Honolulu

Waimanalo Mega-Compound Near Obama Beach Hideaway Hits Market At $24.9M

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Published on December 02, 2025
Waimanalo Mega-Compound Near Obama Beach Hideaway Hits Market At $24.9MSource: Wikipedia/Jim Harper, CC BY-SA 1.0, via Wikimedia Commons

A two-lot oceanfront compound on Waimanalo's Pahonu Beach, a quick cruise from the beachfront property long linked to former President Barack Obama, has landed on the market with a $24.9 million price tag. The gated spread pairs a recently finished main house with separate guest quarters, a cottage and a studio across nearly an acre of shoreline, putting it firmly in trophy-home territory on windward Oʻahu.

What's for sale

The property, listed at 41-471 Kalanianaʻole Highway, sits on roughly 0.92 acres with about 152 linear feet of ocean frontage, according to the broker page on Compass. The listing shows approximately 7,701 square feet of roofed living area across a main house, guest house, cottage and studio, with 10 bedrooms and 8.5 bathrooms, and notes the main house was completed in 2022. The property is carried on HiCentral MLS and is being marketed by Caron B. Realty's Caron Davis.

How it stacks up

As reported by Pacific Business News, the $24.9 million ask is roughly three times the neighborhood's previous sales high. That earlier benchmark traces to a 2015 $8.7 million purchase of a neighboring beachfront parcel by Chicago businessman Marty Nesbitt, a sale that local reporting linked to the Obamas, as documented by the Honolulu Star-Advertiser. That history helps explain why any trophy listing along this stretch of sand tends to draw extra eyes.

Market context

The listing dwarfs typical Waimanalo transactions. Neighborhood data recently put the median single-family sale price around $1.39 million, which underscores how this is a one-off, high-end offering rather than anything close to standard local inventory. Local brokers say properties with significant private shoreline rarely trade, and when they do they pull in a national buyer pool.

What’s next

The parcel is being marketed across multiple broker platforms and is expected to attract out-of-area bidders given its size, privacy and headline-grabbing price. Redevelopment and shoreline protections have been a recurring flashpoint nearby, and prior projects on adjacent parcels drew scrutiny from conservation groups and regulators, an issue outlined in reporting by ProPublica.