Hoolei Rentals

Deluxe Ocean View villa in the top row 'A' building with unobstructed panoramic views of the ocean. Private elevator, gourmet kitchen, and outdoor BBQ. Nearby amenities include restaurants, golf courses, shopping, and white sand beaches.

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 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.

Luxury 3BR/3.5BA condo near the beach with breathtaking views. Private elevator, gourmet kitchen, lanai with BBQ, and pool with waterfall. Sleeps up to 10.

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.

Luxury 3BR villa in Hawaii's #1 resort, with ocean views, gourmet kitchen, private lanai, pool, jacuzzis, fitness center, and beach access.

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.

Luxury villa near top-rated Wailea beach with resort-style pool, fitness center, and ocean views. Gourmet kitchen, private lanai, and personal elevator.

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.

Luxury villa w/ ocean views, modern decor, spacious living, 3 ensuite bedrooms, private elevator, garage, pool, gym, and beach access in Maui.

Luxurious 3BR, 3.5BA villa in Wailea with resort oasis pool, 2 lanais, BBQ grill, AC throughout, beach gear, and walking distance to shops and restaurants.

Hoolei Villa 81-4 is a luxurious property managed by Island Property Management Maui. It has 3 bedrooms, a chef-style kitchen, and ocean views. Amenities include a pool, gym, and jacuzzis.

Luxurious 3BR villa in private gated community with breathtaking ocean views, gourmet kitchen, outdoor kitchen, 2 lanais, and resort-style pool.

Stunning ocean view villa in Hawaii's #1 resort. Top floor living area, elevator, pool table, indoor-outdoor living, 3 bedrooms, 3.5 baths, garage, beach/pool amenities, gated community.

Hoolei Villa 69-2 is a luxury vacation rental managed by Island Property Management Maui. It has ocean views, 3 bedrooms, a chef-style kitchen, and access to a gym, pool, and jacuzzi.

Luxurious Hawaiian villa voted #1 resort in Hawaii by Conde Nast Reader’s Choice Awards 2019. Private balcony with partial ocean view, personal elevator, and beach access. Features a stunning pool, fitness center, and covered kitchen pavilion.

Luxurious 3BR/3.5BA villa with resort oasis pool, fitness area, and beach gear. Fully equipped kitchen, gaming systems, and flat screen TVs. Great location in Wailea near restaurants, shopping, and golf courses.

Elegant, modern 3-bed vacation home in Wailea with stunning ocean views, outdoor patio with BBQ, high-top seating, and composite flooring. Access to 5-star pool, sauna, and waterfall. Walking distance to popular resort beaches and shops.

Hoolei Villa 21-6 is a luxurious vacation rental property managed by Island Property Management Maui. It has ocean views, 3 bedrooms, a chef-style kitchen, and outdoor lanai with a Wolf BBQ. Amenities include an award-winning pool, gym, and his and her locker rooms.

Ho'olei Villa 93-1 is a luxurious 4BR/3.5BA vacation rental property managed by Island Property Management in Wailea. It features imported designer furnishings, fine bedding and linens, and a chef-style kitchen with high-end appliances.

Luxury 3BR villa in a gated community with 24-hour security, private elevator, stunning pool, beach access, modern furnishings, and top of the line appliances.

Hoolei Villa 81-3 is a newly-remodeled vacation rental managed by Island Property Management Maui. It has ocean views, 3 bedrooms, a chef-style kitchen, and access to amenities like a pool, gym, and sauna.

Luxurious 3 bed, 3.5 bath villa in Maui voted #1 Resort in Hawaii by Conde Nast Reader’s Choice Awards 2019. Private, designer furnishings, pool, hot tub, fitness area, beach access, and parking for 2 vehicles. Fully equipped kitchen, AC, elevator, beach chairs, and towels.

Hoolei Villa 99-2: Top row unit with ocean & outer island views. 3 bedrooms, 3 baths, chef's kitchen, designer furnishings, Hoolei pool, gym & more.