Holiday Homes in Kailua-Kona

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Featured Holiday Homes in Kailua-Kona

Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

10.0 out of 10, Exceptional, (118)
"We stayed in the house at the end of our trip. We loved the decks in front and back of the house. The house has good space and nicely decorated. Host were responsive and helpful."
The price is NZ$714
includes taxes & fees
20 Jan - 21 Jan 2025
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views

10.0 out of 10, Exceptional, (24)
"We had a wonderful stay and would highly recommend."
Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views

Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10

10.0 out of 10, Exceptional, (23)
"Such a great property! Beautiful home, nicer than the pictures show online. Extremely well equipped! This home has anything and everything you can imagine! Gorgeous views! "
Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10

Direct Oceanfront Condo on Private Beach Resort *Central AC *

9.6 out of 10, Exceptional, (160)
"The stay was outstanding, the first morning we were treated by spinner dolphins cavorting while we watched from the lanai. We were able to catch all but one sunset from the comfortable lanai. It’s funny, but we started arranging our excursions and dinners to make sure that we could have an adult beverage and watch the sunset. There are beach chairs and umbrellas to use. The condo had everything we needed and/or wanted. The condo was very clean. The hosts were responsive and friendly and had good...
Direct Oceanfront Condo on Private Beach Resort *Central AC *

Beautiful Pool with Stunning Ocean and Sunset Views

9.6 out of 10, Exceptional, (51)
"Great location good house the host was a good communicator "
Beautiful Pool with Stunning Ocean and Sunset Views

Oceanfront, 5 STAR, Home 3 BR/3 BA, wonderful lanai and Jacuzzi -Sleeps 8

9.8 out of 10, Exceptional, (156)
"You can not find a property any closer to the ocean than this! Watch the Yellow Tangs up against the lava rocks every morning and if you’re lucky you also see spinning dolphins (we saw them twice around 7:15 am, as well as 2 years ago). I love to snorkel and you can walk 10 mins to Kahalu’u for the biggest variety of fish you will see anywhere on the island (2 steps is a 30 min drive, which I recommend, but not as varied). The house is well taken care of and cleaned impeccably. You will find...
Oceanfront, 5 STAR, Home 3 BR/3 BA, wonderful lanai and Jacuzzi -Sleeps 8

Three Palms

9.8 out of 10, Exceptional, (38)
"This is our third time at Three Palms and it's always a pleasure. Steve and Ying are always accommodating, friendly hosts whom we've come to look forward to seeing when in Kona"
Three Palms

Dolphin Manor: Stunning Oceanfront Home w/Pool, Spa, A/C, Private Lanai

9.2 out of 10, Wonderful, (16)
"This beautiful home a little over 1 mile to downtown Kailua Kona was chosen for our annual family gathering- this year 12 of us. Pros: It was perfect for walks to the beach (Kailua Bay) and town, running along Ali’i drive, and picking up groceries. The 5 bedrooms and 6 bathrooms provided great private space. The views oceanfront were gorgeous, ocean sounds, sunsets, sighting spinner dolphins. Our family enjoyed searching the tidal pools. Kitchen was roomy and we had yummy meals. Cons: the...
Dolphin Manor: Stunning Oceanfront Home w/Pool, Spa, A/C, Private Lanai

Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero

10.0 out of 10, Exceptional, (35)
"Excellent communication by/with property manager."
Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero

Awesome View, Best Snorkel Beach, Big Lanais, Private Home

9.4 out of 10, Exceptional, (80)
"House was in excellent repair. Everthing was clean and working properly. Host communication was quick and welcoming. Thanks for letting us use your home, we had a great visit!"
Awesome View, Best Snorkel Beach, Big Lanais, Private Home

Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC

9.0 out of 10, Wonderful, (23)
"The house had plenty of room to accommodate our party of 15 adults. The views off the back lanais are indescribable. Dolphins were a giving us some morning entertainment on one of our mornings there. We drove a little way down to Hapuna Beach and saw sea turtles. Magic Sands Beach was just a mile down the road and a great little spot. It was never crowded when we went or drove by on our way to our next adventure. This stay has actually gotten my family and me Looking into moving there. The...
Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC

🏖️Ocean View Home with Pool Walking Distance to Ocean and Beach | vrKCV

9.6 out of 10, Exceptional, (78)
"We loved staying in this home and it fit the seven of us (4 adults and three kids) perfectly. So centrally located, great cook’s kitchen, short walk to the beach and the Old Airport beach. Very quiet neighborhood and minutes from downtown Kailua-Kona. We look forward to renting thus home again. Mahalo!"
🏖️Ocean View Home with Pool Walking Distance to Ocean and Beach | vrKCV

Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts

9.4 out of 10, Exceptional, (134)
"It was a joy to have coffeee in the morning and watch sunset in the evening every single day."
The price is NZ$955
includes taxes & fees
27 Dec - 28 Dec
Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts

Kona Oceanfront-Gorgeous, Quiet, Sleeps 6

9.8 out of 10, Exceptional, (127)
"The home was clean and well appointed. Unfortunately we saw issues with the maintenance staff. They persisted in parking in our assigned shaded spot leaning us to park in the sun everyday. They painted all the parking spots while we were here blocking us out and they parked in our spot even before and after painting. The pool maintenance people had not checked the hot tub water level for at least 2 days and it gurggled and sputtered for those first 2 days. We are leaving today and is is low on...
Kona Oceanfront-Gorgeous, Quiet, Sleeps 6

🌴This beautiful, one of a kind 3-story home is located directly on the shoreline in Kona🌴

9.6 out of 10, Exceptional, (24)
"Excellent location,service.Highly recommended."
🌴This beautiful, one of a kind 3-story home is located directly on the shoreline in Kona🌴

🏖️Sophisticated Oceanfront Retreat | Air-Conditioned | Walk to Beach | vrKCV🏖️

10.0 out of 10, Exceptional, (28)
"Little did we know we would be able to walk to a wonderful restaurant on the beach! "
🏖️Sophisticated Oceanfront Retreat | Air-Conditioned | Walk to Beach | vrKCV🏖️

RARE Tropical Estate, Ocean view, Oversized pool & hot tub, desired elevation

10.0 out of 10, Exceptional, (15)
"The hosts were incredibly hospitable and very responsive. The home is beautiful and we especially loved the ease of indoor/outdoor living provided by the large sliding glass doors that open up the back wall of the living room. The temperatures on the mountainside were just a bit cooler in the morning and evening than on the beach, which was absolutely perfect for us. The property is absolutely beautiful with lush greenery everywhere while also offering a gorgeous view of the ocean in the...
RARE Tropical Estate, Ocean view, Oversized pool & hot tub, desired elevation

Kona Bay Oceanfront Home close to Town & Shopping

9.8 out of 10, Exceptional, (63)
"Simply a diamond in the rough. Fantastic!!"
Kona Bay Oceanfront Home close to Town & Shopping

🏖️Ocean View | AC & WIFI | Walk to Beach & Shopping | vrKCV🏖️

10.0 out of 10, Exceptional, (48)
"Perfectly appointed 3br/3ba unit. This place has everything you need but had to leave at home: coolers, beach towels, beach chairs, beach umbrella. Great location with excellent parking and quiet neighbors. Highly recommend and I will be back for a longer stay."
🏖️Ocean View | AC & WIFI | Walk to Beach & Shopping | vrKCV🏖️

Kona Keauhou Newly Remodeled Home, Quiet private home on Golf course with Pool.

10.0 out of 10, Exceptional, (16)
"This space was perfect in every way for our getaway. The host was quick to respond and very helpful. It offers a spacious home and beautiful surroundings. Highly recommended for all types of travelers."
Kona Keauhou Newly Remodeled Home, Quiet private home on Golf course with Pool.
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.
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Other property types in Kailua-Kona

Aston Kona by the Sea

4.0 star property
8.8 out of 10, Excellent, (1038)
"Nice quiet place right on the ocean. Staff are very nice. "
The price is NZ$969
includes taxes & fees
24 Dec - 25 Dec
Aston Kona by the Sea

Sea Village

2.5 star property
8.6 out of 10, Excellent, (56)
"We loved sitting out on the lanai every morning drinking our coffee and watching the whales and dolphins. "
The price is NZ$582
includes taxes & fees
1 Jan - 2 Jan 2025
Sea Village

Kona Reef, A Raintree Vacation Club Resort

3.0 star property
8.6 out of 10, Excellent, (388)
"The staff was very friendly and helpful. Grounds are very nice and good ocean view from room over pool. Good value for the cost. Will be coming Back! Thanks"
Kona Reef, A Raintree Vacation Club Resort
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.