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 nights

Nov 14 – 17, 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 total for 3 nights

Oct 28 – 31, 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 nights

Nov 21 – 24, 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

$832.09 USD total for 3 nights

Nov 11 – 14, 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)

$984.63 USD total for 3 nights

Oct 31 – Nov 3, 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 total for 3 nights

Feb 1 – 4, 2027

Bright and cozy living room designed for comfort and relaxation.
Modern and fully equipped kitchen for all your cooking needs
The Nest
Scenic gazebo offering stunning river views and a tranquil escape.
Bedroom 1 - Bright and relaxing room designed for comfort

The Nest

3 bedrooms·3 baths
Bluffton • South Carolina

$964.60 USD total for 3 nights

Oct 28 – 31, 2026

Bluffton Carriage House
On the River in Bluffton. Your less than two blocks from Oyster Factory Park
The Carriage House
Outside view of the Carriage House
Kitchen/Living Room

The Carriage House

1 bedroom·1 bath
Bluffton • South Carolina

$636.12 USD total for 3 nights

Nov 2 – 5, 2026

Entire Property is Yours
Close to the May River
The BOHO HA
The BOHO
The Carriage House

The BOHO HA

5 bedrooms·4 baths
Bluffton • South Carolina

$1,035.46 USD total for 3 nights

Nov 2 – 5, 2026

The BOHO
Your BackYard Oasis
Chef Worthy Kitchen fully Equipped
Back of the BOHO With Patio and Grill
Walk to Everything Promenade

Bluffton BOHO

4 bedrooms·3 baths
Bluffton • South Carolina

$984.48 USD total for 3 nights

Nov 2 – 5, 2026

Driftwood Inn
Driftwood Inn
A look at one of our multiple 5 star reviews
Driftwood Inn
Driftwood Inn

Driftwood Inn

4 bedrooms·4½ baths
Bluffton • South Carolina

$1,584.41 USD total for 3 nights

Nov 4 – 7, 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 nights

Nov 8 – 12, 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
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)

$2,142.86 USD total for 3 nights

Jun 2 – 5, 2027

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)

$5,889.00 USD total for 7 nights

Nov 1 – 8, 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

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

$943.50 USD total for 3 nights

Dec 1 – 4, 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 total for 3 nights

Nov 3 – 6, 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 total for 3 nights

Oct 28 – 31, 2026

Legacy Lookout
Property grounds
Private kitchen
Living room
Balcony

Legacy Lookout

5 bedrooms·6 baths
Okatie • South Carolina

$9,837.49 USD total for 3 nights

Oct 28 – 31, 2026

Sleeps 12! 5 BDRM-2 Kings,3 Queens-Deck & Patio-Mins to PI & Beaufort
Sleeps 12! 5 BDRM-2 Kings,3 Queens-Deck & Patio-Mins to PI & Beaufort
Horseshoe pit in the back yard.
Sleeps 12! 5 BDRM-2 Kings,3 Queens-Deck & Patio-Mins to PI & Beaufort
Sleeps 12! 5 BDRM-2 Kings,3 Queens-Deck & Patio-Mins to PI & Beaufort

Sleeps 12! 5 BDRM-2 Kings,3 Queens-Deck & Patio-Mins to PI & Beaufort

5 bedrooms·2 baths
Port Royal • South Carolina
5(49 reviews)

$767.22 USD total for 3 nights

Oct 30 – Nov 2, 2026

Welcome to 426 Meritta Ave
Welcoming front porch
Sit a spell and swing
Come on in!
Side entrance to screened porch

Bungalow by the Bay in Beautiful Beaufort SC

3 bedrooms·2 baths
Beaufort • South Carolina
5(46 reviews)

$812.50 USD total for 3 nights

Nov 18 – 21, 2026

Living area looking into dining and kitchen area.
Walk to DT Beaufort|15 min ride to PI & Port Royal
Quartz countertops, tile backsplash and locally sourced heart pine floating shelves.
Walk to DT Beaufort|15 min ride to PI & Port Royal
Furnished back deck.

Walk to DT Beaufort|15 min ride to PI & Port Royal

4 bedrooms·2 baths
Beaufort • South Carolina
5(142 reviews)

$648.65 USD total for 3 nights

Nov 8 – 11, 2026

PET FRIENDLY - MINUTES TO PARRIS ISLAND - BEACHES
PET FRIENDLY - MINUTES TO PARRIS ISLAND - BEACHES
PET FRIENDLY - MINUTES TO PARRIS ISLAND - BEACHES
PET FRIENDLY - MINUTES TO PARRIS ISLAND - BEACHES
Upper Unit

PET FRIENDLY - MINUTES TO PARRIS ISLAND - BEACHES

2 bedrooms·1 bath
Beaufort • South Carolina
5(123 reviews)

$575.00 USD total for 3 nights

Nov 1 – 4, 2026

Sailor's Delight
Sailor's Delight
Sailor's Delight
Sailor's Delight
Sailor's Delight

Sailor's Delight

3 bedrooms·1½ baths
Beaufort • South Carolina
5(29 reviews)

$852.67 USD total for 3 nights

Nov 8 – 11, 2026