Ever dream of spending a vacation at a place where the sky meets the sea? Kailua-Kona, Hawaii is the place you’re looking for! This scenic town is the home of former Hawaiian Royalties’ summer retreat: Hulihe‘e Palace. This historic site is now a museum and a must-visit place in the town. Explore the magnificent Kamakahonu Beach and Alula Beach where activities such as snorkeling and scuba diving will make your tropical island getaway more exciting. Moreover, it’s highly suggested to visit the Kona Farmers Market and savor the signature Kona coffee.
With so many things to do here, it would be great if you could stay longer and comprehensively explore the area. For that, scroll down for the top long-term rentals in Kailua-Kona, Hawaii, which will surely make your stay worthwhile.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, decor, availability of dates, and long-term stay rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on September 01, 2025.
1. Kona Landing (from USD 1285)
Make the most out of your Hawaiian vacation at Kono Landing. Here, you can relax while feeling the sweet ocean air and admiring the stunning views from the balcony. Moreover, the rental offers a workspace and WiFi access, perfect for those working remotely.
An outdoor dining area and a barbeque grill are available here. Kid-friendly amenities such as a high chair, toys, and books are also provided. If you opt to stay longer than 28 days, you will qualify for a discount on your accommodation fees.
Kailua-Kona, Hawaii, United StatesSuperhost
Accommodates: 5
Top guest reviews
Host:
the host is super responsiveboth hosts were extremely responsivewe loved our stay in kona and alisha was a gracious hostgreat host and great communicationLocation:
great location and cute decorgreat location close to restaurants and storesthe location is absolutely fabulouseasy access close to stores and restaurantsthis is an excellent location with parkingCleanliness:
place was clean and interiors were beautifulbeautiful immaculately clean simple yet elegant condo right in the bustling heart of konaher beautiful cozy place was clean and comfortablethis airbnb was such a nice quiet and clean stayalisha's place was very convenient and cleanRead more reviewsAmenities & Room:
the air con unit in this room wasn’t very effectivekitchen has lots of good cookware and a coffee grinder and french pressenjoyed the patio and pool toothe space was perfect for working from there are lots of laptop-friendly spaces and the wifi was goodthe open plan kitchen living and dining area are spacious and perfect for cooking and eating together
2. Spacious property with large garden (from USD 110)
Enjoy the ocean views at this cozy property set in a quiet neighborhood. Its balcony is a great spot to enjoy your morning coffee.
Furthermore, the outdoor spaces boast large gardens filled with plants, which completes the tropical island feels. A large shared pool, barbecue grill, and outdoor dining amenities are also provided here. To top it all, you’ll be entitled to a monthly discount if you stay 28 days or longer at this property.
Kailua-Kona, Hawaii, United StatesAccommodates: 4
Top guest reviews
Host:
the staff were helpful kind and courteouseveryone was very friendly and happy at the kona islander and the place is taken great care ofdennis is extremely responsive and accommodating as well as the women at the front deskdennis is so accommodating and friendlyhe was very responsive to phone and textLocation:
you’re also located within walking distance to beautiful beachesgreat farmer’s market close bywalking distance to a bunch of great restaurantsthis apartment was in the best absolute location right in the middle of konareally great location pretty much more than i expected very well explained love itCleanliness:
place was clean and tranquilthe place is clean comfortable and we'll definitely be looking to stay there again when we returnthe pool has 3 very nice and clean grills that we cooked on multiple nightsthe place was clean had everything we needed and is in a great locationRead more reviewsAmenities & Room:
the place has a great patio with an ocean view for coffee and breakfastsofa bed was quite comfortablebeautiful our breakfast on the lanai was special with such a wonderful view very blessed to stay heregreat location completely remodeled lovely ocean view from the lanai and a huge hot tub and nice swimming poolthe apartment was conveniently located had great amenities and dennis was super helpful with check in
3. The Manorhouse of Orchid Isle Manor (from USD 2112)
Orchid Isle Manor is situated on a 2 ha (5 ac) estate in the Kona Coffee Belt. It is designed to offer communal living with other guests through its shared facilities such as a kitchen, porch, and barbeque area. On the other hand, privacy is still maintained through its spacious and stylish cottages with personal bathrooms.
Some unique experiences you can enjoy here include forest bathing and swimming in the pool There are also painting, journaling, and flower mandala creation classes provided here, which are perfect for art lovers. The rental offers a discount for guests who stay here longer than a month.
Holualoa, Hawaii, United StatesAccommodates: 12
Top guest reviews
Host:
the host was friendly and easy to communicate withRead more reviewsCleanliness:
it was clean with a nice area on the main floor for us all to be together
4. Romantic rental with a backyard (from USD 2196)
Enjoy the rustic charm of this private rental perfect for couples looking for a relaxing vacation in Kailua-Kona.
The spacious backyard is perfect for an evening date or barbeque cookout. Staying here for more than 28 days will qualify guests for a monthly discount.
Kailua-Kona, Hawaii, United StatesAccommodates: 2
Top guest reviews
Host:
gary was a great hostgary and barbara are fantastic hostsgary is a friendly host as wellstupendous accommodations and a superb hostthanks for being a great hostLocation:
great location in a nice neighborhoodsuperb locationlocation: this airbnb is located in a beautiful and serene neighborhoodit was the perfect locationthis is a great location that is close to downtown kailua-konaCleanliness:
the house is clean and has everything you needgary’s place was clean and neat and everything we needed was right thereclean great location and very comfortableclean close to everything in kona and easy check in processRead more reviewsAmenities & Room:
all equipments are functioning and working oven coffee machine fridge fan etccomfortable bed and lots of linens and pillowswifi was strong and consistent gary also provides multiple informative kona resource guidebooks and magazineswe were so comfortable and had everything we needed for the perfect timethis one bedroom efficiency apartment is perfect for two people and not crowded
5. Well-lit guesthouse with free parking (from USD 229)
Perched 700 ft (213.4 m) above sea level, this cozy guesthouse is perfect if you’re looking for a quiet place. It boasts large bedrooms and bathrooms.
Free parking is provided on the property. A monthly discount is offered for guests staying here for more than 28 days.
Kailua-Kona, Hawaii, United StatesAccommodates: 6
Top guest reviews
Host:
kelly was a great host making sure we got to the guesthouse easilythe host was very helpful and responded to questions right awaykelly communicated all the details along the way and was very friendly towards uskelly is a great host and if it would let me give more than 5 stars i wouldLocation:
the downtown area is super close and only 20 mins away from the airportbeing in a central location was therefore very helpfullocation was nice and quieta beautiful and spacious property in a perfect location close to kona downtownvery big place- great location and it was easy to findCleanliness:
place was nice and cleanthe studios are well equipped clean have ample of space and big bathroomsRead more reviewsAmenities & Room:
all in all perfect for having breakfast or a simple lunch/dinner
6. Ocean View Escape (from USD 524)
This modern apartment doesn’t only offer you a great location to stay but also provides incredible mountain and ocean views through its balcony.
Plunge yourself into the pool while your significant other prepares dinner using the grill. Additionally, beach chairs and towels are also provided. A monthly discount is provided for guests staying here.
Kailua-Kona, Hawaii, United StatesAccommodates: 4
Top guest reviews
Host:
the hosts were quick to respond to questions & super friendly as wellattentive friendly responsive hoststhe host was very responsive when we needed somethingnathaniel is an excellent host and i highly recommend staying herehe was easy to get in touch with and was extremely helpfulLocation:
great place close to townawesome location and super placethe location was perfectgreat location within walking distance to restaurants and the farmers marketgreat location-walking distance to restaurants and night lifeCleanliness:
a clean tidy place well looked afterit is clean and the appliances are newvery clean space and communicative hostnathaniel was a great communicator and the unit was cleanclean comfortable with a great locationRead more reviewsAmenities & Room:
great view and there’s a little pool great for the kidsthe view is spectacular the bed is super comfy & it was very cleanthis is a comfortable well-located spot with a great view and everything a person could need from a rentalwe had a comfortable stay there
7. Elegant cottage with a private backyard
This rental is good enough to accommodate up to two guests. Valuing your privacy, a private entrance is provided. A private backyard is available here, convenient if you desire some fresh air.
Additionally, staying here for more than 28 days will guarantee you a discount on the rent.
Kailua-Kona, Hawaii, United StatesAccommodates: 2
Top guest reviews
Host:
kevin is an amazing hostkevin was a great hostkevin is a great hostkevin is a great hostthe host is super nice personLocation:
house is situated in a quiet and peaceful areagreat place to stay; close to downtown affordable cleankevin was very pleasant and the location was very close to the downtown areagreat place and convenient location enjoyed my staythe place is well kept and a great locationCleanliness:
the room was clean and privatekevin's place was very clean and cozyit was clean and had everything we neededvery welcoming and clean spacious and comfortableplace was clean and was perfect for our week stayRead more reviewsAmenities & Room:
the a/c was the best we had on our entire hawaiian vacationwe just had the ceiling fan on during the night and it was very comfortablevery friendly and took the time to show and explain us the apartmentprivate space bedroom and bathroom and entrance which i likednice selection of tv channels too including sports channels
8. Modern property with beach access
Make yourself feel at home in this three-story property with a simple yet elegant ambiance. Each of its private suites is equipped with basic amenities and facilities, including a workspace, air-conditioning, and WiFi.
Whenever you need to unwind outside, head out for a walk and visit the nearby museums, restaurants, churches, and beaches. You’ll be granted a monthly discount if you choose to reserve a unit longer than 28 days.
Kailua-Kona, Hawaii, United StatesAccommodates: 3
Top guest reviews
Host:
ali kim and naomi were helpful when needed and wonderful and friendly to talk toLocation:
super close to food shopping & a beach perfectioneasy walk to restaurants and shopsfirst the location of the unit is very goodgreat place to stay on the sunny side of hawai’iRead more reviewsAmenities & Room:
the building is new and modern very clean with all the amenities for a comfortable stay
Perfect island getaway at Kailua-Kona
Living in Kailua-Kona is a dream come true, so finding the perfect accommodation is necessary. This gorgeous town with pristine white sandy beaches and turquoise waters is the ideal place for a fun vacation. Enjoy great deals on long-term stays at any of the above rentals.
History
Get Trip101 in your inbox
Unsubscribe in one click. See our Privacy Policy for more information on how we use your data