Search Vacation Homes in Kailua-Kona

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Our top choices for Kailua-Kona vacation homes

Vacation Home in Kahaluu-Keauhou

Sunset Shores - Unit B Kauipoho
2.0 star property
$309 nightly
The price is $365
Dec 18 - Dec 19
Total with taxes and fees
Sunset Shores - Unit B Kauipoho
10.0 out of 10, Exceptional, (1)
$369 nightly
The price is $435
Dec 14 - Dec 15
Total with taxes and fees
Cozy Sunset Views W/ Lanai - Close To Beach 1 Bedroom Home by RedAwning
9.8 out of 10, Exceptional, (13)
"Would stay again"
United States
jeff j.
$225 nightly
The price is $261
Dec 18 - Dec 19
Total with taxes and fees
Beautiful, Ocean View Studio- Quiet, Kitchenette, Sleeps 4, Free WiFi & Parking
8.6 out of 10, Excellent, (16)
"Crazy rooster crowing all night"
United States
Carol
$213 nightly
The price is $248
Dec 16 - Dec 17
Total with taxes and fees
Wir sprechen Deutsch. Lovely studio with kitchenette, spacious lanai,TV and WiFi
9.0 out of 10, Wonderful, (18)
"It was an excellent place to stay once again - very comfortable. Nanette, thank you for being such a wonderful host!"
United States
Alex B.
$215 nightly
The price is $250
Dec 20 - Dec 21
Total with taxes and fees
Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet

Vacation Home in Kahaluu-Keauhou

Island Elegance: Prime Spot
9.6 out of 10, Exceptional, (8)
"This is a great property! Nice and quiet after a busy day of adventures! Host communications were fantastic! Property is clean and easy to access. Would stay here again. "
United States
Renee D.
$296 nightly
The price is $344
Dec 14 - Dec 15
Total with taxes and fees
Island Elegance: Prime Spot

Vacation Home in Kahaluu-Keauhou

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!"
United States
Kerry G.
$489 nightly
The price is $511
Dec 12 - Dec 13
Total with taxes and fees
Ohana Hale at the Salty Jungle Kona
10.0 out of 10, Exceptional, (163)
"Excellent choice and enjoyable stay"
United States
Arvind B.
$348 nightly
The price is $405
Dec 23 - Dec 24
Total with taxes and fees
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
9.4 out of 10, Exceptional, (38)
"Clean unit in good location, pictures make place look a little better than in person. Owner very responsive when asking questions. Very friendly employees and residents."
United States
Susanne S.
$424 nightly
The price is $493
Dec 12 - Dec 13
Total with taxes and fees
Tropical Paradise: Relaxing 1BR Condo Near Magic Sands Beach

Vacation Home in Kailua-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 "
United States
Phillip
$440 nightly
The price is $512
Dec 15 - Dec 16
Total with taxes and fees
Charming townhome with WiFi in Kailua-Kona

Vacation Home in Kahaluu-Keauhou

Stunning Ocean Front Home
9.8 out of 10, Exceptional, (46)
"Perfect location, dreamy ocean view. Host provided excellent communication. Home is beautiful. "
United States
Shay T.
$1,942 nightly
The price is $2,259
Dec 15 - Dec 16
Total with taxes and fees
Stunning Ocean Front Home
9.4 out of 10, Exceptional, (156)
"Property was exactly as described right on the water with glorious sunsets on the lanai and sleeping to sounds of waves. Super close to the pool which was a nice bonus. The perfect jump off point/location for lots of family adventures. Thank you!"
United States
Rachael M.
$468 nightly
The price is $544
Dec 18 - Dec 19
Total with taxes and fees
Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts
$366 nightly
The price is $429
Jan 11 - Jan 12, 2026
Total with taxes and fees
Kona Studio + 2 Small Bonus Rooms, Big Covered Patio, Near Beaches /Airport
2.0 star property
9.6 out of 10, Exceptional, (5)
"Great location and lots of space. Very clean and lots of amenities. Included beach necessities as well as snorkel gear that came in handy. Would stay again!"
United States
jkoyanagi
$987 nightly
The price is $1,148
Dec 14 - Dec 15
Total with taxes and fees
Roof deck views, hot tub, big kitchen, 3200sf, BBQ

Vacation Home in Holualoa Village

Earthy Modern Beach House
10.0 out of 10, Exceptional, (1)
"Great location. Great house. Wish we could have stayed longer."
United States
Anonymous traveler
$589 nightly
The price is $685
Dec 12 - Dec 13
Total with taxes and fees
Earthy Modern Beach House

Vacation Home in Holualoa Village

Hi9-ST1-The Sunshine Haven
$11,449 nightly
The price is $11,569
Dec 12 - Dec 13
Total with taxes and fees
Hi9-ST1-The Sunshine Haven
$403 nightly
The price is $476
Dec 30 - Dec 31
Total with taxes and fees
Charming Pu'ukala Sunset - Near Hiking And Golf 1 Bedroom Home by RedAwning
10.0 out of 10, Exceptional, (5)
"This was our favorite place we stayed during our Hawaii family vacation. The home was modern, clean and comfortable, and the location was ideal, close to the airport and harbor but up on the hill where it is a little cooler. And the view of the sunset out the back was amazing!"
United States
Bryce H.
$892 nightly
The price is $1,038
Dec 23 - Dec 24
Total with taxes and fees
NEW LISTING Kailua-Kona 3-bedroom, 2-bath single-family home Ocean & Sunset View

Vacation Home in Kalaoa

Lihau Boho House
$767 nightly
The price is $892
Dec 12 - Dec 13
Total with taxes and fees
Lihau Boho House

Vacation Home in Holualoa Village

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."
United States
Eric P.
$931 nightly
The price is $1,089
Jan 2 - Jan 3, 2026
Total with taxes and fees
The Kumu House
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
October
February
$482
$611
Month
Price
January
$611
February
$629
March
$531
April
$524
May
$371
June
$500
July
$570
August
$381
September
$510
October
$320
November
$440
December
$482
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
414
Accommodation
577 Vacation Homes
Lowest Price
$248
Highest Price
$11,569

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