What are the top rated Vacation Rentals with Pools in Hilton Head Island?

There are a lot of options in Hilton Head Island. If you plan on staying in the Hilton Head Island area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals with Pools in Hilton Head Island: <a href="/property/oceanfront-ground-floor-gem-pristinely-clean-constantly-updated-steps-to-sand/HA-321903078" class="class="static-page-link"">OCEANFRONT Ground Floor Gem; Pristinely clean; Constantly updated; Steps to Sand</a> <a href="/property/3-bdrm-waterfront-villa-in-harbour-town-relax-to-the-sounds-of-the-calibogue/HA-3212159315" class="class="static-page-link"">3 Bdrm Waterfront Villa in Harbour Town- Relax to the sounds of the Calibogue</a> <a href="/property/sum-fall-discounts-5-min-walk-to-beach-2025-updates-clean-comfy-secure/HA-321842653" class="class="static-page-link"">~Sum &amp; Fall Discounts! 5 Min Walk to Beach! 2025 Updates, Clean, Comfy, Secure!</a> <a href="/property/dec22-31-feb28-mar6-oceanview-50yd-to-beach-3rd-fl-southbalconylg-shower-2pool/HA-121212849" class="class="static-page-link"">DEC22-31&amp;FEB28-MAR6&amp;:OCEANVIEW 50yd to beach, 3RD FL/SouthbalconyLG Shower 2POOL</a> <a href="/property/amazing-oceanfront-views-top-floor-corner-villa-with-direct-access-to-the-beach/HA-3212260174" class="class="static-page-link"">Amazing Oceanfront Views-Top Floor Corner Villa with Direct Access to the Beach!</a> <a href="/property/heavenly-sands-2br-2ba-beach-dine-shop-celebration-park-all-10-minute-walk/HA-321866253" class="class="static-page-link"">Heavenly Sands : 2BR/2BA Beach-Dine-Shop-Celebration Park! All ~10 minute Walk!</a> <a href="/property/make-coligny-beach-your-happy-place/HA-3212107969" class="class="static-page-link"">Make Coligny Beach Your Happy Place!</a> <a href="/property/experience-luxury-at-the-beach-oceanside-resort-huge-oceanside-pool/HA-321913986" class="class="static-page-link"">Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!</a> <a href="/property/second-floor-ocean-view-steps-from-the-beach-1-bedroom-villa-in-a-gated-resort/HA-3212429482" class="class="static-page-link"">Second Floor Ocean View- Steps from the Beach! 1 Bedroom villa in a gated Resort</a> <a href="/property/book-now-for-summer-2026-short-walk-to-park-playground-beach-near-coligny/HA-321168086" class="class="static-page-link"">Book now for Summer 2026! Short walk to park/playground &amp; Beach, near Coligny</a>

What are the best family-friendly luxury rentals in Hilton Head Island?

We have many family-friendly luxury rentals in the Hilton Head Island. The Top family-friendly holiday rentals in Hilton Head Island are: SUMMER 2026-POOL-#1 HARBOUR TOWN GOLF LINX-SEA PINES RESORT-2 King 1Q 1XLT-GRILL Seaside Villa 379 - 1 Bedroom 1 Bathroom Oceanside 3rd Floor Forest Beach Villas by Hilton Head Retreats Immaculate,170 5-Star Reviews, Amazing Views, Updated, Free Tennis, Pool, 3 BR See all <a href="/all/usa/south-carolina/hilton-head-island" class="class=&#34;static-page-link&#34;">pet-friendly luxury rentals in Hilton Head Island</a> on Winecountryvillas

Do any villa rentals in Hilton Head Island have a pool?

Yes, There are more than 2620 villa rentals in Hilton Head Island that have indoor and private swimming pools. Check out our filter option to find your best villa or vacation home near Hilton Head Island.