Woodlake Villas, Hilton Head: Gated Condos off Mathews Drive

A lagoon with a fountain and condo buildings among live oaks at Woodlake Villas on Mathews Drive

A gated 1982 condo community at 96 Mathews Drive in mid-island Hilton Head, built around a lagoon with a pool, a clubhouse and pickleball. It is close to Port Royal Plaza and Sea Turtle Marketplace.

Woodlake Villas Condos for Sale Now

3 properties are for sale at Woodlake Villas today. The homes are listed from $265,000 to $289,999. One of them has had a price cut. The newest listings are below.

96 Mathews Drive 218, Hilton Head Island: condo for sale in Woodlake Villas

$265,000

  • 2 bed
  • 2 bath
  • 1,025 sq ft

96 Mathews Drive 218Hilton Head Island, SC 29926

Condo

Listing courtesy of Dunes Real Estate.

96 Mathews Drive 142, Hilton Head Island: condo for sale in Woodlake VillasPrice down $5,001

$289,999

  • 2 bed
  • 3 bath
  • 1,025 sq ft

96 Mathews Drive 142Hilton Head Island, SC 29926

Condo

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

96 Mathews Drive 106, Hilton Head Island: condo for sale in Woodlake Villas

$265,000

  • 2 bed
  • 3 bath
  • 1,025 sq ft

96 Mathews Drive 106Hilton Head Island, SC 29926

Condo

Listing courtesy of Real Broker, LLC.

See all 3 Woodlake Villas listings

© 2026 REsides, Inc. We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. All area measurements and calculations are approximate and should be independently verified. Data 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. Data last updated: Monday, October 26, 2026 at 1:11 PM EDT.

Built
1982
Gate
Gated

Woodlake Villas is a gated community of about 280 condos at 96 Mathews Drive, a short way from Port Royal Plaza. It was built in 1982, around a lagoon with a fountain and live oaks.

Woodlake Villas Condos for Sale

The condos for sale here have mostly been two-bedroom units of about 1,025 square feet, listed as condominiums or townhouses. Every Woodlake Villas home for sale shows at the top of this page, and you can sign up for an email when another lists.

Pool, Clubhouse and Pickleball

Owners share a pool, a clubhouse, a fitness center, a playground, a dog park and pickleball courts, behind a gate. Pet rules vary by unit, so ask the association before you buy with a dog or cat in mind.

Renting Out a Woodlake Villas Condo

Listings describe long-term rentals as common here. Whether you may rent by the night is the association’s rule to confirm, and any rental under 30 days also takes a Town short-term rental permit. Our Hilton Head long-term rentals page covers renting for the year.

Woodlake Villas and Tabby Walk

Tabby Walk is the other condo community on Mathews Drive, at number 30. It is smaller, with two-bedroom villas built in 1984, and it allows no short-term rentals. Both are near Palmetto Hall.

Around Mathews Drive

In a straight line, Port Royal Plaza and Sea Turtle Marketplace are each about 0.2 miles from Woodlake Villas. Dill Dinkers is about a third of a mile away, Hampton Inn about 0.4, and Tabby Walk about two-thirds of a mile.

More Near Woodlake Villas

Tabby Walk Villas, Hilton Head: two-bedroom condos for sale at 30 Mathews Drive, built in 1984, with a pool and no short-term rentals. What to ask first.

Hilton Head long term rentals: houses, villas and condos for rent by the year, the local companies that rent them, and what to ask before you sign.

Indigo Run, Hilton Head: a gated community of 942 homes with five gates, two Nicklaus golf courses, lagoon trails, The Preserve next door and a lease rule.

Hilton Head condos for sale, live from the MLS: oceanfront buildings, villas under $300k and townhomes, plus the regime fees and rental rules to check.

Frequently Asked Questions

Updated

Where is Woodlake Villas?

At 96 Mathews Drive in mid-island Hilton Head, SC 29926, close to Port Royal Plaza and Sea Turtle Marketplace.

Is Woodlake Villas gated?

Yes. It is a gated community with a pool, a clubhouse, a fitness center and pickleball courts.

How big are the Woodlake Villas condos?

The ones for sale have been two-bedroom units of about 1,025 square feet.

Can you rent out a Woodlake Villas condo?

Long-term rentals are common here. Ask the association whether it allows rentals by the night, and note that any rental under 30 days also takes a Town of Hilton Head short-term rental permit.

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