Search Vacation Homes in Kailua-Kona

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
Enjoy cooking in this well-lit kitchen with a large window view and modern appliances.

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

10.0 out of 10, Exceptional, (153)
"Great stay. Great amenities. Be aware it is 2nd floor with only stair access. "
The price is HK$1,829
HK$3,734 total
includes taxes & fees
20 Aug - 21 Aug
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
Walk to White Sands Beach or Relax by Your Private Pool
Relax by the serene pool surrounded by lush greenery and palm trees.

Walk to White Sands Beach or Relax by Your Private Pool

9.6 out of 10, Exceptional, (239)
"This was an excellent place to stay. The location and view was as advertised. Communication with owner very good. "
Walk to White Sands Beach or Relax by Your Private Pool
Rare BEACH FRONT Home at Kona Surf and Racquet Club. Accessible beach 🏖️
Guests can enjoy a beachside setting with a palm tree and ocean views.

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

9.8 out of 10, Exceptional, (94)
"We loved our stay at this oceanfront property! The sunsets were second to none here!"
The price is HK$1,144
HK$4,399 total
includes taxes & fees
8 Aug - 9 Aug
Rare BEACH FRONT Home at Kona Surf and Racquet Club. Accessible beach 🏖️
Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero
Relax in this ocean-view space with a table and chairs, perfect for dining or unwinding.

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

10.0 out of 10, Exceptional, (45)
"Excellent communication by/with property manager."
Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero
Spacious 4-bedroom house plus bunk room with WiFi and AC in charming Kailua-Kona
Relax by the ocean with a refreshing swim or sunbathe on the poolside lounge chairs.

Spacious 4-bedroom house plus bunk room with WiFi and AC in charming Kailua-Kona

10.0 out of 10, Exceptional, (3)
"We really enjoyed our stay at this house. The location was great for teens with an easy walk to town, parks and beaches. Open floor plan was great for relaxing by the pool and enjoying the ocean view. Ample private space for the adults and the home was well stocked. Would stay again for certain. "
Spacious 4-bedroom house plus bunk room with WiFi and AC in charming Kailua-Kona
Direct Oceanfront Condo on Private Beach Resort *Central AC *
Enjoy a scenic ocean view from this outdoor picnic table, situated on a platform surrounded by volcanic rocks and lush greenery.

Direct Oceanfront Condo on Private Beach Resort *Central AC *

9.6 out of 10, Exceptional, (170)
"We had wonderful accommodations, very clean and the view was wonderful and great location. "
Direct Oceanfront Condo on Private Beach Resort *Central AC *
Oceanfront Kona Beach House
Relax on the deck with a hot tub overlooking the ocean, surrounded by comfortable seating and a secure railing.

Oceanfront Kona Beach House

10.0 out of 10, Exceptional, (78)
"This home is just lovely-clean, very well equipped and right on the ocean. We certainly would stay here again. "
Oceanfront Kona Beach House
Remodeled Kona Home w/Panoramic Ocean Views & Vibrant Sunsets
Enjoy breathtaking views of the surrounding landscape from this balcony, featuring a hammock and a tree-lined view.

Remodeled Kona Home w/Panoramic Ocean Views & Vibrant Sunsets

10.0 out of 10, Exceptional, (4)
" Nice place, will visit again. "
Remodeled Kona Home w/Panoramic Ocean Views & Vibrant Sunsets
Don`t miss out on This Amazing Home for your vacation.
Relax by the serene pool surrounded by lush tropical plants and palm trees.

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

9.8 out of 10, Exceptional, (131)
"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.
Outrigger Paradise Hale Wa a Pale with Private Pool!
Pool

Outrigger Paradise Hale Wa a Pale with Private Pool!

9.4 out of 10, Exceptional, (43)
"The house is kind of a funky lay out, but it worked perfect for our group of three different house holds. Beautiful viewed, beautiful pool, and large, comfortable space."
Outrigger Paradise Hale Wa a Pale with Private Pool!
UPPER UNIT -1500 sq/ ft - 30 + days !
Relax in a serene outdoor space surrounded by lush greenery and tropical plants.

UPPER UNIT -1500 sq/ ft - 30 + days !

9.8 out of 10, Exceptional, (13)
"Was perfect. No issues. "
UPPER UNIT -1500 sq/ ft - 30 + days !
Magnificent! Private Pool & Hot Tub - 180 degree Ocean Views
Relax by the pool surrounded by lush greenery and lounge chairs.

Magnificent! Private Pool & Hot Tub - 180 degree Ocean Views

9.8 out of 10, Exceptional, (166)
"Loved our stay here! We will be back!"
Magnificent! Private Pool & Hot Tub - 180 degree Ocean Views
Last Minute Summer Sale! Oceanfront Luxury: 3BR/3BA Waterfront Views in Kona
On the beach

Last Minute Summer Sale! Oceanfront Luxury: 3BR/3BA Waterfront Views in Kona

10.0 out of 10, Exceptional, (135)
"We loved the house and the location. "
Last Minute Summer Sale! Oceanfront Luxury: 3BR/3BA Waterfront Views in Kona
Awesome View, Best Snorkel Beach, Big Lanais, Private Home
Enjoy ocean views from the balcony and dine with friends at the table for four.

Awesome View, Best Snorkel Beach, Big Lanais, Private Home

9.4 out of 10, Exceptional, (87)
"The location was absolutely amazing. Views of the ocean, across the street from the beach, a short drive to downtown. Everything about this stay was absolutely perfect and we can’t wait to come back!!!!"
Awesome View, Best Snorkel Beach, Big Lanais, Private Home
Stunning Ocean Views + Designer Designed Kona Home
Relax on the deck with a swing chair, taking in the breathtaking ocean views.

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
Kimo's Getaway
Enjoy ocean views from this outdoor space with a deck, seating area, and potted plant.

Kimo's Getaway

10.0 out of 10, Exceptional, (71)
"Loved our stay! A little of everything to make our stay good."
The price is HK$1,138
HK$3,077 total
includes taxes & fees
6 Aug - 7 Aug
Kimo's Getaway
Unbeatable Oceanfront Location in the Heart of Kailua-Kona
Enjoy ocean views from this dining area with a glass table and wicker chairs.

Unbeatable Oceanfront Location in the Heart of Kailua-Kona

10.0 out of 10, Exceptional, (7)
"Was able to watch whales and different ocean life from the lanai. The host had everything there we needed from Kona bean coffee to beach towels, beach chairs, etc. The kitchen was fully stocked. Short walk to eat breakfast. Ate at Jackie Rays! Loved! The upstairs carpet definitely needs to be replaced. Nice and roomy. The mermaid shower was unique!"
Unbeatable Oceanfront Location in the Heart of Kailua-Kona
🏖️Ocean Front | Central AC | Private Pool & Grill | Concierge Included
Relax in style with a bottle of wine and a view of the ocean.

🏖️Ocean Front | Central AC | Private Pool & Grill | Concierge Included

9.8 out of 10, Exceptional, (36)
"Couldn’t have been happier with the condo. It was clean, spacious and had everything we needed. The pool and hot tub were perfect and the location overlooking the golf course and the ocean was a dream. Would definitely book this condo again. "
🏖️Ocean Front | Central AC | Private Pool & Grill | Concierge Included
🏖️Next to Keauhou Bay! | Concierge Included | Large Private Pool & Lanai
Set amidst lush greenery, this two-story residence offers a peaceful retreat with a balcony and outdoor seating area.

🏖️Next to Keauhou Bay! | Concierge Included | Large Private Pool & Lanai

9.4 out of 10, Exceptional, (67)
"Home was perfect for our trip. Kids and adults loved the pool. I was worried about it not being heated cause I don’t like cold water, but the pool temp was perfect! Close to shopping, activities and public beaches. Highly recommend! "
🏖️Next to Keauhou Bay! | Concierge Included | Large Private Pool & Lanai
Hale Pulelehua, Butterfly House: Incredible Modern Alii Drive Home
Enjoy meals in a spacious dining area with a large table and ocean views through expansive glass doors.

Hale Pulelehua, Butterfly House: Incredible Modern Alii Drive Home

9.4 out of 10, Exceptional, (22)
"Rating Details: The vacation rental was very clean. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had stay and the house was lovely. Garden was also very beautiful with lots of flowers ,birds and butterflies. Great location , we went snorkeling almost every day we were there. We will definitely book again!"
Hale Pulelehua, Butterfly House: Incredible Modern Alii Drive Home
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
Sign in
Sign up, it's free

Top Kailua-Kona Hotel Reviews

Royal Kona Resort

Royal Kona Resort

10/10 Excellent
"Beautiful resort. We stayed in a newly renovated room on the top floor and the views are fantastic. We enjoyed walking to nearby restaurants and shops. "
Jennifer 2-night trip
Posted 2 days ago
Royal Kona Resort