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

1 year hosting on Houfy

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About this place

Wake to panoramic ocean views and fall asleep to the sound of the waves. Located in the heart of Sea Pines, this elevated five-bedroom oceanfront home offers space, privacy, and effortless coastal luxury for large families and multi-generational gatherings. With multiple living levels, expansive outdoor spaces, and direct beach access, this is Hilton Head at its finest.

WHY YOU’LL LOVE THIS HOME:

- True oceanfront location in Sea Pines

- Private pool (heating available)

- Direct private beach walkway

- Sleeps up to 18 guests

- Multiple living areas for space and privacy

- Gourmet kitchen with Viking stove

- Game table + poker table

- Ping pong in garage

- Screened porch with hanging daybed

OCEANFRONT LIVING:
The top-floor great room features cathedral ceilings, expansive windows, and sweeping Atlantic views. Natural light fills the open living and dining areas, creating a relaxed yet refined gathering space. The gourmet kitchen is designed for entertaining, with generous counter space and high-end appliances that make group meals effortless. The screened porch with hanging daybed is ideal for evening breezes and slow mornings.

PRIMARY SUITE RETREAT:
The primary suite offers a private escape with its own balcony overlooking the ocean. The spacious en-suite bath includes separate water closets, and a large walk-in closet with washer and dryer adds convenience. A cozy seating area with a desk and water views provides a quiet place to read or catch up on work before returning to vacation mode.

OUTDOOR EXPERIENCE:
Step outside to your private pool area surrounded by lush landscaping. A secluded walkway leads directly to the beach for morning strolls and sunset views. After a day on the sand, enjoy poolside relaxation or gather indoors for games and entertainment.

SLEEPING ARRANGEMENTS (Sleeps 18):
Bedroom 1 – King bed (upstairs, same level as kitchen facing pool)
Bedroom 2 – King bed (lower level facing pool)
Bedroom 3 – Two Queen-over-Queen bunk beds (mid-level facing driveway)
Bedroom 4 – King bed (lower level)
Bedroom 5 – Two Full-over-Full bunk beds (lower level)

THE MYSTAY DIFFERENCE:
MyStay redefines the vacation rental experience through effortless stays and genuinely personal hospitality. We believe service should feel welcoming, not corporate — rooted in trust, care, and real connection. Our hands-on local team combines thoughtful touches, professional standards, and responsive support to ensure every stay feels seamless from arrival to departure. With MyStay, you’re not just booking a property — you’re experiencing hospitality done the right way.

IMPORTANT NOTES:

- Two weekly Sea Pines gate passes are included. Additional passes must be purchased in advance.

- Primary renter must be 25+

- Pool heat available for an additional fee (recommended October–May). Minimum three-day notice required. If requested, pool must be heated for entire stay.

- Pack ’n Play and high chair available upon advance request

Town of Hilton Head Island STR Permit #032220

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

49 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 Activities
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?

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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
Min Age
18
Primary renter
Not Allowed
Pets • Smoking • Parties

Click sections for details • All policies strictly enforced

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