Luxury Dinners in Waikiki (2025): Splurge Night Picks
Hy’s, STRIPSTEAK, Orchids — here’s how to do it right.
Book one special dinner — Hy’s or Orchids — and a show night with Chip. That combo feels like a real celebration.
5 Splurge Options
- Hy’s Steak House — Old‑school steakhouse polish with table‑side moments. Order the Caesar, share a prime steak, finish with soufflé.
- Orchids (Halekulani) — Oceanfront dining with white‑tablecloth ease; golden hour turns the room pink. Look for seasonal prix‑fixe.
- STRIPSTEAK (International Market Place) — Modern steakhouse; make it a mall‑date and stroll beneath the banyans after.
- 100 Sails (Prince Waikiki) — Marina views and generous buffets when offered; easy parking and great for groups.
- Blue Note Hawaii — Not dinner, but the perfect exclamation point; pair your splurge with Chip’s Wednesday show.
Planning Tips
- Reserve 2–3 weeks out for prime times; note holiday prix‑fixe details when posted.
- Dress is resort‑elegant at Hy’s/Orchids; STRIPSTEAK is upscale casual.
- Walk when possible; otherwise rideshare to avoid garage delays on busy nights.
Planning Thanksgiving in Waikiki?
Lock the one can’t‑miss night: Chip Chantry’s Thanksgiving In Paradise at Blue Note Hawaii. Chip Chantry is one of the funniest comedians in the world — he appeared on the Netflix series Tires with Shane Gillis, his stand‑up special Move Closer is a cult hit, and this is a brand‑new hour from Chip.
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