$0
for 4 nights

Home in Hilton Head Island, SC

Ultra Luxe Home, Pool & Spa, Screened Porch, 5 Min Walk to Beach

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 6BR/6.5BA 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.

HOW FAR TO THE BEACH: You can bike to the beach in about 10 minutes, or parking at the Beach Club is permitted for all overnight guests, Labor Day - Mid March. From mid-March through the end of summer, Beach Trolleys transport guests from various parking spots within Sea Pines to the Beach Club. From the day after Labor Day through March, everyone may park at the Beach Club.

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
  • Outdoor fireplace
  • Balcony
  • Fire extinguisher
  • Air conditioning
  • Kitchen
  • Outdoor shower
  • Books
  • Sound system
  • Garage
  • Heating
  • Pantry
  • Children dinnerware
  • Heated pool
  • Private Chef
  • Beach umbrellas
  • Beach essentials
  • Carbon monoxide detector
  • Smoke detector

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 · 22 reviews

K

Kimberly S.

July 2026

We loved 14 N Live Oak and our experience with Best Nest! This is our second time renting through BN and I don’t think we can go back to any other rental company on HHI-the service is that stellar. This house is extremely high end, with no detail missed. It’s beautiful, relaxing, and close to the beach on a bike. We loved the large screened in porch and the gorgeous pool. A perfect 4th of July get away!
C

Chad C.

November 2025

Amazing property! Stunning home and excellent location! Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Our family loved our stay! This home is so well thought out. Great floor plan with a ton of space for our two families to enjoy. High end appliances and every detail was meticulously thought of. Very short walk or bike ride to the ocean. We will definitely be back! Beverly was an excellent host and gave a great tour of the home to make sure we were comfortable. Thanks for a great stay!
A

anne S.

November 2025

Heaven on Earth Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Beautiful home. So much living space, equipped with everything you need plus more. Fabulous kitchen.! Outdoor area was amazing overlooking the golf course and a beautiful lagoon view from the front as well. Close to the clubhouse and easy walk to the beach. The owner was very responsive if any issues came up. Can’t say enough great things. We cannot wait to return.

Where you’ll be

Hilton Head Island, SC 29928, US

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

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
Sep 20, 2026$2115Not Available
Sep 21, 2026$2115Not Available
Sep 22, 2026$2115Not Available
Sep 23, 2026$2115Not Available
Sep 24, 2026$2115Not Available
Sep 25, 2026$2115Not Available
Sep 26, 2026$2115Not Available
Sep 27, 2026$2115Not Available
Sep 28, 2026$2115Not Available
Sep 29, 2026$2115Not Available
Sep 30, 2026$2115Not Available
Oct 1, 2026$2115Not Available
Oct 2, 2026$2115Not Available
Oct 3, 2026$2115Not Available
Oct 4, 2026$2115Not Available
Oct 5, 2026$2115Not Available
Oct 6, 2026$2115Not Available
Oct 7, 2026$2115Not Available
Oct 8, 2026$2115Not Available
Oct 9, 2026$2115Not Available
Oct 10, 2026$2115Not Available
Oct 11, 2026$2115Not Available
Oct 12, 2026$2115Not Available
Oct 13, 2026$2115Not Available
Oct 14, 2026$2115Not Available
Oct 15, 2026$2115Not Available
Oct 16, 2026$2115Not Available
Oct 17, 2026$2115Not Available
Oct 18, 2026$2115Not Available
Oct 19, 2026$2115Not Available
Oct 20, 2026$2115Not Available
Oct 21, 2026$2115Not Available
Oct 22, 2026$2115Not Available
Oct 23, 2026$2115Not Available
Oct 24, 2026$2115Not Available
Oct 25, 2026$2115Not Available
Oct 26, 2026$2115Not Available
Oct 27, 2026$2115Not Available
Oct 28, 2026$2115Not Available
Oct 29, 2026$2115Not Available
Oct 30, 2026$2115Not Available
Oct 31, 2026$2115Not Available
Nov 1, 2026$1684Not Available
Nov 2, 2026$1684Not Available
Nov 3, 2026$1684Not Available
Nov 4, 2026$1684Not Available
Nov 5, 2026$1684Not Available
Nov 6, 2026$1684Not Available
Nov 7, 2026$1684Not Available
Nov 8, 2026$1684Not Available
Nov 9, 2026$1684Not Available
Nov 10, 2026$1684Not Available
Nov 11, 2026$1684Not Available
Nov 12, 2026$1684Not Available
Nov 13, 2026$1684Not Available
Nov 14, 2026$1730Available
Nov 15, 2026$1730Available
Nov 16, 2026$1730Available
Nov 17, 2026$1730Available
Nov 18, 2026$1730Available
Nov 19, 2026$1730Available
Nov 20, 2026$1730Available
Nov 21, 2026$1730Available
Nov 22, 2026$1730Available
Nov 23, 2026$1730Available
Nov 24, 2026$1771Not Available
Nov 25, 2026$1771Not Available
Nov 26, 2026$1771Not Available
Nov 27, 2026$1771Not Available
Nov 28, 2026$1771Not Available
Nov 29, 2026$1654Available
Nov 30, 2026$1654Available
Dec 1, 2026$1654Available
Dec 2, 2026$1654Available
Dec 3, 2026$1654Available
Dec 4, 2026$1654Available
Dec 5, 2026$1654Available
Dec 6, 2026$1654Available
Dec 7, 2026$1654Available
Dec 8, 2026$1654Available
Dec 9, 2026$1654Available
Dec 10, 2026$1654Available
Dec 11, 2026$1654Available
Dec 12, 2026$1654Available
Dec 13, 2026$1654Available
Dec 14, 2026$1654Available
Dec 15, 2026$1654Available
Dec 16, 2026$1654Available
Dec 17, 2026$1654Available
Dec 18, 2026$1654Available
Dec 19, 2026$1654Available