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Kailua-Kona Vacation Rentals

Find the best deals on 2,098 vacation rentals in Kailua-Kona

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Top rentals in Kailua-Kona

Find the perfect Kailua-Kona vacation rental for your needs
Castle Kona Bali Kai , a Condominium Resort
Castle Kona Bali Kai , a Condominium Resort
5.4
$317
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Vacation Condos In Kona
Vacation Condos In Kona
6.7
$194
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Ohana Hale
Ohana Hale
5.7
$81
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Ac Included Beautifully Updated Ocean Views!
Ac Included Beautifully Updated Ocean Views!
9.6
$220
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Contemporary Ocean Front Condo By Alii Drive!
Contemporary Ocean Front Condo By Alii Drive!
$145
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Cozy Corner
Cozy Corner
5.7
$98
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Ahi Hale
Ahi Hale
6.0
$81
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Kona Highlands Vacation
Kona Highlands Vacation
$214
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Mini Ahi
Mini Ahi
5.9
$181
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Romantic cabin on a gated farm
Romantic cabin on a gated farm
9.5
$111
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Double Suite
Double Suite
4.8
$176
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The Lizards Retreat
The Lizards Retreat
$72
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Kuleana Apartment
Kuleana Apartment
5.0
$131
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Newly Remodeled, Ocean Views, Strong Wi-Fi, Abundance Of Parking, More..
Newly Remodeled, Ocean Views, Strong Wi-Fi, Abundance Of Parking, More..
9.0
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1 Bedroom 1 Bath Royal Sea Cliff
1 Bedroom 1 Bath Royal Sea Cliff
$505
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Bali Kai Getaway In Kona On The Big Island
Bali Kai Getaway In Kona On The Big Island
9.0
$148
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Full kitchen, walk-in shower, blocks from the beach!
Full kitchen, walk-in shower, blocks from the beach!
9.4
$333
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Spacious home in a lush green piece of paradise
Spacious home in a lush green piece of paradise
9.9
$208
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Tropical Oasis / Oceanfront property on Alii Drive
Tropical Oasis / Oceanfront property on Alii Drive
9.5
$199
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Spectacular Hawaii Oceanfront Home
Spectacular Hawaii Oceanfront Home
10.0
$916
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Beautiful Ocean View Condo on the Big Island Hawaii
Beautiful Ocean View Condo on the Big Island Hawaii
$195
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Direct Ocean View in the Heart of Kailua-Kona/ At startline for Ironman!
Direct Ocean View in the Heart of Kailua-Kona/ At startline for Ironman!
9.9
$169
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Home Great For Families and Couples
Home Great For Families and Couples
9.8
$226
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Large ground floor Surfer Studio w shared bathroom n easy access
Large ground floor Surfer Studio w shared bathroom n easy access
6.2
$113
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Large home on one acre
Large home on one acre
$235
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One Bedroom, First Floor, Fully Furnished Condo
One Bedroom, First Floor, Fully Furnished Condo
9.8
$144
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Best Christmas Specials - Kona Islander Inn - Tropical Inside
Best Christmas Specials - Kona Islander Inn - Tropical Inside
$174
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Affordable Kailua-Kona Studio - Just Minutes From Downtown Kailua-Kona
Affordable Kailua-Kona Studio - Just Minutes From Downtown Kailua-Kona
$68
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Kona Cottage On Working Farm W/ Deck & Amazing Sunset Ocean Views!
Kona Cottage On Working Farm W/ Deck & Amazing Sunset Ocean Views!
9.5
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Heavenly Hawaiian Hideaway I
Heavenly Hawaiian Hideaway I
10.0
$90
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Golf, Tennis, Kona. Luxury Wyndham Tropical Oasis
Golf, Tennis, Kona. Luxury Wyndham Tropical Oasis
10.0
$427
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Hawaiian Family Hale at Gates Beach with a heated pool
Hawaiian Family Hale at Gates Beach with a heated pool
9.6
$228
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Lava Apartment in Paradise!
Lava Apartment in Paradise!
9.8
$111
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Family-Friendly And Beautiful Ocean Views! 2 Miles To Kona & 1/2 Mile To Shore
Family-Friendly And Beautiful Ocean Views! 2 Miles To Kona & 1/2 Mile To Shore
10.0
$453
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Mermaid Suite Lounge in the Heart of Downtown Kona
Mermaid Suite Lounge in the Heart of Downtown Kona
10.0
$392
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Puako Oceanfront 2BR/studio
Puako Oceanfront 2BR/studio
$166
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Blue Kehena: Walk To Kehena Black Sand Beach From Our Lush Jungle Home
Blue Kehena: Walk To Kehena Black Sand Beach From Our Lush Jungle Home
9.0
$282
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Ranch View Cottage - 1 Bed 1 Bath Vacation home in Kailua-Kona
Ranch View Cottage - 1 Bed 1 Bath Vacation home in Kailua-Kona
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Hidden Treasure
Hidden Treasure
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️PiH️ Paradise Beach Villa ★ Beach View ★ Kahalu'u Snorkel
️PiH️ Paradise Beach Villa ★ Beach View ★ Kahalu'u Snorkel
9.0
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Tranquil Private Home 5 Minutes To Hawai'I Volcanoes National Park
Tranquil Private Home 5 Minutes To Hawai'I Volcanoes National Park
10.0
$319
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Luxury Resort Garden View Condo With A/C, Lanai, Jacuzzi Bathtub, Complex Pool,
Luxury Resort Garden View Condo With A/C, Lanai, Jacuzzi Bathtub, Complex Pool,
$551
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Million Dollar View in Gated Community
Million Dollar View in Gated Community
9.2
$113
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Castle Kona Reef, a Condominium Resort
Castle Kona Reef, a Condominium Resort
6.6
$256
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Banyan Tree By Casago
Banyan Tree By Casago
$396
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Kona Reef
Kona Reef
8.6
$264
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Carson's Kaloko Mountain Cabin
Carson's Kaloko Mountain Cabin
9.8
$200
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Carson's Kaloko Mountain Cottage
Carson's Kaloko Mountain Cottage
10.0
$198
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Alii Breeze
Alii Breeze
$222
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Kona Isle C24
Kona Isle C24
$126
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Keauhou Kona Surf & Racquet Club #3-101 'Hale Malama Pono'
Keauhou Kona Surf & Racquet Club #3-101 'Hale Malama Pono'
10.0
$285
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Ocean Front Unit Built 2005, Across From Kahaluu Beach, Fantastic Ocean Views!
Ocean Front Unit Built 2005, Across From Kahaluu Beach, Fantastic Ocean Views!
9.9
$266
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Fern Forest Getaway
Fern Forest Getaway
7.6
$88
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Ohana Pua Hale
Ohana Pua Hale
5.9
$154
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Surfboard
Surfboard
6.5
$163
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Keauhou Resort Condominiums
Keauhou Resort Condominiums
$231
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Palani Condo
Palani Condo
8.1
$188
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Holualoa Bay Villas 102 By RedAwning
Holualoa Bay Villas 102 By RedAwning
$238
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Japanese Style Home on 1 Acre with Pool, 1 Acre garden planted around lava flow
Japanese Style Home on 1 Acre with Pool, 1 Acre garden planted around lava flow
9.7
$316
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Updated Condo with Partial Oceanview from Lanai!!
Updated Condo with Partial Oceanview from Lanai!!
$133
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Kailua Bay Resort 3301 - Two Bedroom Condo
Kailua Bay Resort 3301 - Two Bedroom Condo
$212
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Oceanfront Dolphin House Estate
Oceanfront Dolphin House Estate
10.0
$1,694
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The Great Kona Escape
The Great Kona Escape
9.1
$252
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The Kona Greenhouse
The Kona Greenhouse
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Krystalinne
Krystalinne
9.4
$167
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First Class Kona Cottage
First Class Kona Cottage
$212
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Lolia Eco-Village
Lolia Eco-Village
6.0
$116
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Awesome Ocean Views & Breathtaking Sunsets On The Kona Country Club Golf Course
Awesome Ocean Views & Breathtaking Sunsets On The Kona Country Club Golf Course
9.4
$146
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Delightful Ocean/Beach Front - Budget Friendly with New Kitchen!
Delightful Ocean/Beach Front - Budget Friendly with New Kitchen!
9.4
$252
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Great for Ocean and Mountain Views
Great for Ocean and Mountain Views
9.7
$538
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Kona Condo - Ocean Front Complex - Great Ocean & Beach View!!!
Kona Condo - Ocean Front Complex - Great Ocean & Beach View!!!
8.1
$242
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Palani Hale 'Palani House' Is A Beautiful Hawaiian Style 3bd, 2bath Full House
Palani Hale 'Palani House' Is A Beautiful Hawaiian Style 3bd, 2bath Full House
8.3
$218
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A Beautiful Beach House Full Of Aloha In Hilo
A Beautiful Beach House Full Of Aloha In Hilo
$218
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Charming Historic Ranching-Era Estate. Magical Kona Views. Close to everything!
Charming Historic Ranching-Era Estate. Magical Kona Views. Close to everything!
9.7
$577
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When to book a vacation apartment in Kailua-Kona

Check out the tips below to find the best deal on a Kailua-Kona vacation rental property
Low Season
May
High Season
February

cheapest month to stay

24%

expected price decrease

most expensive time to stay

26%

expected price increase

Price
$166 - $291
Highest day of week
Wednesday
Cheapest day of week
Sunday

av. price over the last two weeks

Average price (weeknight)

$364

av. price over the last two weeks

av. price over the last two weeks

Average price (weekend night)

$336

av. price over the last two weeks


Cheapest vacation rentals in Kailua-Kona

Our lowest priced vacation apartments and property rentals for a cheaper way to stay in Kailua-Kona
Keauhou Resort Condominiums
Keauhou Resort Condominiums
$231
Keauhou Kona Surf & Racquet Club #3-101 'Hale Malama Pono'
Keauhou Kona Surf & Racquet Club #3-101 'Hale Malama Pono'
10.0
$285
Castle Kona Reef, a Condominium Resort
Castle Kona Reef, a Condominium Resort
6.6
$256
Castle Kona Bali Kai , a Condominium Resort
Castle Kona Bali Kai , a Condominium Resort
5.4
$317
Kona Reef
Kona Reef
8.6
$264
Banyan Tree By Casago
Banyan Tree By Casago
$396

Kailua-Kona vacation apartments & rental properties FAQ

How long do people typically book vacation apartments for in Kailua-Kona?

About 4 nights is the most common choice for those booking vacation apartment rentals in Kailua-Kona.

How much does a vacation rental apartment in Kailua-Kona cost?

Around $226 per night is the typical cost of a vacation apartment in Kailua-Kona - note that if you are booking an apartment for a larger group or require more rooms and facilities in your rental, the price will likely be higher.

When is the best time to book a vacation rental in Kailua-Kona?

Vacation apartments in Kailua-Kona are often cheapest in May - rental prices can be around 24% lower than the average during this period.

Hotel deals North America United States Hawaii Kailua-Kona Vacation Rentals in Kailua-Kona