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Kailua-Kona vacation rentals

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Popular amenities for Kailua-Kona vacation rentals

Private vacation rentals in Kailua-Kona

Top guest favorite
Guest suite in Kailua-Kona
4.97 out of 5 average rating, 150 reviews

Good Vibes Ohana

AllisonRating, 5 stars2 weeks ago
We really enjoyed our stay at this place. It is perfect for a couple. The place is not large but extremely thoughtful in its layout and you do not feel cramped. It was very clean and the kitchen was well appointed. I love this location -- it's very central and easy to get anywhere to need to go. Highly recommended!
Guest favorite
Cottage in Holualoa
4.91 out of 5 average rating, 371 reviews

Holualoa Sunset Cottage

AlexRating, 5 stars1 week ago
We loved our stay! The lofted space makes it feel very spacious, even with four people. It’s tucked away on the hillside for incredible views right from the patio. The amenities are very nice, from snorkeling gear to coffee press and in unit washer and dryer. It’s walking distance to some nice restaurants and coffee shops. Would love to come back.
Top guest favorite
Guesthouse in Captain Cook
4.98 out of 5 average rating, 118 reviews

Pebble Beach House - 2 Minute Walk to the Beach!

JenniferRating, 5 stars1 week ago
We had a wonderful time here! The place had everything we needed and more! We are grateful for James’ and Anna’s generosity in sharing beach items with us. Highly recommend this spot!
Top guest favorite
Home in Kailua-Kona
4.97 out of 5 average rating, 266 reviews

Kona Mango Ohana, AC,1 Bed, easy to get around

PhuongRating, 5 stars1 week ago
Melissa's place was perfect for our stay. Her place was very clean and felt like home. Location was very convenient.
Superhost
Condo in Kailua-Kona
4.92 out of 5 average rating, 217 reviews

Blissful paradise with epic view- Hale Mahana

LindseyRating, 5 stars1 week ago
Excellent location for all you may want to do in Kona. Beautiful view of ocean. All the amenities made our stay extra special. Davide has thought of everything. Sand toys, snorkels, cooler, telescope for dolphin watching, he has it all. The Green Flash Coffee right next store was super convenient to go to for breakfast every morning and was delicious. Would stay again.
Top guest favorite
Condo in Kailua-Kona
4.97 out of 5 average rating, 127 reviews

Hawai'i paradise at Kona Isle

VictoriaRating, 5 stars1 week ago
Our stay here was perfect. Location was amazing right by the beach at a peaceful community, great for viewing sunrise/sunset. The place was just as pictured, very clean and had everything we needed. Highly recommend!
Top guest favorite
Guest suite in Kailua-Kona
4.98 out of 5 average rating, 178 reviews

Picturesque Private Studio / Panoramic Ocean Views

JanellRating, 5 stars4 days ago
I thoroughly enjoyed my stay. I’m a former Kona resident and must say that the location is the best. Nice and cool, great views and easy access to activities. This was a dive trip and it was a quick drive to meet my boat each morning. The kitchen was perfect for eating at home. Great bed and lovely bathroom as well. I appreciated the WiFi as I had a bit of work to do during my stay. I look forward to returning soon!
Top guest favorite
Guest suite in Kailua-Kona
4.95 out of 5 average rating, 584 reviews

Cozy, Private Studio with an Incredible View!

NickRating, 5 stars2 weeks ago
The breathtaking location, beautiful unit, and Kaia's experience as a host made our stay magical. I will look for this place first next trip to Kona.

Kailua-Kona oceanfront vacation rentals

Guest favorite
Condo in Kailua-Kona
4.93 out of 5 average rating, 144 reviews

True Oceanfront, Top-Floor, Downtown, A/C, Parking

DevinRating, 5 stars4 days ago
This was the last trip on my 11 night honeymoon across 3 islands and 4 different lodgings. This was by the far the absolute best location and cleanest and best space easily. They had towels for the beach and pool, a cooler, beach chairs, and the lanai has the most incredible view. Heck even the view from the parking space was incredible. We were also able to walk to dinner and lunch every day and the pool was quiet and we constantly had it all to ourselves. Falling asleep to the waves crashing was incredible. The a/c also went out before we checked in and Staci’s handyman was there to install portable units before we were even in town yet - fortunately everything was fixed before we got there so we didn’t end up needing to use them. Check out was a breeze with the only responsibility being take the trash to the trash room. I cannot recommend this place enough, absolutely amazing experience all around.
Guest favorite
Condo in Kailua-Kona
4.93 out of 5 average rating, 130 reviews

Oceanfront Condo/Hawaiian Style. 1Bd, w/AC & Wifi

LynneRating, 5 stars1 month ago
Great space! We loved our stay. Terry,s place was very comfortable. The presence of beach stuff was very helpful!!
Superhost
Guest suite in Kailua-Kona
4.9 out of 5 average rating, 318 reviews

Bright apartment in the Heart of Kona

RayRating, 5 stars2 weeks ago
Great location we walked every day up and down the strip to different restaurants into the beach other sites Walmart, and Safeway are about a five minute drive or about a 10 minute walk Apartment was a good size in newly renovated
Guest favorite
Condo in Kailua-Kona
4.94 out of 5 average rating, 178 reviews

Spectacular View, Direct Oceanfront Kona,Top Floor

JaisonRating, 5 stars3 weeks ago
Awesome location and lodgings. The soothing sounds of the ocean are the best.
Superhost
Condo in Kailua-Kona
4.8 out of 5 average rating, 101 reviews

Amazing Oceanfront Condo! Great Location!

CindyRating, 5 stars5 days ago
Would definitely stay in this condo again. Has been updated since the pictures. Bathroom is newly renovated and stainless steel refrigerator instead of what is pictured Very close to everything but still very, very quiet and peaceful. Michael thought of everything from a welcoming gift, to everything you could possibly need for your days at the beach. Chairs, umbrella, pool, noodles, boogie boards, cooler, and everything for snorkeling. The air conditioners kept us plenty cool. Short walk to the pool and hot tub. Michael totally took care of us.
Guest favorite
Condo in Kailua
4.94 out of 5 average rating, 157 reviews

Renovated Oceanfront Penthouse in Kona with AC

DonRating, 5 stars2 weeks ago
Great place to stay! If you’re considering a stay here, pull the trigger and book now! Stephanie’s place is cute, well located, and has the best view of any Airbnb I’ve ever stayed at. Stephanie is a great host and very responsive.
Guest favorite
Apartment in Kailua-Kona
4.89 out of 5 average rating, 98 reviews

One Bedrm near Kona & Magic Sands Beach-G

泳诚Rating, 5 stars3 weeks ago
Very good experience. Close to the sea and it’s pretty convenient. Great view.
Guest favorite
Condo in Kailua-Kona
4.99 out of 5 average rating, 149 reviews

NEW! UNIQUE Top floor Oceanfront Magic Sands Beach

StephanieRating, 5 stars2 weeks ago
This place is incredible! Ocean view is incomparable. Locations is amazing. We could have stayed for weeks and never used our car. Great sandy beach just downstairs. Endless snorkeling right out your door. We often went out for a snorkel in the morning with just our masks and swimsuits. It was so convenient to leave all of our valuables in the condo and not worry. Then you can just pop upstairs and make lunch and do it all over in the afternoon! Restaurant downstairs has great food! Paranaz was an incredibly accommodating host. She was super responsive and friendly. She helped us out with a lot of special request and never hesitated to help meet our needs. Phenomenal amenities, from beach gear to bathroom supplies. We didn’t need to buy a thing besides groceries. There’s even plenty of cooking condiments, so convenient. Bed was super comfy! Best one out of the five air bnbs we stayed in over three islands. This place will absolutely be our big island go to!

Kailua-Kona fishing vacation rentals

Condo in Waikoloa Village

Fairway Villas Waikoloa O21

ClaudioRating, 5 stars32 months ago
Excellent stay in waikoloa. Very good apartment, comfortable and a great location
Guest favorite
Apartment in Kailua-Kona
4.94 out of 5 average rating, 64 reviews

Calming Volcano Studio Close To The Ocean

ElizabethRating, 5 stars6 days ago
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) 🖤
Top guest favorite
Condo in Waikoloa Village
5 out of 5 average rating, 7 reviews

1st Fl Gem, Kings, Steps 2 Beach

StanislavRating, 5 stars3 weeks ago
We absolutely loved our stay at this amazing condo! 😍 Check-in was super easy, and the moment we walked in we were blown away - everything was spotless, beautifully designed, and felt so cozy. You can tell a ton of love and effort went into every detail. The kitchen was a dream to cook in (there’s even an espresso machine! ☕), with everything labeled and organized perfectly. Everything is well maintained and high quality! The private patio with a view of the lake and palm trees was so peaceful - plus, adorable geckos kept the bugs away. Both bedrooms were super comfy, and the main bathroom? Total spa vibes - you have to take a bath there. The beach is just a 10-minute walk away, with amazing sunsets and the Lava Lava Beach Club right there for drinks and food. There’s also a cute little plaza on the way with shops and restaurants. Honestly, this was our best Airbnb experience ever!!! The host was super helpful, proactive and friendly. BOOK it before it’s gone, it’s a gem
Top guest favorite
Condo in Waikoloa Beach
4.99 out of 5 average rating, 67 reviews

Golf Pkg, Waikoloa Beach, Serene Tropical Escape

TraceyRating, 5 stars3 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.
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.
Superhost
Condo in Kailua-Kona
4.84 out of 5 average rating, 19 reviews

Casa De Emdeko 210 - 1/1 Deluxe Unit, remodeled, A

JeffRating, 5 stars1 month ago
An amazing find, super close to town and right on the water. Condo was very clean and huge!
Guest favorite
Townhouse in Waimea
5 out of 5 average rating, 5 reviews

Private 2 Story Beach Villa at Mauna Lani

TeresaRating, 5 stars2 months ago
We had an incredible time staying at the Kensington Villa. House was immaculately clean, well appointed kitchen/baths equipped with everything you could possibly ever need, clear instructions for use of everything, pool, gym & hot tub right across the street, grocery store 5 min away, great recommendations for activities and restaurants (Canoe house was amazing), very responsive host, beach so close (with the BEST snorkeling), gorgeous views, ample parking, all the beach gear you need, extremely comfortable beds, and beautiful decor. My son’s friend has cerebral palsy and is in a wheelchair- we had no problem getting him in and out of the house. He stayed on main level and did not have to deal with stairs since there is a bed and bathroom there. I would highly recommend renting this Airbnb from David and enjoying the beautiful Mauna Lani Resort. Thanks David!

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.

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