Hoolei Rentals

Wailea, Maui 4.93 (1,246 reviews)25 rentals3BR avg $1,433 /night, taxes & fees incl.

HawaiiGaga Insider Tips

Choosing a unit at Hoolei

For a quieter lanai, choose a villa away from the road-facing perimeter; see our condo guide page for an aerial view and building numbers.
For views versus easier walking, choose higher hillside villas for ocean glimpses, or entrance-area garden-view villas for shorter pool and beach walks; the return uphill can be steep.
For Grand Wailea pool access, confirm your rental includes resort privileges; independent Ho'olei bookings may exclude hotel pools and Ho'olei pool towels.

From our analysis of 424 guest reviews since October 2023.

Table Map


Ho'olei Villa 12-1, S1 $1623/nt (avg.) Location: Hoolei, Wailea Bedrooms: 4 - KXKQ (sleeps 8) 4.9 (114 reviews) Newly renovated townhouse-style villa with 4 private bedrooms, 3.5 bathrooms, vaulted ceilings, Italian cabinetry, and a secure garage. Closest to the pool and beach, with a semi-private backyard. Features a 5-star pool, sauna, and waterfall.

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