House holiday rentals in Kailua-Kona

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Popular amenities for house rentals in Kailua-Kona

House rentals with a pool

Top guest favourite
Home in Keauhou
5 out of 5 average rating, 96 reviews

Mollie’s Paradise Resort Home - No Cleaning Fee!

RachelRating, 5 stars2 days ago
We had a great time at Mollies place. The house is very comfortable. We loved the pool and outdoor area. The location is great, close to restaurants and shops. There is a great hike close by to the Captain Cook monument, golf, beaches, it’s all near by. Mollie was very helpful and gave us great advice.
Superhost
Home in Keauhou
5 out of 5 average rating, 5 reviews

Luxe Manukai Hale: Boho Charm, Pool & Golf Views

MandieRating, 5 stars5 days ago
The house was gorgeous and very comfortable. It was close to beaches and shopping. The pool was very nice. The house had everything we were looking for and we felt right at home. The only thing to keep in mind is that the water heater is solar powered so if you have alot of people showering at the same time, especially at night, the hot water will run out. Overall we had an excellent stay and would definitely recommend.
Top guest favourite
Home in Kailua-Kona
4.99 out of 5 average rating, 95 reviews

Exceptional Oceanview Home - Pool & Stunning View

PaigeRating, 5 stars3 weeks ago
Lee’s home is perfect in every way imaginable. Our family of four had a spectacular vacation. We are already planning our next stay.
Top guest favourite
Home in Captain Cook
4.97 out of 5 average rating, 188 reviews

Tiny House Hawaii

LanaRating, 5 stars4 weeks ago
Marilyn's place is flawless. My husband and I have been booking places through airbnb for a while and this was definitely the best one ever. I am very picky with cleanliness, and this place was spotless. Craig the home caretaker made sure to gave us all the information we needed, show us around, besides being super nice and friendly. The view from this tiny house was incredible, the place was exactly like the pictures, comfortable and had everything we needed. Marilyn's hospitality was amazing. She left us fresh fruit from her garden and a delicious cake on the fridge for when we arrived. Both Craig and Marilyn made us feel welcomed and made our experience perfect. We hope to come back someday.
Guest favourite
Home in Kailua-Kona
5 out of 5 average rating, 5 reviews

Walua Oasis 2/2 Private Pool

JohnRating, 5 stars2 months ago
Our group absolutely loved our stay. The host was extremely responsive and the pictures don't even do the place justice. We loved the view and relaxing by the pool until it was time to hit the beach. The location is ideal; it is not too far from Kona (8 minute drive) but you feel like you're in a jungle oasis.
Guest favourite
Home in Kailua-Kona
4.96 out of 5 average rating, 93 reviews

HAVEN: Poolside Sanctuary with Heavenly Views

AshleyRating, 5 stars5 days ago
This home has the most spectacular views, and is in a quiet and peaceful neighborhood! Everything looks as pictured and was the perfect Kona coast stay! This was our first time not staying close to the beach on any island and we loved how quiet and low key it was. Non of the hustle and bustle of a resort or beachfront condo. The pool was amazing to have on site! We loved our stay here! Our host was super quick to respond to any questions we had while staying! Thank you for the fabulous home away from home!
Top guest favourite
Home in Keauhou
5 out of 5 average rating, 45 reviews

Big Island Koi Hale

LynnRating, 5 stars1 week ago
We loved our stay here! Barb was a great, responsive host and the location was ideal for getting to town. Kona is quaint and walkable. The home is an architectural delight! It is beautiful, peaceful, and comfortable. The koi pond was our favorite place (just be ready with eco-friendly mosquito repellent). Barb provided many resources for visitors and keeps a well-appointed home. We sincerely thank you for the opportunity to stay in your lovely home!
Guest favourite
Home in Waikoloa Village
4.89 out of 5 average rating, 141 reviews

Big Family Home, Pool, Views, Yard, Lanai, Clean!

BrianRating, 5 stars4 weeks ago
The house, which is very spacious, is located in a quiet residential neighborhood (the only real noise is from the many birds), which is five minutes from a grocery store and some restaurants in Waikoloa Village, and there are many restaurants, beaches, and things to do within a 30-minute drive; downtown Kailua-Kona is 45 minutes, and Volcanoes National Park and Hilo are about two hours (but easy driving everywhere, except for typical urban traffic congestion in Kona). The landscaping is amazing, and the backyard with a swimming pool is extremely private. It is also west-facing, so you get gorgeous sunsets with a slight ocean view (the property is inland). The AC units (for which there is an extra charge) are only in the bedrooms, so the house gets stuffy during the day, but cools off quickly in the evening. We had one minor maintenance issue, but the host, Andy, was responsive and addressed it quickly. We would definitely return if we have a future trip to the Big Island.

Weekly house rentals

Guest favourite
Home in Kailua-Kona
4.84 out of 5 average rating, 31 reviews

Location, location location! Cozy base to explore!

AshleyRating, 5 stars6 days ago
Awesome place to stay, very close to the airport and the city where all the restaurants are. Carolina was friendly and gave great recommendations around the area. The house was very clean and well stocked for our needs. Would definitely stay here again!
Guest favourite
Home in Kailua-Kona
4.96 out of 5 average rating, 46 reviews

Luxury Villa Above Kailua Bay

RozelleRating, 5 stars2 weeks ago
This place was just perfect, close to town yet away from all the noise. Definitely plan on staying here again! George was very quick to respond and a great host overall. The views of the ocean were amazing. We loved waking up and drinking our coffee on the lanai and enjoying the view. Place was comfortable and spacious.
Guest favourite
Home in Keauhou
4.94 out of 5 average rating, 72 reviews

Stunning Keauhou Resort Condo!

BetinaRating, 5 stars3 weeks ago
I cannot say enough wonderful things about Lennis’s space, along with her thoughtfulness to the space and a being a great host. Her space is very airy, clean, and so many thoughtful details. Such as, beach accessories, many bathroom and kitchen necessities. I stay in a lot of home rentals, and I am really happy when there are items left behind for others to use, like spices, oils, condiments, and there were here. Lennis’s place was our shortest accommodation of our Hawai’i visit(unfortunately), so we didn’t have time to enjoy the pool( which is just a couple of steps away). There are so many flowers and plants on the grounds. We loved that the parking was right in front. It was nice that the condo is a single level apartment. Also, the front porch is lovely, I wouldn’t say it’s very private, but we are city people, so I didn’t mind. And it is not an active road. Stay here!
Top guest favourite
Home in Keauhou
4.99 out of 5 average rating, 75 reviews

The Mango Cottage on Keauhou Bay

KaylieRating, 5 stars2 weeks ago
Peter and Lori are friendly and welcoming and their property is truly lovely -- it is evident that a lot of care, effort and thought goes into to maintaining it. The cottage makes a perfect home base for exploring the area. It is also so pretty and comfortable that you just might want to pick up a pizza, watch some Jeopardy and dream about what it would be like if every Friday evening was that perfect :) Thank you so much Peter & Lori!
Guest favourite
Home in Kailua-Kona
4.82 out of 5 average rating, 33 reviews

Panoramic City and Ocean View

TylerRating, 5 stars2 weeks ago
This place was beautiful and had amazing views. We loved the patio. There was nothing unexpected from the listing. Things to note: there is no a/c so the bedrooms are a little musty. Thankfully there were fans available otherwise the still air would’ve been tough to manage. There are ALOT of rules with this place. If you’re looking for stress free, this place is not for you. We were provided a thesis when checking in with a lot of threats of being charged if we didn’t follow the rules as well as a whiteboard on the fridge with the same rules.
Top guest favourite
Home in Kailua-Kona
5 out of 5 average rating, 39 reviews

Hawaii Surf Shack Retreat with A/C

QiqingRating, 5 stars3 weeks ago
I really enjoyed the stay at the place. Everything is clean and cozy. There’re AC, washing machine, and dryer, pretty helpful and crucial as the local temperature is high. There’re also amenities like beach umbrella, beach chairs, boogie board, life vests, and noodles. The hosts are always friendly and super responsive. The place is really worth its price.
Top guest favourite
Home in Kailua-Kona
4.97 out of 5 average rating, 63 reviews

Private guest house in the Hawaii Island tropics.

TessaRating, 5 stars1 week ago
We can’t say enough about this dreamy stay! Such a perfect fit for our honeymoon on the big island! Jane was so sweet and helpful! Spending our mornings relaxing on the lanai and taking in the scenery was one of our favorite parts of the trip! We wouldn’t consider staying anywhere else on a return trip to Kona!
Top guest favourite
Home in Kailua-Kona
5 out of 5 average rating, 33 reviews

Zen-Inspired Retreat, Breathtaking Ocean City View

KylaRating, 5 stars2 weeks ago
Beautiful home. Very helpful instructions. Welcoming and clean.

Private house rentals

Guest favourite
Home in Kealakekua
4.92 out of 5 average rating, 72 reviews

One bedroom studio (private)

AlvikaRating, 5 stars1 month ago
We had a wonderful stay and the place is very cute. It's on the smaller side...but squeaky clean and had anything and everything one might need during their short stay. Wifi was great and very fast which was a big relief because we didn't have cell phone service in the area.
Guest favourite
Home in Kailua-Kona
4.94 out of 5 average rating, 32 reviews

Honu House

ChrisRating, 5 stars1 day ago
We visited with our family, my wife and I and our daughter and her family and our son and his family and EVERYONE (9 in all) totally enjoyed the house, location and view. Paul ABSOLUTELY takes care of his visitors. Everything you could think of is provided and more. We recommend this place for anyone wanting to experience the Aloha life .
Top guest favourite
Home in Keauhou
4.96 out of 5 average rating, 100 reviews

Kahaluu Bay Get-Away

LeslieRating, 5 stars3 weeks ago
We truly enjoyed our stay at Jaima's. The house is beautiful - well-cared for and equipped, calm and relaxing, with multiple places to be together and enjoy the trees, birds, and ocean view. Very convenient to the local snorkeling as well as to food, beverage, market, and other amenities and excursions. And don't forget the lovely pool. Have been returning to the house in my mind since we've been home. Enjoy this special place.
Top guest favourite
Home in Keauhou
5 out of 5 average rating, 12 reviews

New, Stunning, 3 Bedroom Condo; A/C/Pools/ Hottub

KimberlyRating, 5 stars2 weeks ago
This was perfect for our family vacation with our adult children! We loved having morning coffee on the lanai overlooking the golf course while watching the sunrise over the mountain. The beautifully landscaped community is pristine and offers well maintained amenities. The pickleball/tennis courts and one of the swimming pools are just steps from the front door, but it was so quiet and peaceful. The townhouse was ideal, VERY comfortable and beautifully decorated. The kitchen was fully outfitted for our family to cook meals together. The lanai was also ideal for hanging out, reading and playing games in the evenings after days of activities. We also appreciated Jeff had nice quality beach chairs and snorkeling equipment available for our days at the beach. Perfect distance from downtown Kona, kayaking & snorkeling excursions and variety of activities. Jeff and Allison were great about providing suggestions. I would absolutely recommend!
Top guest favourite
Home in Kailua-Kona
4.98 out of 5 average rating, 90 reviews

Breathtaking Ocean Views with Refreshing AC

PaulRating, 5 stars2 months ago
We really enjoyed our stay here. Very comfortable and roomy. Well stocked kitchen. Plenty of space for all our stuff. Wonderful lanai with views of the coastline and ocean (we spent many mornings out there with our coffee enjoying the view and listening to the birds). Easy drive to local hikes and downtown Kona (with restaurants, coffee shops, grocery stores, bakeries, etc). And good launching point for longer trips around the island. Eric and Christy are very friendly and helpful hosts. We really enjoyed their company (not to mention their lovely dog, Bean). We wouldn't hesitate to stay here again.
Top guest favourite
Home in Kailua-Kona
4.99 out of 5 average rating, 86 reviews

Hawaiian Oasis

MatthewRating, 5 stars2 months ago
This place was outstanding and Veronika was absolutely the best. We felt so comfortable and at home staying there. Far enough away to be quiet and peaceful. Close enough to get anywhere quickly. The chickens, pigs, kitties and babette the goat were our kids favorites. My wife and I loved all the comfortable lounging areas throughout the home. Also the sky at night there is beautiful and full of stars! We would absolutely come back for another stay next time we visit.
Top guest favourite
Home in Kailua-Kona
5 out of 5 average rating, 41 reviews

The Kona Cottage

GloriaRating, 5 stars5 days ago
The stay was fantastic we had all the amenities and the area was so nice and quiet felt very safe and the house was beautiful and very clean thank you so much for the stay Andrea and Travis we will be coming back soon!!!
Superhost
Home in Kailua-Kona
4.91 out of 5 average rating, 77 reviews

Enjoi Prime Kona House With A Pool & Sauna

CoryRating, 5 stars3 weeks ago
This was actually my first time staying in an Airbnb, and for my first time, the bar was set! The home itself exceeded the photos. The neighborhood is quiet and the fences around the house make it feel like youre isolated from the others. It was really awesome to see the house was fully stocked with the necessities! All the cooking supplies, the new working appliances, the toiletries, the towels, the linen, even beach gear like a tent, chairs, snorkels, and reef shoes. The pool and sauna were awesome and using them in conjunction was perfect. The parlor has a TV with available Netflix and Youtube, as well as multiple board games for the family within the TV case. The beds were comfy and the bathrooms were clean. The location is also perfect being 10 mins away from the main town of restaurants and shopping centers. Lastly, the host Jerrica is very kind and provides clear communication with everything. I came here for my honeymoon. And me and my wife loved it! Mahalo Nui Jerrica🤙

Quick stats about house rentals in Kailua-Kona

  • Total rentals

    320 properties

  • Total number of reviews

    19K reviews

  • Family-friendly rentals

    240 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    140 properties have a pool

  • Rentals with dedicated workspaces

    210 properties have a dedicated workspace

Destinations to explore

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  5. Kailua-Kona
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