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

Vacation Rentals in Kailua-Kona

Find 1,318 available offers from 13 partners
Kailua-Kona
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Kailua-Kona
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2 Adults
Condo
1 Bedroom
4 Adults
2 Bedrooms
Pool
House

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.

Show all 1,318 properties

Vacation rentals and apartments with air conditioning

Keep cool during your trip to Kailua-Kona and book a vacation rental with air conditioning.

Condo  Kailua-Kona
Sep 16 - Sep 23
-34%
$229
$150 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Kailua-Kona with Pool, Patio & Grill + Ocean Views

4.7
Excellent (25 ratings)
Kailua-Kona, North Kona, Hawaii, United States
Air conditioning
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Condo  Kailua-Kona
Aug 19 - Aug 26
-44%
$271
$152 per night
Condo ∙ 2 guests ∙ 1 bedroom

Condo in Kailua-Kona with Pool & Grill

4.8
Outstanding (65 ratings)
Kailua-Kona, North Kona, Hawaii, United States
Free cancellation
Air conditioning
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Condo  Kailua-Kona
Sep 16 - Sep 23
-37%
$285
$180 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Wonderful Condo in Kailua-Kona with On-Site Pool

4.8
Outstanding (35 ratings)
Kailua-Kona, North Kona, Hawaii, United States
Air conditioning
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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Kailua-Kona rental with full kitchen.

Condo  Kailua-Kona
Jul 20 - Jul 27
$382 per night
Condo ∙ 8 guests ∙ 2 bedrooms

Charming Condo in Kailua-Kona with Great Pool + Great Views

4.9
Outstanding (17 ratings)
Kailua-Kona, North Kona, Hawaii, United States
Kitchen
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Condo  Kailua-Kona
Jun 8 - Jun 15
-78%
$654
$142 per night
Condo ∙ 4 guests ∙ 1 bedroom

Condo in Kailua-Kona with Tropical Garden

4.9
Outstanding (18 ratings)
Kailua-Kona, North Kona, Hawaii, United States
Kitchen
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Condo  Kailua-Kona
Jun 9 - Jun 16
-43%
$177
$100 per night
Condo ∙ 4 guests ∙ 1 bedroom

Nice Condo in Kailua-Kona with Private Balcony + Beach Nearby

4.2
Very good (31 ratings)
Kailua-Kona, North Kona, Hawaii, United States
Kitchen
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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Kailua-Kona accommodation with high-speed internet.

Condo  Kailua-Kona
Sep 2 - Sep 9
$107 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Kailua-Kona with Pool & Grill

4.5
Excellent
Kailua-Kona, North Kona, Hawaii, United States
Internet
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House  Kailua-Kona
Nov 23 - Nov 30
$399 per night
House ∙ 10 guests ∙ 4 bedrooms

Beautiful House in Kailua-Kona with Yard, Grill & Patio

5.0
Outstanding (30 ratings)
Kailua-Kona, North Kona, Hawaii, United States
Internet
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House  Kailua-Kona
Oct 14 - Oct 21
$954 per night
House ∙ 12 guests ∙ 5 bedrooms

Vacation Home in Kailua-Kona with Rear Terrace + Panoramic Views

4.9
Outstanding (92 ratings)
Kailua-Kona, North Kona, Hawaii, United States
Internet
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Best Vacation Home Deals in Kailua-Kona

Save up to 33%

Condo Kailua-Kona
Sep 16 - Sep 23
-24%
$285
$216 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Charming Condo in Kailua-Kona with Free Parking

4.8
Outstanding (35 ratings)
Kailua-Kona, North Kona, Hawaii, United States
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House Kailua-Kona
Jun 15 - Jun 22
-29%
$1,200
$850 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Kailua-Kona with Private Pool + Mountain View

5.0
Outstanding (119 ratings)
Kailua-Kona, North Kona, Hawaii, United States
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Condo Kailua-Kona
Sep 22 - Sep 29
-33%
$303
$202 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Kailua-Kona with Pool + Ocean View + Next to Beach

4.8
Outstanding (47 ratings)
Kailua-Kona, North Kona, Hawaii, United States
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Compare and find a welcoming vacation rental from $100 per night by searching and comparing the 1,318 options available in Kailua-Kona. By comparing these accommodations, HomeToGo features the most economical offers as well as the most popular accommodations in Kailua-Kona.

Recommended Vacation Rentals in Kailua-Kona

Find your perfect vacation rental in Kailua-Kona: from $100 per night

Condo Kailua-Kona
Aug 12 - Aug 19
$255 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Kailua-Kona with Pool, Grill & Patio + Mountain Views

4.9
Outstanding (40 ratings)
Kailua-Kona, North Kona, Hawaii, United States
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Condo Kailua-Kona
Feb 8 - Feb 15
$142 per night
Condo ∙ 4 guests ∙ 1 bedroom

Condo in Kailua-Kona with Pool

4.7
Excellent (211 ratings)
Kailua-Kona, North Kona, Hawaii, United States
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Villa Kailua-Kona
Sep 2 - Sep 9
$850 per night
Villa ∙ 12 guests ∙ 6 bedrooms

Villa in Kailua-Kona with Patio, Pool & Yard + Expansive View

4.9
Outstanding (95 ratings)
Kailua-Kona, North Kona, Hawaii, United States
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House Kailua-Kona
Jun 4 - Jun 11
$300 per night
House ∙ 6 guests ∙ 2 bedrooms

House in Kailua-Kona with Jacuzzi + Ocean Views

5.0
Outstanding
Kailua-Kona, North Kona, Hawaii, United States
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House Kailua-Kona
Sep 22 - Sep 29
$1,389 per night
House ∙ 12 guests ∙ 4 bedrooms

House in Kailua-Kona with Grill, Patio & Pool + Waterfall Views

5.0
Outstanding (153 ratings)
Kailua-Kona, North Kona, Hawaii, United States
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House Kailua-Kona
Jun 21 - Jun 28
$420 per night
House ∙ 4 guests ∙ 3 bedrooms

House in Kailua-Kona with Private Pool

5.0
Outstanding (36 ratings)
Kailua-Kona, North Kona, Hawaii, United States
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House Kailua-Kona
Sep 2 - Sep 9
$190 per night
House ∙ 6 guests ∙ 3 bedrooms

Child Friendly House in Kailua-Kona with Grill, Yard & Patio

5.0
Outstanding (45 ratings)
Kailua-Kona, North Kona, Hawaii, United States
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Condo Kailua-Kona
Jul 13 - Jul 20
$122 per night
Condo ∙ 4 guests ∙ 1 bedroom

Condo in Kailua-Kona with Grill, Pool & Yard + Mountain Views

4.8
Outstanding (162 ratings)
Kailua-Kona, North Kona, Hawaii, United States
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Condo Kailua-Kona
Aug 12 - Aug 19
-74%
$500
$130 per night
Condo ∙ 4 guests ∙ 1 bedroom

Pleasant Condo in Kailua-Kona with Grill, Patio & Pool + Incredible Views

4.8
Outstanding (91 ratings)
Kailua-Kona, North Kona, Hawaii, United States
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Budget-friendly Vacation Rentals in Kailua-Kona

Find Fantastic yet Inexpensive Offers

Condo Kailua-Kona
Oct 8 - Oct 15
$399 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Kailua-Kona with Grill, Patio & Pool

5.0
Outstanding (119 ratings)
Kailua-Kona, North Kona, Hawaii, United States
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Condo Kailua-Kona
Sep 16 - Sep 23
-48%
$798
$416 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo in Kailua-Kona with Pool, Patio & Grill + Ocean Views

4.9
Outstanding (88 ratings)
Kailua-Kona, North Kona, Hawaii, United States
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Condo Kailua-Kona
Apr 5 - Apr 12
$134 per night
Condo ∙ 2 guests ∙ 1 bedroom

Luxurious Condo in Kailua-Kona with Pool & Grill + Ocean View

4.9
Outstanding (149 ratings)
Kailua-Kona, North Kona, Hawaii, United States
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Top-Rated Rentals and Accommodations in Kailua-Kona

Book Vacation Rental Offers with the Highest User Rating

Cottage Kailua-Kona
Aug 10 - Aug 17
$161 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage in Kailua-Kona with Patio & Grill + Coastline View

5.0
Outstanding (158 ratings)
Kailua-Kona, North Kona, Hawaii, United States
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Condo Kailua-Kona
May 26 - Jun 2
$175 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Kailua-Kona with Great Pool + Great Views

4.7
Excellent (92 ratings)
Kailua-Kona, North Kona, Hawaii, United States
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House Kailua-Kona
Sep 22 - Sep 29
$440 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Kailua-Kona with Grill, Patio & Yard + Ocean View

5.0
Outstanding (2 ratings)
Kailua-Kona, North Kona, Hawaii, United States
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Popular Rental Amenities in Kailua-Kona

  • Pool (1,097)
  • Air conditioning (1,114)
  • Kitchen (1,074)
  • WiFi (1,264)
  • Parking (97)
  • Washing machine (826)
  • Balcony/patio (406)
  • TV (1,062)
  • Grill (700)
  • Microwave (990)
  • No smoking (1,218)
  • Dishwasher (707)

Check above for the most popular filters in Kailua-Kona and the number of accommodations that offer them. HomeToGo's data shows that "Pool" and "Air conditioning" prove to be the most commonly offered features in Kailua-Kona. It is also possible to find a property in Kailua-Kona if you need a wheelchair accessible vacation rental as 264 of the listed properties there offer "Wheelchair accessible."

Price and Availability Index in Kailua-Kona

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Vacation Rental Price Information in Kailua-Kona

We rendered price information data on the above graph to give you more insights on prices in Kailua-Kona. Prices in a week of October (10/19 – 10/26) go up to $756 per night, which is the highest average price in the next 12 months. Prices are more affordable in June (6/29 – 7/6).

Rental availability information in Kailua-Kona

The availability graph shows the percentage of available rentals in Kailua-Kona. In a week of April (4/19 – 4/26), 88% of the vacation rentals are booked. Conversely, 76% of the rentals are still available during a week in September (9/28 – 10/5).

The Weather in Kailua-Kona

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81°
65°
6 days 6
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65°
6 days 6
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65°
7 days 7
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66°
7 days 7
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82°
68°
9 days 9
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83°
69°
8 days 8
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84°
69°
8 days 8
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85°
70°
8 days 8
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70°
6 days 6
max.
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84°
69°
5 days 5
max.
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83°
68°
6 days 6
max.
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82°
65°
6 days 6
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Above are the weather conditions for Kailua-Kona. In the next 6 months, September will have higher average temperatures. January is the coolest month, with average minimal temperature reaching 65°. The rainiest month is May while the driest month is October.

7-Day Weather Forecast in Kailua-Kona

Tue, 28 May
73°
69°

15%

1 h

8 mi/h

Wed, 29 May
71°
69°

15%

1 h

7 mi/h

Thu, 30 May
71°
69°

15%

1 h

9 mi/h

Fri, 31 May
71°
69°

10%

2 h

7 mi/h

Sat, 1 Jun
69°
69°

15%

1 h

6 mi/h

Sun, 2 Jun
69°
69°

10%

2 h

7 mi/h

Mon, 3 Jun
71°
71°

10%

3 h

8 mi/h

Accommodations for your vacation in Kailua-Kona

Many of the listings (61.91%) in Kailua-Kona are condo. They are the most typical vacation accommodations in this destination. In addition, the average nightly price of condo there is $432, and the average size is 72 m². Moreover, the majority of condo in this destination can accommodate 4 people, which makes it an ideal destination for medium-sized groups and families. If you would like to rent something else, you can compare many other options, such as house rental, which are the second most typical type of property in Kailua-Kona. While condo in Kailua-Kona have an average size of 72 m², house rental have an average size of 278 m².
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 1,318 rentals
💳 Possible discounts up to 77%
🌙 Nightly prices starting at $100
⭐ Popular amenities Pool, Air conditioning and Kitchen
🏊 Vacation rentals with pools 1,110 homes

Frequently Asked Questions

What is the nightly price for a vacation rental in Kailua-Kona?

The average accommodation in Kailua-Kona is priced at $100 per night. If you would like to stay in a condo, the average price is $432 per night. A house rental Kailua-Kona will cost $2,227 per night on average.

How many vacation rentals are available to book in Kailua-Kona?

There are 1,318 rentals in Kailua-Kona to choose from and rent for your upcoming trip.

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

Travelers search for Air conditioning, Pool, and Kitchen when booking a vacation rental in Kailua-Kona.

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

Discover 1,110 vacation rentals available in Kailua-Kona for renting.

Are dogs allowed in vacation homes in Kailua-Kona?

Finding a rental in Kailua-Kona that allows pets is possible, with 23 pet-friendly available.

When is it better to travel to Kailua-Kona?

If booking a vacation home in Kailua-Kona, consider that rainy season is usually in May or June, with October often being the driest.

Find the perfect Kailua-Kona home to match your style

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