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 April 13, 2024.
1. Kona Landing (from USD 282)
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.
Top guest reviews
Amenities & 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 togetherCleanliness:
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 cleanHost:
the host is super responsiveboth hosts were extremely responsivewe loved our stay in kona and alisha was a gracious hostgreat host and great communicationRead more reviewsLocation:
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 parking
Superhost
2. Spacious property with large garden (from USD 198)
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.
Top guest reviews
Amenities & 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 inCleanliness:
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 locationHost:
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 textRead more reviewsLocation:
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 it
3. The Manorhouse of Orchid Isle Manor
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
Cleanliness:
it was clean with a nice area on the main floor for us all to be togetherRead more reviewsHost:
the host was friendly and easy to communicate with
4. Elegant cottage with a private backyard (from USD 197)
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.
Top guest reviews
Amenities & 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 channelsCleanliness:
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 stayHost:
kevin is an amazing hostkevin was a great hostkevin is a great hostkevin is a great hostthe host is super nice personRead more reviewsLocation:
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 location
5. 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.
Top guest reviews
Amenities & Room:
the building is new and modern very clean with all the amenities for a comfortable stayHost:
ali kim and naomi were helpful when needed and wonderful and friendly to talk toRead more reviewsLocation:
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’i
6. Romantic rental with a backyard (from USD 99)
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.
Top guest reviews
Amenities & 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 crowdedCleanliness:
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 processHost:
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 hostRead more reviewsLocation:
superb locationgreat location in a nice neighborhoodlocation: this airbnb is located in a beautiful and serene neighborhoodit was the perfect locationthis is a great location that is close to downtown kailua-kona
7. Well-lit guesthouse with free parking (from USD 299)
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.
Top guest reviews
Amenities & Room:
all in all perfect for having breakfast or a simple lunch/dinnerCleanliness:
place was nice and cleanthe studios are well equipped clean have ample of space and big bathroomsHost:
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 wouldRead more reviewsLocation:
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 find
8. Ocean View Escape (from USD 197)
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.
Top guest reviews
Amenities & 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 thereCleanliness:
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 locationHost:
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 helpfulRead more reviewsLocation:
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 life
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.
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