Holiday rentals in Sea Pines

Townhouse in Hilton Head Island

The inviting living area features blue sofas and an ottoman, complemented by ceiling fans. Windows surround the space, offering views of greenery and natural light. A television on a stylish console adds to the entertainment options.

4.86 out of 5 average rating, 57 reviews

SeaPines- Exclusive Pool, Pet Friendly, Free Bikes

This beautiful three bedroom Lighthouse Villa is part of the exclusive block 1, featuring the closest location to the Beach Club and an on-site pool. No need to worry about beach parking when you are just a short walk away-even closer when using the free bikes we provide. 7 Lighthouse features a sunny Carolina Room, open kitchen, and extra half bath for convenience, new furniture, and much more. Pet friendly, but extremely clean and well maintained, this villa is perfect for your next HHI trip.

Flat in Hilton Head Island

5 out of 5 average rating, 22 reviews

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!

4.99 out of 5 average rating, 139 reviews

“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops

Privately-owned 2000 SF one-level home sits on a wooded corner lot conveniently located inside the entrance of Sea Pines Resort. This 3 BR, 2BA home was extensively renovated in August 2020, with inviting French-inspired coastal decor for a relaxing cozy feel. "Sea La Vie" chalet is within walking distance to grocery stores, shops, and restaurants. A short drive or bike ride takes you to the private Beach Club, housing oceanfront dining and bar, upscale facilities, and wide beaches. Bienvenue!

Superhost

The image presents a spacious backyard featuring a private pool surrounded by a stone patio. Sun loungers are positioned along the patio, offering a view of the lush greenery and trees that encircle the property. The house's large windows reflect the inviting outdoor area.

5 out of 5 average rating, 3 reviews

Sea Pines Oasis | Pool + Golf Views | Sleeps 12

Escape to 7 Red Maple Road, a Sea Pines retreat managed by Host & Home, overlooking Heron Point by Pete Dye. This 4BR, 4BA home features upscale interiors, en suite bedrooms, and a private pool with sweeping golf views. Located minutes from Harbour Town, Sea Pines Beach Club, and top golf and tennis, it is ideal for families and groups seeking a seamless, high quality Hilton Head experience with comfort, space, privacy, and one of the most desirable locations in Sea Pines for your next stay.

Flat in Hilton Head Island

The living room features ample seating with two sofas and a flat-screen TV placed against a light wall. Large glass doors lead to a sunroom, inviting natural light. A coffee table sits in the center of the room, enhancing the open concept design.

4.86 out of 5 average rating, 37 reviews

Great Find! Walk to Beach, Golf & Dining!

Relax with the whole family at this peaceful place to stay half mile from beach. This clean and comfortable villa is the perfect vacation escape! 11 Lighthouse Road, Villa 24 is a two bedroom villa nestled near Sea Pines Beach Club, Heron Point & Atlantic Dunes Golf Courses, bike trails and restaurants. Just a half mile from the beautiful beach, this villa has everything you need for an enjoyable stay with access to all that Sea Pines Resort and Hilton Head Island have to offer.

A community pool area is surrounded by lush greenery, featuring a large swimming pool with a gentle slope and steps for easy access. Several lounge chairs are positioned around the pool, providing relaxation spots, while a shaded area with umbrellas is visible. Safety floats are present in the water.

5 out of 5 average rating, 28 reviews

Sea Pines Serenity!

LOCATION, LOCATION, LOCATION! If you want security and serenity, this home is for you! This stylish 3 bed, 2 bath house has EVERYTHING you need for a relaxing vacation. Walking distance (10 blocks) to the best beaches on the island, dozens of restaurants and amazing Harbour Town! The fabulous Beach Club has onsite parking Sea Pines guests. Spend the day on a dolphin or pirate cruise, and then spend the night relaxing on a huge patio with your fire pit while enjoying s’mores!

Townhouse in Hilton Head Island

A community pool area is surrounded by lush greenery, featuring a large swimming pool and a smaller hot tub nearby. Multiple lounge chairs with blue cushions are arranged around the pool, providing ample seating for relaxation amid the tranquil setting.

4.95 out of 5 average rating, 62 reviews

Sea & Tee Time *REMODELED KITCHEN & ALL BATHS

Plantation Club Villas is situated on the Atlantic Dunes Golf Course inside Sea Pines. It is conveniently located just a .06 mile walk to both the beach and Sea Pines Beach Club. Our open floor villa in coastal tones with shiplap accent walls and tranquil beach décor, provides guests a calm and relaxing time. Park the car for the week, walk to the beach, or use the free trolley service to travel this 5,000-acre resort. This vacation villa will please golfers and families

Apartment in Hilton Head Island

5 out of 5 average rating, 108 reviews

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.

Apartment in Hilton Head Island

A spacious master bedroom features a King-size bed with white linens and soft gray accents. Natural light enters through a large window covered by sheer curtains. A wooden dresser and artwork add a touch of warmth to the neutral-toned space.

5 out of 5 average rating, 30 reviews

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.

The unique structure features floor-to-ceiling windows, allowing natural light to illuminate the interior. Surrounded by tall pine trees, the exterior showcases a blend of green tones. An inviting deck area includes seating options, creating a perfect spot to unwind in nature.

4.99 out of 5 average rating, 82 reviews

Harbour Town Treehouse | Deer Island | Pool

Please see our almost 1000 5-star reviews at our other properties. Enjoy unbelievable tranquility high in the Sea Pines tucked away on Deer Island next to Harbour Town. Walk to the shops, restaurants, entertainment, and the Yacht Basin in just minutes. Feed the deer from your hand while you connect with nature. The Sea Loft is just one house away from the Turtle Trail that winds along the marshlands.

Apartment in Hilton Head Island

5 out of 5 average rating, 12 reviews

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!