Browse our collection of Hilton Head Island vacation rentals, featuring our signature BESTNEST homes and villas across the island’s most sought-after communities. Search through the complete list of our BESTNEST and BESTNEST/Luxe vacation rentals, which feature a wide range of homes and villas for your upcoming Hilton Head Island vacation.
Our properties include everything from cozier 2 bedroom rentals up to larger homes that can comfortably accommodate up to 16 guests. Browse our oceanfront or golf course views rentals, or are select one of our famous Sea Pines rentals. Find the "NEST" that fits you best using our filters to find specific dates, pet-friendly availability, private pools, and more.
50 properties available
Welcome to the BESTNEST at 63 South Sea Pines Drive in Sea Pines- with FENCED POOL AREA! Here\'s the skinny - just buzz us for more details! Our advertised rates are our very best rates and calendar shows real time availability. We encourage you to book online!
- Supremely stylish, 4 BR/3 BA home with 2 kings, 2 queens, and 1 twin + trundle. Ne
Welcome to BESTNEST/Luxe: An Elevated Experience in Vacationing, and Luxe property at 1832 Beachside Tennis Villas at South Beach in Sea Pines. Fully and completely renovated and completed June 2025.
Enjoy the ultimate in vacation rental accommodations on Hilton Head Island, featuring a carefully curated collection of homes and villas, chosen with
Welcome to the guest favorite BESTNEST at 22 Hollyberry Lane in Sea Pines. Here\'s the skinny, just buzz us for more details: Our advertised rates are our very best rates and calendar shows real time availability. We encourage you to book online!
- Super stylish, 3 BR/2 BA home renovated in 2025 with new furnishings and electronics
- Beautifully
Welcome to the BESTNEST at 26 Tupelo Road in Sea Pines. Here\'s the skinny - just buzz us for more details! Our advertised rates are our very best rates and calendar shows real time availability. We encourage you to book online.
- Super stylish, 4 BR/4.5 BA home including guest house.
- Fully renovated and updated.
- 3 BR/3.5 in main house (1 k
Welcome to the completely renovated BESTNEST at 3 Hollyberry Lane in Sea Pines. Here\'s the skinny - just buzz us for more details: Our advertised rates are our very best rates and calendar shows real time availability. We encourage you to book online!
- Super stylish, 3 BR/2 BA home with all LVP flooring.
- Large deck with full time propane t
Welcome to the BESTNEST at 2 Green Wing Teal in Sea Pines, just steps from the beach!
- Super spacious, 5 BR/6.5 BA home with 3 kings, 2 queens, and 2 Twins plus 2 Twin Bunks.
- 4th Row Ocean - Stand on the sand in less than 3 minutes.
- Private pool and spa, heatable in cooler months, and gas grill just off the kitchen
- Three master suites, pl
Our BESTNEST/Luxe property at 23 South Beach Lagoon (A VRBO Top Ten in America, The famous Today Show and Bucket List Family house!) showcases the concept beautifully- this is a casually chic, and gracious home, resplendent with inviting indoor and outdoor spaces. This property requires a minimum 7-night stay in summer, with Saturday arrivals and d
Welcome to the BESTNEST at 5 Wildwood Road in Sea Pines. Here\'s the skinny - just buzz us for more details: Our advertised rates are our very best rates and calendar shows real time availability. We encourage you to book online!
- Super stylish, 3 BR/3 BA home.
- New kitchen and flooring in 2024 featuring open living/dining/kitchen and high
Welcome to the BESTNEST at 918 Cutter Court Villas. Here\'s the skinny - just buzz us for more details! Our advertised rates are our very best rates and calendar shows real time availability. We encourage you to book online!
- 2 BR/ 2 FBA, no carpeting, beautifully renovated and furnished
- 3rd floor villa (w/ elevator). Cutter Court villas h
Welcome to the BESTNEST at 50 Shell Ring Road. Here\'s the skinny - just buzz us for more details! Our advertised rates are our very best rates and calendar shows real time availability. We encourage you to book online!
- Spacious, 3 BR/5.3.5 BA home with 1 King, 1 queen, and 2 twins.
- High ceilings, loads of natural light, and newer constructi
Welcome to the BESTNEST at 21 Shell Ring Road in Sea Pines. Now accepting non-shedding dogs! Here\'s the skinny - just buzz us for more details: Our advertised rates are our very best rates and calendar shows real time availability. We encourage you to book online!
Beautifully renovation includes 2 primary suites, open kitchen, and home office,
Welcome to the BESTNEST at 476 Plantation Club Villas. Here\'s the skinny - just buzz us for more details! Our advertised rates are our very best rates and calendar shows real time availability. We encourage you to book online!
- 2 BR/ 2 FBA with open floor plan. Fully renovated and NO carpet.
- 3rd floor villa (w/ elevator)
- Easy walk to Be
