Kailua-Kona Vacation Rentals

Our Favorite Vacation Rentals in Kailua-Kona

  • Waterfall House
     4br Home/Apartment
    RedAwning
    From
    $2,326
  • Ohana Hale
     Country House
    Booking.com
    From
    $59
  • Last minute cancelation STUDIO tucked away w own Deck
     Home/Apartment
    HolidayLettings
    From
    $138
  • Holiday Inn Express & Suites Kailua-Kona
    Nice75br 3-star Home/Apartment
    Booking.com
    From
    $234
  • Relaxed Vibe! Wood Floors, Ceiling Fans, Kitchen, Lanai, WiFi, AC–Kona Bali Kai
     Home/Apartment
    HolidayLettings
    From
    $788
  • Unwind on Your Fantasy Hawaiian Vacation- 1BD/1BA Condo in Kailua-Kona, Hawaii
     Home/Apartment
    Booking.com
    From
    $230
  • Women of the Sea Studio w BREAKFAST & OCEAN VIEW
    ExcellentHome/Apartment
    HolidayLettings
    From
    $142
  • Mailan Hale - 2 Bedroom Apartment with Balcony & Ocean Sunset View
     2br Home/Apartment
    HolidayLettings
    From
    $194

Check prices for these upcoming dates

Kailua-Kona Vacation Rentals with a Pool

  • Kona dream vacation /POOL/AC/Great location
    ExcellentHome/Apartment
    Airbnb
    From
    $158
  • Green Lions B&B
     Farm Stay
    Airbnb
    From
    $179
  • Studio Sakai - Walk to Kona Town!
    ExcellentHome/Apartment
    Airbnb
    From
    $370
  • 1bdm-Condo Kona WorldMark Resort-
     Home/Apartment
    Airbnb
    From
    $353

Kailua-Kona Vacation Rentals with Wi-Fi

  • Hale Sakai - Close to Kona Airport!
    Excellent2br Home/Apartment
    Airbnb
    From
    $355
  • Waterfall Oasis
    GoodHome/Apartment
    Airbnb
    From
    $128
  • Kona Mac Shack
     2br Home/Apartment
    Airbnb
    From
    $1,243
  • Newly Remodeled!! Jilly Bean's Condo #129 Kona
    ExcellentHome/Apartment
    Airbnb
    From
    $223

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
Most availability
, , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0
Powered by:
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 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 Weather in Kailua-Kona

Rainy days
83° 65°
0
83° 59°
2
85° 63°
0
89° 67°
2
87° 65°
0
88° 70°
1
89° 73°
0
90° 73°
1
90° 65°
1
90° 70°
1
88° 71°
0
87° 68°
1
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Rainy days

This climate histogram shows you the weather patterns in Kailua-Kona. The warmest months in Kailua-Kona are March and April, when temperatures reach 90 ˚F. The coolest month is November, when temperatures drop to 59 ˚F. The wettest month in Kailua-Kona is September with 1.6 inches of rain, while the driest month is December with 0 inches of rain.

What Expert Travelers Think

  • — The great thing about AllTheRooms is their ability to cover all bases. If you are travelling solo, with a partner, friends or even a larger family. There is something there for everyone and that is a hugely powerful tool that I believe it boasts moreso than competitors.

    Max Hobbs
    Max HobbsLTL Mandarin School
  • — Packed full of information, from the best time of year to visit (I love NYC in Spring) to top tips from locals, All The Rooms provides the best accommodation, whether you are looking to enjoy your first time visit to New York or want to experience a new location

    Jaz
    JazThe Life of a Social Butterfly
  • — AllTheRooms.com makes travel easier, enjoyable and inexpensive through its provision of ample information, data and every possible accommodation available to choose from

    ArtMatters.Info
    ArtMatters.InfoArtMatters.Info

Vacation Rentals in Kailua-Kona

Pick the perfect vacation rental for your vacation at AllTheRooms.com. We aggregate Airbnb, RedAwning, Priceline and others. AllTheRooms has 7,552 vacation rentals, hotels and other great places to stay during your time in Kailua-Kona, with everything from budget hostels and homestays to luxury Airbnbs and hotels. An average rental in Kailua-Kona costs on average $306 per night.

Those looking to get some work done during their trip to Kailua-Kona can choose from 2,049 places to stay that have WiFi. 86 of our accommodations come with breakfast in the price. Fitness fanatics can get a workout in during their stay by choosing from 274 accommodations that have gyms. If you're planning on getting to Kailua-Kona by car, be sure to choose from 1,912 accommodations that provide parking. 1,265 accommodations have a a pool or jacuzzi

If you're traveling with a furry friend, then make sure to select one of the 63 pet-friendly accommodations available.

In Kailua-Kona AllTheRooms currently compares hotels, vacation rentals, hostels from more than 4 providers, including 1,814 places to stay from Airbnb, 107 accommodations from RedAwning and 107 places to stay from Priceline.

4,116 accommodations in Kailua-Kona have been reviewed; 57% are rated highly. 2,996 places to stay in are instantly bookable.

Destinations near Kailua-Kona

  • Princeville6,521 Properties
  • Kaanapali5,352 Properties
  • Honolulu4,903 Properties
  • Wailea3,968 Properties
  • Lahaina3,628 Properties
  • Kamuela3,228 Properties
  • Waikoloa3,064 Properties
  • Kihei3,049 Properties
  • Kapaa2,609 Properties
  • Kapalua2,143 Properties
  • Koloa1,769 Properties
  • Kahuku1,608 Properties
  • Volcano1,589 Properties
  • Maalaea1,410 Properties
  • Hilo1,321 Properties
  • Pahoa1,308 Properties
  • Captain Cook1,001 Properties
  • Wailua985 Properties
  • Lihue900 Properties
  • Keaau835 Properties
  • Kailua (Oahu)721 Properties
  • Hanalei580 Properties
  • Hauula560 Properties
  • Kapolei559 Properties
  • Haleiwa537 Properties
  • Maunaloa514 Properties
  • Laie412 Properties
  • Kaunakakai363 Properties
  • Waialua350 Properties
  • Waimanalo334 Properties
  • Waianae312 Properties
  • Ewa Beach296 Properties
  • Paia237 Properties
  • Wailuku207 Properties
  • Haiku160 Properties
  • Hawi146 Properties
  • Hakalau129 Properties
  • Kaneohe128 Properties
  • Hana114 Properties
  • Kahului112 Properties
  • Kekaha109 Properties
  • Mokuleia106 Properties
  • Kilauea98 Properties
  • Holualoa88 Properties
  • Honokaa81 Properties
  • Waipahu62 Properties
  • Mililani43 Properties
  • Waimea39 Properties