Monthly Rentals in Sea Pines

Discover long-term rentals that feel like home for stays of a month or longer.

Nearby monthly rentals

Superhost
Apartment in Hilton Head Island
4.83 out of 5 average rating, 12 reviews

#595 Walk to Beach/2BR/2BA/Golf Views/Pool/Tennis

SuzyRating, 5 stars10 months ago
Great place to stay in Sea Pines! The condo had everything we needed to enjoy the week. Beautiful location, quiet and clean. We would definitely stay here in the future.
Guest favorite
Condo in Hilton Head Island
4.82 out of 5 average rating, 11 reviews

5 Min Walk to Beach, No Stairs, Ground Floor Villa

SusanneRating, 5 stars9 months ago
A wonderful week at this condo decorated in peaceful shades of sea blue. It was located close to the beach, within walking distance or bike but it's also about a 3-minute drive to the beach where you can park and unload beach gear. You can also rent beach chairs /umbrellas at the beach, but the condo provides them as well. Only a short drive to some great restaurants, shopping and Harbor town. My friends and stayed in similar condos side by side. Some days it was great to just go to the pool or hang out in the comfort of air conditioning playing games and eating in. There was space enough for all of us to sit around a table and play games. And after staying up way too late I had the most restful and comfortable sleep. It was one of my most relaxing vacations in quite some time. A calming space to de-stress and recharge. Kitchen was well equipped, plenty of nice linens & sufficient parking. Cameron was a WONDERFUL host and was available to answer questions or make suggestions.
Top guest favorite
Condo in Hilton Head Island
4.99 out of 5 average rating, 155 reviews

Heart of Harbour Town - Beach | Pool | Golf | 2BR/2.5BA - Pool Access

ShireenRating, 5 stars1 day ago
Been staying in Harbour Town every summer close to 20yrs now. My immediate family comes 3 days before the rest of my 4 adult kids and 8 grandchildren arrive for a week long vacation. We have stayed at Brian and Karen’s place for the last couple of years and it amazes me how well stocked their place is with every item you can think of that makes your stay completely enjoyable and not needing a thing on arrival. You both have done a fabulous job on even the smallest details like supplying razors or ziplock baggies if one has forgotten them compared to other places we stay at within Sea Pines including when we go to a larger home that fits 16 of us! Thanks a million for that extra consideration, see you next summer which I’ll book around October again. Btw, Rosie does an awesome job, hang on to her 🥰
Top guest favorite
Home in Hilton Head Island
5 out of 5 average rating, 64 reviews

Harbour Town Treehouse | Deer Island | Sea’Forever

AngelaRating, 5 stars2 weeks ago
We absolutely loved the food and champagne. Things like that stand out, because we were tired when we got in from the long drive and knew we could relax in with the breakfast there instead of having to go buy something. Everything was comfortable and we really enjoyed our time there.

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

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Simple monthly prices

Special rates for long-term vacation rentals and a single monthly payment without additional charges.*

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