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39 properties available
Welcome to 5 Jessamine Place, only a 10-minute walk to the best beach on Hilton Head Island!
This ranch-style cottage home is newly renovated and beautifully furnished. It offers four bedrooms and four bathrooms to comfortably host up to 13 guests. Nestled on a quiet street with a big yard and private heated pool plus spa, this home is perfect fo
5 Jessamine Place
House -
4
bedrooms
4
baths
13
guests
5
(14)
Welcome to 101 Seacrest. 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-end finishes and appliances.
The living area is designed to be spa
101 Seacrest
Villa -
3
bedrooms
3
baths
1
half bath
8
guests
5
(8)
Please be advised that from Sept. 2023 to April 2024, an infrastructure project will happen on Mooring Buoy.
The grand entrance staircase will transport you to another world through the Italian-style portico, where you are immediately greeted by an expansive ocean view.
Walking into the main house, you are greeted by a beautiful, curved staircas
7 Junket
House -
6
bedrooms
7
baths
2
half baths
15
guests
5
(4)
This amazing island getaway is nestled among the pines beside a lagoon on 1.9 acres in the heart of Sea Pines.
This beach home offers beautiful high-end finishes in the huge eat-in kitchen and throughout, including the spacious dining room, living room, and first-floor master suite. The media room, bedrooms, and bathrooms are luxurious and comfort
5 Calibogue Cay
House -
4
bedrooms
3
baths
1
half bath
10
guests
5
(2)
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 sound? Can you imagine relaxing by the inviting pool while hearing the sizzle of your steak co
42 Stoney Creek
House -
7
bedrooms
7
baths
1
half bath
15
guests
4.7
(4)
No details were missed in this amazing 3-bedroom Palmetto Dunes home. Amazing golf course views greet you as soon as you walk in the door. The large living room\'s main sitting area has a sleeper sofa, a loveseat, and a desk.
Heading further through this home, you are met with a large dining table that seats eight and an open kitchen with quartz
10 Troon
House -
3
bedrooms
2
baths
1
half bath
8
guests
5
(9)
No detail is missed in this Sea Pines home. Walk in and be instantly welcomed by the natural light and amazing pool views. This lovely home has multiple living and sitting spaces with brand new flatscreen TVs and offers plenty of space for the whole family to relax and ensure that guests can be together while having ample room to spread out.
Light
35 Red Oak
House -
5
bedrooms
6
baths
1
half bath
12
guests
5
(7)
Brand new to the rental market! New flooring, lighting, doors, furnishings, linens, art, and decor throughout!
This decorator-designed Sea Pines home is ideal for families, friends, and making memories. As you open the coastal blue front door, you\'re met with a spacious, open-concept family and dining room. The living spaces are welcoming and com
4 Indigo Lane
House -
3
bedrooms
2
baths
8
guests
5
(12)
This beautifully remodeled 3-bedroom home is very stylish, with a coastal cottage vibe throughout. The property features an open living, dining, and kitchen area that is fully equipped with top-of-the-line furnishings to provide all you need for a relaxing summer vacation with the whole family. This house comes with access to a neighborhood pool, t
7 Hollyberry Lane
House -
3
bedrooms
2
baths
8
guests
4.9
(10)
32 Bradley Beach Road is a gorgeous beach house located a short walk to the beach, sleeping 9 guests in 3 bedrooms, 3 bathrooms, and a bonus room. This lovely home is exceptionally well maintained and has ample room to spread out in the living room, which has a sofa that converts into a queen bed. The kitchen is equipped with stainless steel applia
32 Bradley Beach Road
House -
3
bedrooms
3
baths
9
guests
5
(3)
Welcome to the Salty Sixteen!
This beautifully renovated 6-bedroom, 5.5-bath home has high-quality fixtures and unique southern features, including shiplap walls and coffered ceilings. Huge windows allow plenty of natural sunlight to shine through, creating a light and airy environment everyone will enjoy.
The first-floor primary suite has a ki
16 East Garrison | Salty Sixteen
House -
6
bedrooms
5
baths
1
half bath
16
guests
4.8
(8)
Welcome to 4303 Island Club! This two-bedroom, two-bath ocean view condo features expansive ocean views from the patio, a variety of shared pools, and nearby beach access for the perfect island vacation.
Walk into your oasis and find the kitchen, dining room, and living room with an open layout leading to your private balcony patio. Right from the
4303 Island Club
Villa -
2
bedrooms
2
baths
6
guests
5
(16)
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