Sea Pines holiday rentals

We found 1,816 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Sea Pines by choosing from 435 houses, 111 flats and other holiday rentals. 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:22 Jan - 29 Jan

Pool
Marina
Living area
Marina
Exceptional
(42 reviews)

Great for Families! Lg Pool, Near Harbour Town, Beach, Golf, Tennis & Pickleball

Hilton Head Island

7% off
S$3,252
for 7 nights, 1 villa
S$465 per night
includes taxes & fees
Great for Families! Lg Pool, Near Harbour Town, Beach, Golf, Tennis & Pickleball
Brand new stainless appliances and quartz countertops
Carolina Room with plush sofas
Every detail has been carefully curated to ensure a luxurious and inviting atmosphere throughout your stay.
Dining table seats 8
Exceptional
(9 reviews)

Designer Renovated Sea Pines Villa, Golf Over Lagoon Views, Walk to Beach

Hilton Head Island

5% off
S$3,498
for 7 nights, 1 apartment
S$500 per night
includes taxes & fees
Designer Renovated Sea Pines Villa, Golf Over Lagoon Views, Walk to Beach
Open concept floor plan to gather with the whole family!
Cozy, inviting seating ideal for quality time with family and friends
Stylish dry bar for effortless entertaining
Fully equipped kitchen with state-of-the-art appliances
Exceptional
(6 reviews)

5BR Fairway Retreat, Sleeps 16, Shuffleboard, Dry Bar & Outdoor TV

Hilton Head Island

5% off
S$8,268
for 7 nights, 1 home
S$1,181 per night
includes taxes & fees
5BR Fairway Retreat, Sleeps 16, Shuffleboard, Dry Bar & Outdoor TV
Eat-in kitchen table for 6, kitchen bar with additional 5 seats
Welcome to 23 South Beach Lane!
Location: Sea Pines Resort, South Beach, Hilton Head Island.
Here, sunlight dances through the expansive windows, casting a warm glow on the inviting interiors.
Exceptional
(11 reviews)

4th Row Sea Pines Home w/ Private Pool, Spa & Path to the Beach, Sleeps 12

Hilton Head Island

5% off
S$9,482
for 7 nights, 1 home
S$1,355 per night
includes taxes & fees
4th Row Sea Pines Home w/ Private Pool, Spa & Path to the Beach, Sleeps 12
Second Floor: Family Room
Lighthouse and Quarterdeck Restaurant just minutes away.
Marina
Exterior
Exceptional
(25 reviews)

Harbour Town Villa in Picturesque Sea Pines

Hilton Head Island

11% off
S$3,907
for 7 nights, 1 villa
S$558 per night
includes taxes & fees
Harbour Town Villa in Picturesque Sea Pines
Pool
Exterior
Cheers
Dining room
Wonderful
(23 reviews)

2nd Row Ocean - 22 Green Heron RD - Private Pool

Hilton Head Island

7% off
S$8,460
for 7 nights, 1 home
S$1,209 per night
includes taxes & fees
2nd Row Ocean - 22 Green Heron RD - Private Pool
Pickleball and Tennis at Sea Pines
2nd King Bedroom: King-size bed, Spacious clothing storage, Smart TV and an En-suite bathroom with tub/shower combo
This spacious 1532 sq ft retreat with 3 Suites for up to 10 guests offers popular activities just steps away.
Seasonal trolley to the Sea Pines Beach Club
Exceptional
(7 reviews)

Ketch Court Villa in Harbour Town, Steps to Marina, Lighthouse & Golf Links

Hilton Head Island

5% off
S$3,115
for 7 nights, 1 apartment
S$445 per night
includes taxes & fees
Ketch Court Villa in Harbour Town, Steps to Marina, Lighthouse & Golf Links
Dining
Private kitchen
Harbour Town
Living area
Exceptional
(40 reviews)

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

Hilton Head Island

7% off
S$3,453
for 7 nights, 1 home
S$493 per night
includes taxes & fees
Private Sea Pines Home w Large Deck. Great for couples!
Pickleball & Tennis Courts in Sea Pines!
At night the private patio is lit up by fun party lights overlooking lagoon!
At ISLAND LIFE you will find a convenient keypad at the front door!
Play Harbor Town course which hosts the popular Heritage Golf Tournament!
Exceptional
(15 reviews)

Sea Pines Home - Walk to the Beach! Lagoon View + Pool

Hilton Head Island

7% off
S$3,400
for 7 nights, 1 home
S$486 per night
includes taxes & fees
Sea Pines Home - Walk to the Beach! Lagoon View + Pool
Let your vacation begin!
We bet you spend most of the time in the house here
Perfect place for your culinary exploits
Open floor design brings everyone together
Wonderful
(5 reviews)

Sea Pines Golf View Home on Atlantic Dunes, 4 King Suites, 4 Min Walk to Beach

Hilton Head Island

5% off
S$7,137
for 7 nights, 1 home
S$1,020 per night
includes taxes & fees
Sea Pines Golf View Home on Atlantic Dunes, 4 King Suites, 4 Min Walk to Beach
Pool
Living room
View from patio
Kitchen
Exceptional
(77 reviews)

Harbourtown Villa with Lagoon View

Hilton Head Island

7% off
S$2,536
for 7 nights, 1 villa
S$362 per night
includes taxes & fees
Harbourtown Villa with Lagoon View
Fully Stocked Large Kitchen with plenty of cabinets and granite countertops
Take the bike paths or short drive to Harbor Town Shopping and Restaurants!!
Pool
Living area
Exceptional
(188 reviews)

5th Row, Sea Pines-South Beach, Private Pool, Private Path to Beach, 4 EnSuites

Hilton Head Island

7% off
S$4,862
for 7 nights, 1 home
S$695 per night
includes taxes & fees
5th Row, Sea Pines-South Beach, Private Pool, Private Path to Beach, 4 EnSuites
Pickleball and Tennis at Sea Pines
Featuring a Carolina room with floor-to-ceiling panoramic windows.
Imagine waking up to this view
Total number of vehicles allowed is two in the parking area in front of the villa.
Exceptional
(11 reviews)

Ground Floor Sea Pines Villa w/ Lagoon & Golf Views, Near Sea Pines Beach Club

Hilton Head Island

5% off
S$2,340
for 7 nights, 1 apartment
S$334 per night
includes taxes & fees
Ground Floor Sea Pines Villa w/ Lagoon & Golf Views, Near Sea Pines Beach Club

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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.

More holiday ideas