Maui · Wailea
Booked with benefits you can't get direct.
This is Grand Wailea, A Waldorf Astoria Resort's actual Virtuoso amenity list — what attaches to your reservation, in writing, when you book through Travel Supreme instead of direct.

Official Waldorf Astoria photography, via the Virtuoso network.
23 official images · shown via Virtuoso media library
Seven hundred and ninety-four rooms and suites, every one recently revamped, on 40 tropical acres fronting Wailea Beach, with Hawai’i’s largest private art collection. The Wailea Canyon complex of interconnected pools has slides, a lazy river, a Tarzan swing and a swim-up bar; the adults-only Hibiscus Pool is the quiet one. Kilolani Spa is Hawai’i’s largest at 50,000 square feet, and there are seven dining venues including Humuhumunukunukuāpuaʻa.
Yes. Booking Grand Wailea through Travel Supreme, the nightly rate is identical to the resort’s own best available rate, and the reservation carries an upgrade when available, daily buffet breakfast for two, a $100 resort credit and early check-in or late check-out, confirmed in writing through the Virtuoso program.
Fly into Kahului (OGG); the resort fronts Wailea Beach. Ask us for transfer times.
Terrace View, Garden View, Lagoon Ground Floor, Ocean View and Deluxe Ocean View rooms, Wellness Rooms, the club-level Napua Garden View and Napua Ocean View rooms, and the Alii, Honua Ula, Molokini and Wailea Suites.
The resort’s exclusive, private club-level rooms and suites, with their own amenities. Ask for Napua if you want the private, club-level side of a 794-room resort.
Send us your dates. We confirm availability and the rate, attach the Virtuoso amenities in writing, and hold the room. You pay the hotel directly.
Yes. We can arrange a private chef who cooks kosher for your stay at Grand Wailea, with the food sourced and everything set up before you arrive. Tell us how you hold (glatt, cholov yisroel, pas yisroel, the hechsher you rely on) and we’ll tell you exactly what it takes.
Yes. We can arrange kosher meals delivered to your room or villa at Grand Wailea, planned around your dates so the food is there when you need it. Tell us how you hold (glatt, cholov yisroel, pas yisroel, the hechsher you rely on) and we’ll plan it around that.
Yes. Send us your list and we arrange kosher groceries and provisions to be waiting in your room or villa at Grand Wailea when you arrive. Tell us how you hold (glatt, cholov yisroel, pas yisroel, the hechsher you rely on) and we’ll plan it around that.
Where there is a minyan or Chabad nearby, we find the villa or room within walking distance for Shabbos. Where there isn’t, we tell you before you book and plan the week around it.
Yes. Before you book we check the details that matter for Shabbos at Grand Wailea: key cards and door locks, motion-sensor lights, automatic doors, elevators and stairs, and the distance to anywhere you need to walk. Whatever can be arranged with the property ahead of time, we arrange.
Yes. We plan the whole trip at Grand Wailea: rooms or villas for the family, kosher catering for the meals and the simcha itself, and the Shabbos and travel timing around it. Tell us how you hold (glatt, cholov yisroel, pas yisroel, the hechsher you rely on) and we’ll plan it around that.

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