5 days
Family & water days
Built around the pools, the beach and easy island wins.
All stays
Resort#3 of 18 resorts in Wailea
Grand Wailea, A Waldorf Astoria Resort
Oceanfront all-inclusive with the island's best pools.
About this stay
Wailea is the calm, polished side of Maui — manicured grounds, a golden crescent beach and reliably gentle surf. The Grand Wailea sits right on it: forty acres of gardens, waterfalls and nine connected pools that wind toward the sea. Days drift between the water and the sand; evenings are warm, salt-tinged and unhurried. It's a resort that does scale without ever feeling hurried — easy with kids, indulgent for adults, and never more than a few steps from the ocean.
- Nine connected pools plus a dedicated kids' water-slide canyon
- Half a mile of golden Wailea Beach, calm enough for young swimmers
- Adults-only Spa Grande — the largest spa in Hawaii
- Five on-site restaurants, including oceanfront Humuhumu
Good to know
Sleeps
Up to 4
Property type
Resort
Amenities
Water & beach
- Private pool
- Water Sports
Family
- Babysitting
- Connecting Rooms
- Cribs Available
- Kids club
Dining
- 24h Room Service
- Oceanfront Dining
- On-Site Restaurant
- Poolside Bar
Wellness
- Fitness Center
- spa
- Yoga
Practical
- Airport Transfers
- Concierge
- EV Charging
- Free WiFi
- Valet Parking
Setting
- Beach Access
- Lazy river
Rooms & suites
Sample itineraries
Two ways your advisor might shape the trip — open one for the full day-by-day and where to eat.
4 days
Adults' slow escape
Spa mornings, long lunches and sunset tables.
What guests say
4.6
Wonderful
4,870 reviews · Tripadvisor
★★★★★
The pools alone are worth it
“Our kids (6 and 9) genuinely did not want to leave the water-slide pool. We barely left the property — the beach is calm, the loungers are plentiful, and the staff remembered our names by day two.”
Marisa T.
Family · 7 nights · via Tripadvisor
★★★★★
Honest take from a Reddit thread
“Spa Grande was the highlight of our anniversary trip. Dinner at Humuhumu over the lagoon at sunset is something we're still talking about. Worth every penny — but book the cabanas the moment you check in.”
u/Maui_Bound_2026
Couple · 5 nights · via Reddit
★★★★☆
Beautiful, but book dining early
“Stunning grounds and a fantastic kids' club. Only note: restaurants fill up fast, so reserve your tables when you check in. Garden-view room was spacious and quiet.”
David & Anne
Family · 6 nights · via Google
Where you’ll be
On Wailea's golden beachfront in South Maui — sunny, sheltered and 35 minutes from Kahului Airport (OGG). Wailea's restaurants, golf and the shops at Wailea Village are a short stroll or shuttle away.
Wailea Beach
Beach
On-site
Shops at Wailea
Dining & shopping
8 min walk
Wailea Golf Club
Golf
5 min drive
Molokini Crater
Snorkeling
Boat tour
Kahului Airport (OGG)
Airport
35 min drive