10 Best Vacation Rentals In Kailua-Kona, Hawaii, USA - Updated 2024

Contributing Writer
| 5 min read

Kailua-Kona is an exquisite town located on the west coast of the Big Island of exotic Hawaii Islands, and it is one of the most popular tourist destinations which attracts numerous travelers every year. Hulihee Palace, a prominent historic museum, is Hawaiian royalty’s former abode which dates back to 1838. Visit it to watch cultural events and Victorian artifacts. Find colorful corals here at stunning Kamakahonu Beach. Pay a visit to Mokuaikaua Church, the oldest church in Hawaii that was developed in the 1800s. Kailua-Kona has countless natural and enchanting attractions to compel you to spend a wonderful vacation over here. And, choosing to stay in a vacation rental gifts you a unique travel experience to cherish forever. Check out some of the best vacation rentals in Kailua-Kona, Hawaii, USA.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on June 25, 2024.

1. Bright and luxurious home in a coffee farm (from USD 395)

Are you a lover of coffee? Then enjoy your holiday in Kailua-Kona by booking this Airbnb with a pool, situated on a Kona coffee farm. You’ll have the whole home to yourselves, but a caretaker will also be available close by should you need assistance.

While here, smell the aroma of coffee riding on the gentle Hawaiian breeze. Sip some fresh brew or mix them into mocktails and cocktails while you relax by the terrace pool. There’s also a hot tub where you can unwind after hiking and exploring the surrounding woodlands. On a sunny day, you can also enjoy a barbecue cookout using the bountiful seafood available on the island. Moreover, the host offers special packages that include a car with your stay, allowing you to explore the area at your leisure.

Stayed at this property?
Kailua-Kona, Hawaii, United States
63 reviews   Superhost Wifi Available
ENTIRE HOME 3 Beds 9 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 9

Top guest reviews
Amenities & Room:
spacious room and amazing view
i’d also recommend installing an on-demand water heater for the space
we ate most meals in and enjoyed the table on the deck
pool and hot tub were in perfect shape
very clean with lots of very nice details
modern luxurious clean and well-maintained home perched on top of a landscaped private drive
the home was perfectly clean and beautiful
this home is very spacious clean and beautiful it has an incredible view
the directions/pictures she provided were very helpful when finding the house
our hosts were very communicative and helpful
allison was very responsive to my questions when i messaged her
they were both so concerned and kind and kept checking on her
hosts left great instructions to get to the home since the place is in a private area
great house in great location
close to kona town yet far enough to be in quiet and peaceful surroundings
great stay fun for kids and great location
the house was in a great location easy to get around
the location is perfect easy to reach but calm and with beautiful surroundings
Read more reviews

2. Kona Reef Sand and Surf (from USD 500)

If you’re coming to Hawaii to enjoy all the fun things it has to offer, then Kona is the perfect destination for your holiday. You’ll find plenty of delicious food, thrilling water and land activities, as well as fascinating museums and cultural spots to explore. To that end, this long-term rental in Kailua-Kona is a fantastic choice if you’re planning an extended stay.

This oceanfront home can accommodate a medium-sized family. It also provides access to shared amenities, including a pool and a hot tub. Air conditioning is available so you can keep cool even during extra-warm days. If you’re planning to go to the beach, the host can even lend you beach chairs, snorkels, and bodyboards. You will also love the large lanai, providing uninterrupted views of the ocean.

Stayed at this property?
Kailua-Kona, Hawaii, United States
88 reviews   Superhost Wifi Available
ENTIRE CONDO 4 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
ac works wonderfully and the beds were super comfortable
we appreciated the beach gear well stocked kitchen cozy furnishings and ease of booking and access
the beds were also very comfortable
the beds were very comfortable
you can easily walk to town from the apartment- there are several good restaurants
one of the better stays very clean well communicated
the condo was very clean and well organized with everything you need
the condo was very clean and had everything we could have possibly needed
the moment we walked in we could tell how clean it was
renovated everything it’s up to date and clean
the owners are wonderful
william is a great host
william was a great host…very quick responses to any questions we had
the host himself is incredibly responsive and accommodating to reasonable requests
a great host who made sure we had what we needed
the location is great
great location right next to beach
the overall location is great you can easily walk into town for dinner or shopping
easy walking distance to kona shops and restaurants
corner unit right near the water and lanai from which to enjoy it all
Read more reviews

3. Studio condo with a great ambiance (from USD 175)

Present right across the street from the mesmerizing ocean, choose to stay in this cozy studio condo for rent in Kailua-Kona. It’s ideal for small families. You get to access a hot tub, outdoor space, pleasant atmosphere, and pool to relax and get refreshed. Fully stocked kitchenette helps you cook and relish warm and delicious food and get the feel of being at home.

Don’t miss enjoy a plethora of exciting water activities, such as swimming, paddle boarding, Manta Ray night diving, surfing, and whale watching, as the sea is at a walking distance from this accommodation.

Stayed at this property?
Kailua-Kona, Hawaii, United States
542 reviews   Superhost Wifi Available
ENTIRE CONDO 2 Beds 4 Guests 0 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
we appreciated having a chance to have coffee and a/c was great
it had all the necessary amenities for a really comfortable stay
the bed is comfortable there is ac the outdoor space is fantastic
they thought of everything from the biggest comfortable towels extra blankets coffee shampoo and conditioner
i highly recommend staying at a place with air conditioning
also very clean with plenty of towels and linens
everything was clean and worked great
super clean and every one is very friendly
great place to stay clean and super comfortable
it was beautifully decorated clean and quaint
they were super helpful and quick to reply to all my questions
the hosts were also great about checking in early
hosts were great and very accommodating
also the receptionist's welcome was so friendly
the hosts were awesome - so quick to respond and so helpful
nice cute place good central location
great central location for walking and exploring
walking distance to dinner and fun
adorable place within walking distance to everything
great location central to shopping locations and beaches
Read more reviews

4. Kailua Bay Resort (from USD 134)

Located at just two-minute walking distance from the beach, this cozy condo is the perfect accommodation for solo travelers or a couple vacationing in Kailua-Kona. You can find many beach essentials here to enjoy beach activities to the fullest while staying in this pleasant condo. Use surfboards, beach gears, snorkel gear, and other beach accessories available here for you. Unwind in the pool and hot tub. Use the barbecue area to prepare barbecue delicacies and enjoy eating them. Plan a beach excursion and go on snorkeling trips and jet skiing.

Stayed at this property?
Kailua-Kona, Hawaii, United States
564 reviews   Wifi Available
ENTIRE CONDO 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the a/c works great but are older units & were pretty loud when trying to sleep
tv internet pool and the hot tub were much appreciated
the condo's a/c kept the space very comfortable
not a private bed but wasn't a problem
very clean and guest parking was good
the space was clean and bed is comfortable
check is was very easy the place was very clean and organized
roomy clean plenty of in-house amenities
the apartment is clean and nice and decked out with cool lights
bryce was a great host
host bryce is extremely nice
the hosts are very helpful and responsive
bryce and his wife were great hosts lots of great recommendations
bryce is a very nice host and super easy with his guests
the location is excellent
great location and overall great value
location couldn’t be better
great place and great location
location was great for walking to restaurants and shops
Read more reviews

5. Spacious condo on the oceanfront (from USD 229)

Opt to stay in an elegant fully-equipped 850 square-feet (78.9 square meters) condo in the heart of exquisite Kona. Settle back on the pleasant sun decks and watch pleasant views of the church, marathons, parades on the road, and The Palace from here. It features lanai with quality shades, dining table, and couch to relax. A stroll of five minutes will take you to the beach to the pier to enjoy the best snorkeling and swimming experience.

Stayed at this property?
24 reviews   Wifi Available
condo 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4
Minimum Nights: 1
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
You'll feel right at home in paradise Ray and Jeff
Felt safe with the locked underground parking Didn't like listening to the roof air conditioning from the building in front of us all the time
The bedroom is on the inner part of the condo
The kitchen had everything you can think of for cooking in Central AC worked very well
the apartment was quiet and peaceful at night
View is as pictured and lovely
it is clean and secure and parking is convenient
clean and cozy Front load washer and dryer was very convenient during our 6 night stay
Keli is super nice and helpful in all forms of communication
helpful when common key not opening an outside door
Friendly host Keli checked by text that we had settled in ok and made great suggestions to try out the trolley and a couple of local restaurants
We had booked months ago with the previous owner and the change of ownership had no affect on our booking
Great selection of snorkel/beach gear
A short walk to many downtown restaurants and shops
Lots of restaurants and shopping close by
Location is perfect just off Ali's Drive (Kona Town's main strip) and is walking distance to all of the restaurants bars
Saw Spinner dolphins swimming and jumping out of the water from the lanai many times
Really appreciated being within a few steps of all the nearby places to eat and drink
Read more reviews

6. Luxurious condo with direct ocean views (from USD 169)

Choose to stay in a freshly renovated 636 sq. ft. (59 sq m) oceanfront Vrbo condo in the heart of Kailua-Kona and gaze at the spectacular ocean from the top. It’s located on the third floor and you get everything at a walking distance from here. You will be pleased to stay in its tropical island style renovated design. The presence of modern amenities, such as a well-equipped kitchen with all modern kitchen devices and kitchenware, washing machine, air conditioning, internet, and many other facilities, ease your stay.

Spend your leisure time on sun decks and at the pool. Close to this condo, you can find art galleries, spas, beach apparel stores, and amazing restaurants.

Stayed at this property?
97 reviews   Wifi Available
condo 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
everything is walkable Nice large salt water pool
As others have said the ONLY downside is the hum from the air conditioner of shops in front when you are on the balcony
The view from the lanai was excellent and we spent much of our down time sitting out there and watching the water
The condo is awesome and stocked with everything you need
the soap in the bathroom washing detergent; all the little things that were provided really made a big difference
everything was very clean and it was a very quiet complex at night
The condo was great clean and with everything we needed
The property is very secure and the parking convenient (and felt very secure) in the basement
Again spent many evenings with husband enjoying the sunset and tropical winds Information supplied by owner very informative and helpful Most relaxing place to stay on the islands
Wal-Mart is about 1/4 mile away Owners very helpful
Mary and Tracy clearly care about their home away from home
Wonderful ocean view Lovely home Lots of room
Well stocked property Super interactions with Mary and Tracy Special mention that they could accommodate for an early check in And allow us use of snorkel gear on day of check out till late in t...
we could sit out on the lanai and watch the dolphins swim in Kailua bay
It is within walking distance of several restaurants and historical sites I would recommend it
The property was perfectly located for our stay within easy walking distance of restaurants and beach attractions
Favorite place we stayed in Hawaii by a far sight
It was so easy to walk everywhere
Read more reviews

7. Freshly renovated farm studio with ocean views

Stay amid the natural surrounding by choosing to stay in Kaloko Farm Studio when holidaying in Kailua-Kona. Watch sweeping views of the sunset. This gated and tranquil farm is located at 1,700 feet (518 meters) high from the sea level and an infinity lawn and a vast variety of tropical flowers surround it. It offers you a good kitchenette, garage parking, full bathroom, and facilities for a cozy stay of a solo adventurer or a couple. This 300 square-feet (27.9 square meters) roomy studio offers you modern amenities, such as Wi-Fi, dryer, washer, laptop-friendly workspace, and other facilities, to help you enjoy a homey feeling. Visit downtown Kona and various shops to shop souvenirs and gifts, as it takes just 15 minutes from here to get there.

Stayed at this property?
Kailua-Kona, Hawaii, United States
290 reviews  
Entire guesthouse 1 Bed 0 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
had some issues with the wifi but otherwise was great
nice room view and sweet dog
nice fluffy towels super cozy bed coffee included and shampoo and conditioner and body wash in the shower
a great place to stay the views are amazing and you feel right at home in this cozy studio
the space was comfortable and well decorated
it was clean and had everything we needed
clean comfortable and a pleasant place to rest
it's a great place clean (saw a few really small cockroaches) and nice with your own mini kitchen
i also loved the cleanliness of the place
place was clean and great with a nice set up
the hosts were responsive and welcoming
and the hosts provide great local dining recommendations in the little brochure
jeff was a friendly and gracious host
jeff and heather were very quick and kind in replying to our questions
the hosts are great they brought us fresh bananas from the farm and made our stay really pleasant
great location to get around
the location is a short drive from the airport and easy to find
location is terrific as it is close to the shopping area plus the beaches
cute place to feel comfortable immediately
fabulous location overseeing the whole coast from a quiet surrounding
Read more reviews

8. Modern, bright condo in the center of Kona

Stay in this beautifully renovated condo when you are exploring Kailua-Kona in Hawaii. It provides you with good air conditioning, beach gear, fans, and a fully stocked kitchen to make your stay convenient. Relax in its big wrap around lanai and have your coffee in the morning and dinner at sunset. Gaze at the sweeping views of the ocean from the lanai. Have a dip in the swimming pool of Kona Plaza. Access sun decks to unwind. Enjoy the fun of swimming and snorkeling at the beach, which is just a few minutes away from here.

Stayed at this property?
Kailua/Kona, Kailua-Kona, Hawaii, United States
46 reviews  
Entire condominium 2 Beds 3 Guests 1 Bedroom 1 Bathroom

9. Beachside condominium

If you are a couple, solo adventurer, or a small family of three individuals, this lovely condo can ensure your relaxing stay in Kailua Kona. It’s on a 15-minute ride from the airport. It is well-equipped with DVD player, television, barbecue decks, dryer and washer, Wi-Fi, and other modern amenities to make you feel at home when you are vacationing on this island paradise. Cook warm and fresh food in its fully equipped kitchen. Explore gorgeous beach here which is just a few minutes from here. Across the street, you will find Kona Inn Shopping Village to visit.

Stayed at this property?
Kailua-Kona, Hawaii, United States
96 reviews  
Entire condominium 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
the air conditioner worked beautifully
most importantly the ac is cold and amazing also nice fan in the bedroom
lots of room full kitchen patio was excellent
th condo is quiet very comfortable and has all the acoutrements (condiments dvd player vcr washer/dryer etc
clean and functional reliable wifi great ac and comfortable lanai for some post-adventure drinks
the condo is clean and spacious
very clean and safe
nice clean and comfortable condo
the condo was very clean and tidy
condo was clean and so cozy
the host is wonderful
suzie is a wonderful host
suzie was a great host and very helpful
nadi the complex manager was nice and really helpful as well
suzie was a great host
we definitely chose the right location
the location is fabulous
the location is perfect
perfect location in downtown kona
great location thanks again
Read more reviews

10. Beautiful Downtown poolside retreat

Situated in the center of old Kona Town, you can find this roomy and comfy condo perfect for your vacations in Kailua-Kona. It overlooks a big salt-water pool. A couple of 100 feet (70 meters) away, you can find Hulihe'e Royal Hawaiian Palace to explore. It has its own amazing private yard. Also, this condo offers you a kitchen, great living room, two bedrooms, and a big meeting room with plenty of space to help you feel comfortable. Visit the various shopping venues and outstanding restaurants which you will find just half a mile (0.8 km) from here.

Stayed at this property?
Kailua-Kona, Hawaii, United States
161 reviews  
Entire condominium 3 Beds 2 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
beautiful/equipped kitchen ice cold ac nice tv and amazing dual patios
we were traveling with two teenagers so we appreciated the pool and wifi as well
it has a nice sun room as well as private courtyard and right in front of the pool
there was a patio which overlooked the pool and we enjoyed outside dining there
very spacious place that is great for families with the convenience of access to the pool
spotlessly clean and quiet
condo was very clean and spacious
nice clean well equipped condo
this place was extremely clean and the kitchen was very well appointed
homely place comfortable beds and clean kitchen
very responsive host
edward is an excellent host
edward was the perfect host and was extremely responsive
edward was so responsive to all my questions before we arrived
edward was very responsive when we had questions
the location was great
great location with secure parking
great location close to the beach and shopping
best location in kona
great location and great place
Read more reviews

Get a memorable travel experience by holidaying in Kailua-Kona, Hawaii

Kailua-Kona is an exotic place in enchanting Hawaii Islands and exploring it by staying in a classy vacation rental gifts you a great experience to treasure. All these 10 vacation rentals ensure that you get the best rental services and get to stay in pleasant natural surroundings. So, book one of these vacation rentals in Kailua-Kona, Hawaii in USA and proceed to enjoy an incredible vacation with your loved ones.

Frequently asked questions about vacation rentals in Kailua-Kona

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.


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Manjiri Kochrekar is a travel blogger from India. She loves exploring and learning various destinations, their history, culture, and peculiarities. Writing is her passion, which means she enjoys...Read more

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