Holiday Homes in Kailua-Kona

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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 €381
includes taxes & fees
14 Jan - 15 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 €400
includes taxes & fees
1 Jan - 2 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 €284
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 €242
includes taxes & fees
31 Dec - 1 Jan 2026
Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet

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 €471
includes taxes & fees
5 Jan - 6 Jan 2026
Tropical Paradise: Relaxing 1BR Condo Near Magic Sands Beach

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 €364
includes taxes & fees
12 Jan - 13 Jan 2026
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

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 €383
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 €458
includes taxes & fees
5 Jan - 6 Jan 2026
Charming townhome with WiFi in Kailua-Kona

Hi9-ST1-The Sunshine Haven

Hi9-ST1-The Sunshine Haven
Holualoa Village
The price is €9,997
includes taxes & fees
6 Jan - 7 Jan 2026
Hi9-ST1-The Sunshine Haven

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

3-min walk to beach | King bed | Newly Renovated!
2.0 star property
Holualoa Village
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 €453
includes taxes & fees
8 Jan - 9 Jan 2026
A/C 2 bed Comfortable Bungalow Alii drive

Sandy Toes Getaway in Kona

Sandy Toes Getaway in Kona
2.0 star property
Kahaluu-Keauhou
8.0 out of 10, Very good, (1)
"Overall, liked the place. The only issue I had was trying to communicate with someone. I just had a quick question and I couldn’t get an answer. But the place was great. "
United States
Evelyn
The price is €345
includes taxes & fees
5 Jan - 6 Jan 2026
Sandy Toes Getaway in Kona

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.
Stunning Ocean Front Home

Marvelous 3-bedroom house in welcoming Kailua-Kona neighborhood

Marvelous 3-bedroom house in welcoming Kailua-Kona neighborhood
2.0 star property
Kailua-Kona
Marvelous 3-bedroom house in welcoming Kailua-Kona neighborhood

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 €528
includes taxes & fees
22 Jan - 23 Jan 2026
Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts

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 €383
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Sunset Views W/ Lanai - Close To Beach 1 Bedroom Home by RedAwning

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 €467
includes taxes & fees
5 Jan - 6 Jan 2026
Kona Studio + 2 Small Bonus Rooms, Big Covered Patio, Near Beaches /Airport

Lihau Boho House

Lihau Boho House
Kalaoa
Lihau Boho House

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 Kumu House

4BR Kona Home with Ocean Views and AC!

4BR Kona Home with Ocean Views and AC!
Kahaluu-Keauhou
The price is €1,470
includes taxes & fees
12 Jan - 13 Jan 2026
4BR Kona Home with Ocean Views and AC!
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

Kailua-Kona Holiday Homes information

Number of reviews
429
Accommodation
577 Holiday Homes
Lowest Price
€242
Highest Price
€9,997

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