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.

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, 14 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
The open-concept living space features handmade Saltillo tiles and a vaulted ceiling. A comfortable couch and a fireplace are visible along with a large dining table. A staircase leads to the upper level, enhancing the spacious layout. Sliding glass doors provide access to the outdoor area.
Home in Hilton Head Island
4.98 out of 5 average rating, 104 reviews

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!

Guest favourite
A bright Carolina Room features large windows overlooking the golf course, inviting natural light. Furnishings include a plush sofa, an armchair, and a wrought iron dining table surrounded by chairs. A pendant light hangs above, adding to the comfortable setting.
Apartment in Hilton Head Island
4.91 out of 5 average rating, 44 reviews

SeaPines - Beautiful Renovation, Walk to beach

Take in the dynamic Golf and Lagoon views from one of the most centrally located villas in Sea Pines. Just a 5-7 minute walk to the beautiful white sand beaches of Hilton Head. The heated/cooled on-site pool is steps from the front door. New ownership, new everything! From the appliances to the flooring, furniture, paint, kitchen and baths-do not miss a chance to enjoy all of Sea Pines from a stunning property. Please note this property is no longer pet friendly.

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
An outdoor dining area is shown, featuring a round table with six ornate metal chairs. A large red umbrella provides shade, and lush greenery and a view of the marina are visible in the background.
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
Condo in Hilton Head Island
5 out of 5 average rating, 41 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!

Luxe
Home in Hilton Head Island
5 out of 5 average rating, 7 reviews

44 Heritage, Sea Pines: Retreat on 11th Tee of HT

Set alongside the 11th tee box of the famous Harbour Town Links, this exclusive villa on Hilton Head Island is the perfect home base for your next golf vacation or family getaway. When you’re not out on the golf course, take a refreshing dip in the South Beach community pool or head down to the sandy beach. In the evening, check out South Beach Marina Village. Copyright © Luxury Retreats. All rights reserved. STR Permit Number: 076320

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
4.97 out of 5 average rating, 58 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.

Top guest favourite
A charming circular home is nestled among tall trees, featuring a spacious deck with white lounge chairs. The wooden steps lead up to the entrance, showcasing large windows that allow ample natural light. The surrounding greenery enhances the sense of privacy and seclusion.
Home in Hilton Head Island
4.98 out of 5 average rating, 91 reviews

Harbour Town Tree House | Deer Island | HT 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.

Guest favourite
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, 21 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.

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