Holiday rentals in Sea Pines

Steps to Ocean & Marina in Sea Pines-bikes-pool!

Free Bikes-Pool-Tennis! 2 bedroom, 2 bath Bluff Villas condo located in the heart of South Beach within the Sea Pines Resort. Steps from the beach, marina, pool & famous Salty Dog Cafe. Both baths Newly tiled/renovated amenities: - 4 bikes to use on Sea Pines' perfectly maintained wide bike paths - Pool 3 min next door(incl)-open Mem Day wknd - 1 hour/day + free walk on time-tennis at So Beach Racquet Club - new world class Pickleball facility! (reas rates) - 4 beach chairs & wagon - Spectrum

Sea Pines Villa – Walk to Beach, Pool, & Salty Dog

Steps from Beach, Pool, & Salty Dog! Bright 3-bed villa in the heart of Sea Pines fast Wi-Fi and fully stocked kitchen. What you’ll love: 5-minute walk to sand, trails & marina dining Large open living area with Smart TV & books Private patio for morning coffee under palms Enjoy full-size washer/dryer, beach gear and free on-site parking. Ideal for families or couples wanting space to relax after sun-soaked days. Ready for a carefree coastal getaway? Tap “Reserve” before your dates disappear!

SeaPines - Walk to Beach, On-Site Pool, Free Bikes

You'll love the location for this spacious pet friendly villa in Wildwood Spa, a private little neighborhood just ten minutes on foot to the Sea Pines Beach Club. This Premier Property features two bedrooms, two baths, and a loft area for reading and relaxing or extra sleeping arrangements. This quiet, secluded end unit affords privacy and serenity throughout your stay. Pet friendly, yet clean and updated, this centrally located villa is the prime home base for your next island getaway.

RBC Heritage Right In Your Backyard

WATCH THIS YEARS RBC HERITAGE RIGHT FROM YOUR BACKYARD WHERE YOU'LL BE STEPS AWAY FROM THE GREATEST PLAYERS IN THE WORLD! This stunning, newly remodeled getaway offers a modern coastal vibe with an open and airy floor plan that features two spacious king Master en-suites and an additional bedroom with two full beds. Add in the chef's kitchen, community pool, tennis/pickleball and it all makes for a great week. "THE PINES" IS A PRIME LOCATION TO CALL HOME BASE FOR THIS YEARS BIG EVENT.

100 Fairway Lane, Sea Pines: A Luxury Villa Stay

Welcome to all NEW BESTNEST/Luxe: An Elevated Experience in Vacationing, and our newest Luxe property at Unit 100 Fairway Lane Villas in Sea Pines. (200 Fairway Lane for mapping) Enjoy the ultimate in vacation rental accommodations on Hilton Head Island, featuring a carefully curated collection of homes and villas, chosen with the discerning traveler in mind, fabulously stocked, outfitted, and equipped, and supported by your personal property concierge, available 24/7.

5 Star Location-Pool, Walk to Dining/Shops/Marina

Escape to our luxury villa in Hilton Head's exclusive Harbour Town in the gated Sea Pines Resort! A short walk from Harbour Town Marina, which offers enertainment, dining, shopping, water sports, cruises, golf, tennis, and a pier. You will have access to The Sea Pines Beach Club, a short trolly, bike or car ride away. This private 3rd-floor impeccilbly appointed 'coastal chic' retreat does not share any walls and offers serene lagoon views from a private balcony.

Heart of Harbour Town - Beach | Pool | Golf | 2BR/2.5BA - Pool Access

In the Heart of Harbour Town Experience the best of Harbour Town living with exquisite harbour views in this recently updated 2 BR / 2.5 BA end unit just steps away from the waterfront. Villa is a short walk to pool, the pristine Harbour Town Golf Links, and the Sea Pines Trolley -- offering complimentary seasonal transport. Recently renovated with gourmet kitchen, elegant living area, and outdoor dining. Sleeps 8. Includes Harbour Town pool passes.

Spacious Harbor Town Condo!

Your perfect vacation begins when you walk out the door of this newly renovated condo into the Harbour Town marina with its boutique shops, gourmet restaurants, racquet club offering tennis and pickleball, famous PGA tournament golf course, and the iconic red and white lighthouse. The spacious 1-BR sleeps up to four guests. The master bedroom has a King-size bed and a large picture window that comes with blackout curtains for late sleepers.

#595 Walk to Beach/2BR/2BA/Golf Views/Pool/Tennis

595 Wildwood Spa can be found in the world-renowned Sea Pines Resort, lying on the Atlantic Dunes Golf Course. In under a 10-minute drive, guests can be enjoying Harbour Town and South Beach Marina, filled with shops, restaurants, and water sports. Just a 10 minute stroll to the beach, or take the complimentary trolley in season with a trolley stop just across the street. The pool at this property does not have a heater.

Closest to Beach Path, Screened Porch, 1 dog ok

Wonderful Single Sea Pines Bungalow for 2 people. Walk 5 min on beach path. Excellent location; ride bikes to Harbor Town, Beach Club, Coligny Plaza, No elevator or parking lots! Grill out on deck. 50" TV ; screened-in porch. Walk to best beach on island, no hotels. Swimming pool onsite. Equipped Kitchen with Cooktop, Dishwasher, Refrigerator. We allow 1 dog.. under 30lbs. 4 night min bookings.

MyStay at 1029 Caravel | Lighthouse Views & Pool!

Escape to 1029 Caravel Court, a dreamy Harbour Town getaway with front-row marina views, a king-size zero-gravity bed, and luxe coastal touches. Sip wine on the balcony, stroll to shops, or unwind at the Harbour Town Pool, a 120-ft freeform pool, heated and cooled seasonally. Plush linens, beach gear, & 24/7 service make every moment effortless. Love, luxury, and lighthouse views—book now!

Ketch the Sunset - an iTrip Hilton Head Home

Come on over to Ketch The Sunset! This clean, airy, fully renovated & comfortably furnished Harbour Town condo is the perfect home-away-from-home for you and your family to soak up some sun, play in the ocean waves and enjoy all the family-friendly amenities that Sea Pines Resort has to offer. Ketch The Sunset has been renovated with high end finishes & details.