Search Vacation Homes in Kailua-Kona

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Compare 447 Vacation Homes in Kailua-Kona with updated reviews, rates, and availability.

Ocean View oasis. Spacious 4 bedroom home with panoramic Views.
Ocean View oasis. Spacious 4 bedroom home with panoramic Views.
Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views
10.0 out of 10, Exceptional, 12 reviews
"very clean and quiet place to stay "
Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views
Luxurious Oceanview Home w/Pool, AC & BBQ Lanai: Blue Hawaii
9.8 out of 10, Exceptional, 28 reviews
"We had the BEST stay at the "Blue Hawaii". My first Girls' Trip with family & friends. There were twelve of us and the house was big enough for all; plenty of room inside and outside to relax and converse. The beds were comfortable for sleep; home was clean inside and outdoors. Waking up to the beautiful sunrise every morning with a cup of coffee/ tea and chilling by our private pool with chilled wine during the evening sunsets - God's paradise indeed. 5 plus stars rating for sure. Thanks again...
Luxurious Oceanview Home w/Pool, AC & BBQ Lanai: Blue Hawaii
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Breezy Pool Oasis 5BR AC Ocean Views 5min to Beach
10.0 out of 10, Exceptional, 1 review
"The property was beautiful, clean and really spacious. We had a family of 15, with 2 infants and there was plenty of space for everyone. Lots of parking for our rentals. Contacting Tin and Linda was very easy. When we had any issues or questions, they responded pretty fast. Location of the property was perfect. It was close to essential grocery stores, gas stations and minutes away from the downtown area with restaurants. Highly recommend this property, especially if you have a huge family....
Breezy Pool Oasis 5BR AC Ocean Views 5min to Beach
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
10.0 out of 10, Exceptional, 102 reviews
"Convenient location, quiet neighborhood, well supplied kitchen. Wonderful stay for a family of four."
The price is ¥28,058
¥63,104 total
includes taxes & fees
Jun 10 - Jun 11
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
Stunning Ocean Views + Designer Designed Kona Home
9.8 out of 10, Exceptional, 65 reviews
"Very nice place to stay. Beautiful sunsets and view from the Lanais. Close to Kailua Kona. Great place to relax and cool down after long days at the beach. Beds are comfortable and clean. Beach equipment and a washer and dryer were helpful. Would definitely stay here again."
Stunning Ocean Views + Designer Designed Kona Home
Walk to White Sands Beach or Relax by Your Private Pool
9.6 out of 10, Exceptional, 198 reviews
"My husband and 2 kids (ages 8 & 5) who live in Australia met up with my sister and cousins (who each had an infant) from the East Coast USA and stayed in this house together for a week. It was magical. The house was so well equipped for us, including lots of useful baby gear, beach toys, pool floaties, snorkel gear and more. My kids were in the pool at least 3 times a day, and we loved walking down to Magic Sands beach as well (where we got to swim with turtles!) We loved the cafe/restaurant on...
Walk to White Sands Beach or Relax by Your Private Pool
Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.
10.0 out of 10, Exceptional, 135 reviews
"We had an amazing stay at this property. Exceeded our expectations from the pictures online. We loved being able to hang out in the several lounging spots at the house, being able to walk the beach and tidepools directly in front of the home and easily walk to town. We didn't feel like we needed to leave the property it was so great. Mei, the property manager helped us immediately and gave recommendations. We would absolutely book again."
Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.
Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10
10.0 out of 10, Exceptional, 7 reviews
"Has all amenities and the sunset views are amazing. Safe and quiet neighborhood. Perfect for families. Everything we wanted on the big island. Would definitely stay again."
Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10
Dolphin Manor: Stunning Oceanfront Home w/Pool, Spa, A/C, Private Lanai
10.0 out of 10, Exceptional, 11 reviews
"Dolphin Manor was a perfect getaway for the women in our family! We all had our own bedroom and bathroom! The view was stunning, the house is well equipped and we enjoyed every minute!"
Dolphin Manor: Stunning Oceanfront Home w/Pool, Spa, A/C, Private Lanai
Direct Oceanfront Condo on Private Beach Resort *Central AC *
9.6 out of 10, Exceptional, 149 reviews
"Family and I thoroughly enjoyed the property. Ocean view and access to the beach was amazing. The property looked brand new and was inexplicably clean. Would love to visit again and stay here"
Direct Oceanfront Condo on Private Beach Resort *Central AC *
Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts
9.4 out of 10, Exceptional, 128 reviews
"Loved it"
The price is ¥46,241
¥98,337 total
includes taxes & fees
Jun 10 - Jun 11
Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts
Oceanfront, 5 STAR, Home 3 BR/3 BA, wonderful lanai and Jacuzzi -Sleeps 8
10.0 out of 10, Exceptional, 141 reviews
"I took my adult kids to Kona. The house was beautiful and you could listen to the waves crash on the rocks at night. Such a clean and cozy place. Excellent view for those fabulous sunsets. We did get a glimpse of the local turtle and lots of brightly colored fish right from the balcony. We snorkeled right down the street and were not disappointed, tons of fish and so many colors!!! I was worried that with all the people snorkeling there it would scare all the fish away… not, not at all. Parrot...
Oceanfront, 5 STAR, Home 3 BR/3 BA, wonderful lanai and Jacuzzi -Sleeps 8
Perfect Home for your Hawaiian Vacation! HR
9.6 out of 10, Exceptional, 28 reviews
"totally lived up to advertising"
The price is ¥35,269
¥167,710 total
includes taxes & fees
Jun 11 - Jun 12
Perfect Home for your Hawaiian Vacation! HR
FABULOUS BEACH HOUSE, OCEAN FRONT VIEW, BEST LOCATION, WALK TO BEACH, RELAXING!.
9.8 out of 10, Exceptional, 80 reviews
"Let's start with our host, Simmy - what a wonderful unique person! Super helpful and responsive; her energy is contagious. Thank you Simmy! Truly "From Big Island". Next, the property - you'll know you're at the right place as soon as you see the gorgeous trumpet flowers out front, leading you into your slice of island paradise. The property itself is gorgeous, with the lanai as the focal point. We ate all our at-home meals in this beautiful space, sharing sun and shade with the geckos,...
FABULOUS BEACH HOUSE, OCEAN FRONT VIEW, BEST LOCATION, WALK TO BEACH, RELAXING!.
Walk to Magic Sands Large Home w/ Private Pool, Hot Tub, Terrace & 2 W/Ds
8.6 out of 10, Excellent, 14 reviews
"Had an awesome time and the house was perfect for our entire family. Very close to everything!! Very clean!"
Walk to Magic Sands Large Home w/ Private Pool, Hot Tub, Terrace & 2 W/Ds
Magic Sands Retreat: Remodeled Cottage,Walk to Beach, Incredible Location,AC!
10.0 out of 10, Exceptional, 53 reviews
"This place is amazing, is located very near by the beach, we just walked like 3 min to the beautiful Magic Sand Beach"
Magic Sands Retreat: Remodeled Cottage,Walk to Beach, Incredible Location,AC!
Oceanfront Kona Beach House
10.0 out of 10, Exceptional, 58 reviews
"We’ve been to Hawaii so many times, but it’s our second time on the Big Island, I highly recommend this place. Great location, it’s right on the street to get out, but no issues. Cleanliness is my biggest issue with VRBO, this home is so nice and clean and I think it’s the most comfortable bed I’ve ever slept in, I would definitely come back. Awesome!!"
Oceanfront Kona Beach House
🏖️Stunning Ocean Views | Private Pool | Gated Community | vrKCV
9.6 out of 10, Exceptional, 32 reviews
"Multiple areas to hang out for accommodating various activities and lounging. Huge kitchen with basic equipment and plenty of dinnerware and utensils. Comfortable beds and spacious bathrooms. Sunset views from the pool."
🏖️Stunning Ocean Views | Private Pool | Gated Community | vrKCV
Private Oceanfront Oasis!
10.0 out of 10, Exceptional, 27 reviews
"We loved our time here. The location is unbeatable. The pool, hot tub, and slide were used everyday. My fiance and I decided to get married on the lanai while we were there!! We had a traditional Hawaiian ceremony at sunset and it exceeded our expectations. We saw whales and rainbows and no one wanted to go home. Highly recommend. Only issues - the oven is older and the bake setting no longer works. The grill is also outdated and only 2 burners worked..it ran out of propane part way through...
Private Oceanfront Oasis!
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See all available properties in Kailua-Kona
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Kailua-Kona

Royal Sea Cliff Kona by OUTRIGGER
3.0 star property
8.4 out of 10, Very Good, 433 reviews
"My husband and I just completed a 5-night stay here and had a wonderful experience. Check in was a breeze, very friendly helpful staff, and our accommodations were simply wonderful. Proximity to town is ideal — not too far, nor too close. We stayed in a 1 bed 1 bath condo with a full kitchen. We really enjoyed being able to buy local Peaberry coffee and shop at the local grocery to brew fresh ground coffee and make breakfast every morning while looking out at the ocean and listening to the...
Royal Sea Cliff Kona by OUTRIGGER
Aston Kona by the Sea
4.0 star property
8.8 out of 10, Excellent, 988 reviews
"Disappointing kitchen had no basics (salt, pepper, spices, olive oil, aluminum foil, clear wrap) Screen door on slider was in terrible shape, could not completely close the screen at night. "
The price is ¥43,808
¥74,740 total
includes taxes & fees
Jun 12 - Jun 13
Aston Kona by the Sea
Kanaloa at Kona by Castle
3.0 star property
7.6 out of 10, Good, 392 reviews
"Very nice property thank you 🤗"
Kanaloa at Kona by Castle
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Kailua-Kona Vacation Homes information

Number of reviews
1,047
Accommodation
447 Vacation Homes
Lowest Price
¥28,058
Highest Price
¥46,241

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