Holiday Homes in Kailua-Kona

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Featured Holiday Homes in Kailua-Kona and around

Our top choices for Kailua-Kona holiday homes

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

10.0 out of 10, Exceptional, (159)
"Everything was amazing. Will definitely be staying here again! "
The price is €374
includes taxes & fees
7 Oct - 8 Oct
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

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

10.0 out of 10, Exceptional, (174)
"Beautiful home. Lots of space to spread out. Well stocked kitchen. Lots of beach supplies. "
Oceanfront, 5 STAR, Home 3 BR/3 BA, wonderful lanai and Jacuzzi -Sleeps 8

Three Palms

9.8 out of 10, Exceptional, (48)
"We had a wonderful stay at the rental. "
Three Palms

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

9.4 out of 10, Exceptional, (89)
"This was a great location! Right across from a great snorkel spot. The unit had some gear to borrow but we ended up renting some better gear. The view from the top balcony was amazing, beautiful views of the water, the morning rainbows and loads of birds in the area. Parking was sufficient, the driveways are all tight here but our large car had no issues. Great host! She was super communicative and nice :) "
Awesome View, Best Snorkel Beach, Big Lanais, Private Home

Experience luxury at Hale Ola

2.0 star property
10.0 out of 10, Exceptional, (2)
"great location and spectacular view!! super attentive host will come back again next gathering"
Experience luxury at Hale Ola

🏖️Gorgeous Ocean Front Estate | Gated Community | Walk to Town

9.8 out of 10, Exceptional, (46)
"This property was just right for our family of 10 ranging in age of 3-68! Pool/hot tub was a highlight for us all. Keiki beach a short walk away. House was just the right size for all to have privacy and togetherness."
🏖️Gorgeous Ocean Front Estate | Gated Community | Walk to Town

Resort-Style Home on Keauhou Bay: Great for Groups

10.0 out of 10, Exceptional, (2)
"Beautiful home!"
Resort-Style Home on Keauhou Bay: Great for Groups

🏖️Private Pool | Central AC | Concierge Included

10.0 out of 10, Exceptional, (48)
"Perfect place and spce for our family of 7, had a great time in this home and the hot tub was a hit every night."
🏖️Private Pool | Central AC | Concierge Included

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

10.0 out of 10, Exceptional, (47)
"Excellent communication by/with property manager."
Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero

Beautiful Pool with Stunning Ocean and Sunset Views

9.4 out of 10, Exceptional, (68)
"First time to Kona and this house was perfect. We have a family of 6 so it fit us perfectly with an open concept and plenty of outdoor space I would highly recommend and will probably stay here again the next time."
Beautiful Pool with Stunning Ocean and Sunset Views

Hale Kaheka 6596, Oceanfront Private Home and Ohana with a Pool and A/C

9.6 out of 10, Exceptional, (39)
"This house is one of the most beautiful homes we’ve ever stayed. Breathtaking views and beautiful interiors make this home a must for your vacation stay. The pool and jacuzzi are the highlight of this home. You can swim right up to the ocean’s edge. This was the first of hopefully many trips back to this home. "
Hale Kaheka 6596, Oceanfront Private Home and Ohana with a Pool and A/C

Spacious 4-bedroom house plus bunk room with WiFi and AC in charming Kailua-Kona

10.0 out of 10, Exceptional, (5)
"We really enjoyed our stay at this house. The location was great for teens with an easy walk to town, parks and beaches. Open floor plan was great for relaxing by the pool and enjoying the ocean view. Ample private space for the adults and the home was well stocked. Would stay again for certain. "
Spacious 4-bedroom house plus bunk room with WiFi and AC in charming Kailua-Kona

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

9.0 out of 10, Wonderful, (34)
"We enjoyed our stay this year at this beautiful home! The house had more than enough beds for everyone and it was clean and comfortable. We really enjoyed listening to the waves crash into the rocks 24/7, very relaxing! We had no idea about the show we got to watch every morning when all the surfers came out to Lyman’s Cove. It was a great treat being able to sit in the hot tub or on the deck and watch them all day long! We already miss this home and will definitely be back! "
Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC

Charming townhome with WiFi in Kailua-Kona

2.0 star property
9.6 out of 10, Exceptional, (9)
"Nice breezes, great backyard with BBQ. Just above the main town. Tobias is very knowledgeable of the area and easy to talk to. We enjoyed our stay, would recommend."
The price is €411
includes taxes & fees
29 Sept - 30 Sept
Charming townhome with WiFi in Kailua-Kona

Stunning Ocean Views + Designer Designed Kona Home

9.8 out of 10, Exceptional, (96)
"This was an amazing memorable stay and the host was just as amazing very responsive. Highly recommend this place."
Stunning Ocean Views + Designer Designed Kona Home

Honl's Beach Hale: Airy Oceanfront Home w/ Beautiful Views & Relaxing Yard

9.4 out of 10, Exceptional, (58)
"We really enjoyed our two week stay at this property. It is located just minutes from dining, bars and shopping. The backyard is absolutely perfect and we enjoyed so much time on the lanai during our stay! The only thing we didn’t love was that it’s located on a major thoroughfare so backing out of the driveway to leave was challenging because it’s hard to see due to the angle of the driveway. Regardless we would definitely stay here again, it was the perfect place for our Hawaiian vacation! "
Honl's Beach Hale: Airy Oceanfront Home w/ Beautiful Views & Relaxing Yard

Kaikea Hale Oceanfront Paradise

3.5 star property
10.0 out of 10, Exceptional, (1)
Kaikea Hale Oceanfront Paradise

🏖️Amazing Upscale Home | Private Pool, Yard, Outdoor Pond | Gorgeous Ocean Views

10.0 out of 10, Exceptional, (65)
"Our 3 generation family vacation was wonderful. Plenty of space, chairs, towels! Location was close enough to town, beaches, and a full day trip including hiking at the volcano."
🏖️Amazing Upscale Home | Private Pool, Yard, Outdoor Pond | Gorgeous Ocean Views

Central A/C Double Master Suite Home in the Exclusive Ali'i Point community!

9.8 out of 10, Exceptional, (25)
"It was everything that they said it was"
Central A/C Double Master Suite Home in the Exclusive Ali'i Point community!

Kona's Shangri La: Private Oceanfront Home w/ Pool, Spa & Elevator

9.8 out of 10, Exceptional, (18)
"This was an ideal property for a large group. While each floor was self contained, we always gathered together either outside or on the second or third floor every morning and evening. Although the property was right on Ali’i Drive the night time road noises were practically nonexistent. In fact if you are a fan of falling asleep and waking up to the sound of the surf, this property is for you. The small market across the street was a huge bonus. "
Kona's Shangri La: Private Oceanfront Home w/ Pool, Spa & Elevator
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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Top Kailua-Kona Hotel Reviews

Find out more about Kailua-Kona

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Kailua-Kona Holiday Homes information

Number of reviews
902
Accommodation
495 Holiday Homes
Lowest Price
€374
Highest Price
€411