Search vacation rental in Kailua-Kona, HI from 100+ sites!

2132 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Kailua-Kona, HI vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Vacation rentals and Airbnb offers in Kailua-Kona, HI

Best Kailua-Kona, HI vacation rentals with a balcony

Experience Ocean Views In This Spacious Penthouse 2br Condo In Beautiful Kailua-kona. - Kailua-Kona, HI
Kailua-Kona, HI
08/14 – 08/23
$536/nighttotal: $4824 (9 )

Experience Ocean Views In This Spacious Penthouse 2br Condo In Beautiful Kailua-kona.

2 6
apartment , Kailua
This penthouse condo is located in Historic Kailua Village, a short walk from Kailua Beach Park and close to Kailua-Kona Wharf.
This 1300 sq ft ocean-view retreat offers 2 bedrooms, 3 bathrooms, and can accommodate up to 6 guests with amenities including a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a swimming pool, and parking.
Big Island Kona Islander By Coldwell Banker Island Vacations - Kailua-Kona, HI
9.2 63 reviews
Kailua-Kona, HI
07/02 – 07/11
$174/nighttotal: $1566 (9 )

Big Island Kona Islander By Coldwell Banker Island Vacations

1 2
apartment , Kailua
This Kailua-Kona apartment rental is a 3-minute walk from Magic Sands Beach, 4.2 miles from Kaloko-Honokohau National Historical Park, and 16 miles from Kealakekua Bay State Historical Park.
This one-bedroom, one-bathroom condo offers a fully equipped kitchen, in-unit laundry, free private parking, a private balcony, access to a swimming pool, jacuzzi, fitness center, tennis court, and garden, plus free Wi-Fi and cable TV.
Oceanview Studio W/ Lanai Ac Kitchenette Pool Hot Tub And Beach Access! - Kailua-Kona, HI
9.2 58 reviews
Kailua-Kona, HI
07/04 – 07/06
$846/nighttotal: $1692 (2 )

Oceanview Studio W/ Lanai Ac Kitchenette Pool Hot Tub And Beach Access!

3 5
studio , Holualoa
This Holualoa Village condo is less than a mile from Magic Sands Beach and Kailua-Kona beaches, and within two miles of the Sadie Seymour Botanical Garden and Honl's Beach, offering easy access to popular attractions.
The smoke-free unit boasts a fully equipped kitchen, private balcony, access to a swimming pool, jacuzzi, tennis court, and free Wi-Fi, plus housekeeping is available upon request.
Cozy Kona Gem Near Downtown & Aliʻi Drive With King Bed & Full Kitchen | Kona - Kailua-Kona, HI
9.6 34 reviews
Kailua-Kona, HI
06/20 – 06/27
$163/nighttotal: $1141 (7 )

Cozy Kona Gem Near Downtown & Aliʻi Drive With King Bed & Full Kitchen | Kona

1 2
apartment , Kailua
This Kailua apartment is located in Historic Kailua Village, just a short walk from Honl's Beach and Kailua Pier, offering easy access to both the ocean and the bustling village atmosphere. It has received excellent guest ratings.
This one-bedroom, one-bathroom apartment is 570 square feet and can comfortably accommodate up to four guests. Amenities include a swimming pool, fitness center, barbecue grills, a terrace, and a fully equipped kitchen with a refrigerator, oven, and microwave.

Search Family Vacation Rentals in Kailua-Kona, HI

These family-friendly vacation rentals in Kailua-Kona, HI offer plenty of room to spread out near local beaches.

️Direct Oceanfront Kona Condo | One Of The Best Views | Ac | Walk To Town - Kailua-Kona, HI
9.7 110 reviews
Kailua-Kona, HI
08/10 – 08/13
$402/nighttotal: $1206 (3 )

️Direct Oceanfront Kona Condo | One Of The Best Views | Ac | Walk To Town

1 2
apartment , Kailua
This Kailua condo rental is conveniently located in Historic Kailua Village, less than a mile from Honl's Beach and Kailua Pier.
The one-bedroom, one-bathroom unit sleeps two guests and boasts a fully equipped kitchen, private balcony, free WiFi, on-site amenities including a pool, jacuzzi, and concierge service.
Beach Haven At Malia Kai  Prime Location Near Downtown, Incredible Views & Pool - Kailua-Kona, HI
Kailua-Kona, HI
11/12 – 11/19
$339/nighttotal: $2373 (7 )

Beach Haven At Malia Kai Prime Location Near Downtown, Incredible Views & Pool

1 2
apartment , Kailua
This tri-level townhouse condo is located in Historic Kailua Village, a short walk from Alii Drive's shops, restaurants, and Honl's Beach.
This 800 sq. ft. condo accommodates up to 4 guests with a king bed and a Murphy bed, featuring a full kitchen, two private lanais, and access to a shared pool and barbecue area.
The Kona Billfisher - Kailua-Kona, HI
9.5 288 reviews
Kailua-Kona, HI
07/02 – 07/11
$352/nighttotal: $3168 (9 )

The Kona Billfisher

1 2
resort , Kailua
The Kona Billfisher resort in Kailua-Kona offers convenient access to Kaloko-Honokohau National Historical Park (4.3 miles) and Hulihee Palace (0.7 miles), with Kona International Airport just 8.8 miles away.
This family-friendly property features fully equipped kitchens, ocean views from select units, a swimming pool, jacuzzi, fitness center, tennis court, and on-site amenities including barbecue facilities and table tennis.

Frequently Asked Questions about vacation rentals in Kailua-Kona, HI

Destinations nearby

Best Kailua-Kona, HI vacation rentals with parking

Ocean View Condo In The Heart Of Kona - Kailua-Kona, HI
9.8 34 reviews
Kailua-Kona, HI
07/04 – 07/06
$336/nighttotal: $672 (2 )

Ocean View Condo In The Heart Of Kona

1 5
apartment , Holualoa
This Holualoa Village condo is located within two miles of Honl's Beach and the Kona Inn Shopping Village, offering easy access to local attractions and churches.
The two-bedroom, one-bathroom apartment sleeps five and features a fully equipped kitchen, in-unit laundry, a lanai, a smart TV, and access to an on-site pool, spa, and garden.
Kalani Kai#109 - Kailua-Kona, HI
9.4 68 reviews
Kailua-Kona, HI
07/20 – 07/25
$199/nighttotal: $995 (5 )

Kalani Kai#109

1 3
house , Kailua
Kalani Kai #109, a Kailua-Kona vacation rental, is conveniently located a 4-minute walk from Ahu'ena Heiau and 500 yards from Hulihee Palace, offering easy access to historical sites and nearby beaches.
This 108-square-foot (10 sq ft is unrealistic for a house, assuming a typo and converting to more realistic square footage based on the description) one-bedroom, one-bathroom condo features a fully equipped kitchen, private entrance, free Wi-Fi, and access to a swimming pool, spa, fitness center, and tennis court.
Walk To The Beach | Downtown Kona Condo With Pool Access - Kailua-Kona, HI
9.4 114 reviews
Kailua-Kona, HI
07/02 – 07/11
$186/nighttotal: $1674 (9 )

Walk To The Beach | Downtown Kona Condo With Pool Access

1 2
apartment , Kailua
This Kailua apartment is conveniently located in Historic Kailua Village, just a short walk from Hulihee Palace and Kailua Pier, offering easy access to the area's attractions and vibrant atmosphere. The apartment consistently receives excellent ratings for its location, cleanliness, and overall guest experience.
This one-bedroom, one-bathroom unit comfortably accommodates two guests and features a modern kitchen, a relaxing balcony, and a private pool for your enjoyment. You'll also have access to amenities like free Wi-Fi, a washing machine, barbecue grills, and a peaceful garden.

Check Out Vacation Rentals with a Pool in Kailua-Kona, HI

Choose a vacation rental with a pool in Kailua-Kona, HI to perfectly complement your day of adventures.

Big Island Lunapule Condos 102a Condo - Kailua-Kona, HI
9.7 13 reviews
Kailua-Kona, HI
08/14 – 08/23
$273/nighttotal: $2457 (9 )

Big Island Lunapule Condos 102a Condo

2 6
apartment , Kailua
Big Island Lunapule Condos 102A, a two-bedroom, two-bathroom condo in Kailua-Kona, offers convenient access to Kamakahonu Beach (1.5 miles), Kaloko-Honokohau National Historical Park (5.2 miles), and Kealakekua Bay (16 miles).
This Kailua-Kona vacation rental boasts a fully equipped kitchen, private balcony, free Wi-Fi, on-site parking, and access to a swimming pool, spa, and tennis court.
Kona Mansions#301 Top Floor, Corner Unit W/ocean Views & Ac - Kailua-Kona, HI
9.6 62 reviews
Kailua-Kona, HI
09/19 – 09/28
$206/nighttotal: $1854 (9 )

Kona Mansions#301 Top Floor, Corner Unit W/ocean Views & Ac

2 2
apartment , Kailua
This Kailua condo is located in Historic Kailua Village, less than a mile from Honl's Beach and Kailua Pier, and within a 15-minute drive of Kona Inn Shopping Village and St. Michael the Archangel Church.
This two-bedroom, one-bathroom unit sleeps three guests and offers a fully equipped kitchen, in-unit laundry, free Wi-Fi, air conditioning, a swimming pool, tennis court, and parking; enjoy nearby BBQ grills and explore Kailua's attractions.
Zen Oasis In Heart Of Kona Town. - Kailua-Kona, HI
9.7 38 reviews
Kailua-Kona, HI
10/21 – 10/23
$218/nighttotal: $436 (2 )

Zen Oasis In Heart Of Kona Town.

1 2
apartment , Kailua
This Kailua condo is conveniently located near Kailua Beach, with easy walking access to Kona Coffee Cafe and various restaurants.
The one-bedroom, one-bathroom unit sleeps two, features a fully equipped kitchen with a fridge and dishwasher, designated parking, a shared pool, and a balcony offering an ocean view; self check-in via keypad is provided.
Ac Included | Beautifully Updated | Ocean Views! - Kailua-Kona, HI
9.8 44 reviews
Kailua-Kona, HI
08/14 – 08/23
$381/nighttotal: $3429 (9 )

Ac Included | Beautifully Updated | Ocean Views!

2 6
apartment , Kailua
This Kailua-Kona condo is centrally located, within walking distance of Honl's Beach and Coconut Grove's shops and restaurants, a short stroll from historic Kailua-Kona village.
This 2-bedroom, 3-bathroom vacation rental boasts a 260-square-foot lanai with ocean views, sleeps 6, includes a fully equipped kitchen, secure parking, and offers easy access to Kailua Bay for paddleboarding and Huggo's on the beach.

Find the Best Seaside Vacation Rentals in Kailua-Kona, HI

Enjoy a relaxing beach getaway with these coastal and seaside vacation rentals in Kailua-Kona, HI. Book your next shoreside stay today.

Kona Hawaiian 2br/2ba - Kailua-Kona, HI
Kailua-Kona, HI
10/05 – 10/09
$560/nighttotal: $2240 (4 )

Kona Hawaiian 2br/2ba

1 5
apartment , Holualoa
Malia Kai#5 - Kailua-Kona, HI
Kailua-Kona, HI
08/14 – 08/23
$289/nighttotal: $2601 (9 )

Malia Kai#5

1 6
house , Kailua

Compare Luxury Vacation Rentals in Kailua-Kona, HI

Refined interiors and prime locations make these luxury waterfront vacation rentals in Kailua-Kona, HI the ideal choice for your stay.

Kona Alii#208 Beautiful 2nd Floor Unit W/elevators, Incredible Location & Ac! - Kailua-Kona, HI
9.0 29 reviews
Kailua-Kona, HI
09/29 – 10/07
$439/nighttotal: $3512 (8 )

Kona Alii#208 Beautiful 2nd Floor Unit W/elevators, Incredible Location & Ac!

1 3
apartment , Kailua

Discover Vacation Rentals with Saunas in Kailua-Kona, HI

Elevate your wellness routine with a vacation rental featuring a sauna in Kailua-Kona, HI , ideal for a restorative end to your day.

Kona Coast Resort - Kailua-Kona, HI
9.2 5025 reviews
Kailua-Kona, HI
08/14 – 08/23
$311/nighttotal: $2799 (9 )

Kona Coast Resort

1 6
resort , Kahaluu-Keauhou
White Sands Beach Condo #324. Big Patio!! Ocean And Mountains Across From Beach! - Kailua-Kona, HI
9.7 272 reviews
Kailua-Kona, HI
08/14 – 08/23
$381/nighttotal: $3429 (9 )

White Sands Beach Condo #324. Big Patio!! Ocean And Mountains Across From Beach!

4 6
apartment , Kahaluu-Keauhou
Direct Oceanview Paradise In A Luxury Condo 2b2b,ac - Kailua-Kona, HI
8.4 66 reviews
Kailua-Kona, HI
09/29 – 10/07
$542/nighttotal: $4336 (8 )

Direct Oceanview Paradise In A Luxury Condo 2b2b,ac

2 3
house , Holualoa
Kailua-kona Condo W/ 2 Private Lanais! - Kailua-Kona, HI
9.4 94 reviews
Kailua-Kona, HI
11/26 – 12/01
$315/nighttotal: $1575 (5 )

Kailua-kona Condo W/ 2 Private Lanais!

2 2
house , Holualoa
©2026 cozycozy.com