$0
for 0 nights

Home in Hilton Head Island, SC

6 bedrooms

9 beds

7 bathrooms

10 guests

5500 sq. ft.

Luxury

Elevated properties with standout design

Operated by a Wander partner

Trusted operators, vetted by Wander

About the property

Welcome to the BESTNEST Luxe at 14 North Live Oak. Completed in 2023 and thoughtfully designed from the ground up, this extraordinary custom residence represents one of the premier vacation homes in our BESTNEST Luxe collection. Every detail has been carefully considered—from its beautifully layered interiors and exceptional craftsmanship to its expansive outdoor living spaces and effortless indoor-outdoor flow. Overlooking both a tranquil lagoon and the fairways of the beautiful Heron Point golf course, 14 North Live Oak offers a sophisticated Lowcountry retreat designed for gathering, celebrating, and creating unforgettable memories together.

THE SETTING: This exceptional home enjoys peaceful lagoon views from the front and sweeping golf course vistas from the rear. Designed to embrace Hilton Head's year-round outdoor lifestyle, nearly every gathering space opens seamlessly to covered porches, the pool terrace, or beautifully landscaped grounds. Whether you're sipping coffee on the private swing daybed porch, relaxing beside the pool, or enjoying dinner under the stars, this BESTNEST Luxe offers an atmosphere that feels both refined and wonderfully relaxed.

THIS HOME IS IDEAL FOR: Multi-generational family vacations, golf groups, milestone celebrations, holiday gatherings, executive retreats, or friends traveling together who appreciate beautifully designed spaces, exceptional amenities, and room for everyone to spread out while still feeling connected.

WHAT GUESTS LOVE MOST: Guests immediately notice the home's remarkable attention to detail. From museum-worthy artwork and custom finishes to thoughtfully selected furnishings and Smart Home technology, every room has been designed with comfort and beauty in mind. The outdoor living spaces quickly become the heart of every stay, with a heatable pool and spa, expansive screened porch, outdoor kitchen, lush lawn for games and gatherings, and multiple inviting places to relax throughout the property. Many guests tell us they never want to leave.

DESIGNED FOR GATHERING: Few homes bring people together as effortlessly as 14 North Live Oak. The spacious great room flows beautifully into the chef's kitchen, dining area, screened porch, and pool terrace, allowing everyone to remain connected whether preparing meals, watching TV, enjoying cocktails, or simply spending time together. The carriage house offers an additional private retreat for older children, grandparents, or friends, while multiple porches and outdoor living spaces ensure everyone can find their own favorite place to unwind.

POOL AND OUTDOOR LIVING: The private pool and spa (pool heat available in colder months) create a true backyard retreat, surrounded by beautifully landscaped grounds, comfortable lounge seating, and a spacious patio perfect for relaxing after a day at the beach. An exceptional outdoor kitchen and grilling area make al fresco dining effortless, while the screened porch with television extends outdoor living well into the evening. After a day on the beach, the oversized outdoor shower offers the perfect place to rinse away the sand before settling in for the evening.

LUXE SLEEPING ACCOMMODATIONS INCLUDE: 3 King beds // 4 Queen beds // 2 Twin beds. Every bedroom has been thoughtfully designed as a private retreat with its own beautifully appointed ensuite bathroom, premium BESTNEST Signature linens, Smart TV, and luxurious finishes throughout. The main-level primary suite offers exceptional convenience and privacy, while the upstairs guest suites (2 King rooms and 2 double Queen rooms) provide generous accommodations for families and groups. The separate carriage house creates even more flexibility, offering 2 Twin beds, a spacious sectional seating area, kitchenette, and full bath.

FULLY STOCKED KITCHEN: Created for guests who truly enjoy cooking and entertaining, the kitchen is every chef's dream. Premium Sub-Zero refrigeration, a professional gas cooktop, generous workspace, butler's pantry, and exceptional cookware make preparing everything from casual breakfasts to holiday feasts a pleasure. Three coffee options—including traditional drip, Keurig, and Nespresso Vertuo machines with coffee pods provided—ensure every morning begins exactly as you like it.

ADDITIONAL HIGHLIGHTS INCLUDE: Whole-home Smart technology, secure high-speed Wi-Fi with approximately 400 Mbps service, integrated indoor and outdoor sound system, Smart TVs throughout, two laundry rooms, six full bathrooms plus two half baths, an incredible butler's pantry, professionally curated artwork, expansive screened porch, private swing daybed porch, carriage house with kitchenette, oversized outdoor shower, and one of the most beautifully designed outdoor entertaining spaces in the BESTNEST Luxe collection.

BESTNEST LUXE GUESTS ENJOY: Elevated comforts and concierge-level service including: Luxury linens and towels, Kiehl's bath amenities, Mrs. Meyer's household products, premium beach equipment, Yeti coolers, beach wagons, Shibumi shades, umbrellas, chairs, beach toys, Babyliss hair dryers, multiple premium coffee makers with coffee provided, and an exceptionally stocked kitchen designed for entertaining.

  • 24/7 BESTNEST Luxe, local, guest concierge support.

PETS: Sorry, only humans allowed at this property.

CAMERAS/SECURITY: Exterior doorbell camera only. There are no interior cameras.

POOL HEAT: The private pool and spa may be heated with propane and perform efficiently throughout the year. Pool and spa heat is available for an additional fee of $850 for the first day and $300 for each additional day during March through May and September through November. Winter rates are available upon request.

PAYMENTS AND CANCELLATION POLICY: A 50% deposit is required at the time of booking, with the remaining balance due sixty (60) days prior to arrival. Guests may cancel up to sixty-one (61) days before arrival and receive a full refund of their deposit. Reservations become non-cancelable and non-refundable beginning sixty (60) days prior to arrival. Travel insurance is strongly recommended.

THE BESTNEST EXPERIENCE is designed to feel effortless from the moment you arrive. Every BESTNEST is professionally cleaned, thoughtfully prepared, and carefully inspected to meet our standards for consistency, comfort, and care. No matter which Nest you choose, you'll always find luxury linens and towels, beach towels, a fully stocked kitchen, bathroom essentials, laundry necessities, generous paper products, a Bluetooth speaker, beach chairs, coolers, umbrellas, and beach toys—allowing you to travel lighter and settle in with ease. Please visit our "What's in a BESTNEST" page for a complete list of included amenities. From arrival through departure, our local team is here to ensure every detail of your Hilton Head vacation is seamless and memorable.

At BESTNEST Luxe, every detail is thoughtfully curated to provide an exceptional experience—from impeccably maintained homes and elevated amenities to personalized concierge service and beautiful spaces designed for gathering with the people who matter most.

We look forward to welcoming you to the BESTNEST Luxe at 14 North Live Oak.

STR Permit Number: 032652

Where you’ll sleep

Bedroom 1

1 king bed

Bedroom 2

1 king bed

Bedroom 3

2 queen beds

Bedroom 4

1 king bed

Bedroom 5

2 queen beds

Bedroom 6

2 twin beds

Bedroom 1

1 king bed

Bedroom 2

1 king bed

Bedroom 3

2 queen beds

Bedroom 4

1 king bed

Bedroom 5

2 queen beds

Bedroom 6

2 twin beds

Amenities

Common Amenities

  • Wifi
  • Free parking
  • First aid kit
  • Beach access
  • Beach essentials
  • Carbon monoxide detector
  • Smoke detector
  • Fire extinguisher
  • Air conditioning
  • Balcony
  • Kitchen
  • Outdoor shower
  • Books
  • Sound system
  • Garage
  • Heating
  • Pantry
  • Children dinnerware
  • Lake view
  • Heated pool
  • Private Chef
  • Beach umbrellas
  • Outdoor fireplace
  • Hot water

Pool

  • Outdoor pool
  • Hot tub
  • TV

Patio

  • BBQ Area
  • BBQ Utensils
  • TV
  • Ice maker

Living Room

  • TV

Dining Room

  • Dining table

Kitchen 1

  • Oven
  • Stove
  • Microwave
  • Fridge
  • Dishwasher
  • Dishes
  • Coffee maker
  • Blender
  • Pots and pans
  • Toaster

Bedroom 1

  • Bed linens
  • TV
  • Patio

Ensuite Bathroom 1

  • Bath linens
  • Toilet
  • Shower
  • Shampoo
  • Hair dryer
  • Bathtub

Bedroom 2

  • TV
  • Bed linens

Ensuite Bathroom 2

  • Bath linens
  • Toilet
  • Shower
  • Shampoo
  • Hair dryer

Bedroom 3

  • Bed linens
  • TV

Ensuite Bathroom 3

  • Bath linens
  • Toilet
  • Shower
  • Shampoo
  • Hair dryer

Bedroom 4

  • Bed linens
  • TV

Ensuite Bathroom 4

  • Bath linens
  • Toilet
  • Shower
  • Shampoo

Bedroom 5

  • Bed linens
  • TV

Ensuite Bathroom 5

  • Bath linens
  • Toilet
  • Shower
  • Shampoo
  • Hair dryer

Bedroom 6

  • TV
  • Bed linens

Ensuite Bathroom 6

  • Bath linens
  • Toilet
  • Shower
  • Shampoo

Half Bath

  • Bath linens
  • Toilet

Laundry Room

  • Washer
  • Dryer
  • Iron

Kitchen 2

  • Microwave
  • Coffee maker

Tv Room

  • TV

5.0 · 21 reviews

Where you’ll be

Hilton Head Island, SC 29928, US

Hilton Head Island, SC, US
32.131798-80.783877
Timezone: America/New_York

Restaurants

The Salty Dog Cafe

The Salty Dog Cafe is a waterfront favorite on Hilton Head Island, serving fresh, locally sourced seafood and hearty dishes in a relaxed, nautical setting with scenic marina views and lively evening music. Its legendary hushpuppies and daily chef specials make every visit memorable.

Fishcamp on Broad Creek

Fishcamp on Broad Creek offers fresh Lowcountry seafood and Southern dishes in a cozy, rustic waterfront setting with scenic views and a lively, welcoming atmosphere. Its outdoor fire pit and charming cabin vibe make it perfect for family dinners or relaxed date nights.

The Sandbar

The Sandbar invites you to savor fresh Gulf seafood and local produce with your toes in the sand, offering a casual yet memorable beachfront dining experience highlighted by breathtaking sunsets and Old Florida charm.

Nectar

Nectar offers a vibrant fusion of French and Asian-inspired cuisine, crafted with seasonal, sustainable ingredients. Its stylish, art-filled space and bold flavors create a memorable dining experience for adventurous food lovers.

One Hot Mama's BBQ

One Hot Mama's offers award-winning Southern BBQ in a lively, family-friendly atmosphere on Hilton Head and Bluffton, featuring mouthwatering baby-back ribs, the world’s best wings, and authentic Lowcountry flavors crafted by Food Network Star Chef Orchid Paulmeier.

Sea Pines Beach Club

Coast at Sea Pines Beach Club offers fresh, local seafood and vibrant coastal-inspired dishes in a relaxed, oceanfront setting with sweeping Atlantic views—perfect for savoring Lowcountry flavors, creative cocktails, and the laid-back charm of Hilton Head’s premier beachside dining experience.

Quarterdeck

Quarterdeck is a lively neighborhood spot famous for its seasonal Maryland Blue Crab feasts, classic American and seafood dishes, and a welcoming atmosphere perfect for casual gatherings and celebrations.

The Bank

Step into The Bank, a retro-glamorous Minneapolis hotspot where modern American cuisine meets the grandeur of a historic 1940s bank lobby—perfect for savoring creative dishes, crafted cocktails, and memorable moments in an effortlessly stylish setting that blends comfort with timeless character.

Attractions

Harbour Town Lighthouse

Climb the iconic Harbour Town Lighthouse for panoramic views of Hilton Head Island and the Lowcountry, while discovering fascinating local history along the way. Perfect for families, history buffs, and anyone who loves a scenic adventure.

Coligny Beach Park

Coligny Beach Park is a lively, family-friendly spot with soft sand, gentle waves, and plenty of amenities—perfect for sunbathing, swimming, or enjoying the shaded gazebos and nearby shops. It’s ideal for visitors of all ages who want a convenient, welcoming beach experience with everything they need right at hand.

Sea Pines Forest Preserve

Sea Pines Forest Preserve offers a peaceful escape into nature with scenic trails, abundant wildlife, and ancient archaeological sites—perfect for hikers, birdwatchers, history lovers, and families seeking a quiet outdoor adventure on Hilton Head Island.

Coastal Discovery Museum

The Coastal Discovery Museum offers an immersive journey through Hilton Head’s natural beauty and rich history, with interactive exhibits, nature trails, and unique tours perfect for families, history buffs, and nature lovers alike.

Lowcountry Celebration Park

Lowcountry Celebration Park is a vibrant family-friendly spot featuring a giant pirate ship playground, scenic walking trails, and open lawns perfect for picnics and events. It's ideal for kids, nature lovers, and anyone seeking active fun or peaceful relaxation on Hilton Head Island.

Legendary Golf

Legendary Oaks Golf Course offers a challenging 7,061-yard layout with water hazards, bunkers, and tight spots that test both distance and accuracy, perfect for golfers seeking a strategic and engaging round in a peaceful Texas setting. Its friendly atmosphere and variety of yardages make it enjoyable for players of all levels.

Stoney Baynard Ruins

Stoney Baynard Ruins offers a fascinating glimpse into 18th-century plantation life with well-preserved tabby ruins and rich Civil War history, perfect for history buffs and curious explorers intrigued by Southern heritage and ghost stories.

Things to know

Cancellation policy

50% refund up to 60 days before check-in. No refund after that.

Property rules

Pets not allowed

No smoking - fees will apply

Events not allowed

Safety & security

Check-in after 4:00 pm

Check-out before 10:15 am

10 guests maximum

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
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