Monthly Rentals in Kaanapali

Discover long-term rentals that feel like home for stays of a month or longer.

Nearby monthly rentals

Guest favourite

An open living area features a spacious sofa and a coffee table facing a large window showcasing ocean views. A Smart TV sits within a media console. The kitchen area is partially visible, revealing a bar counter and decorative elements. Bright light streams in, enhancing the warm tones of the space.

Flat in Lahaina

4.9 out of 5 average rating, 21 reviews

Ocean & Island views, AC, resort condo w/amenities

Top guest favourite

A view of the calm ocean framed by palm trees is presented, with gentle waves lapping against the shore. The distant mountains create a serene backdrop under a clear blue sky, inviting relaxation and a connection to nature.

Apartment in Lahaina

4.95 out of 5 average rating, 148 reviews

Kaanapali Fairway Vista - Legal STR Hotel Zoned

Guest favourite

An outdoor pool is surrounded by a spacious deck featuring several lounge chairs. The clear water glistens under a sunny sky, while palm trees sway gently in the background. The pool area is enclosed for privacy, contributing to a relaxing atmosphere.

Home in Lahaina

5 out of 5 average rating, 7 reviews

Island Vibe w/Pool, near Kapalua Golf & Napili Bay

Superhost

A spacious bed is dressed with soft linens and decorative pillows, creating a comfortable sleeping area. Bedside tables with textured lamps complement the modern artwork displayed above the bed. Light filters softly through the floor-to-ceiling curtains, adding a touch of serenity.

Loft in Lahaina

4.82 out of 5 average rating, 165 reviews

Modern New Studio, King Bed, Partial Ocean Views

The comforts of home and great monthly rates

Fully furnished rentals

From peaceful mountain cabins to convenient urban apartments, these furnished rentals have all the amenities of home.

Digital nomads & travelling professionals

Comfortable accommodation for nomadic and remote working professionals with wifi and dedicated work spaces.

Delight included

Sometimes the destination is the accommodation. From cliffside cabins to tranquil houseboats, these rentals are full of unique features.

Pets welcome

Discover places to stay that accommodate pets so that you can bring your four-legged friend along.

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term holiday rentals and a single monthly payment without additional charges.*

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

Travelling professional? Find a long-term stay with high-speed wifi and dedicated working spaces.

Looking for corporate housing?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing and relocation needs.

Popular amenities for monthly rentals

Kitchen

Wifi

Pet-friendly

Laptop-friendly workspace

Free parking on premises

Corporate Housing

Destinations to explore

*Some exclusions may apply in certain geographies and for some properties.