Dwell Vacation Rentals

A Hilton Head vacation home with a pool, deck and palmetto trees

A coastal South Carolina rental company that began on Hilton Head, with an island office at Executive Park Road. It is a Casago franchisee.

Top 20 rated rentals from Dwell

See all 95

Windsor CourtOceanfront
3 bed · 3 bath · Sleeps 7
$327–$1,287 a night
All fees included
Island Club
1 bed · 1½ bath · Sleeps 4
$157–$331 a night
All fees included
Island Club
1 bed · 1½ bath · Sleeps 4
$171–$359 a night
All fees included
Fiddler’s Cove
2 bed · 2 bath · Sleeps 6
$131–$306 a night
All fees included
Hilton Head Resort
2 bed · 2 bath · Sleeps 7
$136–$254 a night
All fees included

Vacation homes from Dwell

See all 32

Folly Field
3 bed · 2½ bath · Sleeps 10
$392–$995 a night
All fees included
Snowbird stays welcome
Folly Field
3 bed · 2 bath · Sleeps 8
$183–$718 a night
All fees included
Snowbird stays welcome
Forest Beach
3 bed · 2 bath · Sleeps 9
$198–$984 a night
All fees included
Forest Beach
6 bed · 4 bath · Sleeps 18
$392–$1,821 a night
All fees included
Snowbird stays welcome
Sea Pines
4 bed · 4 bath · Sleeps 10
$344–$920 a night
All fees included

Find a rental from Dwell

Pet-friendly rentals from Dwell

See all 41

Queens Grant
2 bed · 1 bath · Sleeps 4
$167–$488 a night
All fees included
Snowbird stays welcome
Beachwalk
2 bed · 2½ bath · Sleeps 6
$186–$422 a night
All fees included
Racquet Club Villas
2 bed · 2 bath · Sleeps 6
$137–$458 a night
All fees included
Snowbird stays welcome
Mariners Way
2 bed · 2 bath · Sleeps 6
$221–$528 a night
All fees included
St. Andrews Commons
2 bed · 2 bath · Sleeps 6
$191–$377 a night
All fees included

A coastal South Carolina rental company that began on Hilton Head, with an island office at Executive Park Road. It is a Casago franchisee.

21 Executive Park Rd, Hilton Head Island, SC 29928
(844) 993-9355
Hours
Mon–Sat10 AM–5 PM

Find rentals Pet-friendly rentals Winter rentals

Markets: Hilton Head, Edisto Beach, Charleston and Myrtle Beach
Experience: 40+ years operating
Brand: Casago franchisee since 2025
Support: 24/7 local support

Dwell Vacation Rentals says it started in Hilton Head and grew up the South Carolina coast, and it now rents beachfront homes, oceanfront condos and golf villas across Hilton Head, Edisto Beach, Charleston and Myrtle Beach. Its Hilton Head office is on Executive Park Road. Its site says it has run vacation rentals for more than 40 years and became a Casago franchisee in 2025 for the technology, pricing and marketing that come with a national brand.

Oceanside Properties

Dwell has absorbed Oceanside Properties, another Hilton Head rental company, so guests who knew that name now book through Dwell.

Booking

Search by dates, guests, pets and location on the company’s own site. Its featured Hilton Head listings include the Evian villas in Shipyard, and it also lists the Island Club and Beach and Tennis Resort.

Rentals from Dwell with Prices

386 villas and 64 homes from $80 a night with taxes and fees.

95 of the 450 rentals we list from Dwell, from 63 of the 98 complexes and neighborhoods where it rents. Typical nightly prices include taxes and the company's mandatory fees; open a card and pick your dates for its exact price.