Holiday Homes in Kailua-Kona

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Kailua-Kona holiday homes

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

Charming Pu'ukala Sunset - Near Hiking And Golf 1 Bedroom Home by RedAwning
3.0 star property
Kalaoa
The price is NZ$749
includes taxes & fees
15 Jan - 16 Jan 2026
Charming Pu'ukala Sunset - Near Hiking And Golf 1 Bedroom Home by RedAwning

Sunset Shores - Unit B Kauipoho

Sunset Shores - Unit B Kauipoho
2.0 star property
Kahaluu-Keauhou
The price is NZ$705
includes taxes & fees
15 Jan - 16 Jan 2026
Sunset Shores - Unit B Kauipoho

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

Beautiful, Ocean View Studio- Quiet, Kitchenette, Sleeps 4, Free WiFi & Parking
Kalaoa
9.8 out of 10, Exceptional, (13)
"Would stay again"
United States
jeff j.
The price is NZ$560
includes taxes & fees
30 Dec - 31 Dec
Beautiful, Ocean View Studio- Quiet, Kitchenette, Sleeps 4, Free WiFi & Parking

Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet

Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet
Kalaoa
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.
The price is NZ$467
includes taxes & fees
31 Dec - 1 Jan 2026
Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet

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

Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
Kailua-Kona
10.0 out of 10, Exceptional, (165)
"Excellent choice and enjoyable stay"
United States
Arvind B.
The price is NZ$716
includes taxes & fees
12 Jan - 13 Jan 2026
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

Tropical Paradise: Relaxing 1BR Condo Near Magic Sands Beach

Tropical Paradise: Relaxing 1BR Condo Near Magic Sands Beach
Holualoa Village
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.
The price is NZ$844
includes taxes & fees
29 Dec - 30 Dec
Tropical Paradise: Relaxing 1BR Condo Near Magic Sands Beach

Across the ocean Treehouse at the Salty Jungle Kona - Perfect for two!

Across the ocean Treehouse at the Salty Jungle Kona - Perfect for two!
Kahaluu-Keauhou
9.4 out of 10, Exceptional, (3)
"We stayed almost one week, location was great, staff was amazzzzingggg, will stay again! "
United States
Martina W.
The price is NZ$747
includes taxes & fees
4 Jan - 5 Jan 2026
Across the ocean Treehouse at the Salty Jungle Kona - Perfect for two!

Charming townhome with WiFi in Kailua-Kona

Charming townhome with WiFi in Kailua-Kona
2.0 star property
Kailua-Kona
9.4 out of 10, Exceptional, (10)
"The view was great and the house was very cozy and peaceful "
United States
Phillip
The price is NZ$877
includes taxes & fees
31 Dec - 1 Jan 2026
Charming townhome with WiFi in Kailua-Kona

3-min walk to beach | King bed | Newly Renovated!

3-min walk to beach | King bed | Newly Renovated!
2.0 star property
Holualoa Village
The price is NZ$350
includes taxes & fees
7 Jan - 8 Jan 2026
3-min walk to beach | King bed | Newly Renovated!

A/C 2 bed Comfortable Bungalow Alii drive

A/C 2 bed Comfortable Bungalow Alii drive
Holualoa Village
10.0 out of 10, Exceptional, (2)
"This may be one of my top VRBO stays ever. The space was exactly like pictured but with even more charm and care. Everything we needed was there and so well organized. I appreciated the separate outdoor spaces to sit (complete with lights, fan, and great art) as well as the washer and dryer hidden out of site. The inside was filled with great touches such as coffee, make-up remover, ceiling fans, and so much more. I highly recommend this for anyone traveling to the area - the only downside was...
United States
Sabrina S.
The price is NZ$872
includes taxes & fees
8 Jan - 9 Jan 2026
A/C 2 bed Comfortable Bungalow Alii drive

Marvelous 3-bedroom house in welcoming Kailua-Kona neighborhood

Marvelous 3-bedroom house in welcoming Kailua-Kona neighborhood
2.0 star property
Kailua-Kona
The price is NZ$1,132
includes taxes & fees
4 Jan - 5 Jan 2026
Marvelous 3-bedroom house in welcoming Kailua-Kona neighborhood

Stunning Ocean Front Home

Stunning Ocean Front Home
Kahaluu-Keauhou
9.8 out of 10, Exceptional, (46)
"Perfect location, dreamy ocean view. Host provided excellent communication. Home is beautiful. "
United States
Shay T.
The price is NZ$3,317
includes taxes & fees
8 Jan - 9 Jan 2026
Stunning Ocean Front Home

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

Kona Studio + 2 Small Bonus Rooms, Big Covered Patio, Near Beaches /Airport
Kalaoa
The price is NZ$678
includes taxes & fees
4 Jan - 5 Jan 2026
Kona Studio + 2 Small Bonus Rooms, Big Covered Patio, Near Beaches /Airport

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

Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts
Kahaluu-Keauhou
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.
The price is NZ$1,036
includes taxes & fees
22 Jan - 23 Jan 2026
Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts

The Kumu House

The Kumu House
Holualoa Village
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.
The price is NZ$1,406
includes taxes & fees
14 Jan - 15 Jan 2026
The Kumu House

Lihau Boho House

Lihau Boho House
Kalaoa
The price is NZ$1,144
includes taxes & fees
4 Jan - 5 Jan 2026
Lihau Boho House

Hi9-ST1-The Sunshine Haven

Hi9-ST1-The Sunshine Haven
Holualoa Village
The price is NZ$20,555
includes taxes & fees
29 Dec - 30 Dec
Hi9-ST1-The Sunshine Haven

4BR Kona Home with Ocean Views and AC!

4BR Kona Home with Ocean Views and AC!
Kahaluu-Keauhou
The price is NZ$2,894
includes taxes & fees
12 Jan - 13 Jan 2026
4BR Kona Home with Ocean Views and AC!

Cozy Sunset Views W/ Lanai - Close To Beach 1 Bedroom Home by RedAwning

Cozy Sunset Views W/ Lanai - Close To Beach 1 Bedroom Home by RedAwning
3.0 star property
Kalaoa
10.0 out of 10, Exceptional, (1)
The price is NZ$764
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Sunset Views W/ Lanai - Close To Beach 1 Bedroom Home by RedAwning

Earthy Modern Beach House

Earthy Modern Beach House
Holualoa Village
10.0 out of 10, Exceptional, (1)
"Great location. Great house. Wish we could have stayed longer."
United States
Anonymous traveller
The price is NZ$1,411
includes taxes & fees
20 Jan - 21 Jan 2026
Earthy Modern Beach 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Kailua-Kona Hotel Reviews

Find out more about Kailua-Kona

Kailua-Kona Holiday Homes information

Number of reviews
383
Accommodation
577 Holiday Homes
Lowest Price
NZ$467
Highest Price
NZ$20,555

Explore a world of travel with Expedia