Search Vacation Homes in Kailua-Kona

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Vacation Homes in Kailua-Kona

Charming Pu'ukala Sunset - Near Hiking And Golf 1 Bedroom Home by RedAwning

3.0 star property
$365 nightly
The price is $435
Oct 18 - Oct 19
Total with taxes and fees
Charming Pu'ukala Sunset - Near Hiking And Golf 1 Bedroom Home by RedAwning

Beautiful, Ocean View Studio- Quiet, Kitchenette, Sleeps 4, Free WiFi & Parking

9.8 out of 10, Exceptional, (13)
"Would stay again"
$238 nightly
The price is $277
Oct 15 - Oct 16
Total with taxes and fees
Beautiful, Ocean View Studio- Quiet, Kitchenette, Sleeps 4, Free WiFi & Parking

1 Bedroom Suite with Kitchen at Worldmark Kona available 10/8/25 to 10/15/25

2.0 star property
$326 nightly
The price is $379
Oct 14 - Oct 15
Total with taxes and fees
1 Bedroom Suite with Kitchen at Worldmark Kona available 10/8/25 to 10/15/25

Kimo's Getaway

10.0 out of 10, Exceptional, (73)
"Had a great stay!"
$304 nightly
The price is $354
Oct 21 - Oct 22
Total with taxes and fees
Kimo's Getaway

Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet

9.0 out of 10, Wonderful, (17)
"Easy to access"
$215 nightly
The price is $250
Oct 13 - Oct 14
Total with taxes and fees
Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet

Luxury 3-Bedroom Oceanfront Villa in Kailua-Kona - Hualālai Resort

2.0 star property
$4,948 nightly
The price is $5,693
Oct 19 - Oct 20
Total with taxes and fees
Luxury 3-Bedroom Oceanfront Villa in Kailua-Kona - Hualālai Resort

Ohana Hale at the Salty Jungle Kona

9.4 out of 10, Exceptional, (3)
"This home was charming and very comfortable. We loved the vintage details and Arllen, the host was available to answer any questions we had. We’d stay again in a heartbeat!"
$481 nightly
The price is $502
Oct 24 - Oct 25
Total with taxes and fees
Ohana Hale at the Salty Jungle Kona

Charming townhome with WiFi in Kailua-Kona

2.0 star property
9.4 out of 10, Exceptional, (10)
"The view was great and the house was very cozy and peaceful "
$420 nightly
The price is $489
Oct 19 - Oct 20
Total with taxes and fees
Charming townhome with WiFi in Kailua-Kona

Newly Upgraded 1BR Unit Near Beach Max 5 Guests

9.4 out of 10, Exceptional, (38)
"Very clean and close to the ocean."
$437 nightly
The price is $509
Oct 16 - Oct 17
Total with taxes and fees
Newly Upgraded 1BR Unit Near Beach Max 5 Guests

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

9.8 out of 10, Exceptional, (96)
"Great experience in an excellent location. The beach with snorkeling right outside provides lots of options close by, with racquet courts, pool, and bbq. The in-unit views and ocean wave sound scape added to the relaxation. Would recommend! "
$540 nightly
The price is $628
Oct 31 - Nov 1
Total with taxes and fees
Rare BEACH FRONT Home at Kona Surf and Racquet Club. Accessible beach 🏖️

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

10.0 out of 10, Exceptional, (161)
"Excellent choice and enjoyable stay"
$369 nightly
The price is $429
Oct 19 - Oct 20
Total with taxes and fees
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

A/C 2 bed Comfortable Bungalow Alii drive

$419 nightly
The price is $488
Oct 14 - Oct 15
Total with taxes and fees
A/C 2 bed Comfortable Bungalow Alii drive

Kona Studio + 2 Small Bonus Rooms, Big Covered Patio, Near Beaches /Airport

$319 nightly
The price is $371
Oct 14 - Oct 15
Total with taxes and fees
Kona Studio + 2 Small Bonus Rooms, Big Covered Patio, Near Beaches /Airport

Lihau Boho House

$613 nightly
The price is $713
Nov 4 - Nov 5
Total with taxes and fees
Lihau Boho House

Upscale Kona Retreat, Ocean Views, Private Pool, BBQ, AC's

10.0 out of 10, Exceptional, (12)
"Wonderful stay with excellent hosts!"
$863 nightly
The price is $868
Oct 13 - Oct 14
Total with taxes and fees
Upscale Kona Retreat, Ocean Views, Private Pool, BBQ, AC's

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

9.4 out of 10, Exceptional, (154)
"Great location, plenty of amenities. Fantastic views and breezes!"
$463 nightly
The price is $539
Oct 26 - Oct 27
Total with taxes and fees
Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts

Dolphin House | 3 Bed, 3.5 Bath

8.6 out of 10, Excellent, (4)
"Great views & quiet neighborhood. "
$1,161 nightly
The price is $1,355
Oct 15 - Oct 16
Total with taxes and fees
Dolphin House | 3 Bed, 3.5 Bath

Wheelchair Accessible Kona Gem w/ Ocean Views!

9.2 out of 10, Wonderful, (27)
"This house was great. Very comfortable and good location. Loved the lanai!"
$697 nightly
The price is $807
Oct 13 - Oct 14
Total with taxes and fees
Wheelchair Accessible Kona Gem w/ Ocean Views!

The Kumu House

9.6 out of 10, Exceptional, (7)
"Perfect location with all the amenities of home.Amazing communication with owners and reasonably priced."
$643 nightly
The price is $748
Oct 13 - Oct 14
Total with taxes and fees
The Kumu House

★ Beautiful house on Ali'i Drive, walk to “MAGIC SAND BEACH”★🐬

9.0 out of 10, Wonderful, (10)
"We enjoyed our stay. Great location. Beautiful view!"
$1,371 nightly
The price is $1,595
Oct 13 - Oct 14
Total with taxes and fees
★ Beautiful house on Ali'i Drive, walk to “MAGIC SAND BEACH”★🐬
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

Price trends for Vacation Homes in Kailua-Kona

Less expensive
More expensive
This month
Next month
September
November
$460
$556
Month
Price
January
$552
February
$484
March
$513
April
$445
May
$359
June
$392
July
$321
August
$521
September
$317
October
$460
November
$556
December
$506
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed Vacation Homes in Kailua-Kona. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Kailua-Kona

Kailua-Kona Vacation Homes information

Number of reviews
581
Accommodation
588 Vacation Homes
Lowest Price
$250
Highest Price
$5,693

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