Rentals with a Pool
Whether you're looking for a private pool to relax in your own oasis or a community pool perfect for family fun, our Hilton Head vacation rentals offer the best of both worlds. Cool off after a day at the beach, lounge poolside with a good book, or take an evening dip under the stars—your perfect getaway starts here!
116 properties available
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeSpacious living areas providing a peaceful and relaxing environmentBreathtaking ocean views from bedroomsEnjoy the private deck with soothing sounds of the oceanXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to your tastefully d
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeContemporary style villaWell-equipped kitchen with modern appliancesDirect beach access via private walkwayXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to Sea Cloisters Unit 206, a newly renovated vacation villa with stunning panoramic views
2 BEDS, 2 BATHSPet friendly villa in prime location, Palmetto DunesSpacious living space with hardwood flooringAccess to complex amenities, such as a pool and tennis courtsWalking distance to beach, golf courses, and shopsXplorie - 2 Free Adult Bikes (Valid for stays from 3 -21 nights)Welcome to the Villa at 7830 Centrecourt, your perfect vacation
2 BEDS, 2.5 BATHSBeach oriented villa w/ high-quality interior finishesSpacious living area with large windowsShort walk to a beautiful beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your dream vacation home! This beautifully renovated beach oriented villa is the perfect place to unwind and relax. As soon as you st
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeProfessionally decorated with a luxurious and inviting atmospherePanoramic ocean views from the living room and balconyExpansive and private oceanfront poolXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Indulge in the ultimate tropical getaway at
5 BDS, 3.5 BTHSNEW HOME CONSTRUCTION NEXT DOORBreathtaking ocean views and easy beach accessample space for relaxation and entertainmentWell-equipped kitchen with luxurious amenitiesXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to 19 Dune Lane, the perfect oceanfront vacation home for those seeking the ultimate island exp
2 BEDS, 2.5 BATHSSecond floor villa with stunning viewsOpen living space with hardwood flooringSpacious bedrooms with comfortable beddingClose proximity to pool, shops, dining, and the beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our lovely villa, just steps away from the beautiful ocean and the island s 50 miles
2 BEDS, 2 BATHSBeautiful pet friendly villa in Palmetto DunesSoaring ceilings and a spacious great room living areaWrap-around deck with serene viewsExclusive private beach access with three miles of pristine sandXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to this beautifully remodeled vacation home in Hilton Head Islan
4 Bed / 3 BathSecluded family home locate in Sea PinesSpacious open floor plan with large living roomConvenient location between Harbour Town and the beachLush landscapes, scenic lagoons, and pristine beachesXplorie - 2 Free Adult Bikes (Valid from 3-21 nights)Escape to a gorgeous vacation home in Sea Pines, where luxury and comfort meet. This stun
2 BEDS, 2 BATHSSecond floor unit located in Sea PinesOpen, spacious living area with natural lightingSpacious bedroom with cozy bedsClose proximity to Harbourtown shopsXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Introducing 2379 Lighthouse Villa! This exception villa is an end unit overlooking big sweeping lagoon views an
2 BEDS, 2BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeExquisite condominium with fresh, coastal decorationsOpen concept living and dining areaExpansive and private oceanfront poolXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our beautiful vacation home in Hilton Head, SC! This exquisite two-bed
3 BED, 2.5 BATHSCozy villa ideal for family getawaysOpen floor plan with plenty of room for the whole familyShort stroll away from the pristine beachOnsite pool for refreshing dips and poolside relaxationXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to this wonderful 3-bedroom, 2.5-bathroom villa in Hilton Head Islan
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