Located on the west coast of Hawaii Island, Kailua-Kona is a lovely travel destination known for its wonderful tropical climate and stunning coastline. Nature lovers can explore ancient rock art and sea turtles at Kaloko-Honokohau National Historical Park. If you wish to learn about the history of the place, you can visit Hulihe’e Palace and check out its wide collection of artifacts. Outdoor enthusiasts can indulge in a nature hike at Hualalai. Other top attractions include Moku’aikaua Church, which is the oldest Christian church in Hawaii. Scroll down for a list of the best vacation rentals with private pool in Kailua-Kona, Hawaii.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to private pool. The image galleries get refreshed with the latest updates regularly. They were last updated on October 26, 2025.
1. Breathtaking oceanfront home with a hot tub (from USD 4672)
Nestled only an arm’s stretch away from the ocean, this stunning Airbnb vacation rental in Kona is an ideal choice for your most awaited Hawaiian getaway. It boasts a gorgeous compound with a wrap-around driveway and a water feature.
When the afternoon temperatures start rising, you can enjoy refreshing laps in the lovely outdoor pool with sweeping views of the ocean. There is a hot tub right next to the pool where you can unwind at night while admiring the star-speckled sky. You can also get a suntan while relaxing on one of the poolside sun loungers.
Kailua-Kona, Hawaii, United StatesSuperhost
Accommodates: 10
Top guest reviews
Read more reviewsLocation:
a walking distance to a sand beach with a good spot for surfing just around the corner
2. Kini Kini Pua (from USD 2022)
Stay in this adorable paradise with beautiful décor throughout the place during your Kailua-Kona getaway. The living room is bright and spacious, offering a peaceful ambiance for relaxing. There is a nice family room furnished with a cozy sofa and a large flat-screen TV.
This house rental with a pool in Kona boasts a sleek kitchen with up-to-date appliances. Guests can enjoy al fresco dining on the tiled porch. You’ll have access to a solar-heated outdoor pool with pool stairs and pool deck seating. It is open throughout the year.
Kailua-Kona, Hawaii, United StatesAccommodates: 4
Top guest reviews
Host:
richard was the perfect host and had fast responses to any questions that we hadhe was a fantastic host he was very responsive and answered any questions we hadtop notch house and excellent hostthe owner communicates timely professionally and quick is very easy to work withit truly made our trip special and richard was a great hostLocation:
it’s located in a very nice quiet neighborhood yet it is close to restaurants and shoppingthe house is conveniently located 15 minutes from the airport in a very quiet and safe neighborhoodthe location is also great - 20 minutes from beaches 10 minutes from the city centerthe neighborhood was quiet and within a few minutes of many great restaurants and activitiesthis is a very well maintained home in an excellent location on the big islandCleanliness:
clean super comfortable and well decoratedthe beds are amazing and cleansuper clean and the champagne was a nice touchrichards’s house was amazing very clean decorated beautifullygreat place so clean and the outside space wasso niceRead more reviewsAmenities & Room:
it was like showering in a jungle hideawaythe pool was perfect and the view of downtown kona in the evenings was superbrichard's place was wonderful the outdoor gardens pool and patio were meticulously maintained and beautifulbeds were very comfortablethere is all beach and swimming pool gear along with a nice new pack and play
3. Pet-friendly home with internet (from USD 6065)
Indulge in a wonderful tropical vibe when you book accommodation in this fabulous home with awe-striking ocean views. Enjoy romantic sunsets as you sip wine while relaxing on the chairs in the backyard. The circular outdoor pool ensures that you get to feast your eyes on sweeping ocean vistas while you swim.
With five bedrooms plus three-and-a-half bathrooms, this home can easily host twelve people. It is pet-friendly and features free wireless internet connectivity and free on-site parking.
Kailua-Kona, Hawaii, United StatesAccommodates: 12
Top guest reviews
Host:
our hosts were very communicative and responsiveLocation:
great location just minutes from the beach/anything you needa beautiful house in an incredible locationbeautiful home in a beautiful locationbreathtaking views and amazing locationthis is a great place for a large familyRead more reviewsAmenities & Room:
the air conditioning was really nice for the eveningsbeautiful home perfect for large groups we really enjoyed the pool and views from the back yardthe house the view and the pool are great we loved watching the sunset each evening while swimmingthe pool has a beautiful view of the ocean it is a great place to spend time
4. Hale Pahukoa (from USD 461)
Enjoy a thrilling water adventure in Kailua-Kona when you spend your holiday in this romantic home located a few yards from the beach. From here, you’ll be within a walking distance to attractions, such as Kailua Pier, restaurants, and shopping outlets.
It has an elegant outdoor pool with stunning ocean views. Poolside loungers are provided, so you can have a suntan before you take a refreshing dip in the pool. If you don’t want to dive, you can use the pool stairs to get into the pool.
Kailua-Kona, Hawaii, United StatesAccommodates: 8
Top guest reviews
Location:
very good price for the locationwe loved staying at this house it was the perfect location for our tripRead more reviewsAmenities & Room:
the pool was amazing and the included floaties were a nice touchbeds were very comfortablebesides who needs ac when you have a pool hosts were very communicative professional and kind
5. Chic guesthouse close to the airport
Looking for a place to stay that’s near the airport and Kailua town? You can rent this guesthouse, which is a great option. It has one bedroom and a bathroom, making it perfect for couples and solo adventurers. There is a fully functional kitchen for those who prefer to eat home-made meals. The house comes with a 55-inch TV to keep you entertained and free WiFi to keep you connected.
There’s an oversized outdoor pool where you can enjoy refreshing laps during the day.
Accommodates: 2
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 14 days before check-in.
Top guest reviews
Host:
great hosts great directionshost was very friendlythe host was very accommodating and pleasantvery welcoming owners feels like homeowners very friendly and helpfulLocation:
the location was very goodconvenient super close to everythingcute place nice people close to townit was in a great locationtheir place was convenient to our point of interest 10-15 minsCleanliness:
it was clean and cozythe rooms were clean and comfortablerooms were clean and cutethis place was beautiful clean and peacefulthe room was clean tastefully decorated and safeRead more reviewsAmenities & Room:
location is great it’s comfortable and has a beautiful backyard view of the oceanthe room featured a queen bed and large bathroom with an adjacent room with entertainment area and kitchen
6. Splendid home in a gated community
Enjoy peace and tranquility in this magnificent Vrbo vacation rental nestled in a gated community in Kailua-Kona. There’s a cozy gazebo where you can have your breakfast as you admire dolphins playing on the shore.
Guests will have unfettered access to a private beach with hammocks, a saltwater pool, and a swimming lagoon that’s connected to the open sea. There are sun loungers and a sandpit in the pool area that will give you ultimate beach vibes.
Kailua Kona, Hawaii, United States
Top guest reviews
Host:
security was very helpful with parking and directionsLocation:
sunset from this location is amazing toogood location on the islandit was a beautiful and well located home close to town but felt far away from everythingperfect location and very nice house to stay invery happy with the house and locationCleanliness:
the house is very spacious and generous in space 8 adults had plenty of roomRead more reviewsAmenities & Room:
beds are comfortable and there was plenty of space for our extended family of 9
7. Amazing vacation home best for families
Families will enjoy a memorable holiday in this amazing vacation home. Featuring an outdoor pool, the property allows you to have fun swimming and sunbathing while on a vacation. It comes with two covered lanais where you can hang out and dine al fresco.
Going inside the house, a spacious living area will greet you. It has comfy sofas and a flat-screen TV, so everyone can watch movies together. Just a few steps away is the fully equipped kitchen. Make use of modern appliances to prepare your meals or you can use the grill outdoors to cook barbecues and kebabs.
Kailua-Kona, Hawaii, United States
Top guest reviews
Host:
rachel was super responsive when we had questionsrachel is wonderful and very responsivecommunication with the owner was easy and quickwe will go back loved this trip thanks to the wonderful hostLocation:
the location is great convenient yet in a quiet neighborhoodRead more reviewsAmenities & Room:
there is definitely plenty of room in this house for multiple familiesthe kitchen is huge and had everything we needed to cook multiple meals
8. Beautiful home with nature views
Enjoy stunning views of Kona’s coast when you book a stay in this beautiful home. It boasts a lap pool that sits by the edge of the property, offering 180-degree nature views. There is also a covered lanai with outdoor furniture beside the pool for you to relax after swimming. In case you get hungry while having fun outdoors, you can cook tasty meat at the barbecue area.
Additionally, the property has a kitchen that lets you prepare delicious home-cooked meals and its roomy living area is cozy enough for a late-night movie marathon.
Holualoa, Hawaii, United States
Top guest reviews
Host:
one of a kind property nestled above konaLocation:
this was such a great place to unwindRead more reviewsAmenities & Room:
a comfortable house with a wonderful view of the oceanand birds would come to the pool for a drink of fresh water
9. Romantic paradise with a fire pit
Tucked away in an exclusive area, this is a gorgeous house that offers incredible ocean views. It comes with a private heated saltwater infinity pool where guests cool down from the scorching sun. The volcano fire pit is also a welcome addition to the pool area during a cozy night swim. During your free time, you can teach your kids golfing skills on the golf course within 20 minutes from the property.
The interior of the rental is beautifully decorated and furnished with top-notch amenities.
Kona, Hawaii, United States
Top guest reviews
Host:
great information from the ownersthe owners have taken care of every detail leaving you wanting for nothingthanks to shannon who was readily available (although we didn't need much) and quite accommodating for our requestsoutstanding attention to detail and communication from the ownerLocation:
a great central location from which to plan day tripscollessie was a great place to spend a week with the familyclean everything works views are grand and close to townRead more reviewsAmenities & Room:
badminton and a few pools toys were fun to haveloved the house and the gorgeous views from the poolenjoyed the home view poolthe pool is very private and sunny with flotation devices designed to enhance relaxationwe loved that the pool is salt water soft to the touch a nice change from chlorinated pools
10. Beachfront home with a fully equipped kitchen
Wake up to the sound of rolling waves crashing on the shore when you stay at this wonderful rental set a few steps from the beach. It comes with three bedrooms that can sleep up to eight guests, making it perfect for family vacations. The property comes with a beautiful backyard with a barbecue grill, a swimming pool, and sun loungers.
Guests can play pool table on the covered porch as they watch kids splash water in the pool. The kitchen is spacious and fitted with marble countertops.
Kailua Kona, Hawaii, United States
Top guest reviews
Host:
rating details: the property manager was very helpfulrating details: the property manager was very helpfulrating details: the property manager was very helpfulrating details: the property manager was very helpfulrating details: the property manager was very helpfulLocation:
location was very goodthe location was good - 15 minwe would recommend this locationthe house is magnificent perfectly equiped and in the best location on the islandeasy walk to local restaurantsCleanliness:
very clean and well maintainedreviewer comments: house was great clean and beautiful settingthe house was clean as described comfortable and well maintainedneed to clean this up for the price we paid should not have to deal with 911 callsit had everything we needed very clean and beautifully furnishedRead more reviewsAmenities & Room:
fan on ac ran all night so was kind of loudviews are great all around - cottage was comfortable and very well stocked and suppliedbed was very comfortable only working ac was in the 4 bedroomsthe lanai off the informal dining room was a great place to relaxwe loved being able to cook our own meals in the fully furnished kitchen
11. Gorgeous haven overlooking the beach
Have a slice of paradise when you stay in this magnificent home with stunning vistas of the beach and the sea. There is a stylish outdoor infinity pool where guests can swim as they admire the blue waters of the sea. With a barbecue and a sink by the poolside, guests can enjoy cookouts and al fresco dining.
The floating pedestal is an amazing spot to eat your breakfast or enjoy a romantic moment with your better half.
Kailua-Kona, Hawaii, United States
12. Mermaid Cove
Experience a laid-back stay at Mermaid Cove, a gorgeous vacation rental set a few yards from the beach. There is a furnished porch where you can chill out as you listen to the sweet melodies from the birds. Featuring exposed wooden beam ceilings, the house boasts an extravagant living room that offers expansive ocean views. The kitchen comes equipped with a wine fridge and a gas range.
There’s a magical outdoor pool with a bar area, a barbecue area, and a shaded seating area.
Kailua Kona, Hawaii, United States
Top guest reviews
Host:
rating details: the property manager was adequately helpfulrating details: the property manager was very helpfulrating details: the property manager was very helpfulrating details: the property manager was very helpfulrating details: the property manager was very helpfulLocation:
location was perfectthe location was wonderfulperfect location for a family with childrenluxury in a perfect locationoutstanding location with ease to farmers market and townCleanliness:
super clean and comfortablevery clean and well furnishedthe washer and dryer was really quite nice and clean no musty smellthe vacation rental was very cleanthe vacation rental was very cleanRead more reviewsAmenities & Room:
one ceiling fan turns backwards and 2 of the standing fans (white) do not workreviewer comments: house view location and everything about it was fantastic only improvement would be air conditioningthe kitchen and dining area has gorgeous views of the oceanthe beach and tide pools was perfect for the little onesseveral calls to management and one pool light was restored with the spa heater
Relax and rejuvenate in Kailua-Kona
Kailua-Kona is a fantastic place for those who wish to have a nice breath of fresh air and explore its breathtaking landscape. Book one of the best vacation rentals with a private pool that we’ve listed above for a chance to rest and rejuvenate in Kailua-Kona.
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