Hilton Head Island Villa Rentals
Browse our curated selection of oceanfront, oceanview, and pool-view villa rentals on Hilton Head Island. From ground-floor walkouts at Shorewood to direct oceanfront 4th-floor retreats — every property is managed by a trusted local property management company. Click any villa to view full details and availability on VRBO.
135 Shorewood Villas
Lots of room in this 3 Bedroom with a view to the pool and ocean. Updated interior — great for families looking for oceanside comfort at Shorewood.
Managed by HILTON HEAD AREA PROPERTIES, LLC
✉ HiltonHeadChristian@gmail.com
217 Shorewood Villas
Upscale oceanside Shorewood Villa — close to pool and beach. Ground floor walkout makes it easy to get to the water. A wonderful family retreat.
Managed by HILTON HEAD AREA PROPERTIES, LLC
✉ HiltonHeadChristian@gmail.com
218 Shorewood Villas
Just steps to the pool and ocean — 2 Bed/2 Bath ground floor oceanside villa at Shorewood. A perfect base for your Hilton Head Island getaway.
Managed by HILTON HEAD AREA PROPERTIES, LLC
✉ HiltonHeadChristian@gmail.com
239 Shorewood Villas
Reduced summer rates — beautiful executive-style modern 2 bed/2 bath villa at Shorewood. Upscale finishes and a lovely ocean glimpse from this well-appointed retreat.
Managed by HILTON HEAD AREA PROPERTIES, LLC
✉ HiltonHeadChristian@gmail.com
331 Shorewood Villas
Amazing views to the pool and ocean from this updated 2 bed/2 bath Shorewood villa. A beautifully maintained property with a picture-perfect Lowcountry coastal setting.
Managed by HILTON HEAD AREA PROPERTIES, LLC
✉ HiltonHeadChristian@gmail.com
402 Shorewood Villas
Exceptional ocean views from the 4th floor — direct oceanfront villa at Shorewood. Watch the waves from your own private balcony. A premium Hilton Head Island location.
Managed by HILTON HEAD AREA PROPERTIES, LLC
✉ HiltonHeadChristian@gmail.com
411 Shorewood Villas
Executive style — 4th floor direct oceanfront villa with a newly remodeled master bathroom. One of Shorewood’s finest units with spectacular Hilton Head ocean views.
Managed by HILTON HEAD AREA PROPERTIES, LLC
✉ HiltonHeadChristian@gmail.com
419 Shorewood Villas
New to market — 2 bed/2 bath villa just steps to the pool and ocean. Sleeps 4. Ground floor walkout and a fantastic location make this a top pick for couples and small families.
Managed by HILTON HEAD AREA PROPERTIES, LLC
✉ HiltonHeadChristian@gmail.com
420 Shorewood Villas
Reduced summer rates — 2 Bed/2 Bath Shorewood villa just steps to the pool and beach. Ground floor for easy access. A great value in one of Hilton Head’s most sought-after oceanside communities.
Managed by HILTON HEAD AREA PROPERTIES, LLC
✉ HiltonHeadChristian@gmail.com
1 Hilton Head Beach Villas
Amazing ocean views — direct oceanfront 3 Bed/3 Bath Hilton Head Beach Villa. A spectacular property with premium finishes and unobstructed views of the Atlantic Ocean.
Managed by HILTON HEAD AREA PROPERTIES, LLC
✉ HiltonHeadChristian@gmail.com
409 North Shore Place
4th floor North Shore Place villa with just steps to the pool. A well-located and comfortable 2 bed/2 bath retreat in an excellent Hilton Head Island community.
Managed by HILTON HEAD AREA PROPERTIES, LLC
✉ HiltonHeadChristian@gmail.com
127 Evian Villas
Reduced pricing — small and medium dogs allowed! A beautiful 3 bed/3 bath oceanview villa at Evian. Pet-friendly and perfectly situated for a relaxing Hilton Head Island stay.
Managed by HILTON HEAD AREA PROPERTIES, LLC
✉ HiltonHeadChristian@gmail.com
2BD/2BA — Oceanfront Complex
Ocean front complex — condo has balcony with lagoon view. Free WiFi. Access to 3 pools. A wonderful and well-priced Hilton Head Island vacation condo.
Managed by SINCERELY SOUTHERN HOSPITALITY, LLC
✉ hiltonheadtony@yahoo.com
325 Carolina Beach Club Villa
325 Carolina Beach Club — oceanfront villa attached to Ocean Oak Resort by Hilton. Premium Hilton Head Island location with resort amenities right at your door.
Managed by SINCERELY SOUTHERN HOSPITALITY, LLC
✉ hiltonheadtony@yahoo.com
3BD/2BA Villa — Golf View
Spacious 3 bedroom villa with a screened balcony and beautiful golf course view. A peaceful and comfortable retreat in one of Hilton Head Island’s beautiful resort communities.
Managed by SINCERELY SOUTHERN HOSPITALITY, LLC
✉ hiltonheadtony@yahoo.com
2BD/2BA — Steps to Beach
Family friendly getaway! Steps to the beach, indoor/outdoor pool, spa, and tennis. Everything you need for a perfect Hilton Head Island vacation — all right here.
Managed by SINCERELY SOUTHERN HOSPITALITY, LLC
✉ hiltonheadtony@yahoo.com
2BD/2BA — Completely Updated
Bright and cheery 2 bedroom villa — completely updated with modern finishes throughout. A beautiful and well-maintained Hilton Head Island villa at an excellent value.
Managed by SINCERELY SOUTHERN HOSPITALITY, LLC
✉ hiltonheadtony@yahoo.com
129 Carolina Beach Club Villa
129 Carolina Beach Club — oceanview villa attached to Ocean Oak Resort by Hilton. Enjoy resort amenities while staying in this beautifully appointed Hilton Head Island villa.
Managed by SINCERELY SOUTHERN HOSPITALITY, LLC
✉ hiltonheadtony@yahoo.com
More Hilton Head Accommodations
Looking for a larger home or exploring other stay options on the island?