Repeat Guest

Get a 5% discount on your rental 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.

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. 

Call our office: 843-785-3456.

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


Properties Available 128 properties available
The property is situated among the palmettos and oak trees of Hilton Head Island and steps away from the Atlantic Ocean. The lapping of the waves on the beach of this oceanfront home will put you to sleep, while the bedrooms on the street side of the house get a peek at the lagoon across the way. This luxury home is near the southern tip of the isl
Specials Tag Special
Repeat Guest

Get a 5% discount on your rental 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.

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. 

Call our office: 843-785-3456.

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

25 South Beach Lagoon
House -
$1,209.00 - $4,352.00 / per night
Bedrooms 8 bedrooms
Bathrooms 7 baths
Guests 21 guests
Rating 5 (6)
6 Indigo Lane is a renovated cozy beach home in a friendly neighborhood in the desirable Lawton Woods section of Sea Pines. A short walk or bike ride to the beach, Sea Pines Forest Preserve, and Lawton Stables. High-speed internet is available to accommodate remote working and video streaming, truly making this your home away from home! This char
Specials Tag Special
Repeat Guest

Get a 5% discount on your rental 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.

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. 

Call our office: 843-785-3456.

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

6 Indigo Lane
House - Pet Friendly
$135.00 - $309.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (21)
You will love this charming three-bedroom, 2.5-bath, two-story home. Total renovations were finished in May 2021. This home offers a wonderful layout that allows everyone to gather together and spread out. The first floor has a living room with a study area and a kitchen with a coffee bar. Just off the kitchen are a large family room and an amazin
Specials Tag Special
Repeat Guest

Get a 5% discount on your rental 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.

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. 

Call our office: 843-785-3456.

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

2 Azalea
House - Pet Friendly
$435.00 - $2,278.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 10 guests
Rating 5 (4)
Welcome to Fairway Breeze! A beautifully renovated four-bedroom, three-bath golf course home in the gated oceanfront resort of Palmetto Dunes. Upon entry, be invited into the living room with a view of the pristine fairway of the George Fazio Golf Course. Separating the living room and dining room is a double-sided fireplace. Get a little work do
Specials Tag Special
Repeat Guest

Get a 5% discount on your rental 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.

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. 

Call our office: 843-785-3456.

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

7 Ginger Beer | Fairway Breeze Fairway Collection Icon
House - Pet Friendly
$242.00 - $796.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 4.9 (13)
10 Cassina Lane is a completely renovated, beautiful Cape Cod-style oceanfront home located right in South Forest Beach, just minutes away from the very popular Coligny Plaza. Featuring 5 bedrooms and 4.5 bathrooms, it is perfect for your next family getaway. Also featuring a private pool, a screened-in porch, and an outside deck, this home is sure
Specials Tag Special
Repeat Guest

Get a 5% discount on your rental 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.

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. 

Call our office: 843-785-3456.

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

10 Cassina Lane
House
$499.00 - $839.00 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half bath
Guests 12 guests
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 253 Captain\'s Quarters, where amazing sunrises greet you in this contemporary one-bedroom villa. Coming this fall the kitchen will be renovated with new cabinets, counter tops and fixtures. The villa is designed to offer a perfect blend of modern ameniti
Specials Tag Special
Repeat Guest

Get a 5% discount on your rental 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.

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. 

Call our office: 843-785-3456.

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

253 Captains Quarters
Villa -
$115.00 - $358.00 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Rating 4.9 (10)
Welcome to 2519 Windsor. This gorgeous oceanfront 3-bedroom, 3-bathroom villa is perfect for your next getaway. Experience the ultimate beachfront retreat in this stunning 3-bedroom villa on Hilton Head Island. Located on the top floor, you\'ll enjoy breathtaking ocean views and the soothing sounds of the tides. The villa features two pools for
Specials Tag Special
Repeat Guest

Get a 5% discount on your rental 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.

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. 

Call our office: 843-785-3456.

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

2519 Windsor II
Villa -
$239.00 - $788.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (12)
Welcome to this 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 streams in through the floor-to-ceiling windows. You will know you have arrived in the seren
Specials Tag Special
Repeat Guest

Get a 5% discount on your rental 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.

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. 

Call our office: 843-785-3456.

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

35 Shell Ring
House -
$460.00 - $2,213.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 8 guests
Rating 5 (5)
This spacious home embodies beach cottage vibes with its open layout and tastefully decorated interior! Soaring ceilings and lots of windows provide the great room with plenty of natural sunlight. In the living room, you will find plenty of plush seating around the brick fireplace (not for guest use), a flat-screen TV, and an array of board games t
Specials Tag Special
Repeat Guest

Get a 5% discount on your rental 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.

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. 

Call our office: 843-785-3456.

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

31 Sand Dollar Road
House - Pet Friendly
$184.00 - $846.00 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 4.8 (8)
Be Our Guest Beach Villa is proud to unveil a top-to-bottom remodel that makes it a showpiece of the Queens Grant Neighborhood. This end-unit villa offers an abundance of windows and sliding glass doors, allowing natural sunlight to flow in with views of the 11-mile lagoon system, a large stained wood deck, and a large, beautiful landscaped area n
Specials Tag Special
Repeat Guest

Get a 5% discount on your rental 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.

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. 

Call our office: 843-785-3456.

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

672 Queens Grant
Villa - Pet Friendly
$159.00 - $552.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 11 guests
Rating 5 (5)
This beautifully updated 5-bedroom, 4-bath home with a 2-car garage, elevator, and private pool is located at Singleton By The Beach. This home is located by the beautiful Chaplin Park, which offers free tennis, pickleball, basketball courts, and walking trails! The coastal chic décor offers modern elegance that is perfect for a relaxing beach vac
Specials Tag Special
Repeat Guest

Get a 5% discount on your rental 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.

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. 

Call our office: 843-785-3456.

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

28 Corine Lane
House - Pet Friendly
$209.00 - $788.00 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 15 guests
Rating 4.8 (12)
Welcome to Koi Cottage! This renovated oceanfront home features 3 bedrooms and 2 bathrooms to sleep up to 10 guests comfortably and is located in the quiet area of Folly Field, one of Hilton Head\'s finest beaches! Upon entry, you walk into the great room of the home- consisting of the kitchen, dining area, and living room, all newly updated! Many
Specials Tag Special
Repeat Guest

Get a 5% discount on your rental 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.

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. 

Call our office: 843-785-3456.

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

22 Sand Dollar Road | Koi Cottage
House -
$275.00 - $790.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 5 (4)

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