Vacation rentals in Sea Pines

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Top-rated vacation rentals in Sea Pines

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Top guest favourite
Condo in Hilton Head Island
5 out of 5 average rating, 17 reviews

Harbour Town Villa: Sleeps 6-Perfect for Families

Welcome to your serene retreat in the heart of Sea Pines Resort. This minimalistic 2-bedroom, 2-bath villa offers a peaceful escape just steps from the iconic Harbour Town Golf Links and Racquet Club. Ideal for families and couples, the villa is a short stroll from the Harbour Town Lighthouse, boutique shops, and waterfront dining. Whether you're sipping coffee on the private balcony or unwinding after a day of exploration, this villa is your perfect home base for a relaxed Hilton Head getaway.

Guest favourite
A spacious living area is presented, featuring a neutral color palette with comfortable seating arrangements. A coffee table sits in front of a sectional sofa, while a dining area with white wicker chairs is visible. Light streams in through sliding glass doors, enhancing the room's openness.
Apartment in Hilton Head Island
5 out of 5 average rating, 9 reviews

Sea Pines-Pool, Prime Location & View, Pets OK

A flood of sunshine and a stunning golf view welcome you in this beautiful two bedroom in Wildwood Spa, a quiet neighborhood just 1/2 mile from the Sea Pines Beach Club. A well appointed kitchen, work area, on-site pool and tennis/pickleball courts, and a propane grill are just a few of the noteworthy points with this property. Pet friendly, nicely updated and spacious. Bonus loft with a sleeper sofa and curtains for privacy expands the space for a variety of uses-kids, games, extra sleeping.

Top guest favourite
A spacious living area is furnished with a blue sectional sofa and a coffee table. Soft lighting is provided by two lamps on either side of the sofa. A large patio door opens to an outdoor seating area, allowing natural light to fill the room.
Apartment in Hilton Head Island
5 out of 5 average rating, 13 reviews

Renovated 1BR HHI – Walk to Beach & Salty Dog Café

Welcome to your home away from home on Hilton Head Island! Stay steps from the beach in this newly renovated 1-bedroom villa with all new furnishings. It is the perfect blend of comfort, convenience, and coastal charm. Nestled just a short walk from the beach and the famous Salty Dog Café, you're in the heart of Sea Pines fun with dining, shopping, biking, pickleball and sun-soaked relaxation right at your doorstep, not to mention nearby access to some of the state’s most iconic golf courses.

Top guest favourite
Condo in Hilton Head Island
5 out of 5 average rating, 116 reviews

5 Star Location-Harbourtown-Walkable Area

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.

Top guest favourite
Condo in Hilton Head Island
4.98 out of 5 average rating, 197 reviews

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

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.

Top guest favourite
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.
Condo in Hilton Head Island
5 out of 5 average rating, 37 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.

Top guest favourite
Condo in Hilton Head Island
5 out of 5 average rating, 40 reviews

Harbour Town Lighthouse & Sunset Views | Sea Pines

Enjoy direct Harbour Town lighthouse, yacht basin, and Calibogue Sound views from our beautifully updated Sea Pines condo. Located in Ketch Court, this cozy coastal retreat puts you steps from Harbour Town dining, shopping, sunsets, bike paths, golf, and the marina. Perfect for couples, golfers, or a small family looking for one of Hilton Head’s most iconic locations. Come relax and unwind and take in all that Harbour Town has to offer!

Top guest favourite
A bright living area is highlighted by a sleek electric fireplace and a mounted TV, creating a modern and inviting space. A comfortable sofa with decorative cushions provides ample seating. Natural light streams in through large windows, enhancing the airy feel of the room.
Treehouse in Hilton Head Island
5 out of 5 average rating, 19 reviews

Roxy’s Hideaway | Harbour Town Treehouse Oasis

Roxy’s Hideaway — brand new Sea Pines Treehouse, steps from Harbour Town & RBC Heritage! Enjoy exclusive comfort in nature, close to shopping, dining and more. Pet-friendly and ideal for high-end travelers, including pro athletes. Experience unmatched service and bespoke amenities—now including an EV charger. Relax in our hammock throne, surrounded by nature and serene unaugmented ocean views, with pool access at the Harbour Town Pool!

Top guest favourite
An open concept living area showcases wood-paneled ceilings and large windows, allowing natural light to fill the space. A sectional couch faces a TV, while a wooden dining table is set for meals. Sliding glass doors open to views of the backyard.
Home in Hilton Head Island
4.96 out of 5 average rating, 57 reviews

Sea Pines Villa - Walk to Beach, Golf and Tennis

This pristine Sea Pines villa has undergone significant renovations and upgrades, enhancing your stay with modern comforts and amenities. Just a five-minute stroll to the beach, this property is perfect for beach vacations and golf trips. Enjoy views of the tree-lined lagoon and renowned Atlantic Dunes Golf Course. The villa offers a private, professionally maintained putting green, and private tennis courts are only steps away.

Guest favourite
A spacious living room contains comfortable seating, including a zero-gravity couch and an armchair. A large television is mounted on the wall, while a sliding glass door opens to a balcony showcasing marina views. Decorative elements include a cozy area rug and potted plants.
Condo in Hilton Head Island
5 out of 5 average rating, 15 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!

Top guest favourite
A modern living area features a gray sofa adorned with decorative pillows, complemented by a round wicker coffee table. Light fills the space through large windows, with a balcony view visible in the background. A flat-screen TV and lamps enhance the inviting ambiance.
Apartment in Hilton Head Island
5 out of 5 average rating, 20 reviews

Penthouse flat in Sea Pines | Harbour Town

Welcome to 681 Mariner’s Way, a beautifully renovated 2-bedroom, 2-bathroom penthouse flat, now available for rent! Formerly a private residence, the unit is situated on the 4th floor, this modern unit offers an open floor plan, flooded with natural light, and stylish, professionally designed interiors—perfect for your Sea Pines Harbour Town retreat.

Top guest favourite
Treehouse in Hilton Head Island
5 out of 5 average rating, 29 reviews

Luxury Waterfront Tree House | Harbour Town | Pool

One of our newest homes, see our over 1000 *5*-star reviews. Nestled on a tranquil cul-de-sac on Deer Island - an island on an island - our enchanting Treehouse offers the ultimate getaway, surrounded by lush gardens and bamboo forests, stunning reclaimed wood floors, historic Savannah brickwork, and marvelous mid-century design and furnishings.

Popular amenities for Sea Pines vacation rentals