Vacation rentals in Kailua-Kona - HomeToGo base64Hash Vacation rentals in Kailua-Kona - HomeToGo

Vacation rentals in Kailua-Kona

Find 1,924 available house rentals from 19 partners
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  • 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
    • 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 $100 per night!

Apartment Kailua-Kona
-59%
Apr 26 - May 3
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment with pool, garden & hot tub

Kailua-Kona, North Kona, Hawaii, United States
$286$118
per night
Very good(9 ratings)
$286$118
per night
View deal
Apartment Kailua-Kona
-57%
Aug 22 - Aug 29
Apartment ∙ 4 guests ∙ 1 bedroom

Apartment with hot tub, pool & terrace

Kailua-Kona, North Kona, Hawaii, United States
$294$126
per night
Outstanding(34 ratings)
$294$126
per night
View deal
Condo Kailua-Kona
-48%
Apr 26 - May 3
Condo ∙ 4 guests ∙ 2 bedrooms

Child-friendly wonderful condo with patio, barbecue & jacuzzi | Perfect for remote work

Kailua-Kona, North Kona, Hawaii, United States
$348$180
per night
Excellent(47 ratings)
$348$180
per night
View deal
Condo Kailua-Kona
-52%
May 24 - May 31
Condo ∙ 4 guests ∙ 1 bedroom

Condo with grill, pool & terrace

Kailua-Kona, North Kona, Hawaii, United States
$207$100
per night
Very good(34 ratings)
$207$100
per night
View deal
House Kailua-Kona
Dec 6 - Dec 13
House ∙ 10 guests ∙ 4 bedrooms

Family-friendly nice house with garden, jacuzzi & barbecue | Mountain view | Perfect for remote work

Kailua-Kona, North Kona, Hawaii, United States
$405
per night
Outstanding(32 ratings)
$405
per night
View deal
Condo Kailua-Kona
Sep 20 - Sep 27
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with pool & BBQ

Kailua-Kona, North Kona, Hawaii, United States
$106
per night
Excellent
$106
per night
View deal
Condo Kailua-Kona
-45%
Sep 13 - Sep 20
Condo ∙ 4 guests ∙ 1 bedroom

Family-oriented pleasant condo with barbecue & pool

Kailua-Kona, North Kona, Hawaii, United States
$186$102
per night
Excellent
$186$102
per night
View deal
Condo Kailua-Kona
-60%
Aug 16 - Aug 23
Condo ∙ 6 guests ∙ 3 bedrooms

Fully equipped condo with pool, BBQ & terrace | Nature view | Close to the beach

Kailua-Kona, North Kona, Hawaii, United States
$500$200
per night
Outstanding(99 ratings)
$500$200
per night
View deal
House Kailua-Kona
Oct 23 - Oct 30
House ∙ 8 guests ∙ 4 bedrooms

Children-friendly nice vacation home with garden, patio & private pool | Nature view | Suitable for remote work

Kailua-Kona, North Kona, Hawaii, United States
$1,195
per night
Outstanding(37 ratings)
$1,195
per night
View deal
House Kailua-Kona
Jun 5 - Jun 12
House ∙ 10 guests ∙ 4 bedrooms

Family-oriented spacious house with private pool, garden & patio | Mountain view | Suitable for remote work

Kailua-Kona, North Kona, Hawaii, United States
$775
per night
Outstanding(46 ratings)
$775
per night
View deal
Apartment Kailua-Kona
-63%
Apr 26 - May 3
Apartment ∙ 6 guests ∙ 2 bedrooms

Child-friendly rental apartment

Kailua-Kona, North Kona, Hawaii, United States
$584$214
per night
Outstanding(1 rating)
$584$214
per night
View deal
Condo Kailua-Kona
-54%
May 10 - May 17
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with pool, BBQ & patio | Garden view

Kailua-Kona, North Kona, Hawaii, United States
$290$133
per night
$290$133
per night
View deal
House Kailua-Kona
-17%
Aug 16 - Aug 23
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with jacuzzi, patio & grill

Kailua-Kona, North Kona, Hawaii, United States
$575$475
per night
Outstanding(72 ratings)
$575$475
per night
View deal
House Kailua-Kona
May 7 - May 14
House ∙ 8 guests ∙ 4 bedrooms

House with private pool & barbeque

Kailua-Kona, North Kona, Hawaii, United States
$531
per night
Outstanding(98 ratings)
$531
per night
View deal
House Kailua-Kona
-34%
Oct 25 - Nov 1
House ∙ 7 guests ∙ 3 bedrooms

Vacation home with barbeque & private pool | Suitable for remote work

Kailua-Kona, North Kona, Hawaii, United States
$756$498
per night
$756$498
per night
View deal

Vacation rentals and apartments with air conditioning

Condo Kailua-Kona
Aug 11 - Aug 18
-33%
$348
$232
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Fully equipped charming condo with jacuzzi, terrace & BBQ | Nature view | Good for workation

4.7
Excellent(47 ratings)
Kailua-Kona, North Kona, Hawaii, United States
Air conditioning
View deal
Condo Kailua-Kona
May 4 - May 11
-44%
$179
$100
per night
Condo ∙ 4 guests ∙ 1 bedroom

Child-friendly nice condo with barbecue & pool | Beach nearby

4.2
Very good(32 ratings)
Kailua-Kona, North Kona, Hawaii, United States
Air conditioning
View deal
House Kailua-Kona
Sep 21 - Sep 28
-24%
$529
$400
per night
House ∙ 6 guests ∙ 3 bedrooms

Family-friendly charming house with terrace, barbeque & jacuzzi | Mountain view | Good for workation

4.8
Outstanding(69 ratings)
Kailua-Kona, North Kona, Hawaii, United States
Air conditioning
View deal
See all offers

Vacation houses with Balconies or Patios

Condo Kailua-Kona
Jun 21 - Jun 28
$137
per night
Condo ∙ 2 guests ∙ 1 bedroom

Condo with pool & BBQ | City view

4.7
Excellent(74 ratings)
Kailua-Kona, North Kona, Hawaii, United States
Balcony/Patio
View deal
House Kailua-Kona
May 8 - May 15
-44%
$1,097
$614
per night
House ∙ 8 guests ∙ 3 bedrooms

House with barbecue & private pool | Water view

4.9
Outstanding(70 ratings)
Kailua-Kona, North Kona, Hawaii, United States
Balcony/Patio
View deal
House Kailua-Kona
Sep 13 - Sep 20
$225
per night
House ∙ 6 guests ∙ 3 bedrooms

House with garden, barbeque & patio | City view

5.0
Outstanding(51 ratings)
Kailua-Kona, North Kona, Hawaii, United States
Balcony/Patio
View deal
See all offers

Vacation homes and rentals with a yard

Apartment Kailua-Kona
May 3 - May 10
-68%
$520
$166
per night
Apartment ∙ 7 guests ∙ 2 bedrooms

Children-friendly apartment with yard | Sea view

Kailua-Kona, North Kona, Hawaii, United States
Yard
View deal
House Kailua-Kona
Apr 19 - Apr 26
-45%
$524
$290
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with jacuzzi, yard & barbecue | City view

5.0
Outstanding(66 ratings)
Kailua-Kona, North Kona, Hawaii, United States
Yard
View deal
House Kailua-Kona
Oct 23 - Oct 30
$850
per night
House ∙ 7 guests ∙ 4 bedrooms

House with grill, garden & patio | Nature view

4.9
Outstanding(61 ratings)
Kailua-Kona, North Kona, Hawaii, United States
Yard
View deal
See all offers

Best Vacation Home Deals in Kailua-Kona

Save up to 69%

House Kailua-Kona
Aug 16 - Aug 23
-17%
$667
$551
per night
House ∙ 8 guests ∙ 3 bedrooms

Fully equipped pleasant house with BBQ & hot tub | Sea view

5.0
Outstanding(18 ratings)
Kailua-Kona, North Kona, Hawaii, United States
View deal
Condo Kailua-Kona
Sep 21 - Sep 28
-41%
$207
$122
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with BBQ, patio & pool | City view

4.3
Very good(34 ratings)
Kailua-Kona, North Kona, Hawaii, United States
View deal
Condo Kailua-Kona
Aug 11 - Aug 18
-69%
$600
$185
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Fully equipped condo with pool | City view

4.7
Excellent(118 ratings)
Kailua-Kona, North Kona, Hawaii, United States
View deal

Choose a rental that fits your needs among the 1,924 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 64%!

Budget-friendly Vacation Rentals in Kailua-Kona

Find Fantastic yet Inexpensive Offers

Condo Kailua-Kona
May 31 - Jun 7
-45%
$341
$188
per night
Condo ∙ 4 guests ∙ 1 bedroom

Family-oriented nice condo with pool & barbeque | Water view | Close to the beach

5.0
Outstanding(1 rating)
Kailua-Kona, North Kona, Hawaii, United States
View deal
Condo Kailua-Kona
May 4 - May 11
-21%
$127
$100
per night
Condo ∙ 4 guests ∙ 1 bedroom

Family-oriented condo with pool & barbeque

4.0
Very good(26 ratings)
Kailua-Kona, North Kona, Hawaii, United States
View deal
Condo Kailua-Kona
Jun 28 - Jul 5
$227
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with garden, heated pool & barbeque | City view

4.7
Excellent(141 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

Condo Kailua-Kona
Sep 13 - Sep 20
$176
per night
Condo ∙ 4 guests ∙ 3 bedrooms

Condo with pool, patio & barbeque | Mountain view

4.8
Outstanding(184 ratings)
Kailua-Kona, North Kona, Hawaii, United States
View deal
Condo Kailua-Kona
Jun 9 - Jun 16
-61%
$618
$243
per night
Condo ∙ 2 guests ∙ 1 bedroom

Children-friendly condo with heated pool & BBQ | Water view | Beach nearby

4.8
Outstanding(125 ratings)
Kailua-Kona, North Kona, Hawaii, United States
Free cancellation
View deal
Condo Kailua-Kona
Jun 7 - Jun 14
-54%
$695
$319
per night
Condo ∙ 2 guests ∙ 1 bedroom

Condo with heated pool & barbecue | Water view

4.8
Outstanding(117 ratings)
Kailua-Kona, North Kona, Hawaii, United States
Free cancellation
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 $340
per night
HomeToGo
Condo ∙ 8 guests ∙ 2 bedrooms
4.9
Outstanding(18 ratings)
Kailua-Kona, North Kona, Hawaii, United States
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 $281
per night
HomeToGo
Condo ∙ 4 guests ∙ 1 bedroom
4.5
Excellent(134 ratings)
Kailua-Kona, North Kona, Hawaii, United States
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 $350
per night
HomeToGo
Condo ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding(119 ratings)
Kailua-Kona, North Kona, Hawaii, United States
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 $229
per night
HomeToGo
Condo ∙ 4 guests ∙ 1 bedroom
4.8
Outstanding(93 ratings)
Kailua-Kona, North Kona, Hawaii, United States
View deal
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Popular Rental Amenities in Kailua-Kona

  • Pool (1,461)
  • Air conditioning (1,574)
  • Kitchen (1,572)
  • WiFi (1,801)
  • Parking (98)
  • Washing machine (1,074)
  • Balcony/patio (469)
  • TV (1,552)
  • Grill (838)
  • Microwave (1,382)
  • No smoking (1,632)
  • Dishwasher (827)

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. one-third 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 December (12/27 – 1/3). During this week, a night will cost on average $482. Prices decrease in August to an average of $384 per night (8/23 – 8/30).

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 April (4/4 – 4/11), with only 19% of the rentals available. People tend to travel less to Kailua-Kona during a week in August (8/30 – 9/6) when only 46% 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 1,918 rentals
💳 Possible discounts up to 58%
🌙 Nightly prices starting at $100
⭐ Popular amenities Pool, Air conditioning and Kitchen
🐾 Pet friendly homes 111 homes
🏊 Vacation rentals with pools 1,457 homes
153,373 reviews
Kailua-Kona vacation rentals have an average rating of 4.4/5 on 153,373 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 $100. Nightly prices for condos are $423 on average. House rentals in Kailua-Kona cost on average $1,988 per night.

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

There are 1,918 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 1,457 rentals across 16 providers in Kailua-Kona.

Are dogs allowed in vacation rentals in Kailua-Kona?

Absolutely, there are 111 rentals in Kailua-Kona that allow pets and the average nightly rate is $1,935.

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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