Kailua-Kona vacation rentals

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Popular amenities for Kailua-Kona vacation rentals

Private vacation rentals in Kailua-Kona

Superhost
Home in Kailua-Kona
4.91 out of 5 average rating, 109 reviews

Luxurious Magic Sands Beach House

ShiraRating, 5 stars1 month ago
My family and I enjoyed our stay at Justin‘s place. It is very spacious and we were a family of five. My mom, my husband and my two daughters. The kitchen was fully stacked, and the mattresses were super comfortable. The snorkeling gear was a little old so we ended up buying our own gear. The area was great. Very close to a swimming beach and a beach for snorkeling. Justin was very responsive. Always replied right away and very helpful. We hope to come back someday soon!
Superhost
Guest suite in Kailua-Kona
4.77 out of 5 average rating, 308 reviews

The Vanda

LeonardRating, 5 stars1 week ago
Perfect stay for 2 people, extremely clean, quiet location, accurate description, washer & dryer available, responsive host, walking distance to beach, snorkeling and beach items available to use. I would describe it as cozy and has a small patio with table, chairs and lounge seat to enjoy a small zen garden. Host met us during our stay and gave us the most delicious, farm fresh bunch of bananas, quite unlike the store brought variety. Overall a terrific value for the Kona area, highly recommended, I would book again.
Superhost
Home in Holualoa
4.9 out of 5 average rating, 129 reviews

Ocean-View Retreat in Kona Countryside

SteffenRating, 5 stars1 month ago
We had a wonderful stay at this peaceful and well-maintained home. The ocean view from the balcony was stunning, and the house was tidy and comfortable. Communication with the host was prompt and friendly, making the experience smooth from start to finish. It’s a great base for exploring the island—just keep in mind that having a car is essential. Thank you for a beautiful stay!
Guest favorite
Home in Captain Cook
4.85 out of 5 average rating, 146 reviews

KEALAKEKUA HOME STUNNING VIEW SPACIOUS ELEGANCE

Anderson (Drew)Rating, 5 stars1 month ago
Wow. What a spectacular place. A true eco-jungle-lodge-type experience. The location, the home, the host's communication and aloha spirit - everything was fantastic. Highly recommend 4WD / AWD car for the driveway, although we made it work with a sedan (kind of comical, actually). We are an adventurous family of four adults (2 grown kids) that likes experiences and lodging that would be the opposite of a cruise ship or resort. This place was perfect for us. We will be back!
Top guest favorite
Guest suite in Kailua-Kona
4.98 out of 5 average rating, 126 reviews

Safe Harbor Kona- stunning large one bedroom

HaleyRating, 5 stars2 weeks ago
Beautiful place to stay! Ruth is a wonderful host! She gives clear instructions on how to get to the place, how to get inside and lots of recommendations for the area. The place was clean, kitchen area was perfect for our short stay, bathroom was spacious, bed was very comfortable - we slept so good! It was a short drive to the shopping areas and the beaches and other places to visit. Book Ruth's place!!
Guest favorite
Home in Captain Cook
4.89 out of 5 average rating, 171 reviews

Oceanfront Home, Kealakekua Bay - Hale Hoʻolana

NicoleRating, 5 stars1 month ago
First of all, the area was amazing!! Manini beach was literally a 2-3 minute walk down the road for great snorkeling (gear is provided, if you need it) with a path for some amazing sunsets. There are a couple of fruit stands in the neighborhood, which was great for my mother’s daily banana stroll. You can see the bay from the amazing lanai that we spent so much time on to watch the snorkelers, kayakers and dolphins. The house itself was great! Split into half, with 2 bedrooms and a bathroom on either side, separated by an open concept living room and kitchen. The dining room is outside…where else would you want to sit down and eat? There were A/Cs in the bedrooms if you needed them, but the ocean breeze was usually enough for most of my party. There were lots of spices in the cabinets for cooking and some staples leftover from past renters. The long, winding and narrow roads make some great scenery, but also make your trip to anywhere else a bit long. I would definitely stay again.
Top guest favorite
Home in Kailua-Kona
4.96 out of 5 average rating, 215 reviews

Villa LongBoard Kona, Sweeping Ocean & Town Views

MomRating, 5 stars3 weeks ago
Barry responded in a timely manner. He provided excellent suggestions to visit local areas and fun activities. He also provided a detail manual to guide you through all the details of the home and local area. We were fortunate to have met Barry in person, he was so welcoming! Now the house, it was gorgeous! Just as pictured with all the amenities but wow, even better in person!! Extremely clean, well stocked, beautifully decorated and those views! Magnificent sunsets right from the windows every night!!! The home is in a comfortable and quiet neighborhood, it felt very safe. It is also located perfectly to enjoy all kinds of beaches, parks, restaurants, shopping, craft and farm stands. Lots to do in the area!!! We highly recommend this home as a safe, clean, beautiful, spacious home away from home! Thank you Barry for all your suggestions in making our time there amazing!
Guest favorite
Apartment in Kailua-Kona
4.92 out of 5 average rating, 194 reviews

Relaxing Tropical Retreat close to Kailua Kona

MelindaRating, 5 stars5 days ago
Gorgeous property and cute place to stay! This is our second stay at Adam’s place…. Adam is very good with communication and went above and beyond with accommodating was with a special request that was not listed on the accommodations list. We always enjoy our stay at Adam’s place! Definitely our favorite place to stay! Thanks again Adam 🏝️

Kailua-Kona oceanfront vacation rentals

Guest favorite
Condo in Kailua-Kona
4.85 out of 5 average rating, 197 reviews

SALE!OnTheOcean AC Beachgear Pool Parking Elevator

RebeccaRating, 5 stars1 month ago
We had a beautiful stay at Jan’s place. We saw dolphins from the balcony and fell asleep listening to the waves. It’s so close to the ocean you can hear and smell and feel it all the time. We didn’t plan many activities ahead of time and we used the guidebook and beach gear every day of our trip. We let our hearts decide what we wanted to do and it worked out so well! The kitchen is well stocked with necessities if you want to cook meals, and there is a coffee maker with k-cups. The beds are super comfortable and there are plenty of towels. The location is walking distance to all the cute shops and restaurants you could want, and you can look for tide pools in the lava rock right next to the condo. We had a great experience and hope to return someday!
Top guest favorite
Condo in Kailua-Kona
4.93 out of 5 average rating, 280 reviews

Ocean Front Million Dollar View Home. Sea Village

SuzieRating, 5 stars3 weeks ago
Lovely and spacious apartment with the most beautiful views. It was all very clean with all amenities including beach towels. Dani was very responsive and gave lots of great tips and advice. They also made sure we were settled and comfortable, which I thought was very kind.
Guest favorite
Condo in Kailua-Kona
4.9 out of 5 average rating, 102 reviews

Oceanfront Condo in Kailua-Kona with AC

AmieRating, 5 stars1 week ago
Chad’s home was a wonderful. First of all he was great with communication. We were desperate because our original Airbnb reservation, the host never gave us the code to enter the home and never responded until a half hour before the original check in. Luckily with the Airbnb customer service help, we found Chad’s home. It was so relaxing waking up every morning to the water watching the surfers as we had our coffee. In the afternoon we took the best naps listening to the waves crash. The bed was so comfy, well stocked kitchen and lots of beach things like chairs, towels and coolers. We can’t thank Chad enough for the perfect Hawaiian stay!
Superhost
Condo in Kailua-Kona
4.87 out of 5 average rating, 213 reviews

Gorgeous Oceanfront Condo - AC & Free WIFI/Parking

DougRating, 5 stars2 weeks ago
We enjoyed our stay and would recommend this location to others. The view is spectacular, the location is easily accessible, far enough away from the city center to be peaceful, yet close enough to reach shops and restaurants with ease. The host was very helpful and responded quickly to any questions we had. When we travel back to the island, we will certainly look to stay here again.
Superhost
Condo in Kailua-Kona
4.8 out of 5 average rating, 100 reviews

Amazing Oceanfront Condo! Great Location!

AllisonRating, 5 stars1 month ago
Enjoyed our 4 days at Kona. Condo is centrally located so you can explore whether in town or further afield. Did the Manta-Ray night snorkel with Sea Paradie. Highly recommend. Ate at several local restaurants all within walking distance. Super convenient. Michael is a great host- responsive to questions. Would go back again
Guest favorite
Condo in Kailua-Kona
4.87 out of 5 average rating, 292 reviews

O/F View, on ocean 1 Bdrm, Casa De Emdeko Ironman

ShaileeRating, 5 stars1 week ago
A huge thank you to the team that maintains, upkeeps, and hosts this place. We were beyond amazed by the amount of amenities provided and how "homey" this place was. Everything you can think of, from dryer sheets and mugs to first aid kits and beach chairs have been provided. The outdoor lanai is spectacular, and we spent our mornings watching the sunrise and eating breakfast there. Furthermore, we felt very welcomed with drinks in the fridge for us and the design of the room. You get a great view of the ocean at the end of the condo complex, and many markets and mini shopping malls are in the area. 10/10 recommend - you get so much more than what you are paying for. If you're in Kona, please stay here!
Superhost
Condo in Keauhou
4.85 out of 5 average rating, 124 reviews

LastMin SPEClAL OCEANFRONt 3+2.5 4ACs KingBeds

MarciaRating, 5 stars1 month ago
Beautiful townhouse with plenty of extras. Provided soap, shampoo, conditioner, kitchen supplies, laundry supplies, beach chairs, snorkel equipment, towels, etc. Wonderful view from the balcony.
Superhost
Condo in Kailua-Kona
4.89 out of 5 average rating, 177 reviews

Cozy Oceanfront, 1Qn bed, 1Qn Sofa bed. Paradise

KaiRating, 5 stars4 days ago
I enjoyed my stay at Andrea’s property. It’s quiet, clean and with the ocean view. The snorkeling tool is an extra perk

Kailua-Kona fishing vacation rentals

Guest favorite
Apartment in Kailua-Kona
4.94 out of 5 average rating, 64 reviews

Calming Volcano Studio Close To The Ocean

ElizabethRating, 5 starstoday
First time visiting the big island and I couldn’t have asked for a better place to stay ! Flew out here for my birthday and my oh my did I get lucky by finding this place. You can walk to the beach for a serene morning which is a plus (can also get fresh coconut juice and the best poke bowls by the beach). Or if you’re feeling more night like Ali drive is just less than a 10 min drive away ! Beyond the location the space itself is everything you could ask for and more ! On site laundry, air conditioning, and a coffee maker (my favorite part). A long with countless other essentials, definitely didn’t need to pack as much as I thought. Very thankful to Yoko for being such an amazing host, I will be returning ! (hopefully soon) 🖤
Superhost
Condo in Waimea
5 out of 5 average rating, 3 reviews

Fairways at Mauna Lani#1703: Incredible Luxury 2/2

LynnRating, 5 stars1 month ago
We had a great stay at this lovely condo in Mauna Lani. It is nicely decorated with beachy decor and the kitchen is well stocked. You can tell the owners put thought and care into their home and it shows. The included access to the Mauna Lani Beach Club is a fantastic perk and the available snorkel & beach gear in the garage were much appreciated! Kudos to cleaning crew and their cute bow “art” with the toilet paper and paper towels.
Superhost
Villa in Waikoloa Village
5 out of 5 average rating, 4 reviews

Fairway Villas Waikoloa J21 - Gold Golf Discount

LeanneRating, 5 stars33 months ago
We loved the gorgeous sunset views from the spacious lanai. The condo was clean, well equipped and it’s a short walk to beautiful ABay beach, great restaurants and shops. It was also really nice to have shaded, covered parking. Mahalo to the thoughtful responsive host!
Guest favorite
Home in Waikoloa Village
4.96 out of 5 average rating, 78 reviews

Gorgeous Private Home with Pool and Spa in Waikolo

AnkitaRating, 5 stars2 weeks ago
We loved our stay at this beautiful property. It’s very comfortable, large, spacious for a group. We had kids in our group and they loved the outdoor pool area. While at home, we spent majority of our time around the pool area. Noelani provided us with beach chairs, towels, umbrella which was perfect to take to the beaches around us. Would highly recommend this beautiful property!
Guest favorite
Condo in Waikoloa Beach
4.98 out of 5 average rating, 66 reviews

Golf Pkg, Waikoloa Beach, Serene Tropical Escape

TraceyRating, 5 stars2 weeks ago
We had an absolutely wonderful stay at this beautiful unit in Kona! The space was spotless, tastefully furnished, and had everything we needed for a comfortable and relaxing vacation. From the moment we arrived, it was clear that a lot of care had gone into making the unit feel like a home away from home. Allyson was a fantastic host—attentive, friendly, and incredibly prompt in answering any questions we had. Her communication made the entire experience seamless and stress-free. We’re already looking forward to our next trip and will definitely be staying here again. Highly recommend to anyone visiting the Big Island!
Guest favorite
Townhouse in Waimea
4.95 out of 5 average rating, 76 reviews

Mauna Lani Palm VIllas F-1, 3 bedroom 3 bath

GregRating, 5 stars1 month ago
The unit exceeded our expectations in every regard. Quiet and peaceful development, with close proximity to the pool. A trailhead for a short walk to the beach was just down the road, which offered easy access to the beach if you didn’t want to drive. We will definitely be renting this unit again.
Top guest favorite
Condo in Waikoloa Village
5 out of 5 average rating, 21 reviews

Like new, 1st floor, king, pool

OluRating, 5 stars1 month ago
This was such a a wonderful place to stay. It was perfect for our small family with plenty of space to spread out. The spaces were amazing and comfortable and it was easy to keep cool. The location was great in terms of walking out to cafes and shops. It was nice and quiet and perhaps were it not for the full moon a great place to check out the night sky. We made great use of the beach toys and chairs. I honestly can't imagine a better place to stay.
Guest favorite
Home in Kailua-Kona
4.93 out of 5 average rating, 60 reviews

Coastline Views just steps from the Ocean with A/C

Charline LynellRating, 5 stars1 month ago
This place was perfect for our 6 adult family plus a 5 month old. The kitchen is well stocked with more small appliances and gadgets than most places. The outdoors has many different areas to retreat to. But the upper deck, my my my, what a view!!! A great place to start your day with coffee and catch the sunset with your favorite beverage. This property also provided gear for the beach like towels, umbrellas, ice chests, and fun gear for kids… a wonderful surprise. Heidi was an amazing host who communicated promptly and was very accommodating. I highly recommend this place and would definitely go back.

Quick stats about vacation rentals in Kailua-Kona

  • Total rentals

    2.3K properties

  • Total number of reviews

    101K reviews

  • Family-friendly rentals

    1.1K properties are a good fit for families

  • Pet-friendly rentals

    80 properties allow pets

  • Rentals with a pool

    1.9K properties have a pool

  • Rentals with dedicated workspaces

    1.2K properties have a dedicated workspace

Your guide to Kailua-Kona

All About Kailua-Kona

The largest town on the island of Hawaii, Kailua-Kona is known for its prime diving and deep-sea fishing conditions and its extensive coffee production. There are hundreds of coffee farms here, which means plenty of opportunities to sample world-class beans. When all that sipping has you working up an appetite, the restaurants offer renowned chefs serving up modern twists on island classics.

And when you’re looking to get in the ocean, the waters in southern Kona are often clear and calm as they’re shielded from the wind by Mauna Loa. This makes for excellent snorkeling and diving conditions, with a potential dolphin or Hawaiian green sea turtle occasionally making an appearance. Manta ray boat tours are also in high demand here, with people itching to catch a glimpse of the second largest species native to local waters.

Back on land, head to Kaloko Honokohau National Historical Park for opportunities to explore sacred temples, petroglyphs, and fishponds central to Native Hawaiian life.


The best time to stay in a vacation rental in Kailua-Kona

Hawaii’s perennially warm weather makes it a great place to visit all year round, with temperatures very rarely dropping below 75 degrees Fahrenheit. That said, there’s always an increased chance of showers and surf swells during the winter. The big waves make winter time a draw for seasoned surfers. For those looking for calmer seas, late spring or early fall are good times to go as the beaches aren’t quite as popular as during peak summer months.


Top things to do in Kailua-Kona

Hulihe‘e Palace

Built from lava rock, this museum was originally a summer palace for Hawaiian royalty. Today you can view traditional Hawaiian koa furniture, feather work, quilts, and other artifacts on display. On one Sunday each month, the palace holds a cultural day featuring traditional Hawaiian music and hula on the lawn.

Pololu Valley

Just a short drive up the Kohala coast you’ll find Awini Trail, a 25-minute hiking trail leading to Pololu Valley Lookout. This is one of the best lookouts on the island — but note that you’ll be working up a sweat to earn that perfect Hawaii photo. Cool off on your way down the trail with a stop on the stunning black sands of Pololu Valley Beach.

Night scuba dives

Manta rays are nocturnal creatures, and hundreds of them flock to the plankton-rich waters near Kona for their daily feast. Local outfitters offer snorkeling and scuba diving trips where you can witness these gentle creatures without disturbing them in their natural habitat.

Frequently Asked Questions

  • How is the weather in Kailua-Kona?

    Kailua-Kona has a tropical climate with warm temperatures all year round. The dry season is from April to October with average temperatures around 85°F (29°C), while the wet season is from November to March with temperatures averaging around 80°F (27°C).

  • What are some of the best things to do in Kailua-Kona?

    Popular activities in Kailua-Kona include snorkeling in Kealakekua Bay, touring local coffee farms, and exploring the historic Hulihe'e Palace. Additionally, visitors can engage in water sports at Kahalu'u Beach Park or take a sunset cruise.

  • What is the best time of year to visit Kailua-Kona?

    Many visitors choose to explore Kailua-Kona between December and March when the weather is warm and there's less rainfall. During October, the famous Ironman World Championship takes place, which may interest sports enthusiasts.

  • What are the best places to stay in Kailua-Kona?

    Popular areas to stay in Kailua-Kona include Ali'i Drive for its oceanfront accommodations, Keauhou for its tranquility and historic sites, and Holualoa for its coffee farms and art galleries. For a resort-like experience, the Waikoloa area is also a popular choice.

  • What are the best places to visit in Kailua-Kona?

    Popular places to visit in Kailua-Kona include the Kaloko-Honokohau National Historical Park, Hulihe'e Palace, Kona Coffee Living History Farm, and Kealakekua Bay. Visitors also enjoy exploring the Mokuaikaua Church, the first Christian church in Hawaii.

  • What are some hiking trails in Kailua-Kona?

    The Kona area has numerous hiking trails for all skill levels. The Captain Cook Monument trail, the Kekaha Kai State Park trail, and the Pololu Valley Lookout trail offer wonderful opportunities to enjoy Hawaii's natural beauty and wildlife.

  • What are some family activities to do in Kailua-Kona?

    Families can explore the region's beautiful beaches, visit the Kona Coffee Living History Farm to learn about coffee production, or engage with marine life at Kahalu'u Bay where sea turtles are frequently spotted. The Ocean Rider Seahorse Farm is also a unique educational experience for kids.

  • What are some of the best day trip ideas in Kailua-Kona?

    Day trip ideas include a visit to the Hawaii Volcanoes National Park, which is about 96 miles (154 km) from Kailua-Kona, or a trip to the historic town of Hilo. Another option is exploring the Pololu Valley, which presents hiking opportunities and scenic views.

  • What types of vacation rentals are available in Kailua-Kona?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Kailua-Kona. From over 1,150 condo rentals to over 320 house rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.

  • Are there vacation rentals with a dedicated workspace in Kailua-Kona?

    Yes! Work meets play with ease at over 1,250 vacation rentals in Kailua-Kona featuring dedicated workspaces. Stay connected and productive in your home away from home.

Destinations to explore

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