Family-friendly holiday rentals in Hilton Head Island

Walk to the Beach - Oceanside Resort 2BR Condo

Your Hilton Head Island beach getaway! Our condo, located at Hilton Head Resort, has all the comfort and conveniences of home. Our unit is in building 3 which includes a heated indoor pool, a jacuzzi, and fitness center. The resort also has two outdoor pools, Cocos on the Beach for food and drinks (March-October), a pool bar, island deli, tennis courts, pickleball, and beach volleyball. Seasonal shuttle (March-Sept.) will take you to the beach or take a scenic 10 minute walk from our unit.

Ocean View! Steps to beach! Remodeled HHBT Condo!

Newly remodeled just last year! Adorable beach front condo located in HH Beach & Tennis Resort. Watch & listen to the ocean waves right from your 2nd floor balcony! The condo is in a gated area within where guests will have access to a private beach, 2 pools, resort restaurants, tennis, pickleball, beach volleyball, playgrounds, cookout areas, bike rental, and a gym. We also provide beach chairs, coolers, boogie boards and coffee! It's all here! The getaway you've been waiting for and deserve!

Mid-Island 2-bdrm. Private beach access. 3 pools.

Family friendly 2-bedroom 2-bath oceanside condo in Hilton Head Resort. Located in the desirable atrium building with the indoor pool, hot tub, game room, and baby pool. You're just a 10-minute walk down the private scenic boardwalk to the beach. The gated resort offers 2 outdoor pools (one heated March - Nov.), tennis courts, pickleball, pool side restaurant and bar, and beachside bar. Beach shuttle is available in season. Great mid- island location close to restaurants, shopping, and grocery.

Ocean View! Remodeled! Steps to beach/Pool/Bar

FULLY REMODELED OCEAN VIEW VILLA Located in Hilton Head Beach & Tennis Resort, this beautiful 540 Square foot Villa is perfect for a small family or couple looking for a relaxing and fun getaway. The second floor balcony offers a view of both the ocean and pool, as well as, offering the soothing sounds of the ocean waves Located within a gated community and with access to the beach just steps away. The resort also features 2 private pools, 3 restaurants, bike rentals, a private gym & more!

Luxe Hilton Head Beach Villa w/ Pool Views

Escape to our beautiful beach getaway where you are just a short walking distance to a beautiful natural beach. Our completely restored condo is designed with the perfect blend of luxury and relaxation to enjoy your time in Hilton Head. Our spacious and open floor plan creates a bright and an inviting atmosphere that is perfect for lounging with loved ones and friends. Our bedrooms will give you a perfect night of rest and relaxation while each bathroom provides the perfect spa like experience

Desirable Oceanfront Resort*End Unit*Bikes/Chairs

Charming villa with everything you need for the perfect beach getaway- just steps from the sand! Elevated 1st floor, END UNIT offers lots of natural light and ramp for easy access. Situated in desirable C building, closest to beach, pool and Jamaica Joe'z restaurant/ tiki bar. 2 FREE bikes, chairs & beach towels! HHBT Resort provides gated security and countless amenities, including the island's largest oceanfront pool, multiple restaurants/ bars, tennis courts, playgrounds & fitness center.

Breathtaking OCEAN VIEW/Top Floor/Pool & Coligny

ASK ABOUT OFF SEASON SPECIALS. Stunning ocean views from 325 Breakers. Perched on the top floor, your private balcony is ideal for dolphin-watching & sipping morning coffee. Steps to the beach, the villa offers relaxation & play. Guests explore dining & shopping options across the street at Coligny. Island golf, tennis, bike paths etc. ensure there’s something for everyone. Ideal for a romantic getaway or small family vacation, with discounts on bikes & dolphin tours for your island escape.

1st Floor Beach-Side Villa Resort

Welcome to our beautiful Hilton Head villa! This is a 2 bedroom, 2 bathroom 1st-floor villa in a quiet gated community located within a 5-minute walk from a beautiful beach with a private entrance. Parking for the villa is steps from the door, with shops & restaurants nearby. Perfect for family vacations, golf, and business trips. The gated community has 10 tennis courts, 2 large outdoor swimming pools, a hot tub, racquetball courts, fitness centers & playground. $100 late checkout fee

Ocean front condo with amazing ocean view!

Ocean front condo with amazing view of the ocean and beach from balcony. You are just steps to the beach. In addition, you will be within walking distance to Coligny Plaza with many great restaurants and shops. Guests get to enjoy the onsite pool, sun deck, and grilling area. Luggage carts are located by the pool and elevator to easily transport all your luggage to the condo. Fast upgraded wifi for streaming and work needs. No pets allowed. Preapproval required for service animals.

Oceanfront Luxury! KING BED 75"TV Pickleball & BAR

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! ✨Airbnb top 5% Home ✨ 100% New Luxury Renovation Oceanfront Balcony HGTV Featured Decorator KING BED + 75" & 65" SmartTV s Expanded Bedroom MARBLE BATHROOM Coastal Décor TOP FLOOR+Elevator Beach Chairs, Boogie Boards, Ice Chest & More RESORT Beachfront Pool Beachfront Bar & Grille Sports Bar FREE Tennis, Gym, Pickleball, Basketball, Volleyball 2nd Pool Bike Rental Gated w/24 Hour Security Free Trolley Stop Bradley Beach

Stay by the Beach ⛱ Eat & Shop at Coligny plaza!

Park your car and walk to everything! This beautiful 2 bedroom/1.5 bath 2-storey beach villa is perfect for your family vacation, couple's getaway, or remote work location! This location can't be beat. Just across the street from a public beach access path, and a 5-minute walk to all the amenities of Coligny Plaza (70 Shops & Restaurants) & the brand new Low Country Celebration Park! I also provide beach chairs, umbrella, and beach cart for your convenience during your stay

Alli B's Air B and B-Great Country access off 278

Your family will be close to everything when you stay at this centrally-located place. No gate fees or parking fees- right off of 278- central located between Bluffton and HHI under foot of bridge. Farm like experience -family owned 30 years . Quiet . Pet friendly . Beds-two twin -can pull together if wish -one couch(Not a sofa bed) and one mattress under a bed that can be moved out . Property has several buildings , Guest apt is above garage. NOTE: SEE Space info below