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

$906.23 USD total for 3 nights

Sep 7 – 10, 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

$998.19 USD total for 3 nights

Sep 7 – 10, 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

$1,008.72 USD total for 3 nights

Sep 7 – 10, 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

$969.58 USD total for 3 nights

Sep 13 – 16, 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

$1,091.35 USD total for 3 nights

Sep 14 – 17, 2026

Free cancellation
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
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

Sep 8 – 11, 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)

$1,141.41 USD total for 3 nights

Sep 19 – 22, 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

$793.30 USD total for 3 nights

Nov 11 – 14, 2026

Free cancellation
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

$1,094.63 USD total for 3 nights

Sep 7 – 10, 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

Sep 7 – 10, 2026

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 total for 3 nights

Sep 20 – 23, 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 nights

Sep 7 – 11, 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
$999/ night(excl. fees & taxes)
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

$1,112.58 USD total for 3 nights

Sep 7 – 10, 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 total for 7 nights

Sep 7 – 14, 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

$3,725.07 USD total for 5 nights

Sep 14 – 19, 2026

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.
The dining table easily seats 6 for meals.
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
5(121 reviews)
$220 – $390/ night(excl. fees & taxes)
Amazing view of Harbour Town Links Course
Front of house. Driveway fits 6 cars
Hilton Head Island - Sea Pines House off Harbour Town Golf Links
Hilton Head Island - Sea Pines House off Harbour Town Golf Links
4 bikes included

Hilton Head Island - Sea Pines House off Harbour Town Golf Links

3 bedrooms·3 baths
Hilton Head Island • South Carolina
5(36 reviews)
$310 – $495/ night(excl. fees & taxes)
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

Sep 7 – 10, 2026

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 total for 5 nights

Sep 7 – 12, 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
$200 – $355/ night(excl. fees & taxes)
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

Sep 13 – 16, 2026

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

$1,110.00 USD total for 4 nights

Sep 8 – 12, 2026