Kayla Kessler | Agent
- Phone
- 843.301.4277
Luxury Homes of Hilton Head
62A New Orleans Rd., Hilton Head Island, SC 29928
Email MeMeet Your Agent
30 years of Hilton Head Island roots, brought to every client relationship
For 30 years, Kayla Kessler has called Hilton Head Island home, giving her a deep appreciation for the beauty, warmth, and peaceful lifestyle that make the Lowcountry such a special place to live.
As a real estate agent, Kayla is passionate about helping her clients find not just a house, but a place they are proud to call home. She believes in going above and beyond, listening closely to her clients' needs, and providing thoughtful, personalized service throughout every step of the real estate journey.
Kayla is proud to be part of a respected luxury real estate brokerage whose experienced professionals provide the knowledge, guidance, and support that allow her to deliver an exceptional experience to her clients. She brings a warm, welcoming approach to her work, along with a genuine love for the Hilton Head Island community and the Lowcountry lifestyle.
"Having spent three decades on Hilton Head Island, I understand what makes this community so unique. I look forward to helping others discover their own piece of the beautiful Lowcountry."
Life Outside Real Estate
Outside of real estate, Kayla enjoys spending time with her daughter, a competitive cheerleader and high school senior, and her golden retriever, Milo. Having spent three decades on Hilton Head Island, Kayla understands what makes this community so unique, and she looks forward to helping others discover their own piece of the beautiful Lowcountry.
Ready to find your place in the Lowcountry?
Latest Properties on the Market
Experience spacious island living in this beautifully updated home, ideally situated within a sought-after gated golf community. Overlooking the tranquil 12th green of th...
- 4 Beds
- 5 Baths
- 2,932 SqFt.
- HILTONHEAD-511354 MLS
Listing courtesy of Howard Hanna Allen Tate Lowcountry.
Sun City - Welcome to this charming DelWebb style home on small Cul-de-sac street, Spectacular Lagoon view lot w/open green area on right side, Experience real lowcountry...
- 2 Beds
- 2 Baths
- 1,656 SqFt.
- HILTONHEAD-512152 MLS
Listing courtesy of RE/MAX Island Realty.
Tucked beneath a canopy of trees on desirable Osprey Circle, mid-island in Magnolia #7, this home feels like a private retreat, completely redesigned and rebuilt from the...
- 3 Beds
- 3 Baths
- 2,462 SqFt.
- HILTONHEAD-512149 MLS
Listing courtesy of Coastal Real Estate Solutions II.
Beautifully updated and move-in ready, this first-floor 2-bedroom, 2-bath villa offers easy, stair-free living in one of Hilton Head Island's most convenient communities....
- 2 Beds
- 2 Baths
- 1,072 SqFt.
- HILTONHEAD-511911 MLS
Listing courtesy of Charter One Realty.
Welcome to this highly sought-after Hamilton Jefferson floorplan, perfectly positioned on a landscaped/wooded homesite on a cul-de-sac street. Close proximity to activiti...
- 2 Beds
- 2 Baths
- 1,675 SqFt.
- HILTONHEAD-512018 MLS
Listing courtesy of Howard Hanna Allen Tate Lowcountry.
Nestled just a short stroll from the Bluff overlooking Port Royal Sound, this beautifully remodeled 3-bedroom residence presents an exceptional opportunity for a primary ...
- 3 Beds
- 3 Baths
- 2,250 SqFt.
- HILTONHEAD-512144 MLS
Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC.
Enjoy the best of Hilton Head Island from this conveniently located first-floor villa just minutes from Coligny Beach and Lowcountry Celebration Park. This 2-bedroom vill...
- 2 Beds
- 2 Baths
- 1,156 SqFt.
- HILTONHEAD-511932 MLS
Listing courtesy of Keller Williams Realty.
Welcome to this beautifully updated Heron Model in Sun City Hilton Head, one of South Carolina's premier 55+ active adult communities. Featuring 3 bedrooms and 2 bathroom...
- 3 Beds
- 2 Baths
- 1,820 SqFt.
- HILTONHEAD-511867 MLS
Listing courtesy of Howard Hanna Allen Tate Lowcountry.
Opportunity to own a beautifully updated 3-bedroom townhouse in Hilton Head Plantation for under $700,000. This is one of those homes you truly have to see to appreciate....
- 3 Beds
- 2 Baths
- 1,602 SqFt.
- HILTONHEAD-511997 MLS
Listing courtesy of Charter One Realty.
This beautifully furnished and fully turnkey 2-bedroom, 2-bath flat offers exceptional flexibility with an A & B lockout system, allowing you to use it as two separate 1-...
- 2 Beds
- 2 Baths
- 1,270 SqFt.
- HILTONHEAD-512133 MLS
Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.
Freedom is hard to find, but you'll have it here! Located in Telfair Plantation with NO HOA and NO restrictive covenants, this 3-bedroom, 2-bath home sits on a spacious ....
- 3 Beds
- 2 Baths
- 1,518 SqFt.
- HILTONHEAD-511286 MLS
Listing courtesy of Real Broker, LLC.
A rare offering for the discerning buyer seeking an exceptional property nestled within the prestigious May River Forest enclave of Palmetto Bluff. Privately situated on ...
- 5 Beds
- 6 Baths
- 5,659 SqFt.
- HILTONHEAD-511892 MLS
Listing courtesy of Corcoran HM Properties - Bluffton.
We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.
