Vacation Rentals in Kailua-Kona - HomeToGo base64Hash Vacation Rentals in Kailua-Kona - HomeToGo

Vacation Rentals in Kailua-Kona

Find 1,822 available house rentals from 16 partners
Anytime
1 guest
Anytime
1 guest

  • Price per night

    • Up to $100
    • $100 - $199
    • From $200

  • Accommodation types

    • Condo
    • Lodge
    • House

  • Distance to center

    • 1 km
    • 2 km
    • 5 km

  • Rating

    • 4.5+
    • 4+

  • Booking Options

    • Instant Booking

  • Services

    • Pool
    • Air conditioning
    • Kitchen
    • WiFi
    • Parking
    • Washing machine
    • Balcony/patio
    • TV
    • Microwave
    • Dishwasher
    • Hot tub
    • Yard
    • Sauna
    • Crib
    • Fireplace
    Show more

  • Accommodation type

    • No smoking
    • Pet-friendly
    • No pets
    • Wheelchair access

  • Activities

    • Grill
    • Fishing

Top 15 Recommended vacation rentals in Kailua-Kona

Find your perfect vacation rental in Kailua-Kona from just $138 per night!

House Kailua-Kona
Mar 17 - Mar 24
House ∙ 4 guests ∙ 2 bedrooms

Family-Oriented Charming House with Garden, Terrace & Barbecue | City View | Perfect for Remote Work

Kailua-Kona, North Kona, Hawaii, United States
$270
per night
Outstanding(57 ratings)
$270
per night
View deal
Apartment Kailua-Kona
Apr 14 - Apr 21
Apartment ∙ 6 guests ∙ 3 bedrooms

Apartment with Garden & Patio | City View

Kailua-Kona, North Kona, Hawaii, United States
$247
per night
Good(16 ratings)
$247
per night
View deal
Condo Kailua-Kona
-29%
Jul 19 - Jul 26
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with Pool

Kailua-Kona, North Kona, Hawaii, United States
$604$176
per night
Outstanding(31 ratings)
$604$176
per night
View deal
Condo Kailua-Kona
Jul 19 - Jul 26
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with Pool, Yard & Patio | Nature View

Kailua-Kona, North Kona, Hawaii, United States
$181
per night
Excellent(60 ratings)
$181
per night
View deal
Condo Kailua-Kona
-42%
Apr 22 - Apr 29
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with Pool & BBQ

Kailua-Kona, North Kona, Hawaii, United States
$311$211
per night
Excellent
$311$211
per night
View deal
Apartment Kailua-Kona
Apr 14 - Apr 21
Apartment ∙ 9 guests ∙ 4 bedrooms

Child-Friendly Holiday Apartment with Barbecue & Garden | Mountain View

Kailua-Kona, North Kona, Hawaii, United States
$423
per night
Outstanding(19 ratings)
$423
per night
View deal
Apartment Kailua-Kona
-27%
May 10 - May 17
Apartment ∙ 2 guests ∙ 1 bedroom

Family-Oriented Apartment with Yard & Pool

Kailua-Kona, North Kona, Hawaii, United States
$235$174
per night
Excellent(33 ratings)
$235$174
per night
View deal
Condo Kailua-Kona
-25%
Jul 19 - Jul 26
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with Pool

Kailua-Kona, North Kona, Hawaii, United States
$217$171
per night
Outstanding(28 ratings)
$217$171
per night
View deal
Condo Kailua-Kona
-38%
Jun 16 - Jun 23
Condo ∙ 6 guests ∙ 3 bedrooms

Fully Equipped Condo with Patio & Pool | Nature View | Next to the Beach

Kailua-Kona, North Kona, Hawaii, United States
$415$267
per night
Excellent(54 ratings)
$415$267
per night
View deal
Apartment Kailua-Kona
Jun 16 - Jun 23
Apartment ∙ 2 guests ∙ 1 bedroom

Rental Apartment with Pool & Barbeque | City View

Kailua-Kona, North Kona, Hawaii, United States
$161
per night
Outstanding(4 ratings)
$161
per night
View deal
Condo Kailua-Kona
May 20 - May 27
Condo ∙ 4 guests ∙ 3 bedrooms

Condo with Terrace, Pool & Grill | Mountain View

Kailua-Kona, North Kona, Hawaii, United States
$217
per night
Outstanding(180 ratings)
$217
per night
View deal
Condo Kailua-Kona
Sep 6 - Sep 13
Condo ∙ 6 guests ∙ 3 bedrooms

Fully Equipped Condo with Pool | City View

Kailua-Kona, North Kona, Hawaii, United States
$244
per night
Excellent(110 ratings)
$244
per night
View deal
House Kailua-Kona
May 20 - May 27
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home with Pool, Patio & Yard

Kailua-Kona, North Kona, Hawaii, United States
$1,231
per night
Outstanding(3 ratings)
$1,231
per night
View deal
Condo Kailua-Kona
-45%
Apr 26 - May 3
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with Pool, Patio & BBQ | Garden View

Kailua-Kona, North Kona, Hawaii, United States
$404$238
per night
$404$238
per night
View deal
Condo Kailua-Kona
Jul 19 - Jul 26
Condo ∙ 4 guests ∙ 2 bedrooms

Fully Equipped Wonderful Condo with Yard, Pool & Barbecue | Beach Nearby

Kailua-Kona, North Kona, Hawaii, United States
$187
per night
Excellent(71 ratings)
$187
per night
View deal

Vacation rentals and apartments with air conditioning

Condo Kailua-Kona
Sep 6 - Sep 13
-26%
$393
$271
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Family-Friendly Beautiful Condo with Barbeque, Jacuzzi & Patio | Good for Workation

4.8
Outstanding(41 ratings)
Kailua-Kona, North Kona, Hawaii, United States
Air conditioning
View deal
Condo Kailua-Kona
May 3 - May 10
-25%
$217
$171
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with Pool

4.8
Outstanding(28 ratings)
Kailua-Kona, North Kona, Hawaii, United States
Air conditioning
View deal
Apartment Kailua-Kona
May 3 - May 10
$247
per night
Apartment ∙ 6 guests ∙ 3 bedrooms

Apartment with Garden & Patio | City View

3.9
Good(16 ratings)
Kailua-Kona, North Kona, Hawaii, United States
Air conditioning
View deal
See all offers

Best vacation rentals with a balcony

House Kailua-Kona
Jan 25 - Feb 1
-38%
$8,026
$2,892
per night
House ∙ 8 guests ∙ 4 bedrooms

Child-Friendly Big Vacation Home with Private Pool, Barbeque & Yard | Garden View | Good for Workation

4.9
Outstanding(11 ratings)
Kailua-Kona, North Kona, Hawaii, United States
Balcony
View deal
House Kailua-Kona
Jan 7 - Jan 14
-47%
$3,457
$1,670
per night
House ∙ 13 guests ∙ 4 bedrooms

Children-Friendly Spacious Vacation Home with Private Pool, Jacuzzi & Grill | Water View | Suitable for Remote Work

4.9
Outstanding(44 ratings)
Kailua-Kona, North Kona, Hawaii, United States
Balcony
View deal
Apartment Kailua-Kona
Jul 5 - Jul 12
$138
per night
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment with Heated Pool

5.0
Outstanding(1 rating)
Kailua-Kona, North Kona, Hawaii, United States
Balcony
View deal
See all offers

Best Vacation Home Deals in Kailua-Kona

Save up to 67%

Condo Kailua-Kona
Jul 26 - Aug 2
-56%
$488
$238
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with Terrace & Pool | City View | Close to the Beach

4.8
Outstanding(44 ratings)
Kailua-Kona, North Kona, Hawaii, United States
View deal
Condo Kailua-Kona
May 31 - Jun 7
-56%
$296
$238
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with Pool

4.8
Outstanding(28 ratings)
Kailua-Kona, North Kona, Hawaii, United States
View deal
Cottage Kailua-Kona
Apr 19 - Apr 26
-67%
$421
$150
per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage with Barbecue & Pool

5.0
Outstanding(13 ratings)
Kailua-Kona, North Kona, Hawaii, United States
Free cancellation
View deal

Choose a rental that fits your needs among the 1,822 unique properties from different vacation rental websites in Kailua-Kona. The website HomeToGo instantaneously compares all of these offers so you can save up to 67%!

Budget-friendly Vacation Rentals in Kailua-Kona

Find Fantastic yet Inexpensive Offers

Apartment Kailua-Kona
Mar 9 - Mar 16
$209
per night
Apartment ∙ 2 guests ∙ 1 bedroom

Nice Holiday Apartment with Yard & Terrace

5.0
Outstanding(117 ratings)
Kailua-Kona, North Kona, Hawaii, United States
View deal
Condo Kailua-Kona
May 7 - May 14
$196
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with Pool | City View

4.7
Excellent(59 ratings)
Kailua-Kona, North Kona, Hawaii, United States
View deal
Condo Kailua-Kona
May 7 - May 14
-52%
$510
$204
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Lovely Condo with Pool, Barbeque & Terrace | City View

4.9
Outstanding(108 ratings)
Kailua-Kona, North Kona, Hawaii, United States
View deal

Top-Rated Rentals and Accommodations in Kailua-Kona

Book Vacation Rental Offers with the Highest User Rating

House Kailua-Kona
May 20 - May 27
$433
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home with Patio & Garden | Mountain View | Perfect for Remote Work

5.0
Outstanding(2 ratings)
Kailua-Kona, North Kona, Hawaii, United States
View deal
Condo Kailua-Kona
Mar 9 - Mar 16
$262
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with Pool

5.0
Outstanding(1 rating)
Kailua-Kona, North Kona, Hawaii, United States
View deal
Apartment Kailua-Kona
May 20 - May 27
$199
per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Nice Apartment with Pool & Barbecue | Nature View

4.7
Excellent(27 ratings)
Kailua-Kona, North Kona, Hawaii, United States
View deal

Customer ratings and reviews

How are reviews collected?
Analise D.
Guest verified by HomeToGo

Very clean and great location! Perfect walking distance to town strip with beach views, food and drinks!

Reviewed on 6/2/2024 | Family
Condo Kailua-Kona
from $311
per night
HomeToGo
Condo ∙ 8 guests ∙ 2 bedrooms
4.9
Outstanding(18 ratings)
Kailua-Kona, North Kona, Hawaii, United States
View deal
from $311
per night
Condo ∙ 8 guests ∙ 2 bedrooms
4.9
Outstanding(18 ratings)
Kailua-Kona, North Kona, Hawaii, United States
HomeToGo
View deal
Jessie P.
Guest verified by HomeToGo

The property is perfectly located in the middle Kailua-Kona and the ocean is literally right across the street! The unit was very clean and they even provide beach chairs, a cooler, and pool noodles. Having the ability to do laundry through out our stay was awesome and very helpful! We had some questions during our stay and the property managers were extremely quick when getting back to us! We did not have any pest issues, the only issue we had was leaving . We will most definitely be coming back!

Reviewed on 5/4/2024 | Couple
Condo Kailua-Kona
from $286
per night
HomeToGo
Condo ∙ 4 guests ∙ 1 bedroom
4.5
Excellent(131 ratings)
Kailua-Kona, North Kona, Hawaii, United States
View deal
from $286
per night
Condo ∙ 4 guests ∙ 1 bedroom
4.5
Excellent(131 ratings)
Kailua-Kona, North Kona, Hawaii, United States
HomeToGo
View deal
Christine C.
Guest verified by HomeToGo

Great place, with lots of room, and a wonderful balcony. Lots of items to use for the beach, very well-equipped. We had an amazing time, location great.

Reviewed on 5/8/2023 | Group
Condo Kailua-Kona
from $341
per night
HomeToGo
Condo ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding(114 ratings)
Kailua-Kona, North Kona, Hawaii, United States
View deal
from $341
per night
Condo ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding(114 ratings)
Kailua-Kona, North Kona, Hawaii, United States
HomeToGo
View deal
DAVID M.
Guest verified by HomeToGo

Fantastic place, well equipped and great location. Nice pool area, walking distance to multiple bars and restaurants. Minor glitch gaining access to the unit, which was promptly resolved with one phone call.

Reviewed on 3/14/2023 | Couple
Condo Kailua-Kona
from $269
per night
HomeToGo
Condo ∙ 4 guests ∙ 1 bedroom
4.8
Outstanding(89 ratings)
Kailua-Kona, North Kona, Hawaii, United States
View deal
from $269
per night
Condo ∙ 4 guests ∙ 1 bedroom
4.8
Outstanding(89 ratings)
Kailua-Kona, North Kona, Hawaii, United States
HomeToGo
View deal
Show more

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Trust in the quality and comfort of your stay with verified guest reviews.

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Price clarity, no surprises

Spend your budget exactly as planned by comparing thousands of providers.

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Transform vacation planning into a joy with advanced, AI-powered search tools.

Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of vacation homes.

Popular Rental Amenities in Kailua-Kona

  • Pool (1,374)
  • Air conditioning (1,511)
  • Kitchen (1,479)
  • WiFi (1,701)
  • Parking (111)
  • Washing machine (1,033)
  • Balcony/patio (437)
  • TV (1,460)
  • Grill (785)
  • Microwave (1,316)
  • No smoking (1,569)
  • Dishwasher (779)

More than two-thirds of the accommodations provide a pool, which makes Kailua-Kona a wonderful spot for travelers looking to make a splash. Interestingly, HomeToGo's data shows that more condo include a pool than apartment rental. In addition, they can welcome 4 people, on average, while apartment rental with pools can welcome an average of 4 guests. nearly half of Kailua-Kona's accommodations with pools are situated within two miles of water, spend your days lounging by the pool or the waterfront.

Price and Availability Index in Kailua-Kona

Click on any bar to see price and availability information

Vacation Rental Price Information in Kailua-Kona

This graph shows the average prices for the upcoming twelve months in Kailua-Kona. The week with the highest average prices is in October (10/4 – 10/11). During this week, a night will cost on average $687. Prices decrease in August to an average of $300 per night (8/16 – 8/23).

Rental availability information in Kailua-Kona

The graph displays the weekly availability rate in Kailua-Kona for the next year. The week with the least available rentals is in February (2/8 – 2/15), with only 17% of the rentals available. People tend to travel less to Kailua-Kona during a week in May (5/31 – 6/7) when only 25% of the rentals are booked.

Tranquility awaits with a vacation rental in Hawaii's Kailua-Kona

Popularly known as 'Kailua',’ ‘Kona Town’ or just ‘Town,’ Kailua-Kona has a history as rich as its landscapes. A sense of awe never fails to descend on the island dotted with stunning vacation rentals and cottages. Make Kailua-Kuna your base to explore Hawaiian culture.

What are the best places to discover the arts and culture of Kailua-Kona?

Island culture and history

Culture enthusiasts will enjoy a visit to Hulihe'e Palace, the erstwhile vacation residence of King Kalākaua and Queen Kapi‘olani. Also recommended is the 90-minute Historic Kailua Village Walking Tour. Look out for the towering steeple of the active Moku`aikaua Church; Kailua's tallest structure which also boasts walls made of lava rock.

Glimpses into early Japanese immigrant life await at the Kona Coffee Living History Farm. Here costumed staff recount exciting tales of the past. Dedicated to Hawaii's first astronaut, the Astronaut Ellison S. Onizuka Space Center merits a visit for its space-related memorabilia and space travel simulator.

Where are the unique attractions in Kailua-Kona?

Nothing like the outdoors

Water-babies and land-lubbers alike have much to cheer about in Kailua-Kona. Choose from surfing, fishing, diving, boating, snorkeling, and swimming, or caving, hiking and biking. Take in bird's-eye-views of the island's thrashing waterfalls and beaches with a helicopter tour.

Other activities include whale excursions and night-diving to spot the manta rays. Underwater photographers will ensure that your exploits are captured on camera. There's plenty to keep you busy in Kailua-Kona, and vacation cottages on the shore's of the Pacific will guarantee a memorable experience.

What are the must-see attractions in Kailua-Kona?

Island Sights

Mauna Kea Summit

At 4,207 meters, Mauna Kea Summit is Hawaii's highest point. To reach the top you can drive from sea-level to the peak in just two hours. This dormant volcano is about a million years old, and one of the best spots to observe the heavens come nightfall.

Manini'owali Beach (Kua Bay)

A paradisical white sand beach at Kua Bay and the turquoise waters at Manini'owali Beach are perfect for snorkeling and swimming. On a good day, you might even spot dolphins and humpback whales from the shore. The beach is part of the larger Kekaha Kai State Park.

Saddle Road

Also known as Hawaii State Highway 200, Saddle Road is a popular scenic drive. It touches an elevation of 6,632 feet, at Humuula Saddle. Drive carefully as wildlife often cross the roads at unexpected times.

Ocean Rider Seahorse Farm

Take a biologist-led tour at this farm which raises seahorses for research purposes and aquariums. You can watch the little creatures swim, hook tails and dance in the tanks. The farm is just outside Kona International Airport.

Kaloko-Honokohau National Historical Park

Located south of Kona International Airport (KOA), the park is home to the National Historic Landmarked archaeological site called the Honokōhau Settlement. Discover traditional native Hawaiian culture, and watch out for the Hawaiian green sea turtles and Hawaiian monk seals on Honokōhau Beach.

Information about vacation rentals in Kailua-Kona

🏡 Vacation rentals available 1,843 rentals
💳 Possible discounts up to 67%
🌙 Nightly prices starting at $147
⭐ Popular amenities Pool, Air conditioning and Kitchen
🐾 Pet friendly homes 105 homes
🏊 Vacation rentals with pools 1,392 homes
166,745 reviews
Kailua-Kona vacation rentals have an average rating of 4.4/5 on 166,745 reviews left by travelers.

Frequently Asked Questions

What is the typical price per night for a vacation rental in Kailua-Kona?

The nightly price of accommodations in Kailua-Kona starts at $147. Nightly prices for condos are $416 on average. House rentals in Kailua-Kona cost on average $2,300 per night.

How many vacation homes are available for booking in Kailua-Kona?

There are 1,843 rentals in Kailua-Kona to choose from and rent for your next trip.

What amenities are most popular for vacation homes in Kailua-Kona?

Most travelers look for Air conditioning, Pool, and Kitchen when booking a vacation rental in Kailua-Kona.

How many vacation rentals with a pool are in Kailua-Kona?

There are 1,392 rentals across 16 providers in Kailua-Kona.

Are dogs allowed in vacation rentals in Kailua-Kona?

Absolutely, there are 105 rentals in Kailua-Kona that allow pets and the average nightly rate is $1,852.

What's the best time of year to travel to Kailua-Kona?

If you are booking a vacation home in Kailua-Kona, keep in mind that rainy season is typically in May or June, with October often being the driest.

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