Only nine hotels in Waikīkī sit truly on the sand; from Hilton Hawaiian Village to Kaimana Beach Hotel, the list reveals a mix of fee simple and leasehold ownership that shapes some of the most valuable shoreline real estate in Hawaiʻi.
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Only nine hotels in Waikīkī sit truly on the sand; from Hilton Hawaiian Village to Kaimana Beach Hotel, the list reveals a mix of fee simple and leasehold ownership that shapes some of the most valuable shoreline real estate in Hawaiʻi.
Kamehameha Schools shocked the market by selling the 10.3 acres beneath the Royal Hawaiian Hotel to Japan’s Daisho Co. for $510M, an unprecedented shift in Waikīkī land ownership with deep cultural, financial, and historic implications.
KSL Capital Partners refinanced Outrigger Reef Waikiki Beach Resort and Sheraton Kauaʻi Coconut Beach Resort for $480M, pulling out $148M in equity while keeping full ownership, signaling continued hold, not an exit, even eight years into the Outrigger acquisition.
Castle Resorts & Hotels is taking over the Waikīkī Circle Hotel on Nov. 1, its first new operator in 30+ years, with CEO Matt Bailey promising to elevate the iconic 1960s landmark while keeping it locally run.
Michael Dell just paid $400M for the land under Four Seasons Hualālai, marking one of Hawaiʻi’s biggest land plays and a rare sale by Kamehameha Schools.
PBN’s report on the $23M Oasis Hotel Waikīkī sale missed the real story, it was a land deal, not a full hotel buy. Hawaiʻi hotels are complicated!
Waikīkī just saw its biggest land sale in years as the Steiner family sold the ground beneath the Hyatt Regency for $215M, highlighting Hawaiʻi’s unique world of leasehold hotel real estate.
Hilton Grand Vacations’ new 32-story Ka Haku tower has topped off on the former King’s Village site, bringing 205 timeshare units to Waikīkī next summer, minus the Elvis statue, but likely not the clipboard-wielding ambassadors.
Romer Waikīkī has ended its adults-only policy, opening doors to all ages to boost demand, while keeping its stylish, “good neighbor” vibe and popular Lei Stand bar intact.
Hotel Molokaʻi has been sold to Molokaʻi Hotel Group, giving the new owner 51 keys and all common areas. Visitor demand remains modest, with 2024 averaging 468 visitors per day and June 2025 posting a $178 ADR and 48.5% occupancy.

