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 Ocean View Villa $1475/nt (avg.) Location: Hoolei, Wailea Bedrooms: 3 - KQX (sleeps 10) 5 (173 reviews) Luxurious 3 bed, 3.5 bath townhome at Hoolei Wailea Beach with private elevator, ocean views, BBQ area, entertainment system, and resort amenities.
Maui Breeze Retreat at Ho'olei $1958/nt (avg.) Location: Hoolei, Wailea Bedrooms: 3 - KKQ (sleeps 8) 5 (152 reviews) Maui Breeze Retreat at Ho'olei is a luxurious 3 bedroom, 3.5 bath townhome with stunning Pacific Ocean views. Amenities include a swimming pool, hot tubs, sauna, fitness facility, private elevator, and gourmet kitchen.
Ho'olei Villa Rental $1363/nt (avg.) Location: Hoolei, Wailea Bedrooms: 3 - KFK (sleeps 8) 5 (64 reviews) Luxury ocean-view villa on Maui, 3rd row at Ho'olei, with 3 bedrooms, ensuite configurations, private elevator, garage, Wolf grill, and Ho'olei pool access.
Ho'olei 23-1, L1 $1499/nt (avg.) Location: Hoolei, Wailea Bedrooms: 3 - KQK (sleeps 8) 5 (63 reviews) 2-level villa at Ho'olei Resort on Maui with stunning ocean views, 3 en-suite bedrooms, large gourmet kitchen, fully furnished lanais, and pool access. Walkable to the beach and shops at Wailea.

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