Location

Dates

Guests

Vacation rentals in Okatie, South Carolina, United States

Fremhævet

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 total for 3 nætter

1.–4. dec. 2026

Yay, you're here! Welcome to The Coral Door!

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

Property grounds

Private kitchen

Legacy Lookout

5 bedrooms·6 baths

Okatie • South Carolina

9.837,49 $ USD total for 3 nætter

22.–25. nov. 2026

Private kitchen

Private kitchen

Legacy Island - 110 Acres in Private Island in South Carolina

4 bedrooms·4½ baths

Port Royal • South Carolina

7.118,41 $ USD total for 3 nætter

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 total for 3 nætter

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 total for 3 nætter

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 total for 3 nætter

7.–10. mar. 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 total for 3 nætter

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 total for 3 nætter

21.–24. nov. 2026

Upstairs Primary Suite

Patio with Grill and Golf Course Views

2227 Heritage Villa

3 bedrooms·3 baths

Hilton Head Island • South Carolina

4.014,70 $ USD total for 3 nætter

8.–11. mar. 2027

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 total for 3 nætter

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 total for 3 nætter

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 total for 4 nætter

15.–19. nov. 2026

Welcome to our bright and open home.

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 total for 7 nætter

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 total for 7 nætter

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 total for 4 nætter

5.–9. dec. 2026

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 total for 3 nætter

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

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 total for 3 nætter

1.–4. dec. 2026

The Salty Villa

3 bedrooms·2 baths

Hilton Head Island • South Carolina

4.93(148 reviews)

1.005,00 $ USD total for 3 nætter

15.–18. nov. 2026

Fall Golf and Cozy Villa equals Perfect Escape! image 1

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 total for 3 nætter

1.–4. feb. 2027

Great room and dining room

Sea Pines Villa with Lagoon Views

3 bedrooms·3 baths

Hilton Head Island • South Carolina

5(2 reviews)

2.225,85 $ USD total for 5 nætter

15.–20. nov. 2026

Newly renovated condo!

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 for 3 nætter

1.–4. dec. 2026

Exterior detail

Private kitchen

Beautiful Palmetto Dunes 3 Bedroom pet friendly villa.

3 bedrooms·2 baths

Hilton Head Island • South Carolina

959,00 $ USD total for 3 nætter

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 total for 4 nætter

16.–20. nov. 2026