Maui Extended Stays & Furnished Monthly Rentals

If you’re coming to Maui for more than a quick vacation, some of my homes are especially comfortable for a longer stay. They’re furnished, practical for everyday living and a great fit whether you’re here for a project, visiting family, relocating, traveling for work or simply want more time on island.

Several of my current extended-stay homes are conveniently located in Central Maui, close to Kahului Airport, with the kitchens, laundry and everyday comforts that make a longer stay feel more like home.

Homes for Longer Stays

Browse furnished Maui homes that offer the space, everyday conveniences and comfort that can make a longer visit easier.

Wailea 3BR Villa
Wailea-Makena

Wailea 3BR Villa

3 bedrooms · 2 bathrooms · Sleeps 8
Authentic 3BR Duplex
Wailuku

Authentic 3BR Duplex

3 bedrooms · Sleeps 8 · Ground floor
Modern 3BR Home
Wailuku

Modern 3BR Home

3 bedrooms · Sleeps 8 · Upstairs
Work-Friendly 2BR
Wailuku

Work-Friendly 2BR

2 bedrooms · 2 bathrooms · Sleeps 8
Historic 2BR Condo
Wailuku

Historic 2BR Condo

2 bedrooms · 2 bathrooms · Sleeps 6
Cozy Studio Near OGG
Wailuku

Cozy Studio Near OGG

Studio · 1 bathroom · Sleeps 2

What counts as an extended stay

An extended stay is a booking of thirty nights or more. It suits people who need a real home base rather than a hotel room: a full kitchen, a washer and dryer, room to work and a neighborhood to live in. Stays of 180 consecutive days or longer are exempt from Hawaii’s transient accommodations tax, which makes a longer commitment noticeably more economical.

Set up for everyday life

Every home comes furnished and equipped for day-to-day living. Here is how they compare at a glance:

HomeAreaBedroomsSleepsHighlights
Wailea 3BR VillaWailea-Makena38Washer & dryer, Ocean views
Authentic 3BR DuplexWailuku38Ground floor, Rebuilt 2025, Washer & dryer
Modern 3BR HomeWailuku38Upstairs, Rebuilt 2025, Washer & dryer
Work-Friendly 2BRWailuku28Air conditioning, Washer & dryer
Historic 2BR CondoWailuku26Washer & dryer, 10 min to OGG
Cozy Studio Near OGGWailukuStudio2Air conditioning, 10 min to OGG

Who stays longer with us

Travelling healthcare professionals working at Maui Memorial Medical Center, which is minutes from the Wailuku homes. Families visiting relatives or waiting for a home to be ready. Professionals on island for a project. Remote workers who want a month of Maui with a proper desk and reliable everyday conveniences. And returning visitors who simply want more time here than a week allows.

Monthly rates and how to ask

Longer stays are priced differently from nightly vacation bookings. Tell me your dates, how many people are coming and what you need from the home, and I’ll point you to the right fit and the best rate I can offer for the length of your stay.

Planning a longer visit?

Tell me when you’re coming and what you need, and I’ll point you to the home that fits best.

Ask Cindy