Holiday rentals with a hot tub in Hilton Head Island

Beach resort, pools, tennis, pickle ball, tiki bar

2 bed/2 bath condo includes full kitchen with S.S. appliances, dining area, hardwoods throughout & balcony overlooking the 6 lit tennis courts. The resort also features a deli & gift shop, 2 outdoor pools, 1 year-round inside heated pool (great for winter), running track, fitness, hot tub, sauna, elevators, golf nearby & laundry facilities. The beach is a 7+ min stroll down a board walk or during operational hours take the shuttle. At the beach you can stop into Coco's for lunch & cold drinks.

1st Floor, 8 Min Walk Beach, King Bed, In Unit W/D

Welcome to "Tygers on the Beach" at Fiddler's Cove. This 1st floor fully equipped villa is 300 yards to the private beach access. The pristine beach is one of the least crowded on the island, making it ideal for families. Lounge in the heated pools, relax in the hot tub or play tennis/pickleball on site. Enjoy golf course views from the patio, king-size master bed and easy access to the bike trails, restaurants, and shops that make Hilton Head Island the perfect place to relax & unwind.

Stunning Ocean & Coastal Views | Resort Perks!

Top-floor 2BR/2BA villa with ocean, marsh & golf views. Enjoy stunning sunrises & sunsets from your balcony. 5-min walk to semi-private beach or take the seasonal shuttle. 1 mile to Shelter Cove's dining, shopping & entertainment. Resort-style community with 3 pools, gym, bike rentals & beach access—perfect for families, couples & girls’ trips! ⭐ Guests Love It! ⭐ ★★★★★ "Kim was SUPER responsive! The view was amazing. The beach was beautiful & uncrowded. My boys & I loved the boardwalk!"

Sycamore at the Sound — live like a local!

This beautiful home is nestled on a cul-de-sac street in Hilton Head Plantation and offers a private back yard sanctuary in which to truly enjoy low country life. The home features a sun room with ample seating, a pool table and game table, as well as an additional living area with sectional sofa. Each bedroom has its own television and attached bathroom. The kitchen is fully equipped, and the dining area offers seating for eight. Additional amenities include Wi-Fi, gas grill, and hot tub.

Private comfy condo, steps away from the beach

Light and spacious beach-side condo centrally located within a gated community. Walk to the beach via one of several private beach accesses or to the community’s pools, grills, courts, gym, and play areas within minutes. Located in a quiet and relaxed area away from the bustle of the island’s southern end makes this perfect for families and retirees alike. Golf courses, stores and entertainment are only a short drive from the property. No-contact check-in using your personal numeric code.

Jim's Stunning Direct Ocean Front 2BR Villa

This 2nd floor villa has breathtaking, unobstructed ocean views from the living room and master bedroom. Walk to Coligny! Two bedroom suites (new mattresses and ceiling fans), with separate renovated baths. Beautiful maple hardwood & tile floors throughout. Fully appointed kitchen boasts granite countertops, maple cabinets, and stainless steel appliances. New Washer/Dryer. Jim Says "I personally stay in each of my units to ensure they are maintained to my highest level of expectations."

Oceanfront Breathtaking Views

Gorgeous Ocean front views await your perfect vacation at this beautifully decorated beach condo in Palmetto Dunes. Five star rated condo features lush landscaping, palm trees, and tropical flowers will entice your senses. Amenities nearby, swimming pools, barbecue grill, hot tub, white sandy beaches, bike cruisers, kayak, pickle ball, golf, fishing and tennis await you. Your condo features a spacious 1 bedroom, 2 bathrooms , kitchen, dining, living room, and balcony for your comfort .

Beach condo with pool and stunning nature views

Warm, modern, and designed with character—this newly remodeled 2-bed/2-bath is the closest condo to Hilton Head's hidden gem beach, with lagoon and sound views. King bed in the primary, twin beds in the kids' room: screened-in sunroom, 3 pools, hot tub, tennis. Fully stocked kitchen with a guest-favorite coffee bar, restocked fresh each stay. In-unit laundry, big-screen TVs in every room, all the beach gear you need (cart, chairs, boards, toys, and more), 400 MB Internet—no cleaning fee!

Heron's Haven on Port Royal Sound, 2BR/2BA

Do you love nature? Walking on the beach? Birding? Photography? Tennis? Golf? Shopping? Wonderful restaurants? This is our beautiful Villa that is located in Port Royal Sound directly on the most unique and natural beach on the island. On both sides are public parklands and nature preserves to walk and view the wildlife. A perfect location to enjoy all that Hilton Head has to offer, yet it is quiet, serene and away from all the crowds. It's why we love it, and we're sure you will too.

Spring Rates! King Bed/indoor pool/pickleball

Stay just minutes from the beach and Coligny Plaza in this cozy, first-floor condo. Enjoy a renovated bathroom, a full kitchen with washer and dryer, and a Keurig for your morning coffee. The community has both an indoor and outdoor pools - updated in 2025. Our unit is the perfect home base to explore everything Hilton Head Island has to offer. This is the A unit of a lockout condo; the B unit may be occupied during your stay, but both are private and separately accessed.

Ocean Views at Villamare, Right on the Beach!

Read our reviews! We strive to provide an unforgettable Hilton Head experience in our updated villa with ocean views, comfortable lounging, plush beds, well-appointed kitchen and 500+Mbps WiFi! Our bright, open living space features floor-to-ceiling windows overlooking the pool, beach and the Atlantic Ocean! The living room sectional expands into a massive lounger for all! Have a big group? We also offer the immediately next-door unit, identical to this one!

Ocean View | Top Floor | Walk to Beach | Pools!

Wake up to panoramic ocean & marsh views in this beautifully renovated 2BR/2BA condo on Hilton Head Island. Top floor = quiet, no neighbors above. Located in a gated beachfront resort with private boardwalk access—no streets to cross! ✨ Perfect for: families, couples, girls’ trips, golf getaways 🌅 Private balcony with spectacular sunrise views 🏖️ Walk or shuttle to beach (on 400-yard private boardwalk) 🔑 Easy keyless entry | Elevator nearby