Sea Pines holiday rentals

We found 1,782 holiday rentals — enter your dates for availability

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November 2025

December 2025

Select from 1282 houses, 40 apartments and other holiday rentals to find the perfect place for your stay in Sea Pines. Holiday homes offer the amenities that you expect for your family, friends or furry companion, such as parking and a fireplace. Whatever you're looking for, you're sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Sea Pines

Showing deals for:6 Feb - 13 Feb

Wonderful

(13 reviews)

2nd Row Ocean - 89 Steps to the Beach - 22 Green Heron RD

Hilton Head Island, SC

7% off

for 7 nights, 1 home

S$1,273 per night

includes taxes & fees

Front entrance, with parking up to 4 vehicles

Exceptional

(14 reviews)

Sea Pines house ~ Golf Sim / Putting Green / Game Room ~ Golf & Beach Retreat

Hilton Head Island, SC

7% off

for 7 nights, 1 home

S$807 per night

includes taxes & fees

Exceptional

(30 reviews)

DISCOUNTED FALL RATES! Private Sea Pines Home w Large Deck. Great for couples!

Hilton Head Island, SC

7% off

for 7 nights, 1 home

S$493 per night

includes taxes & fees

Exceptional

(23 reviews)

Private Pool ~ Cabana ~ 5 Deer Run Lane

Hilton Head Island, SC

6% off

for 7 nights, 1 home

S$472 per night

includes taxes & fees

Exceptional

(6 reviews)

Renovated 1BR Condo. Walk to Beach&Salty Dog, Sleeps 5. Bike, Golf, Pickleball!

Hilton Head Island, SC

8% off

for 7 nights, 1 apartment

S$292 per night

includes taxes & fees

Large pool with spa and plenty of yard space.

Exceptional

(25 reviews)

Bike walk to amenities in Sea Pines! Pool and hot tub!

Hilton Head Island, SC

7% off

for 7 nights, 1 home

S$863 per night

includes taxes & fees

Exceptional

(59 reviews)

SeaPines, Pet friendly, Walk to the Beach Club, On site pool and tennis

Hilton Head Island, SC

7% off

for 7 nights, 1 villa

S$374 per night

includes taxes & fees

Exceptional

(197 reviews)

Updated Villa. Close To Beach, Salty Dog. And South Beach Marina

Hilton Head Island, SC

7% off

for 7 nights, 1 villa

S$198 per night

includes taxes & fees

Exceptional

(70 reviews)

Renovated Harbourtown Villa with Lagoon View

Hilton Head Island, SC

8% off

for 7 nights, 1 villa

S$375 per night

includes taxes & fees

Exceptional

(84 reviews)

807 Clipper Court/2BR/2.5BA/THSE/Sofa Bed/Smart TV's/WIFI/Pool/Grill

Hilton Head Island, SC

6% off

for 7 nights, 1 apartment

S$248 per night

includes taxes & fees

Exceptional

(34 reviews)

Awesome location for golf, tennis, pickleball and the beach!!!

Hilton Head Island, SC

7% off

for 7 nights, 1 villa

S$521 per night

includes taxes & fees

Exceptional

(30 reviews)

827 Ketch Court 2 BR TH/1.5 Bath/Sofa Bed/Sleeps 6/Harbour Views/Patio/Pool

Hilton Head Island, SC

7% off

for 7 nights, 1 apartment

S$262 per night

includes taxes & fees

Exceptional

(82 reviews)

Harbour Town Villa perfect for families, golf trips and getaways

Hilton Head Island, SC

8% off

for 7 nights, 1 villa

S$694 per night

includes taxes & fees

Exceptional

(98 reviews)

BEST VALUE ON THE BEACH IN SEA PINES! ALMOST OCEANFRONT!

Hilton Head Island, SC

15% off

for 7 nights, 1 home

S$1,367 per night

includes taxes & fees

Exceptional

(17 reviews)

Lovely Villa in Sea Pines, 2-Min Walk to Beach, Marina, Pool, Braddock Cove View

Hilton Head Island, SC

8% off

for 7 nights, 1 apartment

S$322 per night

includes taxes & fees

Exceptional

(96 reviews)

Fully Renovated Top-Floor Sea Pines Villa near Harbour Town in Lighthouse Tennis

Hilton Head Island, SC

8% off

for 7 nights, 1 apartment

S$296 per night

includes taxes & fees

Exceptional

(21 reviews)

Casa del Mare – Beach Proximity + Stunning 2026 Upgrades!

Hilton Head Island, SC

7% off

for 7 nights, 1 apartment

S$484 per night

includes taxes & fees

Exceptional

(5 reviews)

Sea Pines cottage dream, 5-minute walk to beach, pool, pet friendly

Hilton Head Island, SC

12% off

for 7 nights, 1 home

S$321 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in Sea Pines

Harbour Town Golf Links

Find the best place to stay - Sea Pines

Showing deals for: 2 Feb - 5 Feb

Premier Host

Sea Pines (8th Row) 5 Bed 3 Bath, New Pool+ Hot Tub+Steps to the Beach Path!

Sleeps 12 · 5 bedrooms · 3 bathrooms

for 3 nights, 1 home

S$986 per night

includes taxes & fees

Noted as one of the largest in Sea Pines. 30 ft long, 18' wide in shallow 12' in

Premier Host

5 ⭐️ property! Private pool!!SHORT walk to beach!! ❤️ of Sea Pines. Sleeps 12

Sleeps 12 · 5 bedrooms · 4 bathrooms

for 3 nights, 1 home

S$1,315 per night

includes taxes & fees

Lovely Villa in Sea Pines, 2-Min Walk to Beach, Marina, Pool, Braddock Cove View

Sleeps 6 · 2 bedrooms · 2 bathrooms

for 3 nights, 1 apartment

S$402 per night

includes taxes & fees

Premier Host

Sea Pines private pool & tennis. Also location, location, location!

Sleeps 8 · 3 bedrooms · 2+ bathrooms

for 3 nights, 1 home

S$736 per night

includes taxes & fees

Premier Host

1 Loblolly Rd in Sea Pines - 5-Bedroom Home, Private Heated Pool/Spa, Sleeps 14.

Sleeps 14 · 5 bedrooms · 4+ bathrooms

for 3 nights, 1 home

S$1,837 per night

includes taxes & fees

Premier Host

New to rental market, luxurious Sea Pines getaway minutes from the beach!

Sleeps 12 · 4 bedrooms · 4+ bathrooms

for 3 nights, 1 home

S$1,656 per night

includes taxes & fees

Top rated rentals - Sea Pines

Premier Host

Great-Again

This was our second year at this property. It has a view off the back deck that is incomparable. The great room blends into the dining room/kitchen with a large counter that seats 8 comfortably. The bedrooms are large and attractive. Everything is very clean and well maintained. We will be back next year!

william l.

Stayed Oct 2023

Frequently asked questions

What is the most popular type of holiday rental accommodation in Sea Pines?

According to our research, houses are the most desirable type of holiday property in Sea Pines. But naturally, everyone's idea of an awesome trip can differ. Vrbo has holiday homes of all shapes and sizes, and we'll help you find your ideal match.

How much does it cost to rent a holiday rental in Sea Pines?

Several factors affect how much you pay for a holiday rental in Sea Pines, like the type of property, season and length of stay. However, all our holiday homes have something in common — amazing value. Just enter your travel dates to find your perfect fit.

How much does it cost to rent a beach house in Sea Pines?

When you travel and the style and size of the property will influence the cost of your beachside escape. Type in your Sea Pines travel dates to see all your options on Vrbo. Looking for basics like WiFi, or perks like a private pool? Use our filters to select the amenities and features you need.

Are there large group holiday rentals in Sea Pines?

With 348 properties that can sleep 10 or more people in Sea Pines, you won't have to keep anyone off the invite list. From extended family holidays to special events like Thanksgiving or Christmas parties, Vrbo can help you find a large group rental to suit the occasion.

Can I find two-bedroom holiday rentals in Sea Pines?

Gather your loved ones and experience complete comfort and privacy in one of the 486 two-bedroom holiday properties Sea Pines has to offer.

Are there holiday rentals with WiFi in Sea Pines?

Whether you'd like to keep up with the headlines, send some emails or update your social media, there are 779 holiday homes with WiFi in Sea Pines. Check the "WiFi" box when searching on Vrbo and stay connected on your holiday.

How old do you have to be to rent a holiday rental in Sea Pines?

We advise checking with the Sea Pines holiday home you're considering on Vrbo as age restrictions differ. However, normally it's 16, 18 or 21.

How long can I rent a holiday rental in Sea Pines for?

The length of time you can rent a holiday rental in Sea Pines differs according to the property. Just enter your desired travel dates to look at a list of options offering extended stays. With loads of features like air conditioning and kitchens, as well as some offering weekly or monthly discounted prices, you're sure to get a terrific place to call your home away from home in Sea Pines.