Shopping in Kailua-Kona - Big Island
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Hawaii · Hawaii - Big Island
Kailua-Kona - Big Island
Kailua-Kona - Big Island
vacation rentals
Explore privately owned Kailua-Kona - Big Island vacation rentals, professionally managed with a destination specialist available to help you compare the options.
67 homes listed
14 beachfront
Up to 6 bedrooms
Sleeps up to 20
67Homes listed
14Beachfront
43Houses & villas
22Condos
About Kailua-Kona - Big Island vacation rentals
Choosing a vacation rental in Kailua-Kona - Big Island
Emerald Kite currently represents 67 professionally managed Kailua-Kona - Big Island vacation rentals. The collection includes houses, villas and condos, including layouts with up to 6 bedrooms, homes sleeping up to 20 guests and 14 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
67homes listed here
Your destination specialist
Call our local agents
An Emerald Kite specialist for Kailua-Kona - Big Island, 7 days a week, 9 a.m. to 10 p.m. EST.
Find the right fit
Explore Kailua-Kona - Big Island vacation rentals by size & style
Start with the space your group needs, then use the available property and experience links to narrow the collection. Each direct link opens matching Kailua-Kona - Big Island vacation rentals, with the closest bedroom and guest-capacity matches shown first.
Kailua-Kona - Big Island rentals by bedroom count
Property types and featured collections
Handpicked in Kailua-Kona - Big Island
Search all 67 homes →
Featured Kailua-Kona - Big Island vacation rentals
Compare a rotating selection of professionally managed houses, villas and condos in Kailua-Kona - Big Island. Each card shows bedrooms, bathrooms, sleeping capacity and a starting rate where one has been supplied.
Gold 
Kailua-Kona - Big Island
Beachfront Four-Bedroom Home With Spa in Kailua-Kona
From $999 / night
Around Kailua-Kona - Big Island
Ways to spend the week
Good to know
Planning your trip to Kailua-Kona - Big Island
Getting around Kailua-Kona - Big Island
Kona International Airport is the main airport (KOA), on the Island of Hawaii. Kona international serves International, mainland and interisland flights. KOA is located in West Hawaii in Keahole.
House or condo?
Of the homes represented here, 43 are houses and 22 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 Kailua-Kona - Big Island 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
Good to know
Kailua-Kona - Big Island vacation rental FAQs
Answers to common questions about choosing and booking a professionally managed stay in Kailua-Kona - Big Island.
Are these Kailua-Kona - Big Island 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.
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Need help choosing?
Tell us who is travelling and when, and a destination specialist will shortlist the homes that suit you.