Holiday rentals in Sea Pines

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Top-rated holiday rentals in Sea Pines

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Top guest favourite
Flat in Sea Pines

Harbour Town Marina Studio | Walk to Lighthouse

Cozy, bright penthouse studio with direct views of the Harbour Town Marina, just steps from the lighthouse, shops, dining, and golf. The space features a comfortable sleeping area with king bed, sitting space, kitchenette, and full bath with tub/shower combo. Enjoy the small private balcony, perfect for morning coffee or evening sunsets over the marina. Ideal for 1–2 guests looking to enjoy the Harbour Town lifestyle in Sea Pines. Located on the fourth floor with convenient elevator access.

5.0 out of 5 average rating, 35 reviews
Top guest favourite
The outdoor area features a private pool with a cozy seating arrangement nearby. A fire pit with glowing embers is central to the setting, surrounded by large loungers and a dining table. A large umbrella shades the outdoor seating, while a whimsical inflatable swan floats in the water.
Home in Sea Pines

Marsh Views | Pool, HotTub, Game Room&Pet Friendly

Welcome to The Heron Hideaway- your Luxury Hilton Head Getaway. Stay Lowcountry in this exclusively designed home. Newly remodeled & fully equipped for your golfer’s retreat or family/friends' coastal vacation. 5 mins from SeaPines Beach Club and 6 mins from the Harbourtown Golf Links. Located in famous, Sea Pines Resort. Enter the gates of resort living offering trolley rides to local restaurants, premium golf courses, pool access, HarbourTown Lighthouse, & most importantly- the beach!

5.0 out of 5 average rating, 46 reviews
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 Sea Pines

Stately Governors Quarters-Pet Friendly, Fenced In

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!

4.98 out of 5 average rating, 110 reviews
Top guest favourite
Flat in Sea Pines

Sea Pines Villa: Pool, Tennis & Golf

This renovated 1-bedroom villa in Sea Pines offers comfort and convenience just steps from shops, dining, and bike rentals. Enjoy a plush king bed, memory foam sleep sofa, sleek walk-in shower, Smart TVs, a private deck, and a fully equipped kitchen with washer/dryer. Relax by the sparkling pool, play free tennis on-site, or bike to Harbour Town and the Beach Club. With the seasonal trolley nearby, every island adventure is at your fingertips. One small dog (under 25 lbs)- $230 pet fee.

5.0 out of 5 average rating, 18 reviews
Guest favourite
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.
Flat in Sea Pines

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.

4.88 out of 5 average rating, 56 reviews
Top guest favourite
The treehouse-style villa is nestled among lush greenery, showcasing a blend of natural elements. Large windows reflect the surrounding foliage, and the elevated structure is supported by sturdy columns. The surrounding palm trees and dense vegetation create a serene and secluded environment.
Treehouse in Sea Pines

Sea Pines Villa•Steps to Beach•Coffee Bar•King Bed

Located in the revered Sea Pines neighborhood of Hilton Head Island, Heron’s Nest is a memorable and well appointed 3 BR / 2 BA treehouse-style loft villa. Due to its private access and close proximity to world-class beaches and golf courses, Heron’s Nest commonly welcomes beachgoers, golfers, nature-lovers, and artists from all over the world. Enjoy the unmatched proximity to Hilton Head's most popular attractions within the peaceful confines of the Sea Pines resort community.

4.94 out of 5 average rating, 83 reviews
Guest favourite
Home in Sea Pines

Charming Lagoon view Townhome near Harbor Town

With a picturesque lagoon view this two-bedroom townhome is perfect for getting away from the every hustle. Spacious living area to relax and enjoy the peaceful settings of the lagoon on the back patio. Two well appointed bedrooms upstairs each with their own full bath and TV's. Walking distance to the Harbor Town Golf Club and Tennis courts as well as the Harbor town to shop, eat and enjoy the beautiful sights of the marina. (Short Term rental lic no. 070068)

4.81 out of 5 average rating, 21 reviews
Top guest favourite
Apartment in Sea Pines

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.

5.0 out of 5 average rating, 131 reviews
Guest favourite
A bright living room features a white sofa set adorned with colorful cushions. A modern ceiling fan is visible above, while a flat-screen television is mounted against a blue accent wall. A coffee table is positioned in the center, complemented by an area rug and outdoor views through large windows.
Flat in Sea Pines

SeaPines-Stunning & Pet Friendly

Enjoy a Stylish Coastal Dream! We are pleased to welcome 35 Lighthouse back to the rental market after undergoing a breathtaking complete remodel. Everything is new, from the kitchen and baths to furnishings, and all finishes were done with taste and care. Open concept, spacious and with an amazing golf view, this 2 bedroom in Seapines couples the perfect location (1/2 mile to the Beach Club and a mile to Harbour Town) and comfort. All of this and pet friendly!

4.93 out of 5 average rating, 28 reviews
Guest favourite
Home in Sea Pines

Luxury Pool Home in Sea Pines | Sleeps 15

Experience Lowcountry charm in this Sea Pines retreat designed for relaxation and connection. Unwind by your private saltwater pool, surrounded by peaceful natural beauty, or gather in spacious living areas made for shared meals and evenings together. Spend your days biking scenic trails, exploring Harbour Town, or enjoying world-class golf and tennis nearby. With a perfect blend of comfort and location, this home is made for memorable Hilton Head getaways.

5.0 out of 5 average rating, 15 reviews
Superhost
Apartment in Sea Pines

Coastal Golf View Retreat Near Beach in Sea Pines

Relax and unwind in this inviting 2 bedroom, 2 bathroom Plantation Club condo in Sea Pines Resort overlooking Atlantic Dunes Golf Course. Enjoy peaceful fairway views from the private balcony, a fully equipped kitchen, and a bright comfortable living space just minutes from the beach. Guests also have access to the community pool, biking trails, Harbour Town, golf, tennis, dining, and shopping throughout Hilton Head Island.

4.69 out of 5 average rating, 16 reviews
Superhost
Home in Sea Pines

Canopy House | Walk to Harbour Town | Marshfront

Canopy House is an artfully curated retreat in Sea Pines, nestled among live oaks and Spanish moss, where walls of floor-to-ceiling windows frame sweeping views of the tranquil salt marsh along the serpentine Heddy Gutter Creek. Walk or bike to Harbour Town for dining, live music, and shops, or spend the day at the beach. Return to a peaceful oasis where nature and design inspire meaningful moments together.

5.0 out of 5 average rating, 5 reviews

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