Kaanapali - Maui vacation rentals
Hawaii · Maui

Kaanapali - Maui
vacation rentals

Explore privately owned Kaanapali - Maui vacation rentals, professionally managed with a destination specialist available to help you compare the options.

433 homes listed 356 beachfront Up to 11 bedrooms Sleeps up to 28
433Homes listed
356Beachfront
23Houses & villas
415Condos
About Kaanapali - Maui vacation rentals

Choosing a vacation rental in Kaanapali - Maui

Emerald Kite currently represents 433 professionally managed Kaanapali - Maui vacation rentals. The collection includes houses, villas and condos, including layouts with up to 11 bedrooms, homes sleeping up to 28 guests and 356 beachfront options. Each property is privately owned and represented by an established property-management company responsible for guest support during the stay.

Beachfront Villas & houses Condos
433homes listed here
Your destination specialist

Call our local agents

An Emerald Kite specialist for Kaanapali - Maui, 7 days a week, 9 a.m. to 10 p.m. EST.

Handpicked in Kaanapali - Maui

Featured Kaanapali - Maui vacation rentals

Compare a rotating selection of professionally managed houses, villas and condos in Kaanapali - Maui. Each card shows bedrooms, bathrooms, sleeping capacity and a starting rate where one has been supplied.

Search all 433 homes →
Around Kaanapali - Maui

Ways to spend the week

Eating in Kaanapali - Maui

Kaanapali attracts well-heeled, well-travelled visitors and our fine restaurants will not disappoint them.

Shopping in Kaanapali - Maui

Kaanapali is famous Front street offers a host of bustling local stores that make shopping a total pleasure.

Good to know

Planning your trip to Kaanapali - Maui

House or condo?

Of the homes represented here, 23 are houses and 415 are condos. A private house may offer more outdoor space and separation between generations; a condo may offer a convenient position or shared amenities.

Why book with us

Booking Kaanapali - Maui with Emerald Kite

Every home on this page is privately owned and represented by an established property-management company, with a destination specialist available to help you compare the options.

  • Privately owned homes, each represented by an established management company
  • Vetted on location, quality, amenities and the manager’s responsiveness — and removed if that slips
  • A destination specialist helps compare the homes that fit your trip
  • Payment, cancellation and check-in terms supplied before you book
  • Villa Specialists available by phone
  • A complimentary concierge service for dining, activities and directions
How we work
Guest stories

What guests wrote after staying in Kaanapali - Maui

Unedited notes sent to the Emerald Kite team after their stay.

“My family and I have nothing but amazing things to say about our experience at the Host place. Everything was as described and was the perfect place for a large family to have a peaceful and relaxing vacation. Steve Calgary, Canada”

Kaanapali - MauiJune 2024

“Cannot say enough about this place! Amazing. Our party of 10 had such a great time and we will be talking about this vacation forever! Denise”

Kaanapali - MauiJanuary 2024

“My family and I have been in contact with JoJo over the past month or so regarding our four generation vacation to Maui. JoJo was an absolute pleasure to work with! He was diligent in finding great options for our vacation, patient as we dealt with a family...”

Kaanapali - MauiDecember 2018
Good to know

Kaanapali - Maui vacation rental FAQs

Answers to common questions about choosing and booking a professionally managed stay in Kaanapali - Maui.

Are these Kaanapali - Maui homes professionally managed?

Yes. Every home is privately owned but represented by an established property-management company responsible for cleaning, maintenance and guest support during your stay. Before a property joins the portfolio it is assessed on location, the quality of the accommodation, access to amenities and the reputation and responsiveness of the management company, and it is removed if it stops meeting that standard.

Can we bring a dog?

It varies by property rather than by destination. Ask your agent to identify homes that currently accept pets, then confirm the type, number and size limits before booking. Property rules, including smoking policies, are supplied for the individual home.

How is my payment protected?

Payment schedules, cancellation terms and any protections vary by property manager and destination. Your agent will identify the contracting property manager and provide the applicable rental agreement and payment terms for review before you book.

What do Platinum, Gold and Silver mean on a listing?

They are our own rankings and they describe the interior furnishings only - not the price, the view or the location. A Platinum or Gold home can cost less than a Silver one in a better position. Rankings move up when a home is upgraded and down when it has not been refreshed in a while.

How much does a rental cost, and when do we check in?

Where a manager has supplied a starting rate you will see it on the listing; where they have not, rates are quoted on request because they change with season and length of stay. Check-in and checkout times vary by property and manager, and your agent will confirm both for the home you choose.

Need help choosing?

Tell us who is travelling and when, and a destination specialist will shortlist the homes that suit you.

Talk with a Villa Specialist

When should we call you?

Share a few details and an Emerald Kite specialist will call you now or in five minutes.

If you provide a mobile number, you consent to receive messages about your vacation planning. Carrier rates may apply; you can opt out at any time.

Security check loads when this window opens.

Requests after 10 p.m. Eastern Time will be returned the next day.

Having trouble? Use the full Contact page.