Vacation rentals in Sea Pines Plantation

Ocean Gate 13 Walk to beach villa with pickleball

This villa is perfect for the family beach vacation! We have little ones ourselves, so we've got all the gear needed to make this a comfortable and relaxing stay. We LOVE this villa because of its screened in porch, FREE TENNIS, and proximity to the beach. The screened in porch allows you to enjoy breakfast and happy hour free from mosquitoes and close enough to hear the waves! The beaches are far less crowded than other areas of the island, and it's very close to Sea Pines and Coligny Plaza.

Governor’s Quarters Pet Friendly, Fenced in Yard

Welcome to Governor's Quarters- your Luxury Hilton Head Getaway Stay Lowcountry in this stately-designed home. Newly remodeled & fully equipped for your golfer’s retreat or family/friends' coastal vacation. 5 mins from the SeaPines Beach Club and HarbourTown Golf Links and the heated community pool! Located in famous, Sea Pines Resort. Enter the gates of resort living offering trolley rides to local restaurants, premium golf courses, HarbourTown Lighthouse, & most importantly- the beach!

Sea Pines Hut, 5-min Stroll to Ocean, Dog Friendly

Ocean, serene, luxury! Awaken your senses in this cottage surrounded by natural beauty of pines, pond, and blue herons. 5 min walk to Sea Pines pristine beach. 2-mile bike to the beach club and Nature Reserve full of wildlife. Luxurious interior and cozy outdoor porch, plush king bed, queen sofa bed sleep 4. cathedral ceiling, dog friendly, free bikes, beach chairs and cart, perfect for couples, solo travelers, or small families looking to create a luxurious Hilton Head Island experience.

2 bed/2 bath, Oceanfront complex!

This beachside condo is just steps away from the ocean, and offers everything you need for the perfect vacation. Our complex has a private oceanfront heated pool. The unit itself is newly renovated with beach themed decor, and offers a peekaboo ocean view. It is fully equipped with beach chairs, toys, cooler and everything you need for a comfortable stay. The neighboring Hilton property offers a Starbucks and Poolside Bar and Grill ***ONLY accepting Sat-Sat booking June and July***

1st Floor, 1 BR Condo - Steps to Beach and Pool!

Renovated 1st floor, 1 BR getaway located across the street from the beach! Private deck overlooks community pool just steps from back door. Great location - plenty of restaurants, bars, shopping and grocery stores nearby. New appliances, smart TVs in living area and bedroom (cable in living room). Bedroom has a queen-size bed and brand new leather recliner sofa in the living room. Rental includes 2 beach chairs, cart and umbrella. Absolutely no pets and no smoking allowed.

New! 1 BD APT~Beach Access~NICE!

Time for a peaceful beach trip! Just 3 min to the beach, private 1 bedroom apt that is all new inside! Park outside your door! King Bed with lots of storage & TV. Large bathroom with tile shower! LR has 50" Smart TV and access to a front patio. There is a kitchenette that has a Keurig, microwave/air fryer, refrigerator and table and chairs. Central air conditioning makes it comfy! End of owners home, but private entrance. No kids, sorry. 1 car only. No early check in.

Waterfront Tree House | HT Pool | Harbour Town 24

One of our newest homes, see our over 1000 *5*-star reviews. Calibogue Escape-Harbour Town Treehouse in Sea Pines Sailboats, Dolphins, Sunsets, what else could you ask for? This treehouse offers floor-to-ceiling windows with unparalleled views and the perfect setting for a perfect escape. Located on a dead-end street on Deer Island, just steps from Hilton Head’s Harbour Town and the Yacht Basin, this hideaway could not be more perfect.

Seas the Day! 2BR/2BA/Walk to Beach/Dogs welcome!

Welcome to Hilton Head Island! This beautifully furnished and newly renovated condo is new to the rental market and a short 10 min walk to the beach, Coligny Plaza, and several shops and restaurants. Whether you are looking for a beach vacation spot, a fantastic remote work location, to get in a round of golf, or a place that's centrally located, this is it! We've been coming to Hilton Head for years, and now it's our go to spot!

HHI South Forest beach/WLK TO BEACH, dining, pool

Pack up the whole crew—two-legged or four—and escape to this fully furnished, perfectly located cozy condo in Hilton Head’s popular Treetops complex. Enjoy three refreshing pools, tennis courts, and a laid-back vibe perfect for relaxing or playing. Just a 10-minute walk to the beach and steps from Coligny Plaza, you’ll be close to shopping, dining, and all the island fun. It’s your ideal home base for sun, sand, and good times!

Marriott's Monarch at Sea Pines 2BD

Marriott's Monarch at Sea Pines is located along six oceanfront acres within Hilton Head Island's renowned Sea Pines Plantation - a natural beauty framed by spectacular scenery. This beautiful vacation ownership resort embraces the natural setting and offers an idyllic location and exceptional amenities. With privileged access to the adjacent Sea Pines Beach Club, you can make golf and tennis part of your day as well.

Beachside Bliss: Walk to Beach / Coligny Plaza

Discover 'Beachside Bliss,' your perfect getaway in our newly remodeled 1BR 1 bath condo, ideally situated just steps from the sandy shores. Immerse yourself in comfort in a recently update 1BR condo, all while enjoying the convenience of beachside living. Wake up to serene ocean breezes, and easily explore the coastal delights with just a short walk to the beach, pool, Coligny Plaza or the Sea Pines community.

Subtropical Stunner-King bed & bikes! Central Air!

Wake up to breathtaking ocean views in this beautifully renovated 3rd-floor villa, the perfect escape for two. Enjoy an open-concept design with a plush King bed, cozy Queen sleeper, a fully equipped modern kitchen, and a spa-style walk-in shower. Sip coffee on your private balcony, stroll the beach just steps away, or bike to nearby shops and restaurants — beach chairs and bikes included for your adventure.