Premium Ocean Views
Bright Modern Living Room with Oceanview Balcony
Stunning View from Your Private Balcony
Bright Modern Living Room with Oceanview Balcony
Spacious Primary Suite with Plush Bedding

4405 Windsor Court North

2 bedrooms·2 baths

$1,136.20 USD total for 3 nights

Nov 16 – 19, 2026

Lagoon Luxe at Barrington Park – Private Beach, Pool & Balcony Bliss
Binge, Relax, Repeat – Living Room with Streaming & Lagoon Views
Relax, Recharge & Unwind – Elegant Lagoon Retreat Near the Beach
Relax, Recharge & Unwind – Elegant Lagoon Retreat Near the Beach
Palmetto Dunes Perfection – Pool, Hot Tub & Private Beach Access

702 Barrington Park

3 bedrooms·3 baths

$1,713.90 USD total for 3 nights

Nov 25 – 28, 2026

Forest Beach Villas – Prime Location Near Iconic Coligny Beach
Laid-Back Living – Relax in a Bright, Beachy Gathering Space
Breathe in the Beach Breeze – Private Balcony with Peaceful Views
Game, Set, Splash – Aerial Perspective on Tennis and Poolside Fun
Sparkling Pool – Dive Into Relaxation Steps From Your Door

223 Forest Beach Villa

3 bedrooms·2 baths

$1,321.58 USD total for 5 nights

Nov 22 – 27, 2026

Your Breakers Retreat - Steps to Sand, Shops & Sunsets
Ocean Views & Elegant Comfort in North Forest Beach
Beach Ready: Towels, Chairs & Cooler Included
Salt + Serenity – Oceanfront Couple’s Villa
Experience the Difference with MyStay Extras

222 Breakers

1 bedroom·1 bath

$741.59 USD total for 3 nights

Nov 16 – 19, 2026

Resort-Style Zero-Entry Pool, Kiddie Splash Zone & Soothing Hot Tub
Lounge with a View
Welcome to Your Slice of Hilton Head Paradise
Elegant Primary Suite with Balcony Views
Welcome to MyStay at 235 Shorewood!

235 Shorewood

3 bedrooms·3 baths
1 Mallard Road: Your 7BR Coastal Getaway with Pool, Hot Tub & Prime Location
1 Mallard Road: Your 7BR Coastal Getaway with Pool, Hot Tub & Prime Location
Game-Ready Living Area with Pool Table & Lounge Seating
Game-Ready Living Area with Pool Table & Lounge Seating
Bonus Sunlit Carolina Room with Foosball and TV Lounge

1 Mallard Road

7 bedrooms·6 baths

$3,375.71 USD total for 4 nights

Nov 16 – 20, 2026

Private Resort-Style Pool & Sun Deck
Inviting Living Space for Entertainment & Relaxation
Bright Dining Room with Seating for Everyone
The Ultimate Kids’ Quarters – Bunks, Loft & Movie Zone
Bright Kitchen with Ample Counter Space

7 Salem Road

4 bedrooms·4 baths

$7,840.50 USD total for 7 nights

Jun 19 – 26, 2027

Welcome to the SeaCrest Oceanfront Resort
Oceanview Pool + Kiddie Pool Fun
Bright and Coastal Living Space with Ocean Views
Your Home Base for Meals & Memories
Pool Bar Jim's Bar & Restaurant - Your Poolside Cocktail Stop

2313 SeaCrest

2 bedrooms·2 baths

$1,047.05 USD total for 3 nights

Nov 16 – 19, 2026

3019 Seascape
3019 Seascape
3019 Seascape
3019 Seascape
Just Steps to the Pool, Minutes to the Beach

3019 Seascape

2 bedrooms·2 baths

$806.39 USD total for 3 nights

Nov 16 – 19, 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

$1,108.83 USD total for 3 nights

Nov 16 – 19, 2026

Your Go-To Palmetto Dunes Home for Space, Golf & Lagoon Views, and Fun
Open, Bright, and Easy to Be Together
Game Night Headquarters: Pool Table, Ping Pong & Grab-and-Go Beach Gear
Kitchen with Breakfast Nook, Big Counter & Easy Pool Access
2 High Water | A Big, Bright Palmetto Dunes Getaway Made for Together Time

2 High Water

5 bedrooms·5 baths

$2,832.90 USD total for 3 nights

Nov 16 – 19, 2026

Wake Up to Sweeping Pool Views from Your Private Balcony
Rare 3rd-Floor Balcony with Sweeping Pool Views
Wake Up to Sweeping Pool Views from Your Private Balcony
Open Living Space with Relaxed Coastal Vibes
Just Steps to the Pool, Minutes to the Beach

3070 Seascape

3 bedrooms·2 baths

$845.09 USD total for 3 nights

Nov 16 – 19, 2026

Lagoon Lookout: Morning Coffee, Sunset Magic
Coastal Living Area: Relax, Recharge, Repeat
Coastal Living Room: Kick Back with Cable & Streaming
SeaCrest's Private Beach Path
Pool Bar Jim's Outdoor Beach Bar and Restaurant by Pools

1105 SeaCrest

2 bedrooms·2 baths

$870.32 USD total for 3 nights

Nov 16 – 19, 2026

Oceanfront Estate Along Hilton Head’s Iconic Shoreline
Oceanfront Estate Along Hilton Head’s Iconic Shoreline
Oceanfront Estate Along Hilton Head’s Iconic Shoreline
14 Laughing Gull
Alfresco Dining Terrace with Pool & Ocean Views

14 Laughing Gull

7 bedrooms·8 baths

$6,347.58 USD total for 4 nights

Nov 16 – 20, 2026

Sun-Drenched Pool Terrace With Endless Ocean Breezes
35 Ruddy Turnstone - Oceanfront Estate Framed by Palmettos & Ancient Oaks
Bird’s-Eye View of Your Secluded Beach Walkway
Your Private Path to the Shore
Unlock Hilton Head – Guest-Only Deals on Excursions & Rentals

35 Ruddy Turnstone

5 bedrooms·7 baths

$34,897.56 USD total for 7 nights

Jun 26 – Jul 3, 2027

Welcome to MyStay at 531 Shorewood
Sun-Filled Living Room with Ocean Views
Your Ocean View Retreat
Shorewood Beachfront Community
Resort-Style Zero-Entry Pool, Kiddie Splash Zone & Soothing Hot Tub

531 Shorewood

2 bedrooms·2 baths

$1,317.83 USD total for 3 nights

Nov 16 – 19, 2026

Balcony Views of the Pool and Ocean!
Balcony Views of the Pool and Ocean!
Primary King Suite with Pool and Ocean Views and Access to Balcony
136 Shorewood
Living Area and Balcony

136 Shorewood

2 bedrooms·2 baths

$1,035.78 USD total for 3 nights

Nov 16 – 19, 2026

Freshly Renovated Retreat Steps from the Beach
The South Forest Beach Stay You’ve Been Looking For
Your Primary Balcony - Wake Up in the Heart of South Forest Beach
Aerial View of Forest Beach Villas
Aerial View of Forest Beach Villas

308 Forest Beach Villa

1 bedroom·1 bath

$805.51 USD total for 3 nights

Nov 16 – 19, 2026

Spacious Deck for Dining and Lounging, Steps to Queen's Grant Pool
Spacious Living Room with Fresh Coastal Design & Vaulted Ceilings
1 of 5 Community Pools Steps from Villa!
Spacious Deck for Dining and Lounging, Steps to Queen's Grant Pool
Queen's Grant Aerial Views

789 Queen's Grant

2 bedrooms·2 baths

$857.92 USD total for 3 nights

Nov 16 – 19, 2026

Welcome to MyStay at 311 Breakers!
Front Row Views, No Matter Where You Sit
Where the Ocean Meets Your Morning Coffee
Salt + Serenity – Oceanfront Villa
Your Stay, Upgraded with MyStay

311 Breakers

1 bedroom·1 bath

$824.32 USD total for 3 nights

Nov 16 – 19, 2026

Ocean views, morning to sunset
Relax, recharge, repeat
Heated pool, year-round vibes
Front-row seat to the Atlantic
Heated pool, year-round vibes

408 Ocean Dunes

1 bedroom·1 bath

$816.80 USD total for 3 nights

Nov 16 – 19, 2026

A completely reimagined coastal retreat made for effortless luxury
Sunrise coffees, ocean breezes, and endless blue views
Your private outdoor lounge above the shoreline
Shorewood Beachfront Community
Resort-Style Zero-Entry Pool, Kiddie Splash Zone & Soothing Hot Tub

334 Shorewood

3 bedrooms·3 baths

$1,525.74 USD total for 3 nights

Nov 16 – 19, 2026

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

$996.26 USD total for 3 nights

Nov 16 – 19, 2026

18 Heron Street
18 Heron Street
18 Heron Street
18 Heron Street
18 Heron Street

18 Heron Street

6 bedrooms·6 baths

$3,834.64 USD total for 4 nights

Nov 16 – 20, 2026