
Kihei vs Wailea: Which Area Fits Your Budget and Lifestyle?
Kihei and Wailea are not two versions of the same thing. They are fundamentally different ownership propositions separated by roughly three miles of South Maui coastline. Kihei is a high-demand coastal community where upper-tier condominiums offer compelling value relative to Wailea resort pricing.

South Maui Vacation Rental Rules and Hotel-Zoned Property Guide
South Maui's vacation rental landscape split decisively following the enactment of local housing ordinances: hotel-zoned properties in Kihei, Wailea, and Makena retained their short-term rental rights intact, while apartment-zoned units across Maui County entered a legally mandated phase-out under O

Best South Maui Property Types for Second-Home and Investment Buyers
When evaluating the Best South Maui Property Types for Second-Home and Investment Buyers, understanding how South Maui's four submarkets (Kihei, Wailea, Makena, and Maui Meadows) serve distinct purposes is critical, as matching the wrong asset type to ownership goals is a costly error. Three variabl

How to Sell a South Maui Home While Living Off-Island
Selling a South Maui luxury property from the mainland, or from across an ocean, is entirely achievable. Non-resident owners complete transactions every year without stepping foot on the island before closing. What separates a smooth, high-net transaction from a costly, drawn-out process comes down

How Much Is Your Maui Home Worth? Understanding Valuations and Market Trends
"What's my home actually worth?" is the question I get asked more than any other, usually from homeowners who typed their address into an online estimator, got a number, and then called me wondering why it doesn't quite match what they see in similar listings down the street. There's a good reason f

Investing in West Maui: Vacation Rentals, Hotel-Zoned Condos, and What to Know Before You Buy
West Maui has been Hawaii's vacation rental engine for decades. Kaanapali's beachfront boardwalk, Kapalua's golf and coastline, and the quieter condo communities of Napili and Honokowai between them all draw a steady stream of visitors year-round, which is exactly why so many investors look here fir

Wailea and Makena: A Buyer's Guide to Maui's Premier Resort Communities
There's a version of Maui that most visitors never fully see, tucked behind gates and golf courses along the island's southern coast. Wailea and Makena represent the top of Maui's resort real estate market, but the reasons buyers choose these communities have less to do with status and more to do wi

Selling Your Home in South Maui: Timing, Pricing, and Getting Ready to List
A good number of my selling clients aren't standing in their South Maui living room when we start planning their listing. They're on the mainland, sometimes overseas, handling an inherited property, a second home they've decided to let go of, or a Kihei or Wailea condo they haven't visited in over a

Relocating to Central Maui: What Life in Wailuku and Kahului Is Really Like
Not every buyer moving to Maui wants a resort view out the window. A lot of the relocation clients I work with, especially local families, working professionals, and people moving here for a job rather than a retirement, are looking for something more grounded: a real neighborhood, a reasonable comm
