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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)

$905.63 USD total for 3 nights

Dec 1 – 4, 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)

$1,327.56 USD total for 4 nights

Nov 12 – 16, 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)

$2,147.00 USD total for 7 nights

Jan 3 – 10, 2027

Private Heated Pool, Hot Tub, Clean, King Bed
Private Heated Pool, Hot Tub, Clean, King Bed
Private Heated Pool, Hot Tub, Clean, King Bed
Private Heated Pool, Hot Tub, Clean, King Bed
Private Heated Pool, Hot Tub, Clean, King Bed

Private Heated Pool, Hot Tub, Clean, King Bed

4 bedrooms·3 baths
Hilton Head Island • South Carolina
4.91(76 reviews)

$4,594.87 USD total for 5 nights

Mar 27 – Apr 1, 2027

Private pool
Gorgeous, Contemporary 3 Bedroom House
Gorgeous, Contemporary 3 Bedroom House
Front of the house
Gorgeous, Contemporary 3 Bedroom House

Gorgeous, Contemporary 3 Bedroom House

3 bedrooms·2 baths
Hilton Head Island • South Carolina
4.87(23 reviews)

$2,668.75 USD $2,432.88 USD total for 5 nights

Nov 12 – 17, 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(153 reviews)

$985.00 USD total for 3 nights

Nov 12 – 15, 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)
$109 – $545/ night(excl. fees & taxes)
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)

$761.00 USD total for 4 nights

Nov 12 – 16, 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)

$761.00 USD total for 4 nights

Nov 12 – 16, 2026

Open Concept Ground floor golf villa
Great room.
Luxurious First Fl Villa/Fazio Golf Course/Beach
Comfortable living area with reclining leather sofa with two power recliners featuring lumbar support, heated massage, reading lights, and charging station. Smart TV includes cable and built in APPs.
Luxurious First Fl Villa/Fazio Golf Course/Beach

Luxurious First Fl Villa/Fazio Golf Course/Beach

1 bedroom·1½ baths
Hilton Head Island • South Carolina

$1,789.00 USD total for 7 nights

Nov 12 – 19, 2026

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 total for 3 nights

Nov 12 – 15, 2026

15 Crabline
15 Crabline
15 Crabline
15 Crabline
15 Crabline

15 Crabline

8 bedrooms·6½ baths
Hilton Head Island • South Carolina
4.89(36 reviews)

$3,219.00 USD total for 3 nights

Nov 15 – 18, 2026

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
4(1 review)

$2,734.50 USD total for 3 nights

Nov 12 – 15, 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/ night(excl. fees & taxes)
Exterior Front View - Driveway can hold 4 Cars, Garage Can Hold 2 Cars
Entryway 2nd Floor
Front Porch Landing
2nd Floor Great Room
Kitchen View with Large Island and Seating for 4

Fully Screened Heated Pool/Elevator/Fenced-79

6 bedrooms·4 baths
Hilton Head Island • South Carolina
4.94(126 reviews)

$2,524.06 USD total for 3 nights

Nov 12 – 15, 2026

Beautiful, pet friendly 3 bedroom villa
Beautiful, pet friendly 3 bedroom villa
Beautiful, pet friendly 3 bedroom villa
Beautiful, pet friendly 3 bedroom villa
Beautiful, pet friendly 3 bedroom villa

Beautiful, pet friendly 3 bedroom villa

3 bedrooms·2½ baths
Hilton Head Island • South Carolina

$630.00 USD total for 3 nights

Nov 12 – 15, 2026

Front Exterior View, Driveway holds 4 Cars, Garage Holds Two Cars.
Exterior Stairs To Front Door
Front Porch Landing
Entry from Front Door
Entry From Front Door

Fully Screened Heated Pool/Elevator/Fenced-51

6 bedrooms·4 baths
Hilton Head Island • South Carolina
4.92(167 reviews)

$2,650.68 USD total for 3 nights

Nov 12 – 15, 2026

Front of house
Over head view of pool and hot tub from front porch
Arial view from front of home
Burkes Beach access just a few minutes walk from the house
New Kitchen and appliances

Luxury beach house w/pool, elevator, game room. Steps to Beach

8 bedrooms·7 baths
Hilton Head Island • South Carolina
5(34 reviews)

$3,567.86 USD total for 3 nights

Nov 16 – 19, 2026

Living Area
Entry to Villa
Entry hall
Primary Bedroom with King Bed
Primary Bath with full tub

Coastal Calm Retreat in Palmetto Dunes

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

$672.12 USD total for 3 nights

Nov 19 – 22, 2026

Coastal Charm Pets n Family Palmetto Dunes QG
DR/LR and desk
Coastal Charm Pets n Family Palmetto Dunes QG
Coastal Charm Pets n Family Palmetto Dunes QG
Kitchen with counter and stools

Coastal Charm Pets n Family Palmetto Dunes QG

2 bedrooms·2 baths
Hilton Head Island • South Carolina
4.89(311 reviews)

$799.30 USD total for 3 nights

Nov 12 – 15, 2026

Bright, open living space with plenty of room to relax, plus a queen sleeper sofa — extra sleeping space for the family!
Just bring your swimsuit and beach towel!
Second Bedroom Sleeps 4 — Queen Bed + Twin Bunk Beds.
HHI TIDE 21 | 4-Min Beach Walk • Beach Gear
Enjoy the oceanfront pool and beautiful beach, just a short 4 min. walk from your condo.

HHI TIDE 21 | 4-Min Beach Walk • Beach Gear

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(201 reviews)

$550.04 USD total for 3 nights

Jan 7 – 10, 2027

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 total for 5 nights

Nov 12 – 17, 2026

Stones Throw from the beach
Stones Throw from the beach
Stones Throw from the beach
Stones Throw from the beach
Stones Throw from the beach

Stones Throw from the beach

2 bedrooms·1½ baths
Hilton Head Island • South Carolina
4.89(46 reviews)

$610.00 USD total for 3 nights

Nov 12 – 15, 2026

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)

$911.50 USD total for 3 nights

Nov 14 – 17, 2026