Pet-friendly holiday rentals in Sea Pines

Carolina Cottage Sea Pines - 4 BR/4BA Heated Pool!

152 N Sea Pines ~ 5th Row with Private Heated Pool and Spa! 4 BR / 4 BA, all En-Suite, Heated Pool/Spa and Pup Friendly ~ Short <5 Min Bike ride in both directions to the Beach - Bike Path crosses driveway! FREE HEATED Pool and Hot Tub Late Mar-Early Nov! If you want to enjoy the beautiful early spring or fall with a warm pool and hot tub, then look no further. Pool/Spa like NEW - renovation completed Jan 2023! Work remotely with ease with our fiber optic 200 MBPS internet/wifi connection, and catch up on all your favorites with all 5 TVs hardwired and set up for streaming with HULU Live and the ability to login to your own Netflix, Disney+, Prime, etc. You'll experience the best that Hilton Head Island has to offer when you stay at this superb 4-bedroom, 4-bathroom vacation rental home. Perfectly situated near the Plantation and Beach Clubs and equidistant between South Beach and Harbour Town, this home boasts a private pool, hot tub, and room for 11 guests. Both families and golf groups will find the accommodations perfectly equipped with everything you need for a memorable stay! -- THE PROPERTY -- Master Bedroom: King Bed | Master Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: 2 Twin Beds + 1 Queen | Living Room: Queen Sleeper Sofa Prepare to relax as you enter your new home-away-from-home in the beautiful Sea Pines Resort. This recently renovated residence provides comfort and convenience with upscale decor and furnishings. Head outside to sip your morning coffee and lounge in privacy on the back deck overlooking the pool and lagoon. Go for a refreshing swim or relax with a soak in the hot tub. After a day of excitement and exploration, look forward to a leisurely afternoon spent with a good book or catch up on your favorite shows on one of the five streaming TVs. Prepare delicious meals with ease in the fully equipped kitchen featuring stainless steel appliances. Dine at the breakfast bar, dining table, or al fresco on the deck or pool patio. -- THE LOCATION -- When you start to crave adventure, you'll find a variety of activities and attractions within minutes of this centrally located home. The Sea Pines bike trail runs directly across the driveway making it easy to cruise to all of the resort's hot spots. The home is conveniently located within a 5 min bike ride of the Beach and Plantation Clubs as well as equidistant to both South Beach and Harbourtown. You simply couldn't be in a more central location to experience the best of Sea Pines! Play a round at Atlantic Dunes or Heron Point or make the short 10-minute bike ride to South Beach, where you can grab a bite to eat at the renowned Salty Dog Cafe. Head the other direction for a 10-minute bike ride to Harbour Town to hear Gregg Russell play guitar under the Liberty Oak. -- KEY RESIDENCE FEATURES -- * 5 min bike ride to beach, Sea Pines Bike Trail crosses driveway, Private Seasonally Heated Saltwater Pool & Spa, Coded Keyless Entry, Access to Sea Pines Amenities * 1 Dog < 50 lbs or 2 dogs < 20 lbs each allowed with payment of pet fee which is $200/stay and will be billed separately after booking is confirmed. Exceptions may be considered, so please inquire directly about your pup situation if not within guidelines. * No puppies < 1 yr old, or dogs of the following breeds or mixes: German Shepherd, Doberman Pinscher, Rottweiler, Chow, Pit Bull, Staffordshire Terrier, Bullmastiff, Husky, Alaskan Malamute, Great Dane, St. Bernard, Akita, Rhodesian Ridgeback. * No charge to heat the pool and spa Late March to Early November - saves $600-$1000/week. Neither can be heated during other dates. * 4 night minimum stay typically required. Weekly Summer rentals (Sat to Sat). Contact for monthly snowbird rates Nov-Feb. * One car pass is typically paid at the time of your reservation. Additional Sea Pines car passes are confirmed prior to arrival and charged at $21/week per car. * Welcome letter, car passes, and unique door code are mailed to you 3-4 weeks prior to arrival so you can avoid any lines at the gate. * Guests are invited to download our Guest App a couple weeks prior to your stay with all the information you'll need at your fingertips for your vacation -- THE LOWCOUNTRY BEACH WAY -- * No big reservation fees typical of HHI vacation rental companies * Renovated and fresh properties with enhanced cleaning practices * Prompt and helpful communication - always * Our goal is for you to feel like family visiting HHI -- DISCLAIMERS -- * Our property has an external camera viewing the front entrance to the property for ensuring service providers services are rendered and general security

Calm in the Forest of Sea Pines

Located on quiet cul de sac in the shady Greenwood Forest neighborhood. This backs up to Sea Pines Center. Easy bike ride to Harbor Town & Sea Pines Beach Club. This 2BR/2BA home has a split, open floorplan with master bed/bath on one side and guest bed/bath on other. WE ALLOW DOGS THEY ARE $150 Per DOG. Walk to pool, tennis courts, and playground. This is a clean, secluded area for Greenwood Forest home owners and their guests. * Recently Painted Bathroom & Back Deck repaired/stained*

High Cotton in Sea Pines

Discover High Cotton on Evergreen in the exclusive Sea Pines Resort. This charming home features a private pool, a bright open living area, a quaint kitchen, multiple bedrooms, and a patio surrounded by lush evergreens. Just minutes from beaches, Harbour Town, golf, bike trails, and dining, it’s the perfect Hilton Head getaway for families, couples, or groups seeking style, comfort, and island luxury. Enjoy relaxing sunsets, modern amenities, and a serene, private setting for your vacation.

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!

180º Ocean Views, Treehouse "Siren's Lookout"

Waterfront and sunset views abound in this unique "treehouse", with 360 degree views. On Deer Island, just steps from the Harbour Town Lighthouse, known for its' large-boat marina, restaurants, shops and Golf Club, host of the RBC Heritage Classic, PGA Tour Event. Enjoy all the amenities of Sea Pines, including the South Beach Marina, Sea Pines Beach and Salty Dog Cafe, only 3 miles away, serviced by trollies & bike paths. Enjoy the sunset seated around the firepit. Gas grill with a view

New Sea Pines Remodel Close To Beach

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 - sleeps up to eight. Enjoy views of the famed Harbour Town Golf Links and breathtaking sunsets right from the back deck! Add in the chef's kitchen, access to a community pool, tennis and pickleball and The Pines is the perfect vacation destination for families seeking a luxury Hilton Head escape!

SeaPines - Pool, Walk to Beach, Free Bikes

This beautiful three bedroom Lighthouse Villa is part of the exclusive block 1, featuring the closest location to the Beach Club and a serene semi-private 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. Pet friendly and tastefully decorated, #5 Lighthouse offers spacious living for up to 6 guests plus the convenience of 2 1/2 baths. Enjoy the lovely new master en suite (2021), golf view and all our amenities.

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.

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 supported by your personal property concierge, available 24/7. STR Permit Number: 075152

Roxy’s Hideaway | Harbour Town Treehouse | Pool

Roxy’s Hideaway — #1 Sea Pines Treehouse oasis, 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 professional 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!

Golf View Retreat | Peaceful Sea Pines Stay

Relax in this pet-friendly Sea Pines villa with peaceful golf course views. Perfect for couples, this first-floor retreat offers a comfortable, easy stay with a private patio overlooking Heron Point. Start your mornings with coffee outdoors, then walk or bike to Harbour Town just minutes away for dining, shopping, and marina views. With beaches, golf, and scenic trails nearby, this cozy getaway is ideal for a laid-back Hilton Head escape.

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.