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Vacation Homes in Kailua-Kona

Our top choices for Kailua-Kona vacation homes

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

10.0 out of 10, Exceptional, (157)
"Great stay. Great amenities. Be aware it is 2nd floor with only stair access. "
$348 nightly
The price is $405
Aug 27 - Aug 28
Total with taxes and fees
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

🏖️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

Stunning Ocean Views + Designer Designed Kona Home

9.8 out of 10, Exceptional, (95)
"Beautiful accommodations and feels like home. Very clean and welcoming."
Stunning Ocean Views + Designer Designed Kona Home

Oceanfront - Private- Family Friendly He'eia Bay-House and Cottage-

10.0 out of 10, Exceptional, (99)
"The property was beautiful. Our family enjoyed our stay there. "
Oceanfront - Private- Family Friendly He'eia Bay-House and Cottage-

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

Three Palms

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

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

9.0 out of 10, Wonderful, (32)
"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

Kimo's Getaway

10.0 out of 10, Exceptional, (72)
"Loved our stay! A little of everything to make our stay good."
$334 nightly
The price is $389
Aug 28 - Aug 29
Total with taxes and fees
Kimo's Getaway

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

10.0 out of 10, Exceptional, (47)
"Our group of 10 loved our stay at the Ke-Alohi Kai house. It was walkable to Magic Sands beach, immaculately cleaned, and well-stocked. All elements appeared to be well cared for, and everything including the A/C worked well. Hosts had thought of everything - beach chairs, ample linens, and even some boogie boards. Plenty of space for both relaxing and eating, but also plenty of separate spaces for everyone to feel like they could retreat when they didn’t want to socialize. Gated community made...
Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero

Rated 10 Stars Stunning Oceanfront Pool 4Bdrm Priv Home Ironman 7 nts Walk2Town

10.0 out of 10, Exceptional, (136)
"So close to town. Beautiful views. "
Rated 10 Stars Stunning Oceanfront Pool 4Bdrm Priv Home Ironman 7 nts Walk2Town

Rare BEACH FRONT Home at Kona Surf and Racquet Club. Accessible beach 🏖️

9.8 out of 10, Exceptional, (95)
"What a pleasure to be able to walk out of the condo and be on the beach and relax. Lots of beach paraphernalia comes with this rental. Very comfortable inside too. We really enjoyed our stay. "
Rare BEACH FRONT Home at Kona Surf and Racquet Club. Accessible beach 🏖️

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

10.0 out of 10, Exceptional, (41)
"Super clean and full of useful stuffGorgeous view and close to family staying on same street"
Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10

OCEAN FRONT 2bd/rm Townhome New Remodel Ocean and Sunset Views AC Pickleball!

10.0 out of 10, Exceptional, (50)
"This unit was fantastic and had everything we needed for a great and relaxing vacation."
OCEAN FRONT 2bd/rm Townhome New Remodel Ocean and Sunset Views AC Pickleball!

Don`t miss out on This Amazing Home for your vacation.

9.8 out of 10, Exceptional, (132)
"As local Hawai’i residents we were stoked with Annie’s house in Kailua-Kona! It was close to stores and restaurants and the pool was a huge plus! We cannot wait to return for our next girls trip 😍"
Don`t miss out on This Amazing Home for your vacation.

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

10.0 out of 10, Exceptional, (173)
"Great property our second stay there. Would definitely stay again if we visit the Big Island."
Oceanfront, 5 STAR, Home 3 BR/3 BA, wonderful lanai and Jacuzzi -Sleeps 8

🏖️Ocean View | Private Pool, Patio, & Lanai

9.8 out of 10, Exceptional, (79)
"As expected. Everything was great."
🏖️Ocean View | Private Pool, Patio, & Lanai

Paradise palm Studio

8.6 out of 10, Excellent, (16)
"This Vrbo is in a upscale neighborhood only minutes away from downtown kona. Quaint and clean. Good spot for 2 people to stay"
Paradise palm Studio

Kaikea Hale Oceanfront Paradise

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

KONA CLOUD FOREST GUEST HOUSE~3 Bedrooms~

2.0 star property
10.0 out of 10, Exceptional, (1)
"We appreciated the Cloud Forest House and all the amenities, it is nice to find a VRBO and get out of the hotels, when we travel for work."
KONA CLOUD FOREST GUEST HOUSE~3 Bedrooms~

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
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

Find out more about Kailua-Kona

Kailua-Kona Vacation Homes information

Number of reviews
1,191
Accommodation
600 Vacation Homes
Lowest Price
$389
Highest Price
$405

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