•
22 reviews
Luxury
Elevated properties with standout design
Operated by a Wander partner
Trusted operators, vetted by Wander
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.
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
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
Kimberly S.
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July 2026
Chad C.
•
November 2025
anne S.
•
November 2025
Hilton Head Island, SC 29928, US
Hilton Head Island, SC, US50% refund up to 60 days before check-in. No refund after that.
Pets not allowed
No smoking - fees will apply
Events not allowed
Check-in after 4:00 pm
Check-out before 10:15 am
10 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Sep 20, 2026 | $2115 | Not Available |
| Sep 21, 2026 | $2115 | Not Available |
| Sep 22, 2026 | $2115 | Not Available |
| Sep 23, 2026 | $2115 | Not Available |
| Sep 24, 2026 | $2115 | Not Available |
| Sep 25, 2026 | $2115 | Not Available |
| Sep 26, 2026 | $2115 | Not Available |
| Sep 27, 2026 | $2115 | Not Available |
| Sep 28, 2026 | $2115 | Not Available |
| Sep 29, 2026 | $2115 | Not Available |
| Sep 30, 2026 | $2115 | Not Available |
| Oct 1, 2026 | $2115 | Not Available |
| Oct 2, 2026 | $2115 | Not Available |
| Oct 3, 2026 | $2115 | Not Available |
| Oct 4, 2026 | $2115 | Not Available |
| Oct 5, 2026 | $2115 | Not Available |
| Oct 6, 2026 | $2115 | Not Available |
| Oct 7, 2026 | $2115 | Not Available |
| Oct 8, 2026 | $2115 | Not Available |
| Oct 9, 2026 | $2115 | Not Available |
| Oct 10, 2026 | $2115 | Not Available |
| Oct 11, 2026 | $2115 | Not Available |
| Oct 12, 2026 | $2115 | Not Available |
| Oct 13, 2026 | $2115 | Not Available |
| Oct 14, 2026 | $2115 | Not Available |
| Oct 15, 2026 | $2115 | Not Available |
| Oct 16, 2026 | $2115 | Not Available |
| Oct 17, 2026 | $2115 | Not Available |
| Oct 18, 2026 | $2115 | Not Available |
| Oct 19, 2026 | $2115 | Not Available |
| Oct 20, 2026 | $2115 | Not Available |
| Oct 21, 2026 | $2115 | Not Available |
| Oct 22, 2026 | $2115 | Not Available |
| Oct 23, 2026 | $2115 | Not Available |
| Oct 24, 2026 | $2115 | Not Available |
| Oct 25, 2026 | $2115 | Not Available |
| Oct 26, 2026 | $2115 | Not Available |
| Oct 27, 2026 | $2115 | Not Available |
| Oct 28, 2026 | $2115 | Not Available |
| Oct 29, 2026 | $2115 | Not Available |
| Oct 30, 2026 | $2115 | Not Available |
| Oct 31, 2026 | $2115 | Not Available |
| Nov 1, 2026 | $1684 | Not Available |
| Nov 2, 2026 | $1684 | Not Available |
| Nov 3, 2026 | $1684 | Not Available |
| Nov 4, 2026 | $1684 | Not Available |
| Nov 5, 2026 | $1684 | Not Available |
| Nov 6, 2026 | $1684 | Not Available |
| Nov 7, 2026 | $1684 | Not Available |
| Nov 8, 2026 | $1684 | Not Available |
| Nov 9, 2026 | $1684 | Not Available |
| Nov 10, 2026 | $1684 | Not Available |
| Nov 11, 2026 | $1684 | Not Available |
| Nov 12, 2026 | $1684 | Not Available |
| Nov 13, 2026 | $1684 | Not Available |
| Nov 14, 2026 | $1730 | Available |
| Nov 15, 2026 | $1730 | Available |
| Nov 16, 2026 | $1730 | Available |
| Nov 17, 2026 | $1730 | Available |
| Nov 18, 2026 | $1730 | Available |
| Nov 19, 2026 | $1730 | Available |
| Nov 20, 2026 | $1730 | Available |
| Nov 21, 2026 | $1730 | Available |
| Nov 22, 2026 | $1730 | Available |
| Nov 23, 2026 | $1730 | Available |
| Nov 24, 2026 | $1771 | Not Available |
| Nov 25, 2026 | $1771 | Not Available |
| Nov 26, 2026 | $1771 | Not Available |
| Nov 27, 2026 | $1771 | Not Available |
| Nov 28, 2026 | $1771 | Not Available |
| Nov 29, 2026 | $1654 | Available |
| Nov 30, 2026 | $1654 | Available |
| Dec 1, 2026 | $1654 | Available |
| Dec 2, 2026 | $1654 | Available |
| Dec 3, 2026 | $1654 | Available |
| Dec 4, 2026 | $1654 | Available |
| Dec 5, 2026 | $1654 | Available |
| Dec 6, 2026 | $1654 | Available |
| Dec 7, 2026 | $1654 | Available |
| Dec 8, 2026 | $1654 | Available |
| Dec 9, 2026 | $1654 | Available |
| Dec 10, 2026 | $1654 | Available |
| Dec 11, 2026 | $1654 | Available |
| Dec 12, 2026 | $1654 | Available |
| Dec 13, 2026 | $1654 | Available |
| Dec 14, 2026 | $1654 | Available |
| Dec 15, 2026 | $1654 | Available |
| Dec 16, 2026 | $1654 | Available |
| Dec 17, 2026 | $1654 | Available |
| Dec 18, 2026 | $1654 | Available |
| Dec 19, 2026 | $1654 | Available |