Uitgelicht
Living room with 2 full size couches (one is a queen sleeper) and oversized plush chair leading to private deck overlooking serene lagoon
Island Club Pool
Island Club community
Large king master with en suite, walk in closet and balcony
Fully stocked and just updated kitchen leading to open first floor

Large 2BR/2.5BA|Oceanfront Resort|Great Amenities

2 bedrooms·2½ baths
Hilton Head Island • South Carolina
5(84 reviews)

$ 912,49 USD totaal voor 3 nachten

1–4 dec 2026

The Coral Door
Yay, you're here! Welcome to The Coral Door!
Enjoy the INCLUDED brand new electric golf cart for rides to the Corner Perk for coffee, old town Bluffton, or to the pier in the evenings. Golf carts are a big part of life in Bluffton!
Plenty of room to relax on the front porch - one of 3 large outdoor and covered spaces at The Coral Door!
Living room has seating for 5 plus 2 poufs for extra seating

The Coral Door

3 bedrooms·2½ baths
Bluffton • South Carolina
Legacy Lookout
Property grounds
Private kitchen
Living room
Balcony

Legacy Lookout

5 bedrooms·6 baths
Okatie • South Carolina

$ 9.837,49 USD totaal voor 3 nachten

22–25 nov 2026

Exterior
Exterior
Private kitchen
Living area
Private kitchen

Legacy Island - 110 Acres in Private Island in South Carolina

4 bedrooms·4½ baths
Port Royal • South Carolina

$ 7.118,41 USD totaal voor 3 nachten

21–24 nov 2026

Balcony View of the Harbour Town Lighthouse
King Bedroom with Harbour Town Lighthouse View
Enjoy Access to Harbour Town Pool Plus the Sun Deck Cafe!
Caravel Court Building with Direct Lighthouse Views and Access to Marina Pathways
Living Room with Harbour Town Lighthouse View

1027 Caravel Court

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(41 reviews)

$ 924,46 USD totaal voor 3 nachten

16–19 nov 2026

Balcony and Gorgeous View of the Harbour Town Lighthouse
Welcome to MyStay at 1029 Caravel Court!
Primary Bedroom with Zero-Gravity Bed and Views of the Harbour Town Lighthouse
Enjoy Access to Harbour Town Pool Plus the Sun Deck Cafe!
Caravel Court Building with Direct Lighthouse Views and Access to Marina Pathways

1029 Caravel Court

1 bedroom·2 baths
Hilton Head Island • South Carolina

$ 818,30 USD totaal voor 3 nachten

15–18 nov 2026

Heart of Harbour Town - Beach | Pool | Golf | 2BR/2.5BA - Pool Access
Heart of Harbour Town - Beach | Pool | Golf | 2BR/2.5BA - Pool Access
Heart of Harbour Town - Beach | Pool | Golf | 2BR/2.5BA - Pool Access
Heart of Harbour Town - Beach | Pool | Golf | 2BR/2.5BA - Pool Access
Heart of Harbour Town - Beach | Pool | Golf | 2BR/2.5BA - Pool Access

Heart of Harbour Town - Beach | Pool | Golf | 2BR/2.5BA - Pool Access

2 bedrooms·2½ baths
Hilton Head Island • South Carolina
4.98(103 reviews)

$ 3.445,00 USD totaal voor 3 nachten

7–10 mrt 2027

821 Ketch Court
821 Ketch Court
Enjoy Access to Harbour Town Pool Plus the Sun Deck Cafe!
View of Harbour Town Marina Across the Street
Across the Street from Lighthouse and Access to Marina Pathways

821 Ketch Court

3 bedrooms·3 baths
Hilton Head Island • South Carolina

$ 992,49 USD totaal voor 3 nachten

15–18 nov 2026

Best of Harbour Town - Beach | Pool | Golf | 3BR/3BA - Book for Summer - Pool Access
Best of Harbour Town - Beach | Pool | Golf | 3BR/3BA - Book for Summer - Pool Access
Best of Harbour Town - Beach | Pool | Golf | 3BR/3BA - Book for Summer - Pool Access
Best of Harbour Town - Beach | Pool | Golf | 3BR/3BA - Book for Summer - Pool Access
Best of Harbour Town - Beach | Pool | Golf | 3BR/3BA - Book for Summer - Pool Access

Best of Harbour Town - Beach | Pool | Golf | 3BR/3BA - Book for Summer - Pool Access

3 bedrooms·3 baths
Hilton Head Island • South Carolina
4.95(81 reviews)

$ 3.465,00 USD totaal voor 3 nachten

21–24 nov 2026

Community Pool
Upstairs Primary Suite
Living Room
Dining Room
Patio with Grill and Golf Course Views

2227 Heritage Villa

3 bedrooms·3 baths
Hilton Head Island • South Carolina

$ 4.014,70 USD totaal voor 3 nachten

8–11 mrt 2027

Front of home
Hilton Head Sea Pines Getaway
Hilton Head Sea Pines Getaway
Foyer/entry way
Hilton Head Sea Pines Getaway

Hilton Head Sea Pines Getaway

5 bedrooms·3½ baths
Hilton Head Island • South Carolina
4.85(82 reviews)

$ 1.813,26 USD totaal voor 3 nachten

15–18 nov 2026

Bright Living and Dining Area with Room for Everyone
Private patio with seating just steps from the pool
Community Pool Just Steps from Patio!
Private patio with seating just steps from the pool
The MyStay Extras!

2203 Heritage Villa

4 bedrooms·4 baths
Hilton Head Island • South Carolina

$ 1.108,83 USD totaal voor 3 nachten

15–18 nov 2026

Sea Pines Serenity
Sea Pines Serenity
Sea Pines Serenity
Sea Pines Serenity
Sea Pines Serenity

Sea Pines Serenity

3 bedrooms·2 baths
Hilton Head Island • South Carolina
5(4 reviews)

$ 2.073,00 USD totaal voor 4 nachten

15–19 nov 2026

Living room
Welcome!
Welcome to our bright and open home.
Foyer
Living room

Coastal Chic at Inland Harbour

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(95 reviews)

$ 2.930,28 USD $ 2.796,63 USD totaal voor 7 nachten

5–12 dec 2026

The dining table easily seats 6 for meals.
Spacious first floor living and dining with sliding door to the deck
54" wall mounted TV, ceiling fan and layered lighting for evening wind down time.
Open floor plan for a great flow and great vacation. Island Song Villa will feel like your own personal villa.
View from the bottom of the stairs to the dining, kitchen, front door and 1st floor bedroom.

Island Song Villa

2 bedrooms·2 baths
Hilton Head Island • South Carolina
4.97(123 reviews)

$ 2.853,00 USD totaal voor 7 nachten

21–28 nov 2026

Backyard Bliss: Poolside Fun & Fireside Nights
Backyard Bliss: Poolside Fun & Fireside Nights
The 19th Hole Loft – An Entertainment Escape with Games, Music & More!
The Heart of the Retreat: Spacious, Sunlit, and Designed for Connection
The Ultimate Bunk Suite: Sleep, Play & Unwind

1 Spanish Moss Road

5 bedrooms·5 baths
Hilton Head Island • South Carolina

$ 3.179,79 USD totaal voor 4 nachten

5–9 dec 2026

Dining
Dining
Dining
Dining
Living area

Newly Updated, Near Harbour Town 1st Floor 2 Bedroom 2Bath Villa

2 bedrooms·2 baths
Hilton Head Island • South Carolina
4.7(66 reviews)

$ 1.221,00 USD totaal voor 3 nachten

15–18 nov 2026

Sunset view at our beach
Looking into the living room from the dining room.
Living room looking to kitchen/dining and outdoor patio
Large kitchen
Master bedroom with king size bed. Master bath to the right of the bed

Sea Pines at South Beach. Direct beach access

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(1 review)

$ 1.112,25 USD totaal voor 3 nachten

1–4 dec 2026

Kitchen
Kitchen
Kitchen
Kitchen
Dining Room

The Salty Villa

3 bedrooms·2 baths
Hilton Head Island • South Carolina
4.93(148 reviews)

$ 1.005,00 USD totaal voor 3 nachten

15–18 nov 2026

Fall Golf and Cozy Villa equals Perfect Escape! image 1
Cover
Fall Golf and Cozy Villa equals Perfect Escape! image 3
Fall Golf and Cozy Villa equals Perfect Escape! image 4
Fall Golf and Cozy Villa equals Perfect Escape! image 5

Spring and summer dates available!

1 bedroom·1 bath
Beaufort County • South Carolina
4.87(23 reviews)

$ 753,50 USD totaal voor 3 nachten

1–4 feb 2027

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)

$ 2.225,85 USD totaal voor 5 nachten

15–20 nov 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 totaal voor 3 nachten

1–4 dec 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 totaal voor 3 nachten

15–18 nov 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)

$ 2.331,00 USD totaal voor 4 nachten

16–20 nov 2026