Great room
Great room and dining room
Great room
Dining room
Dining room

Sea Pines Villa with Lagoon Views

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

2225,85 $ USD total por 5 noches

24–29 oct 2026

Newly renovated condo!
Interior
Kitchen
Just renovated kitchen!!
87 Ocean Breeze, Walk to the Beach, Tennis, 3 Pools, Just renovated!!

87 Ocean Breeze, Walk to the Beach, Tennis, 3 Pools, Just renovated!!

3 bedrooms·3 baths
Hilton Head Island • South Carolina

986,50 $ USD total por 3 noches

24–27 oct 2026

Exterior detail
Private kitchen
Bathroom
Bathroom
Interior

Beautiful Palmetto Dunes 3 Bedroom pet friendly villa.

3 bedrooms·2 baths
Hilton Head Island • South Carolina

959,00 $ USD total por 3 noches

25–28 oct 2026

SEA PINES 4 Bed + Loft
SEA PINES 4 Bed + Loft
SEA PINES 4 Bed + Loft
SEA PINES 4 Bed + Loft
SEA PINES 4 Bed + Loft

SEA PINES 4 Bed + Loft

4 bedrooms·4 baths
Hilton Head Island • South Carolina
4.9(188 reviews)

2331,00 $ USD total por 4 noches

24–28 oct 2026

Tranquility By The Beach: 12th Row From the Water image 1
Tranquility By The Beach: 12th Row From the Water image 2
Take a dip in the evening
Tranquility By The Beach: 12th Row From the Water image 4
The dining table can accommodate the entire family

Tranquility By The Beach: 12th Row From the Water

5 bedrooms·3½ baths
Hilton Head Island • South Carolina
4.93(59 reviews)

5889,00 $ USD total por 7 noches

1–8 nov 2026

Aerial view
Front of home
Entryway
Entryway
Kitchen view into living area

Hilton Head Lagoon Paradise in Deer Run

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

2142,86 $ USD total por 3 noches

2–5 jun 2027

Family Fun, Bike Everywhere, New Updates
Family Fun, Bike Everywhere, New Updates
Family Fun, Bike Everywhere, New Updates
Family Fun, Bike Everywhere, New Updates
Family Fun, Bike Everywhere, New Updates

Family Fun, Bike Everywhere, New Updates

3 bedrooms·2½ baths
Hilton Head Island • South Carolina

890,00 $ USD total por 4 noches

8–12 nov 2026

Starboard Building at Captain's Quarters- gated
The Pearl looks out over the Intracoastal waterway
Looking from the boardwalk across Broad Creek- at Disney
Off the Starboard elevator-stairway at end of this hallway-turn left to enter The Pearl
Wheelchair accesible

The Pearl at Shelter Cove in Palmetto Dunes Resort

1 bedroom·1 bath
Hilton Head Island • South Carolina
5(38 reviews)

1327,56 $ USD total por 4 noches

24–28 oct 2026

Back deck with lagoon and golf course view
Comfortable, stylish living room with sliding glass doors to back deck
Comfortable, stylish living room
Comfortable, stylish living room
Comfortable, stylish living room with 55 inch TV

Modern, Spacious Villa w/Golf and Lagoon Views

3 bedrooms·2½ baths
Hilton Head Island • South Carolina
4.97(120 reviews)

1174,66 $ USD total por 5 noches

24–29 oct 2026

Captain’s Quarters on the Water
Captain’s Quarters on the Water
Captain’s Quarters on the Water
Captain’s Quarters on the Water
Captain’s Quarters on the Water

Captain’s Quarters on the Water

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(49 reviews)

2147,00 $ USD total por 7 noches

24–31 oct 2026

Living Area
Patio with Golf Course Views
Double Full Suite Balcony
Golfmaster Community Pool
Shipyard Beach Club Beach Path

1302 Golfmaster

3 bedrooms·3 baths
Hilton Head Island • South Carolina

881,36 $ USD total por 3 noches

24–27 oct 2026

Sea Pines · Walk to Beach · Lagoon Deck · 3BR image 1
Sea Pines · Walk to Beach · Lagoon Deck · 3BR image 3
Sea Pines · Walk to Beach · Lagoon Deck · 3BR image 4
Sea Pines · Walk to Beach · Lagoon Deck · 3BR
Sea Pines · Walk to Beach · Lagoon Deck · 3BR

Sea Pines · Walk to Beach · Lagoon Deck · 3BR

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

1240,00 $ USD total por 3 noches

24–27 oct 2026

Small density complex with 2 assigned parking spots right across from beach!
Fully equipped kitchen with table for 2
Granite countertops
Light and bright living area with neutral furniture
Spacious King Master with Roku TV

Steel City Escape - Ocean Gate next to Sea Pines

2 bedrooms·2½ baths
Hilton Head Island • South Carolina
5(50 reviews)

1201,02 $ USD total por 3 noches

21–24 nov 2026

New backyard pool and putting green
Heels in the Sand
Heels in the Sand
Heels in the Sand
Heels in the Sand

Heels in the Sand

3 bedrooms·2½ baths
Hilton Head Island • South Carolina
4.92(51 reviews)

1652,00 $ USD total por 3 noches

24–27 oct 2026

Beach cart, Chairs, Pickleball Racquets
View from Kitchen
Living Room with Balcony
55 inch Smart TV with Board Games
View from Dining room table

Coligny Beach & Pickleball Getaway II

2 bedrooms·1½ baths
Hilton Head Island • South Carolina

630,00 $ USD total por 3 noches

24–27 oct 2026

Living Room
Aerial View Above Treetops Pool
Treetops Community Tennis
Community Sun Deck by Pool
Patio & Outdoor Dining

6401 Treetops

2 bedrooms·3 baths
Hilton Head Island • South Carolina
4.33(3 reviews)

785,82 $ USD total por 3 noches

30 oct – 2 nov 2026

Dining Area
Living Room
Private Balcony Seating Area
Open Kitchen and Island
Community Pool

95 Forest Gardens

2 bedrooms·2 baths
Hilton Head Island • South Carolina

753,74 $ USD total por 3 noches

15–18 nov 2026

Bright and Airy Living Room with Balcony Access
Balcony with Partial Pool View
Bright and Airy Living Room with Balcony Access
Aerial View Above Treetops Pool
Treetops Community Tennis

5804 Treetops

2 bedrooms·1 bath
Hilton Head Island • South Carolina

1070,88 $ USD total por 5 noches

21–26 nov 2026

Sunset on the beach.
Experience Paradise at Coligny Villa w/Pool Access
Experience Paradise at Coligny Villa w/Pool Access
Experience Paradise at Coligny Villa w/Pool Access
Experience Paradise at Coligny Villa w/Pool Access

Experience Paradise at Coligny Villa w/Pool Access

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(22 reviews)

6184,70 $ USD 3844,82 $ USD total por 31 noches

31 oct – 1 dic 2026

Oceanfront Estate Along Hilton Head’s Iconic Shoreline
Oceanfront Estate Along Hilton Head’s Iconic Shoreline
Oceanfront Estate Along Hilton Head’s Iconic Shoreline
14 Laughing Gull
Alfresco Dining Terrace with Pool & Ocean Views

14 Laughing Gull

7 bedrooms·8 baths
Hilton Head Island • South Carolina

6891,61 $ USD total por 4 noches

27–31 oct 2026

Luxury Sea Pines Home | 4th Row, Bikes included image 1
Luxury Sea Pines Home | 4th Row, Bikes included image 2
Luxury Sea Pines Home | 4th Row, Bikes included image 3
Luxury Sea Pines Home | 4th Row, Bikes included image 4
Luxury Sea Pines Home | 4th Row, Bikes included image 5

Luxury Sea Pines Home | 4th Row, Bikes included

5 bedrooms·5½ baths
Hilton Head Island • South Carolina

3380,00 $ USD total por 4 noches

27–31 oct 2026

Private Resort-Style Pool & Sun Deck
Inviting Living Space for Entertainment & Relaxation
Bright Dining Room with Seating for Everyone
The Ultimate Kids’ Quarters – Bunks, Loft & Movie Zone
Bright Kitchen with Ample Counter Space

7 Salem Road

4 bedrooms·4 baths
Hilton Head Island • South Carolina

7424,35 $ USD total por 7 noches

19–26 jun 2027

Condo w/ pool - Walk to the beach image 1
Condo w/ pool - Walk to the beach image 2
Condo w/ pool - Walk to the beach image 3
Condo w/ pool - Walk to the beach image 4
Condo w/ pool - Walk to the beach image 5

Condo w/ pool - Walk to the beach

2 bedrooms·1 bath
Hilton Head Island • South Carolina

693,00 $ USD total por 3 noches

25–28 oct 2026

View from private deck
103 Carolina Club Shipyard Planation
View of front of house
View of back of house
Aerial view of amenities

103 Carolina Club Shipyard Planation

3 bedrooms·3 baths
Hilton Head Island • South Carolina

1279,00 $ USD total por 7 noches

8–15 nov 2026