Holiday rentals with breakfast in Hilton Head Island

100 5-star reviews don’t lie. ;)+Dog-friendly!

Welcome to the Palms at Mallard, your charming beach home away from home! Relax with the fam (+ approved fur babies) at this peaceful, well-stocked 8th row home. Only a 5-min. walk to the beach and ~1mi. away from Coligny Plaza’s shops, eats, and live music. You’ll love the location—close to it all, but nestled in a beautiful, fam-friendly neighborhood on a quiet culdesac. HHI has been named as The Best Island in the US 7x in a row—come see why so many return to the 🌴🌴 at 🦆 year after year. 🏝🥰

Family · Location · Outdoor spaces

Newly Renovated/Walk to Beach/Hot Tub/Putting Grn

Welcome to the Bradley Beach House — a bright, newly renovated 3‑bed, 2‑bath retreat that sleeps 9 and is just a short walk to the beach, parks, and bike paths. Enjoy an elevated, stocked kitchen with top‑tier appliances, a new deck for dining with a grill, plus a patio with a hot tub, putting green, ping pong & foosball. An open layout, generous storage, and a dedicated office for a focused workspace when you need it. Location provides easy access to anywhere on the island. HHI Permit #066250

Location · Family · Hot tub

"Old World" charm in a walkabout Lowcountry Jewel

Quaint room in "Old Town Bluffton" SC. Walking distance from charm, entertainment, shopping, dining, art, history and much more. Visit the website for the town of Bluffton for information on seasonal events and activities. (AirBNB does not allow web addresses to be published) Only 15 mi from the sandy beaches of Hilton Head Island and more than 20+ golf courses, amazing tennis facilities, water sports, boating, dining of every caliber and all that you would expect from a first class resort.

Value · Location · Outdoor spaces

Steps to Coligny Beach Park + Free Breakfast. Pool

Experience easy island living at Spark by Hilton Hilton Head Island, just steps from Coligny Beach and Coligny Plaza. This laid-back stay puts you close to sandy shores, local dining, shopping, and scenic bike paths. Start your day with complimentary breakfast, keep your routine going at the fitness center and cool off in the outdoor pool after a beach-filled afternoon. With free parking and a walkable location, it’s an effortless home base for classic Hilton Head adventures.

Value · Location · Nearby

Roxys Hideaway | Luxe Harbour Town Treehouse Oasis

Roxy’s Hideaway — Luxury Sea Pines Treehouse oasis, steps from Harbour Town & RBC Heritage! Enjoy exclusive comfort in nature, close to shopping, dining and more. Pet-friendly and ideal for high-end travelers, including professional athletes competing at RBC Heritage! Experience unmatched service and bespoke amenities—including an EV charger. Relax in our hammock throne, surrounded by nature and serene unaugmented ocean views, with pool access at the Harbour Town Pool!

Family · Location · Kitchen

Old Town Bluffton Home bring your boat motorcycles

This is a 150 years old, secluded home with private driveway in the heart of Historic Downtown Bluffton SC. Surrounded by pine trees. 2 porches and a large corridor around the house with access from the bedrooms. Only within walking distance to restaurants, bars, historic places, art galleries, farmers market and all entertainment of Bluffton. Just a mile and a half away from landing beach Alljoy and 8 miles away Foley Field beach of Hilton Head Island NO PETS

Location · Family · Quiet

Heart of Old Town 1bd/1ba - Walk to everything!

LOCATION, LOCATION!! You can’t get any better than this and the ONLY unit in the Promenade with a HUGE new deck!!! Bright and beautiful end unit in the heart of the Promenade. Beautifully decorated in a coastal style - King bedroom and custom tile walk in shower. Walk to everything including the May River. Huge outdoor living space for taking in the sights and sounds of the promenade and listen to live music right from your own deck. No parties. No pets.

Location · Hospitality · Comfort

Private Pool | Golf | Exq. Coffee | Seascape

Gourmet Coffee Lovers Paradise. And, over 1000 *5* star reviews! You found the perfect vacation home where you can enjoy a private pool with a spacious layout. Comfortably sleep 8 in 4 private bedrooms. The kitchen is fully equipped with everything needed to prepare a gourmet meal. You can enjoy dining in the large formal dining room, the sunroom adjacent to the kitchen, or outside. *The pool can be heated for an additional fee.

Family · Value · Sleep quality

Sunset Serenity - Luxury on The Lagoon!

LUXURIOUS, SPACIOUS, ONE-OF-A-KIND RESORT HOME! CLOSE TO THE BEACH! CORNER VILLA! POOL ACCESS! LARGEST LAGOON VIEW IN THE RESORT! PRIVATE DECK! ENJOY MILLION DOLLAR SUNSETS! WATCH THE WILDLIFE PLAY! FIVE FOOT CUSTOM COFFEE BAR! KING BED IN MASTER! QUEEN & TWIN IN GUEST BEDROOM! XBOX! NETFLIX! THIS IS LUXURY LIVING WITH RESORT AMENITIES CLOSE BY! SAVE THOUSANDS OF DOLLARS COMPARED TO OTHER RESORT LUXURY HOTEL PROPERTIES!

Value · Location · Bathroom

Harbour Town Tree House | Private Office | HT Pool

Please see our almost 1000 5-star reviews at our other properties. Enjoy unbelievable tranquility high in the Sea Pines tucked away on Deer Island next to Harbour Town. Walk to the shops, restaurants, entertainment, and the Yacht Basin in just minutes. Feed the deer from your hand while you connect with nature. The Sea Loft is just one house away from the Turtle Trail that winds along the marshlands.

Family · Location · TV

Resort two queen beds

Deluxe two queen beds room offers nautically inspired accommodations near the beach with thoughtful conveniences, ideal for guests seeking comfort, style, and an easy coastal base. Enjoy spacious bathroom with custom amenities, flat-screen TV, mini fridge, hairdryer, iron, ironing board, coffee maker, high speed wifi, and desk with multi-charging station in this non-smoking room.

Location · Value · TV

2 Bd Courtyard View at Marriott's Barony Beach

Looking for the perfect blend of family fun and coastal relaxation? Marriott’s Barony Beach Club in Hilton Head Island, South Carolina, is the ultimate destination for your next family vacation! With its laid-back charm, exciting activities, and breathtaking views, this resort offers everything you need for an unforgettable getaway.

Family · Cleanliness