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
MyStay Welcome Gifts! (Sea Pines Harbour Town and Lighthouse)
MyStay Welcome Gifts! (Sea Pines Harbour Town and Lighthouse)
MyStay HHI Vacations- Extra Touches for a Perfect Stay!
A Warm Sea Pines Welcome at 35 Ruddy Turnstone
Inviting Foyer Designed for a Beautiful Arrival
Serene, Stylish Entry Into Your Private Coastal Escape
Refined Coastal Living With Space for Everyone
Refined Coastal Living With Space for Everyone
Refined Coastal Living With Space for Everyone
Refined Coastal Living With Space for Everyone
Staircase Leading to Sunlit Living Spaces & Oceanview Suites
Staircase Leading to Sunlit Living Spaces & Oceanview Suites
Stairs to the Bright, Open Great Room & Bedrooms Above
Wall-to-Wall Windows Overlooking the Atlantic
Wall-to-Wall Windows Overlooking the Atlantic
Great Room Designed for Entertaining—With Atlantic Views
Great Room Designed for Entertaining—With Atlantic Views
Cathedral-Ceiling Great Room With Ocean Horizons & Bar
Great Room Designed for Entertaining—With Atlantic Views
Gourmet Kitchen with Viking Range & Ocean Horizons
Gourmet Kitchen with Viking Range & Ocean Horizons
Gourmet Kitchen with Viking Range & Ocean Horizons
Gourmet Kitchen with Viking Range & Ocean Horizons
ight-Filled Walkway With Serene Coastal Views
Charming Oceanside Library for Quiet Moments
Charming Oceanside Library for Quiet Moments
Landscaped Grounds Designed for Serenity
Peaceful Lookout Point Surrounded by Coastal Greenery
Elevated Decks with Panoramic Atlantic Views
Elevated Decks with Panoramic Atlantic Views
Elevated Decks with Panoramic Atlantic Views
Elevated Decks with Panoramic Atlantic Views
Private Poolside Haven with Plush Seating
Private Poolside Haven with Plush Seating
Your Private Path to the Shore
Your Private Path to the Shore
35 Ruddy Turnstone - Hilton Head Island
Aerial Look at Your Direct Oceanfront Access
Penthouse-Level Primary Suite with Balcony Views
Penthouse-Level Primary Suite with Balcony Views
Penthouse-Level Primary Suite with Balcony Views
Spa-Inspired Primary Bath with Dual Water Closets
Spa-Inspired Primary Bath with Dual Water Closets
Luxury Suite with Walk-In Closet & Washer/Dryer
Luxury Suite with Walk-In Closet & Washer/Dryer
Calming Coastal King Suite for Restful Nights
Calming Coastal King Suite for Restful Nights
Serene King Suite with Ocean Breezes
Serene King Suite with Ocean Breezes
Serene King Suite with Ocean Breezes
Serene King Suite with Ocean Breezes
Serene King Suite with Ocean Breezes
Queen-Over-Queen Bunk Suite for Adventure Seekers
Queen-Over-Queen Bunk Suite for Adventure Seekers
Queen-Over-Queen Bunk Suite for Adventure Seekers
Stylish Double-Full Bunk Room for Younger Guests
Stylish Double-Full Bunk Room for Younger Guests
Stylish Double-Full Bunk Room for Younger Guests
Stylish Double-Full Bunk Room for Younger Guests
Stylish Double-Full Bunk Room for Younger Guests
Front Entrance Surrounded by Lush Lowcountry Greenery
Sky View of Exclusive Beach Access at 35 Ruddy Turnstone
Sky View of Exclusive Beach Access at 35 Ruddy Turnstone

35 Ruddy Turnstone - Hilton Head Island

18 guests
5 bedrooms
7 bathrooms
524 Sqmt
Vacation HomeEntire place
Brian profile picture

Hosted by Brian

10 months hosting on Houfy

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About this place

There are places that simply feel different the moment you step inside—where the ocean greets you from every direction, where the breeze moves through the home like an invitation, and where the quiet beauty of Sea Pines creates the perfect backdrop for unforgettable days by the shore. 35 Ruddy Turnstone is one of those rare coastal retreats, a refined oceanfront residence designed for travelers who crave space, serenity, and effortless luxury on Hilton Head Island.

Nestled among palmettos and ancient oaks, this exceptional five-bedroom, seven-bathroom home rises gracefully above the oceanfront, offering sweeping views from nearly every room. The living spaces unfold across multiple levels, creating thoughtful separation while still feeling warm, connected, and inviting for large families and multi-generational gatherings. Enter the grand second-floor great room and the first thing you’ll notice is the light—sunlit cathedral ceilings, generous windows that stretch toward the sea, and a sense of openness that instantly relaxes you. The gourmet kitchen is both elegant and functional, complete with a Viking stove and expansive counters that encourage everyone to gather as meals come together.

On this level, a charming split-floor layout offers retreat spaces designed for comfort and exploration. A double bunk room and an adjacent library provide the perfect hideaway for children and younger guests, while a spacious laundry room adds everyday convenience. Throughout the home, textures, furnishings, and coastal details echo the calm and beauty of the ocean just beyond the windows.

The third-level primary suite presents a private world of its own. Each morning begins with panoramic ocean views from the balcony and the gentle rhythm of the waves drifting inward. A generous walk-in closet with a washer and dryer, a beautifully appointed en suite with separate his-and-her water closets, and a cozy den just steps away create an elevated sense of luxury. This intimate den—with its desk overlooking the water—offers a peaceful space to read, daydream, or catch up on a few emails before shifting into vacation mode. Evenings on the screened porch are pure magic, where soft breezes and the gentle sway of the hanging daybed make it impossible not to unwind.

Outside, the home becomes a private coastal playground. A beautifully landscaped pool area invites long afternoons in the sun, while the secluded walkway guides you directly to the beach for morning strolls, sandcastle building, and sunset memories. Inside, new televisions, a game and poker table, and a ping pong setup in the garage ensure endless entertainment for guests of all ages. The heated pool offers the perfect ending to every day spent by the water.

Every corner of this home reflects thoughtful care, coastal elegance, and relaxed luxury. Whether you arrive looking for stillness, celebration, or simply a beautiful place to gather the people you love most, 35 Ruddy Turnstone offers an oceanfront experience that stays with you long after you leave.

When you’re ready to slip into a slower rhythm and savor Hilton Head at its finest, this home welcomes you. A vacation reimagined, crafted with MyStay comfort and care, where your time truly becomes your own.

Please Note:
- Books Friday to Friday during the Summer only!
- Two weekly Sea Pines gate passes are included in the rental. These will be mailed one month before arrival. Additional passes must be requested and purchased in advance.
- The primary guest must be 25 years of age or older.
- The private pool can be heated for an additional fee. We recommend heating the pool between October and May. A minimum three-day notice is required for heating requests, and the pool must be heated for the entirety of your stay if requested.
- A pack-n-play and high chair are available upon advanced request prior to arrival.

Bedroom & Bathroom Configuration (18 Guests Max):
Bedroom 1: 1 King (Sleeps 2)
Bedroom 2: 1 King (Sleeps 2)
Bedroom 3: 2 Queen-Over-Queen Bunk Beds (Sleeps 8)
Bedroom 4: 1 King (Sleeps 2)
Bedroom 5: 2 Full-Over-Full Bunk Beds (Sleeps 4)

Sleeping configuration

Room 1

1 king bed

Room 2

1 king bed

Room 3

4 queen beds

Room 4

4 full beds

Room 5

1 king bed

What this place offers

50 Amenities
Washing Machine
Iron & Board
Hair Dryer
Linens Provided
Oven
Fridge
Hot Tub
Private Pool
High Speed Internet
Laptop friendly workspace
Desk chair
Smart TV

Shared spaces

Shared Hottub
Processing...

Nearby activities

3
Horseback riding
Bird Watching
Ping Pong Table

Property Suitability

Please review these important guidelines to ensure this property meets your needs and expectations.

Child friendly

No events allowed

No smoking allowed

Parking Included

Meet the Host

Brian profile picture
Brian

Owner

English
Hi! We’re Brian and Kristen, the founders of MyStay. With over 20 years of combined experience in the hospitality industry, we’ve had the privilege of helping businesses thrive across diverse markets. Our journey began in Key West, where we managed four boutique hotels, and later took us to the Bahamas, where we revitalized a historic 35-room hotel and restaurant. During our time there, we expanded the operation to include a beach club with five eco-friendly off-grid cottages and a luxury 12-room resort with a restaurant. After relocating to Hilton Head, we helped a startup rental company grow its inventory by more than 600% within four years.

Inspired by the dream of building something truly our own, we brainstormed countless names for our own company—until one hit home. And that’s how MyStay was born! We blended our experiences with our love for travel, creating something unmatched. We even chose pink for our brand, a nod to the hotels we previously worked at, where it played a key role in their design. You could say pink has been our lucky color! There were sleepless nights and thoughtful critiques along the way, but it was all worth it to bring our vision to life.

At MyStay, we pour our hearts and expertise into crafting unforgettable guest experiences. We believe every detail matters and take pride in preparing each home with love and care. When you stay with MyStay, you’re becoming part of a story filled with passion and dedication. Brian focuses on business operations, revenue management and owner onboarding, while Kristen's forte is marketing and curating exceptional stays.

With MyStay, you're not just renting a property. Our goal is to have your entire stay at MyStay become a memorable part of your vacation.
Response Rate
100%
Response Time
within an hour
Member Since
February 2025

Have Questions?

Brian typically responds within within an hour

Select travel dates

Scenic views

Ocean viewResort view

Location

BeachfrontBeachsideOceanfront

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Policies & Rules

Check-In
4PM
Flexible timing
Check-Out
10AM
Standard
Max Guests
18 People
Including infants
Min Age
18
Primary renter
Not Allowed
Pets • Smoking • Parties

Click sections for details • All policies strictly enforced

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