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Kailua-Kona Vacation Rentals

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Our Favorite Vacation Rentals in Kailua-Kona

  • Kona Bali Kai Studio w/ Pool & Spa
    Kona Bali Kai Studio w/ Pool & Spa
     1br Home/Apartment
    RedAwningFrom $330
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  • Hale O'oma
    Hale O'oma
     Country House
    Booking.comFrom $128
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  • Nalani's Private Ohana A Family neighborhood home w/separate entry guest unit
    Nalani's Private Ohana A Family neighborhood home w/separate entry guest unit
     1br Home/Apartment
    HolidayLettingsFrom $167
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  • Waterfall House
    Waterfall House
     4br Home/Apartment
    RedAwningFrom $1164
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  • pauhana 73-1013 Ahikawa Street
    pauhana 73-1013 Ahikawa Street
     Home/Apartment
    Booking.comFrom $130
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  • Mango Cottage-Island Style W/View Entire House Private Share Nothing
    Mango Cottage-Island Style W/View Entire House Private Share Nothing
    Excellent1br Home/Apartment
    HolidayLettingsFrom $230
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  • Ohana Hale
    Ohana Hale
     Country House
    Booking.comFrom $59
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  • Kalaoa HideAway w/Ocean Views - 10 Mins to Kailua
    Kalaoa HideAway w/Ocean Views - 10 Mins to Kailua
     1br Home/Apartment
    HolidayLettingsFrom $210
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See all 6,425 deals in Kailua-Kona

Kailua-Kona Vacation Rentals with a Pool

  • Halia Hale
    Halia Hale
    Excellent3br Home/Apartment
    AirbnbFrom $452
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  • Guesthouse (Ohana) Kailua-Kona 15 mins to airport
    Guesthouse (Ohana) Kailua-Kona 15 mins to airport
    ExcellentHome/Apartment
    AirbnbFrom $124
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  • Wyndham Kona Resort- 2 bedroom
    Wyndham Kona Resort- 2 bedroom
    Excellent2br Home/Apartment
    AirbnbFrom $247
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  • Another completely remodeled studio condo
    Another completely remodeled studio condo
     1br Home/Apartment
    AirbnbFrom $89
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See all deals in Kailua-Kona with a pool

Kailua-Kona Vacation Rentals with Wi-Fi

  • Holiday Inn Express & Suites Kailua-Kona
    Holiday Inn Express & Suites Kailua-Kona
    Nice75br 3-star Home/Apartment
    Booking.comFrom $153
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  • Best location, stunning views!
    Best location, stunning views!
    ExcellentHome/Apartment
    AirbnbFrom $107
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  • Nana's House
    Nana's House
    Excellent1br Home/Apartment
    AirbnbFrom $184
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  • Relaxing And Romantic Authentic Hawaiian Tiki Hut
    Relaxing And Romantic Authentic Hawaiian Tiki Hut
    Excellent1br Hut
    AirbnbFrom $98
    View Deal
See all deals in Kailua-Kona with WiFis

Kailua-Kona Pet-Friendly Vacation Rentals

  • Last minute cancelation STUDIO tucked away w own Deck
    Last minute cancelation STUDIO tucked away w own Deck
     Home/Apartment
    HolidayLettingsFrom $138
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  • Women of the Sea Studio w BREAKFAST & OCEAN VIEW
    Women of the Sea Studio w BREAKFAST & OCEAN VIEW
    ExcellentHome/Apartment
    HolidayLettingsFrom $142
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  • Kailua Kona Hawaii home 2 miles from the beach,
    Kailua Kona Hawaii home 2 miles from the beach,
     2br Home/Apartment
    HolidayLettingsFrom $292
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  • Kona Mountain Home, 2/3, lanai, hot tub, sleeps 9
    Kona Mountain Home, 2/3, lanai, hot tub, sleeps 9
    Excellent3br Home/Apartment
    AirbnbFrom $503
    View Deal
See all deals in Kailua-Kona that allow pets

Kailua Kona Travel Guide

Kailua Kona is a small paradise-like town along the water’s edge on the Big Island, the island of Hawaii. It’s a town filled with history, as the home to the historic Kailua Village, as well as plenty of beaches and outdoors fun.

Things to Do in Kailua Kona

While in Kailua Kona, you can’t miss out on the perfect golden sand beaches. Manini’owali Beach is the most popular sandy spot in town. The waters around Kailua Kona are so clear that they’re perfect for scuba diving. If you’re into hiking, take a day to climb the Mauna Kea Summit, rising to around 13,800 feet. Kaloko-Honokohau National Park is a great spot for a look into Hawaiian history and culture.

Best Time to Visit Kailua Kona

The best time to visit Kailua Kona is from December to April.

Price and Availability in Kailua-Kona

Most expensive
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The most expensive month to stay in a vacation rental in Kailua-Kona is in March, while the cheapest month is in September. The most popular time to book a vacation rental in Kailua-Kona is in the high season in February. Kailua-Kona has its low season in September, when less people are visiting and the vacation home occupancy rate drops.
The cheapest day to stay at a vacation rental in Kailua-Kona tends to be Thursday, while the most expensive day tends to be Friday. Vacation homes in Kailua-Kona tend to be busiest on Fridays, while it tends to be much quieter on Tuesdays.

The Weather in Kailua-Kona

91º 71º
1.12
92º 71º
0.93
90º 71º
1.98
90º 68º
0.48
85º 67º
0
84º 65º
0.06
85º 60º
3.99
84º 66º
1.09
87º 70º
1.26
87º 71º
0.01
88º 72º
0.09
90º 72º
1.25
Aug
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Rainy days
This climate histogram shows you the weather patterns in Kailua-Kona. The warmest months in Kailua-Kona are April and May, when temperatures reach 92 ˚F. The coolest month is February, when temperatures drop to 60 ˚F. The wettest month in Kailua-Kona is February with 3.99 inches of rain, while the driest month is December with 0 inches of rain.

What Expert Travelers Think

Vacation Rentals in Kailua-Kona

Browse rentals from all your favorite providers including Airbnb, RedAwning, Priceline and others at AllTheRooms.com. We have 6,425 vacation rentals, hotels and other accommodation types in Kailua-Kona ranging from low-cost options to extravagant places to stay. The average price of a rental is generally $299 per night.

Those needing to get some work done during their trip to Kailua-Kona can choose from 3,253 places to stay that include WiFi. We have 94 accommodations that include a breakfast included. Fitness addicts can get a workout in during their stay by choosing from 390 accommodations that have gym facilities. If you are driving to Kailua-Kona, you'll want to pick from 3,007 places to stay that provide parking. 1,185 places to stay have a a pool or jacuzzi

If you're traveling with a furry friend, then be sure to choose one of the 87 pet-friendly accommodations available.

AllTheRooms aggregates vacation rentals, hotels and other unique accommodation types from loads of providers in Kailua-Kona, including 1,749 places to stay from Airbnb, 130 accommodations from RedAwning and 6 places to stay from Priceline

3,717 of our accommodations in Kailua-Kona have been rated by previous guests. They rated 57% as excellent or good. 2,597 places to stay in are instantly bookable.

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