LR to kitchen
Master Bedroom
bedroom 2
dining room
Kitchen into LR

Cozy Coastal Chic

2 bedrooms·2 baths
Hilton Head Island • South Carolina
4.94(113 reviews)

$ 1.045,70 USD totaal voor 3 nachten

28 sep – 1 okt 2026

Front Yard Entrance
Front Yard
Entrance
Patio with Gas Grill
200 Steps to the Sand. North Forest Beach

200 Steps to the Sand. North Forest Beach

4 bedrooms·3 baths
Hilton Head Island • South Carolina
4.8(35 reviews)

$ 4.578,00 USD $ 4.120,20 USD totaal voor 7 nachten

25 sep – 2 okt 2026

Legacy Lookout
Property grounds
Private kitchen
Living room
Balcony

Legacy Lookout

5 bedrooms·6 baths
Okatie • South Carolina
$2.400/ nacht(excl. kosten & belastingen)
Coastal Cabana-10 min walk to Private Beach Access
Coastal Cabana-10 min walk to Private Beach Access
Coastal Cabana-10 min walk to Private Beach Access
Coastal Cabana-10 min walk to Private Beach Access
Coastal Cabana-10 min walk to Private Beach Access

Coastal Cabana-10 min walk to Private Beach Access

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(7 reviews)

$ 823,08 USD totaal voor 3 nachten

25–28 sep 2026

Cottage
Canal Outside Cottage
Screened Porch
Living Area
Livng Area

A Golfer's Dream 3 bedroom cottage, Labor Day

3 bedrooms·3 baths
Hilton Head Island • South Carolina
$250/ nacht(excl. kosten & belastingen)
Palmetto Dunes Golf and Tennis Villa
Palmetto Dunes Golf and Tennis Villa
Palmetto Dunes Golf and Tennis Villa
Palmetto Dunes Golf and Tennis Villa
Palmetto Dunes Golf and Tennis Villa

Palmetto Dunes Golf and Tennis Villa

2 bedrooms·3 baths
Hilton Head Island • South Carolina
5(9 reviews)

$ 1.595,00 USD totaal voor 5 nachten

25–30 sep 2026

Swimming poor 6-3 feet May heat w/additional charge
“Dune” It Right
In private neighborhood w/ lots of greenery
“Dune” It Right
“Dune” It Right

“Dune” It Right

5 bedrooms·5½ baths
Hilton Head Island • South Carolina
5(100 reviews)

$ 3.393,00 USD totaal voor 7 nachten

10–17 okt 2026

Bishop’s Beachside Retreat
Bishop’s Beachside Retreat
Bishop’s Beachside Retreat
Bishop’s Beachside Retreat
Bishop’s Beachside Retreat

Bishop’s Beachside Retreat

2 bedrooms·2 baths
Hilton Head Island • South Carolina
$275/ nacht(excl. kosten & belastingen)
After Dune Delight: Top Floor-HHI | 2 Bed/2 Bath image 1
After Dune Delight: Top Floor-HHI | 2 Bed/2 Bath image 2
After Dune Delight: Top Floor-HHI | 2 Bed/2 Bath image 3
Soak up the sun at the seasonally heated outdoor pool in Building 1 at Hilton Head Resort, located right next to The Beach Bear pool bar. It is the perfect spot to grab a bite or a cold drink after a swim!
After Dune Delight: Top Floor-HHI | 2 Bed/2 Bath image 5

After Dune Delight: Top Floor-HHI | 2 Bed/2 Bath

2 bedrooms·2 baths
Hilton Head Island • South Carolina
$200 – $350/ nacht(excl. kosten & belastingen)
Living room
Kitchen
Kitchen
Kitchen and dining
Dining

Lovely 2 BR condo~resort amenities~beachside

2 bedrooms·2 baths
Hilton Head Island • South Carolina
4.95(19 reviews)

$ 816,20 USD totaal voor 3 nachten

25–28 sep 2026

Hilton Head_Coastal Breeze Beach Getaway
Large outdoor pool at bldg 1 with seasonal poolside restaurant The Beach Bear. Heated outdoor pool starting March 1st.
Eat in dining for 6.
Outdoor Pool at bldg 4 our building.
Coastal Breeze -Top Floor - Hilton Head Island image 4

Hilton Head_Coastal Breeze Beach Getaway

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(134 reviews)

$ 763,00 USD totaal voor 3 nachten

28 sep – 1 okt 2026

View of Living Area from Dining Area and Kitchen
2nd Bedroom sleeps 3
Living Area - new sofa (May 2026) not pictured here
Living Area
Living Area- new sofa (May 2026) not pictured here

Seashells by the Sea at Hilton Head Resort

2 bedrooms·2 baths
Hilton Head Island • South Carolina
4.88(67 reviews)

$ 572,22 USD totaal voor 3 nachten

25–28 sep 2026

Resort Breeze-2 BR, Pools, Hot Tub, Tennis, Beach
Resort Breeze-2 BR, Pools, Hot Tub, Tennis, Beach
Resort Breeze-2 BR, Pools, Hot Tub, Tennis, Beach
Resort Breeze-2 BR, Pools, Hot Tub, Tennis, Beach
Resort Breeze-2 BR, Pools, Hot Tub, Tennis, Beach

Resort Breeze-2 BR, Pools, Hot Tub, Tennis, Beach

2 bedrooms·2 baths
Hilton Head Island • South Carolina
4.85(73 reviews)

$ 954,60 USD totaal voor 4 nachten

27 sep – 1 okt 2026

Carolina Room: A Sunlit Sanctuary Overlooking the Water
Deck with Lagoon Access: Tranquil Waters Await – Relax, Unwind, Repeat
Kayak Rentals (Hilton Head Outfitters): Adventure Awaits – Rent Kayaks Just Up the Street
Dining Area: Gather, Savor, and Create Lasting Memories
Pool Area: Swim, Soak & Splash – Fun for Everyone

7649 Huntington Villa

3 bedrooms·4 baths
Hilton Head Island • South Carolina
$162 – $637/ nacht(excl. kosten & belastingen)
Resort Daze-2 Bedroom, Short Walk to the Beach
Resort Daze-2 Bedroom, Short Walk to the Beach
Resort Daze-2 Bedroom, Short Walk to the Beach
Resort Daze-2 Bedroom, Short Walk to the Beach
Resort Daze-2 Bedroom, Short Walk to the Beach

Resort Daze-2 Bedroom, Short Walk to the Beach

2 bedrooms·2 baths
Hilton Head Island • South Carolina
4.87(77 reviews)

$ 954,60 USD totaal voor 4 nachten

28 sep – 2 okt 2026

Lagoon views with water on 3 sides of back/side yard
Relaxing front porch with lots of privacy
Incredible views from the screened in porch
Private pool with incredible views and lots of privacy! (Heat additional)
Large screened in rear porch to enjoy the incredible views

"After Dune Delight"

5 bedrooms·4 baths
Hilton Head Island • South Carolina
4.91(87 reviews)

$ 10.086,00 USD totaal voor 7 nachten

19–26 nov 2026

Entrance
Office Space in Entry Way
3rd full bathroom with washer and dryer
3rd Full bath with washer/dryer
Living room and dining area

Dunes House View

2 bedrooms·3 baths
Hilton Head Island • South Carolina

$ 1.165,00 USD $ 1.066,00 USD totaal voor 3 nachten

25–28 sep 2026

Lagoon Luxe at Barrington Park – Private Beach, Pool & Balcony Bliss
Binge, Relax, Repeat – Living Room with Streaming & Lagoon Views
Relax, Recharge & Unwind – Elegant Lagoon Retreat Near the Beach
Relax, Recharge & Unwind – Elegant Lagoon Retreat Near the Beach
Palmetto Dunes Perfection – Pool, Hot Tub & Private Beach Access

702 Barrington Park

3 bedrooms·3 baths
Hilton Head Island • South Carolina
$188 – $947/ nacht(excl. kosten & belastingen)
12 Crabline Court
12 Crabline Court
12 Crabline Court
12 Crabline Court
12 Crabline Court

12 Crabline Court

6 bedrooms·6½ baths
Hilton Head Island • South Carolina

$ 3.219,00 USD totaal voor 3 nachten

25–28 sep 2026

View from balcony
Living room
Kitchen
Kitchen
Kitchen

6205 Hampton Place

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(11 reviews)
$395/ nacht(excl. kosten & belastingen)
19 Crabline Court
19 Crabline Court
19 Crabline Court
19 Crabline Court
19 Crabline Court

19 Crabline Court

6 bedrooms·6 baths
Hilton Head Island • South Carolina

$ 2.734,50 USD totaal voor 3 nachten

25–28 sep 2026

15 Crabline
15 Crabline
15 Crabline
15 Crabline
15 Crabline

15 Crabline

8 bedrooms·6½ baths
Hilton Head Island • South Carolina
4.88(34 reviews)

$ 3.219,00 USD totaal voor 3 nachten

25–28 sep 2026

Hilton Head Vacation Rental
Hilton Head Vacation Rental
Hilton Head Vacation Rental
Hilton Head Vacation Rental
Hilton Head Vacation Rental

Hilton Head Vacation Rental

2 bedrooms·2 baths
Hilton Head Island • South Carolina
$299/ nacht(excl. kosten & belastingen)
View off back deck of quiet lagoon
Oceanfront pool complex across the street from the villa
Open living room and sun room
Living room and dining room view with staircase leading to upstairs bedroom
Sun room leading to outdoor deck

Fully Renovated Beach Townhome!

4 bedrooms·3 baths
Hilton Head Island • South Carolina
5(101 reviews)

$ 6.685,25 USD totaal voor 7 nachten

18–25 okt 2026