Investing in Makawao, HI — Market Analysis
Makawao is a high-basis market by Hawaii standards, with a median home price around $950,000. Makawao is a smaller Hawaii market. Entry prices are low and gross rent-to-price ratios are among the best in the state, but appraisers have fewer rent comps to work with, and a single vacancy is a much larger share of annual income than it would be in a metro.
Buying a rental property in Makawao on a DSCR loan means putting a minimum of $190,000 down (20% of purchase price), leaving a loan amount of $760,000 at 80% LTV. At current DSCR investor pricing near 7.50%, principal and interest on that loan runs about $5,314 per month. Add Maui County property taxes of roughly $230/month and landlord insurance of about $380/month, and your all-in PITIA lands near $5,924/month. That PITIA figure — not the P&I — is what the lender divides your rent into.
A long-term lease in Makawao should generate roughly $5,525/month in gross rent. Against a PITIA of $5,924, that produces an estimated DSCR ratio of 0.93x. That falls just short of the 1.0 minimum. This is a very common outcome in Makawao and it does not kill the deal: moving to 25% down ($237,500) cuts the payment enough to close most of the gap, and several shelves will fund down to 0.75 with a rate add-on.
If you intend to operate the property as a short-term rental, estimated gross nightly revenue in Makawao is around $8,300/month across a full year. Lenders do not credit gross STR revenue dollar-for-dollar — they typically haircut it 25%–30% for vacancy, cleaning, platform fees, and management. Applying a 28% haircut gives an effective $5,976/month, or a DSCR ratio of 1.01x. On a short-term rental basis the deal clears the threshold, though lenders will want twelve months of documented revenue or an AirDNA/market study to credit it.
Two Hawaii-specific items to build into your model: Hawaii has the lowest effective property tax rate in the nation but the highest entry prices, and counties tax non-owner-occupied and short-term rental property at separate, much higher classifications. Transient vacation rental permits (TVR/NUC) are capped and largely non-transferable outside resort zones — the permit, not the property, is the asset. In Makawao specifically, effective property tax on investment property runs around 0.29% of value annually — about $2,755 a year at the median price — and landlord insurance near $4,560 a year.
On return metrics, Makawao pencils to an estimated cap rate of 4.33% using a 62% NOI margin, and a gross rent multiplier of 14.3. Monthly cash flow on a long-term lease at 20% down is estimated at $399 negative. Negative cash flow at 20% down is common in appreciation-led markets; investors here typically increase the down payment, buy below median, add a unit, or run the property short-term to close the gap.

