Search Guest Houses in Hilton Head Island

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Browse Select Hilton Head Island Guest Houses

A Charming Carriage House Apartment in Stock Farm in Old Town Bluffton

10.0 out of 10, Exceptional, (189)
"Perfect and cozy for a solo traveler and the kitchen and laundry and coffee maker were perfect as well! Would definitely stay again! "
A Charming Carriage House Apartment in Stock Farm in Old Town Bluffton

Updated Multi Level Town House in Treetops |Close to Beach & Coligny |Pool |Tennis |Covered Balcony

9.6 out of 10, Exceptional, (15)
"Nice stay! Weather was a mixed bag but we still enjoyed our first visit to HH. Our unit was immaculate and comfortable, though the master bed was jiggly with small movements. Otherwise, would recommend!!"
Updated Multi Level Town House in Treetops |Close to Beach & Coligny |Pool |Tennis |Covered Balcony

Chic Treetops Town Home |South Forest Beach Near Coligny |Walk to Beach |Pool|Tennis |Screened Porch

10.0 out of 10, Exceptional, (21)
"Six sisters stayed for the week and it was perfect. We had everything we needed. The condo was in a great location too!"
Chic Treetops Town Home |South Forest Beach Near Coligny |Walk to Beach |Pool|Tennis |Screened Porch

Walk to Beach! Beautiful Newly Updated Shipyard Villa,Pool,Beach,Tennis,Golf, Guest Favorite

9.8 out of 10, Exceptional, (52)
"This unit was extremely comfortable, spacious, and beautifully decorated. There were amenities provided that consider people can't bring everything when they travel--extra hangers, comfy throw blankets, iron/ironing board, and access to a vacuum. (We had an extended stay so we appreciated being able to easily clean up.) The location is quiet and about .4 mile walk to the beach. The management company (itrip) provided incredible, prompt service to answer questions and to replace a smoke alarm...
Walk to Beach! Beautiful Newly Updated Shipyard Villa,Pool,Beach,Tennis,Golf, Guest Favorite

Ocean Breeze 66 -Updated Townhouse, Coligny Area, Pools, Walk to Beach, Private Deck, Tennis

10.0 out of 10, Exceptional, (19)
"We loved the villa. It was so gorgeous, clean, and the perfect size. "
Ocean Breeze 66 -Updated Townhouse, Coligny Area, Pools, Walk to Beach, Private Deck, Tennis

NEW!!! Modern cottage and perfect location!

10.0 out of 10, Exceptional, (32)
"Well appointed, nice space. Thoughtful hosts. Liked the proximity to Old Town. Will definitely stay again!"
NEW!!! Modern cottage and perfect location!

Beachy Bliss! Renovated Courtside 3 -Quick 1.5 Blocks to Coligny Beach –Walk to Ocean, Pool & Dining

10.0 out of 10, Exceptional, (19)
"We stayed at Beachy Bliss for a short visit in Hilton Head. It was a clean place with comfortable beds. We had about a 10 minute walk to get to the beach, but it wasn't bad at all. We appreciated the wagon that is available to use, it was very helpful. We rented bikes and were close to all of the biking trails. It was a good stay."
Beachy Bliss! Renovated Courtside 3 -Quick 1.5 Blocks to Coligny Beach –Walk to Ocean, Pool & Dining

Guest Favorite Beckenham Townhouse, Walk to Beach, Pool, Private Courtyard, Port Royal Village

9.8 out of 10, Exceptional, (21)
"This condo was great! Everything was clean and spacious. I would definitely stay here again."
Guest Favorite Beckenham Townhouse, Walk to Beach, Pool, Private Courtyard, Port Royal Village

Updated Stylish Courtside Villa, 1 1/2 Blocks to Beach, Two Pools, Balcony, Tennis, Coligny Area

9.8 out of 10, Exceptional, (30)
"this was a great location for us. just 5 min to beach, but connected to all of the biking trails. we walked or rode bike everywhere we went. Perfect place to relax "
Updated Stylish Courtside Villa, 1 1/2 Blocks to Beach, Two Pools, Balcony, Tennis, Coligny Area

Best Location-Shipyard, Walk to Beach, Updated, Private Deck, Pool, Golf & Tennis, Guest Favorite

10.0 out of 10, Exceptional, (26)
"Exactly as pictured, very clean and great communication with iTrip during our stay. Property is just as pictured, beautiful and super relaxing place to stay. We enjoyed sitting on the deck and playing a couple of the games from the living room. Easy access to beach (10 min walk), golf course and tennis club (5 min walk). Well equipped kitchen and comfortable living room area. It’s was perfect for our stay! "
Best Location-Shipyard, Walk to Beach, Updated, Private Deck, Pool, Golf & Tennis, Guest Favorite

Old Town Bluffton Bungalow Condo in Tidal Cove

10.0 out of 10, Exceptional, (43)
"A great stay and we would definitely return. Loved Old Bluffton. "
Old Town Bluffton Bungalow Condo in Tidal Cove

Renovated Hilton Head Beach Club 4 Townhouse – 5 Min Walk to Coligny Beach, Pool, Celebration Park

9.8 out of 10, Exceptional, (22)
"Everything was as expected and we had a great teip"
Renovated Hilton Head Beach Club 4 Townhouse – 5 Min Walk to Coligny Beach, Pool, Celebration Park

Renovated Springwood Villa, South Forest Beach, Community Pool, Close to Coligny Beach & Park

10.0 out of 10, Exceptional, (6)
"Villas location was handy. Villa was comfortable and iTrip staff were great."
Renovated Springwood Villa, South Forest Beach, Community Pool, Close to Coligny Beach & Park
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Hilton Head Island Hotel Reviews