Vacation rentals with a kayak in Hilton Head Island

Luxury 2nd Row Beach Estate | 6BR | Pool Sleeps 12

New to the market, newly decorated and updated. Welcome to 3 Armada Street, a stunning 5,400 sq. ft. luxury 2nd row beach estate in Palmetto Dunes featuring 6 bedrooms, 6.5 bathrooms, accommodations for up to 12 guests, a private courtyard pool and spa, elevator, and premium indoor-outdoor living just steps from the beach. 8' pool table, 9' ping pong table, 12' shuffleboard table ALL STAYS ARE SATURDAY TO SATURDAY. Approval for anything else requires owner consent. 2 parking passes provided.

The Historic Sarah Grant House

Historic Sarah Hudson Grant House- A traditional Lowcountry style, coastal cottage located on Daufuskie Island. This was originally home to the island’s midwife. Waterfront with gorgeous marsh views as far as the eye can see. Watch boats on the intracoastal waterway, while you gaze in awe under a canopy of majestic ancient trees dripping with Spanish moss. Get ready to experience the island’s most stunning sunsets! The most peaceful and serene setting, with over 30 indigenous palm trees!

Coastal Breeze Top Floor Retreat #26148

2BR/2BA-Top Floor- Corner Villa -Direct Beach Access-2 Outdoor Pools-Heated Indoor Pool &Hot Tub-Master Bedroom-1 King Bed,Guest Custom Twin loft over Queen + Foldout 4" Twin Mat. Private patio, Smart TVs, dining for 6, fully equipped kitchen, Drip & Keurig coffee maker, blender + separate water to fill water bottles, Wi-Fi, bath towels & bed linens provided. Extra USB plugs in guest bedroom for all your electronic needs. Beach supplies: beach wagon, beach chairs, paddle ball, boogie boards.

Marriott Harbour Club - 2BD

Enjoy waterfront vacations at Hilton Head's Sea Pines. Overlooking scenic Calibogue Sound on the southern end of Hilton Head Island lies Marriott's Harbour Club, one of three Marriott Vacation Club resorts within Hilton Head's Sea Pines Resort. Hilton Head Island is known for its charm, hospitality and natural beauty. It is also an island of activity, including championship golf courses and hundreds of tennis courts. Marriott's Harbour Club puts you amid everything the island has to offer.

Beachfront Resort Condo w/ Pool & Tiki Bar

2BR/ 2 BA, SLEEPS 6, BEACHFRONT RESORT CONDO at the Gated Hilton Head Resort! We are CLOSE to EVERYTHING the island offers... Restaurants, Entertainment, Shopping, Boating, Rentals + More 🏨 RESORT AMENITIES INCLUDED: 🏊 2 Outdoor Pools, 1 Heated Indoor Pool 🌊 Hot Tub & Sauna 🎾 6 Tennis Courts 🏸 Badminton 🏐 Volleyball 🧺 Picnic Area 🍹 Poolside Deli & Cabana Bar 🌊 Boardwalk to the Beach 🍔 Coco's Bar & Grill 🛗 Elevators 🚲 On-site Shop & Bike Rentals 🧺 Laundry

Ocean-View Treetop Escape w/ Fire Pit!

Plan your next getaway for a stay on the sandy shores of Hilton Head Island when you book this 2-bedroom, 2-bathroom vacation rental home. The treetop house features a private setting with gorgeous ocean views that can be seen from inside and outside of the property. Sway in the hammock with a good read or dine al fresco on the patio or deck. When you’re ready to explore the island, visit the Harbour Town Lighthouse or book a tee time at Harbour Town Golf Links.

Sea Pines 5BR retreat, Private Pool, Carolina Room

Nestled beneath towering pines in the heart of Sea Pines, this spacious fifth row retreat offers the perfect blend of privacy, comfort, and coastal charm, just a 4 minute walk to the Atlantic Ocean. Spend your days lounging beside the private pool, hanging at the beach, or biking to nearby shops and restaurants. With multiple living spaces, inviting outdoor areas, and room for up to 12 guests, 8 Surf Scoter is designed for unforgettable island getaways.

This Is An Oceanfront Luxury 2BR/2BACondo

Enjoy breakfast, peace and luxury at this large oceanfront 2BR/2BA condo. While the whole family relaxes, see and hear the waves crashing on Hilton Head. Enjoy this ocean view and sound all day or enjoy the many amenities! Beach Toys! Large, family-size beach tent, blanket, beach chairs, towels for 8, beach cart for the short 200 steps to private beach access. Private oceanfront sundeck. Pool. All provided at no extra charge! Yes! Free Beach Toys, too!

Tennis - King Bed - 3 Pools - Beach

Our newly renovated Villa features 2 bedrooms and 2 bathrooms, all new furnishings, luxury linens, smart TVs and charging stations. We are on the third floor (no elevator) and overlook the tennis courts and the indoor pool area. It is only a 7 min walk through the shaded lagoon area, past the two outdoor pools to the natural sandy beach! Our unit is ideal for two couples or a small family. We have sleeping for 8 available. Rental Permit #075534

MyStay at 7649 Huntington - Lagoon Views & Beach!

Escape to 7649 Huntington Villa—your perfect Hilton Head retreat! This stylish 3BR/3.5BA villa in Palmetto Dunes offers lagoon views, a short walk to an uncrowded beach, and access to a heated pool, hot tub, and more. Enjoy a fully stocked kitchen, comfy living space, and beach gear ready to go. Golf, bike trails, and waterfront dining are all nearby, plus a free resort shuttle. Book now and unlock your dream vacation—because you hold the key!

Oceanfront Villamare| Pools | Fitness | Firepit

SNOWBIRD FRIENDLY Here at Beach House Boutique Vacation Rentals we believe in providing you with amenities you won't find anywhere else. See all this 2bedroom/2bathroom Oceanfront Villa has to offer! 1. Luxury bedding, Bath & Beach Towels 2.. Hair dryers in each bathroom 3. Both a KEURIG and Regular Coffeemaker 4. Gift bag with local treats 5. Beach Towels for guest use 6. Keyless Entry 7. Oceanfront 8. Ocean Views

Palmetto Dunes Luxury Oceanfront Gem w/ View -King

Welcome to 451 Captain’s Walk in Palmetto Dunes Resort! A Premier Hilton Head Island Oceanfront Location. Centrally located to everything on the Island. This beautiful oceanfront villa is just steps away from the beach. Walk in and be immediately welcomed by the ocean. Condo is on 4th of 5 floors with Elevator.