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Oceanfront, private boardwalk and pool - Image 1
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Kiawah Island, SC

Oceanfront, private boardwalk and pool

5 bedrooms8 beds5.5 baths12 guests

338 Surfsong Road is a coastal estate with its own beach boardwalk and stunning views of the Atlantic from multiple outdoor living spaces.

With a myriad of outdoor living spaces and all ensuite bedrooms, the recently remodeled home at 338 Surfsong Road is ideal for hosting family and friends on Kiawah's immaculate beach, enjoy soaking up the sun next to the sparkling pool (can be heated for $225 per day plus tax).

A foyer with a large window overlooking one of the large homesite's magnificent live oak trees will welcome them inside. The gorgeous, dark-stained, wide-plank oak hardwood flooring leads up the stairs and continues throughout the home.

The light-filled, high-ceilinged living room enjoys a striking wall of white built-in library shelving, pale coastal furniture, and tall windows and glass doors leading to this level's wide rear sundeck. This space is open to the dining room with its dramatically vaulted ceiling, a dining table that seats ten, and windows on two walls showcasing views of the blue Atlantic.

The spacious kitchen offers clean white cabinetry, granite countertops, and a wide breakfast bar with extra seating for four. The high-end stainless-steel appliances include a Wolf® range and oven with custom stainless hood, Bosch® dishwasher, and Sub-Zero® refrigerator.

Just around the corner, open to the living room, is the home's study and media room with windows overlooking the treetops. Also on this level is a generously sized half bath. It's tailored perfection with a vessel sink atop a modern wall-mounted wooden countertop.

Also tucked away on this floor is the private master suite. In the spacious bedroom, tall windows and glass doors showcase the views and open to the sundeck. In the pristine bath, there's a large glass-surround shower with handheld showerhead, his-and-hers wall-mounted vanities, and an immaculate standalone tub in its own windowed space.

Descend the staircase and you'll find a separate family and game room with its own glass doors opening to the second-story balcony. This living space also has a sofabed for an extra guest.

The four ensuite bedrooms on this level offer light, bright baths with fresh white vanities, frameless-glass showers, and in one, a frameless-glass shower and tub. The first bedroom features a king bed with white bed linens and a row of windows over the bed; the second offers a queen bed with wooden headboard and its own private entrance to the second-story balcony. The third and fourth bedrooms each include two twin beds and windows on two walls, inviting natural light inside.

Step up the last flight of stairs with its skylight, and you'll find the spectacularly sited home office, with windows and a glass door opening to a top-level balcony with stunning views. Here, as with all the home's outdoor living spaces, the railing is made of steel cable so as not to obstruct the breathtaking views of the sea.

No smoking, no pets, and no events are permitted, no exceptions will be made. Guests are prohibited from using the fireplace.

When you stay with ESPM for 3-21 nights you will receive a credit of up to $280 (amount dependent on length of stay) to use toward gear rental. Credit may not be available for last minute bookings.

As our guest, you will have access to 5 Championship Golf Courses – including The Ocean Course – the location of the 2021 PGA Championship; The Kiawah Island Resort Tennis Center - #1 ranked by Tennis Resorts Online; Free Wireless Internet Access;. Local Property Management staff is on hand in case of emergencies and knowledgeable staff can assist you with any needs throughout your stay.

Upon booking you will be sent a rental agreement to review and complete online. Booking is not confirmed until this is complete.

TOKI Business License #RBL25-000087, max occupancy 12, 4 parking, fines issued by Town of $150 and up for violations.

Property License: RBL25-000087

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

DatePrice (excl. fees and taxes)AvailabilityMin Stay (nights)
Sep 14, 2026$1,457.86Available3
Sep 15, 2026$1,457.86Available3
Sep 16, 2026$1,457.86Available3
Sep 17, 2026$1,457.85Available3
Sep 18, 2026$1,457.85Available3
Sep 19, 2026$695Not Available3
Sep 20, 2026$695Not Available3
Sep 21, 2026$695Not Available3
Sep 22, 2026$695Not Available3
Sep 23, 2026$695Not Available3
Sep 24, 2026N/ANot Available3
Sep 25, 2026N/ANot Available3
Sep 26, 2026N/ANot Available3
Sep 27, 2026N/ANot Available3
Sep 28, 2026N/ANot Available3
Sep 29, 2026N/ANot Available3
Sep 30, 2026$695Not Available3
Oct 1, 2026$695Not Available3
Oct 2, 2026$695Not Available3
Oct 3, 2026$695Not Available3
Oct 4, 2026$695Not Available3
Oct 5, 2026$695Not Available3
Oct 6, 2026$695Not Available3
Oct 7, 2026$695Not Available3
Oct 8, 2026$695Not Available3
Oct 9, 2026$695Not Available3
Oct 10, 2026$695Not Available3
Oct 11, 2026N/ANot Available3
Oct 12, 2026N/ANot Available3
Oct 13, 2026N/ANot Available3
Oct 14, 2026N/ANot Available3
Oct 15, 2026$695Not Available3
Oct 16, 2026$695Not Available3
Oct 17, 2026$695Not Available3
Oct 18, 2026$695Not Available3
Oct 19, 2026$1,622.75Available3
Oct 20, 2026$1,622.75Available3
Oct 21, 2026$1,622.75Available3
Oct 22, 2026$1,622.75Available3
Oct 23, 2026$695Not Available3
Oct 24, 2026$695Not Available3
Oct 25, 2026$695Not Available3
Oct 26, 2026$695Not Available3
Oct 27, 2026$1,398.08Available3
Oct 28, 2026$1,398.08Available3
Oct 29, 2026$1,398.08Available3
Oct 30, 2026$1,398.08Available3
Oct 31, 2026$1,398.08Available3
Nov 1, 2026$1,398.08Available3
Nov 2, 2026$1,398.08Available3
Nov 3, 2026$1,398.08Available3
Nov 4, 2026$1,398.08Available3
Nov 5, 2026$1,398.08Available3
Nov 6, 2026$1,398.08Available3
Nov 7, 2026$1,398.08Available3
Nov 8, 2026$1,398.08Available3
Nov 9, 2026$1,398.08Available3
Nov 10, 2026$1,398.08Available3
Nov 11, 2026$1,398.08Available3
Nov 12, 2026$1,398.08Available3
Nov 13, 2026$1,398.08Available3
Nov 14, 2026$1,398.07Available3
Nov 15, 2026$1,398.07Available3
Nov 16, 2026$1,398.07Available3
Nov 17, 2026$1,398.07Available3
Nov 18, 2026$1,398.07Available3
Nov 19, 2026$1,398.07Available3
Nov 20, 2026$1,398.07Available3
Nov 21, 2026$1,398.07Available3
Nov 22, 2026$695Not Available3
Nov 23, 2026$695Not Available3
Nov 24, 2026$695Not Available3
Nov 25, 2026$695Not Available3
Nov 26, 2026$695Not Available3
Nov 27, 2026$695Not Available3
Nov 28, 2026$695Available3
Nov 29, 2026N/ANot Available3
Nov 30, 2026N/ANot Available3
Dec 1, 2026N/ANot Available3
Dec 2, 2026N/ANot Available3
Dec 3, 2026N/ANot Available3
Dec 4, 2026N/ANot Available3
Dec 5, 2026N/ANot Available3
Dec 6, 2026N/ANot Available3
Dec 7, 2026N/ANot Available3
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Dec 10, 2026N/ANot Available3
Dec 11, 2026N/ANot Available3
Dec 12, 2026N/ANot Available3
Dec 13, 2026N/ANot Available3
Dec 14, 2026N/ANot Available3
Dec 15, 2026N/ANot Available3
Dec 16, 2026N/ANot Available3
Dec 17, 2026N/ANot Available6
Dec 18, 2026N/ANot Available6
Dec 19, 2026N/ANot Available6
Dec 20, 2026N/ANot Available6
Dec 21, 2026N/ANot Available6
Dec 22, 2026N/ANot Available6
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Dec 26, 2026N/ANot Available6
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Dec 28, 2026N/ANot Available6
Dec 29, 2026N/ANot Available6
Dec 30, 2026N/ANot Available6
Dec 31, 2026N/ANot Available6
Jan 1, 2027N/ANot Available6
Jan 2, 2027N/ANot Available6
Jan 3, 2027N/ANot Available3
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Jan 28, 2027N/ANot Available3
Jan 29, 2027N/ANot Available3
Jan 30, 2027N/ANot Available4
Jan 31, 2027N/ANot Available4
Feb 1, 2027N/ANot Available4
Feb 2, 2027N/ANot Available4
Feb 3, 2027N/ANot Available4
Feb 4, 2027N/ANot Available4
Feb 5, 2027N/ANot Available4
Feb 6, 2027N/ANot Available4
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Feb 9, 2027N/ANot Available4
Feb 10, 2027N/ANot Available4
Feb 11, 2027N/ANot Available4
Feb 12, 2027N/ANot Available4
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Feb 14, 2027N/ANot Available4
Feb 15, 2027N/ANot Available4
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Feb 18, 2027N/ANot Available4
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Feb 24, 2027N/ANot Available4
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Feb 26, 2027N/ANot Available4
Feb 27, 2027N/ANot Available4
Feb 28, 2027N/ANot Available4
Mar 1, 2027N/ANot Available4
Mar 2, 2027$1,365.79Available4
Mar 3, 2027$1,365.79Available4
Mar 4, 2027$1,365.79Available4
Mar 5, 2027$1,365.79Available4
Mar 6, 2027$1,365.79Available4
Mar 7, 2027$1,365.79Available4
Mar 8, 2027$1,365.79Available4
Mar 9, 2027$1,365.79Available4
Mar 10, 2027$1,365.79Available4
Mar 11, 2027$1,365.79Available4
Mar 12, 2027$1,365.79Available4
Mar 13, 2027$1,365.79Available4
Mar 14, 2027$1,365.79Available4
Mar 15, 2027$1,365.79Available4
Mar 16, 2027$1,365.79Available4
Mar 17, 2027$1,365.79Available7
Mar 18, 2027$1,365.79Available7
Mar 19, 2027$1,365.79Available7
Mar 20, 2027$1,365.79Available7
Mar 21, 2027$1,365.79Available7
Mar 22, 2027$1,365.78Available7
Mar 23, 2027$1,365.78Available7
Mar 24, 2027$1,365.78Available7
Mar 25, 2027$1,365.78Available7
Mar 26, 2027$1,365.78Available7
Mar 27, 2027$1,365.78Available7
Mar 28, 2027$1,365.78Available7
Mar 29, 2027$1,365.78Available7
Mar 30, 2027$1,365.78Available7
Mar 31, 2027$1,365.78Available7
Apr 1, 2027$1,820Available7
Apr 2, 2027$1,820Available7
Apr 3, 2027$1,820Available4
Apr 4, 2027$1,820Available4
Apr 5, 2027$1,820Available4
Apr 6, 2027$1,820Available4
Apr 7, 2027$1,820Available4
Apr 8, 2027$1,820Available4
Apr 9, 2027$1,820Available4
Apr 10, 2027$1,820Available4
Apr 11, 2027$1,820Available4
Apr 12, 2027$1,820Available4
Apr 13, 2027$1,820Available4
Apr 14, 2027$1,820Available4
Apr 15, 2027$1,820Available4
Apr 16, 2027$1,820Available4
Apr 17, 2027$695Not Available4
Apr 18, 2027$695Not Available4
Apr 19, 2027$695Not Available4
Apr 20, 2027$695Not Available4
Apr 21, 2027$695Not Available4
Apr 22, 2027$695Not Available4
Apr 23, 2027$1,795.89Available4
Apr 24, 2027$1,795.89Available4
Apr 25, 2027$1,795.89Available4
Apr 26, 2027$1,795.89Available4
Apr 27, 2027$1,795.89Available4
Apr 28, 2027$1,795.89Available4
Apr 29, 2027$1,795.89Available4
Apr 30, 2027$1,795.89Available4
May 1, 2027$1,795.88Available4
May 2, 2027$695Not Available4
May 3, 2027$695Not Available4
May 4, 2027$695Not Available4
May 5, 2027$695Not Available4
May 6, 2027$695Not Available4
May 7, 2027$695Not Available4
May 8, 2027$695Not Available4
May 9, 2027N/ANot Available4
May 10, 2027N/ANot Available4
May 11, 2027N/ANot Available4
May 12, 2027N/ANot Available4
May 13, 2027N/ANot Available4
May 14, 2027N/ANot Available4
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May 27, 2027N/ANot Available4
May 28, 2027N/ANot Available4
May 29, 2027N/ANot Available4
May 30, 2027N/ANot Available4
May 31, 2027$2,385Available4
Jun 1, 2027$2,385Available4
Jun 2, 2027$2,385Available10
Jun 3, 2027$2,385Available9
Jun 4, 2027$2,385Available8
Jun 5, 2027$2,606.93Not Available7
Jun 6, 2027$2,606.93Not Available99
Jun 7, 2027$2,606.93Not Available99
Jun 8, 2027$2,606.93Not Available99
Jun 9, 2027$2,606.93Not Available99
Jun 10, 2027$2,606.93Not Available99
Jun 11, 2027$2,606.93Not Available99
Jun 12, 2027$2,858.86Available7
Jun 13, 2027$2,858.86Available99
Jun 14, 2027$2,858.86Available99
Jun 15, 2027$2,858.86Available99
Jun 16, 2027$2,858.86Available99
Jun 17, 2027$2,858.85Available99
Jun 18, 2027$2,858.85Available99
Jun 19, 2027$695Not Available7
Jun 20, 2027$695Not Available99
Jun 21, 2027$695Not Available99
Jun 22, 2027$695Not Available99
Jun 23, 2027$695Not Available99
Jun 24, 2027$695Not Available99
Jun 25, 2027$695Not Available99
Jun 26, 2027$2,845.43Available7
Jun 27, 2027$2,845.43Available99
Jun 28, 2027$2,845.43Available99
Jun 29, 2027$2,845.43Available99
Jun 30, 2027$2,845.43Available99
Jul 1, 2027$2,845.43Available99
Jul 2, 2027$2,845.43Available99
Jul 3, 2027$2,845.43Available7
Jul 4, 2027$2,845.43Available99
Jul 5, 2027$2,845.43Available99
Jul 6, 2027$2,845.43Available99
Jul 7, 2027$2,845.43Available99
Jul 8, 2027$2,845.42Available99
Jul 9, 2027$2,845.42Available99
Jul 10, 2027$2,840.95Not Available7
Jul 11, 2027$2,840.95Not Available99
Jul 12, 2027$2,840.95Not Available99
Jul 13, 2027$2,840.95Not Available99
Jul 14, 2027$2,840.95Not Available99
Jul 15, 2027$2,840.95Not Available99
Jul 16, 2027$2,840.95Not Available99
Jul 17, 2027N/ANot Available7
Jul 18, 2027N/ANot Available99
Jul 19, 2027N/ANot Available99
Jul 20, 2027N/ANot Available99
Jul 21, 2027N/ANot Available99
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Jul 24, 2027N/ANot Available7
Jul 25, 2027N/ANot Available99
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Aug 1, 2027N/ANot Available99
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What this home offers

Beachfront
Waterfront
Ocean view
Pool outdoor
Basketball Court

What our guests say

5.0

3 reviews

V
Verified Guest
June 2026

Had a great week at 338 Surfsong. The house had pretty much everything we needed. Did have to call because there was no coffeemaker (except for a Keurig), which isn’t great for a large group of coffee drinkers. But ESPM was accommodation and kind and quickly provided one for us the very next morning which was greatly appreciated. The house has many stairs inside and out so anyone white mobility issues would be challenged, including over the dunes to the beach. We were very grateful for the elevator (lift) in the house, which made it easier to transport luggage and groceries to the first and 2nd floor. Loved all of the seating in and out of the house. Plenty of space places for guests to relax. Exceptional laundry conditions.

V
Verified Guest
June 2026

Excellent location. Plenty of space.

V
Verified Guest
July 2025

My family and I had a wonderful stay at 338 Surfsong. The house is beautiful and very spacious. The pool was the highlight for us and where we spent most of our time. It does get pretty sunny in the morning/early afternoon so a few umbrellas would have been nice but the trees provide some nice shade later in the afternoon. We also loved sitting outside on the porch off of the main floor. The view is stunning and there’s a nice breeze from the ocean in the evening. We ended up eating outside for dinner multiple nights. There are two living spaces on the main level. We spent more time in the smaller one because there’s a TV and we enjoy watching a movie at night. It was fine for us because we were a smaller group but, for a larger group, it would be ideal to have the TV in the bigger living space. The bedrooms were a nice size, beautifully decorated and each had an on-suite bathroom. The kitchen is huge with all high end appliances making cooking easy and enjoyable. While the house has beach access, it’s a bit of a walk. The walkway has stairs and then you have to walk through some dunes to get to the beach. We have small children and typically take our stroller to the beach which was not possible. The beach is very nice but we didn’t end up spending much time there given the logistical challenges. Overall, we loved the house and had a great experience in Kiawah.

Where you’ll be

Kiawah Island, SC, 29455, US

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Check-in & check-out

Check-in after 4:00 PM.

Check-out before 10:00 AM.

Property rules

Children welcome (2–12 years).

Infants welcome (under 2).

Maximum 12 guests.

No pets allowed.

No parties or events.

Cancellation policy

Add your trip dates to get the cancellation details for this stay.