4.8 (9)
**THIS OCEANFRONT HOME IS A NON-SMOKING PROPERTY (INCLUDING OUTDOOR SPACES) AND DOES NOT ALLOW ANY PETS OR ANIMALS IN OR ON PROPERTY.** Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This stunning oceanfront oasis sits in the heart of Palmetto Dunes. As soon as you step through the front doors, the luxu
Specials Tag Special
HOMES | 15% OFF

Escape to the ultimate getaway in one of our spacious homes with 4 or more bedrooms, now with an exclusive 15% off! Perfect for family reunions, friend retreats, or just extra space to break free from it all, beautifully furnished homes that promise comfort, privacy, and a top-tier amenity level. Book now and save on your dream vacation—limited time!

Valid for stays between 02/01/2025 - 05/30/2025The offer starts on 01/30/25 and expires on 02/16/25 and is valid for reservations booked for 3-21 nights. This offer cannot be combined with other offers. Valid for new stays only. 

CODE: 15OFF

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. 

19 Armada Icone Collection Icon
House -
$1,861.00 - $5,722.00 / per night
Bedrooms 6 bedrooms
Bathrooms 6 baths
Half Bathrooms 2 half baths
Guests 15 guests
Rating 5 (9)
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
HOMES | 15% OFF

Escape to the ultimate getaway in one of our spacious homes with 4 or more bedrooms, now with an exclusive 15% off! Perfect for family reunions, friend retreats, or just extra space to break free from it all, beautifully furnished homes that promise comfort, privacy, and a top-tier amenity level. Book now and save on your dream vacation—limited time!

Valid for stays between 02/01/2025 - 05/30/2025The offer starts on 01/30/25 and expires on 02/16/25 and is valid for reservations booked for 3-21 nights. This offer cannot be combined with other offers. Valid for new stays only. 

CODE: 15OFF

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. 

13 Sea Lane Fairway Collection Icon
House -
$309.00 - $1,165.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 16 guests
Rating 5 (10)
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
HOMES | 15% OFF

Escape to the ultimate getaway in one of our spacious homes with 4 or more bedrooms, now with an exclusive 15% off! Perfect for family reunions, friend retreats, or just extra space to break free from it all, beautifully furnished homes that promise comfort, privacy, and a top-tier amenity level. Book now and save on your dream vacation—limited time!

Valid for stays between 02/01/2025 - 05/30/2025The offer starts on 01/30/25 and expires on 02/16/25 and is valid for reservations booked for 3-21 nights. This offer cannot be combined with other offers. Valid for new stays only. 

CODE: 15OFF

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. 

7 Guscio Way Icone Collection Icon
House -
$885.00 - $3,705.00 / per night
Bedrooms 8 bedrooms
Bathrooms 7 baths
Half Bathrooms 1 half bath
Guests 24 guests
Rating 4.8 (11)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Indulge in the tranquil charm of a beach vacation at 25 Singleton Beach, a grand and luxurious 7-bedroom retreat designed for unforgettable seaside getaways. This stunning brand-new home boasts large glass doors and windows that flood the interior with natura
Specials Tag Special
HOMES | 15% OFF

Escape to the ultimate getaway in one of our spacious homes with 4 or more bedrooms, now with an exclusive 15% off! Perfect for family reunions, friend retreats, or just extra space to break free from it all, beautifully furnished homes that promise comfort, privacy, and a top-tier amenity level. Book now and save on your dream vacation—limited time!

Valid for stays between 02/01/2025 - 05/30/2025The offer starts on 01/30/25 and expires on 02/16/25 and is valid for reservations booked for 3-21 nights. This offer cannot be combined with other offers. Valid for new stays only. 

CODE: 15OFF

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. 

25 Singleton Beach Icone Collection Icon
House -
$1,099.00 - $3,419.00 / per night
Bedrooms 7 bedrooms
Bathrooms 7 baths
Half Bathrooms 1 half bath
Guests 17 guests
Rating 5 (1)

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