Hilton Head Island Condo Market: What’s Really Happening in 2025If you’ve been eyeing Hilton Head Island condos — whether for short-term rentals, snowbird escapes, or long-term appreciation — you’ve probably noticed the tone shifting this year.

After every big storm on Long Island, I see the same issue—homes that look dry but aren’t.

I can connect you with a strong referrals in that market that can help you find a single or multi family in Long Island. 

You will have to go to the island or make friends with people on the island to get leads.

Yes an abundance of renters I'm on an island that has a housing shortage.

Quote from @Danny Gallagher: Thanks so much, Patricia — I really appreciate you taking the time to share that.That’s super helpful to know about Marco Island being more flexible on STR regulations.

.🔹 The Offshore Feeder – Non-U.S. investors contribute here (often a Cayman Islands LP or corporate structure).

Before you pull the trigger, have 2-4 contract companies on tap to do the work. 2 of the 4 will no call and no show you, so make sure you understand the time and frustration that comes with getting anything done on the island.

Margins are thinner now than they were a few years ago, especially with insurance and cleaning costs up, but a strong product still wins.On the Florida coast, you get more variety — think smaller beach towns like New Smyrna, Cape Coral, or Anna Maria Island — less saturation but also more local regulation.

.), it's very possible to invest safely and profitably.I'm currently working in Rote Island, a lesser-known gem in Indonesia—land is still very affordable (starting around IDR 150K–475K/m²) and we've had successful deals under full freehold (Hak Milik) titles through trusted local notaries and due diligence.If you're Indonesian yourself, even better: You can buy land directly.