The Hawaii hotel market, once constrained by limited availability, now faces a pricing disconnect that has slowed transactions. According to recent analysis, buyers and sellers are stuck between a five percent and seven percent return expectation, leaving roughly two points of daylight that has resulted in stasis rather than distress.
The buyer pool has shifted to the extremes: independent investors and family offices are active, while institutional capital, particularly publicly traded REITs, has pulled back. This is a national trend, as many REITs have seen significant share price declines, limiting their ability to raise capital. As Mark D. Bratton of The Bratton Team at Colliers International Hawaii notes, stock investors might prefer alternatives like Nvidia, but owner-operators underwrite hotels as a business they understand.
Recent transactions illustrate the range. PACIFIC 19 Kona, formerly the Kona Seaside Hotel, was acquired by Nine Brains, a Santa Monica-based firm backed by individual investors and family offices. In contrast, Host Hotels acquired Turtle Bay Resort and repositioned it under the Ritz-Carlton flag. Both buyers changed the business plans, arriving from opposite ends of the capital market.
The pricing gap is not irrational; it reflects the cost of debt. With borrowing costs around six and a half percent, a seven percent return offers a modest spread, while five percent results in negative leverage. Buyers are unwilling to accept negative leverage, so they are holding out for better terms. Most acquisitions are not underwritten on day-one leverage, but rather on a future position they intend to create.
Equity requirements in Hawaii are significantly higher than the conventional twenty to thirty percent. The practical floor is thirty percent, with thirty to fifty percent common. At fifty percent down, lenders offer better terms because their exposure is lower. Buyers who can stretch on equity often secure cheaper debt and a cleaner approval.
Time is also a critical factor. Supply is visible years in advance, and deals move slowly. Buyers often accept a full price in exchange for a plan: a better operating model, repositioning, or a path to positive leverage over two to three years.
Hotels are a business inside a piece of real estate, and operating experience is crucial. Labor structure is a specific surprise for mainland buyers. Two major unions operate in Hawaii hotels, with renegotiations every three to four years. Slightly more than half of the state's hotels are non-union, with larger and legacy properties more likely to be organized. Investor responses vary: some underwrite union properties, while others refuse them entirely. Discovering the answer after closing is costly.
Leasehold versus fee simple ownership is another factor. Much of Waikiki sits on leased land, making fee simple beachfront hotel product nearly unavailable. Families who own the land lease it rather than sell, so buyers seeking fee simple oceanfront ownership face a very small pool.
Structuring around the pricing gap often involves giving the buyer control before title. PACIFIC 19 Kona is a clear example. A Hawaii family took back the property in January 2020, and after the pandemic, the seller required a 1031 exchange, complicating the deal. Nine Brains took a leasehold position with the right to acquire the fee at a stepped-up price, spent about $10 million upgrading the property, and closed on the fee in July 2026 at $23 million, six years after the process began. This mechanism has been applied to other assets, allowing buyers to fund improvements that close the gap, with sellers trading time for a materially better outcome—often thirty percent above an as-is sale.
The market is quiet but not stressed. Debt levels are conservative, so the pricing gap has produced a slowdown rather than forced sales. Owners are absorbing lower distributions rather than facing maturity problems. This combination of visible supply, disciplined balance sheets, and a spread that closes as debt costs move suggests a market waiting for a catalyst rather than a correction.

