Kailua Vacation Rentals

Compare 907 available properties from 23 providers
Kailua
Save up to 37%

Best Vacation Home Deals in Kailua

-37%
e.g. 11/24 - 12/1
House ∙ 6 guests ∙ 3 bedrooms
Kailua, Honolulu County, Hawaii, United States
from $978 $1,553
Onefinestay
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-34%
e.g. 9/29 - 10/6
Cottage ∙ 4 guests ∙ 1 bedroom
Kailua, Honolulu County, Hawaii, United States
from $225 $340
Onefinestay
5.0
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-23%
e.g. 10/6 - 10/13
House ∙ 8 guests ∙ 4 bedrooms
Kailua, Honolulu County, Hawaii, United States
from $690 $892
Onefinestay
5.0
View deal

Compare and find a welcoming vacation home from $94 per night by exploring the 907 properties available in Kailua. With HomeToGo, you can instantly compare the prices of each available rental to find the best price and save up to 37%.

Recommended Vacation Rentals in Kailua

Rent a vacation accommodation in Kailua: from $94 per night

Apartment ∙ 3 guests ∙ 1 bedroom
Kailua, Honolulu County, Hawaii, United States
from $95
VRBO
4.5
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Apartment ∙ 2 guests ∙ 1 bedroom
Kailua, Honolulu County, Hawaii, United States
from $94
VRBO
4.5
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Apartment ∙ 2 guests ∙ 1 bedroom
Kailua, Honolulu County, Hawaii, United States
from $132
VRBO
4.9
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House ∙ 2 guests
Kailua, Honolulu County, Hawaii, United States
from $169
VRBO
4.6
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House ∙ 2 guests ∙ 1 bedroom
Kailua, Honolulu County, Hawaii, United States
from $229
VRBO
5.0
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House ∙ 5 guests ∙ 2 bedrooms
Kailua, Honolulu County, Hawaii, United States
from $198
VRBO
5.0
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Apartment ∙ 2 guests
Kailua, Honolulu County, Hawaii, United States
from $93
VRBO
4.2
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House ∙ 2 guests ∙ 1 bedroom
Kailua, Honolulu County, Hawaii, United States
from $161
VRBO
4.9
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Vacation Homes With Fishing Spots Nearby

Fishing
Apartment ∙ 2 guests
Kailua, Honolulu County, Hawaii, United States
from $99
VRBO
4.7
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Fishing
Apartment ∙ 2 guests ∙ 1 bedroom
Kailua, Honolulu County, Hawaii, United States
from $96
VRBO
5.0
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Fishing
Apartment ∙ 2 guests
Kailua, Honolulu County, Hawaii, United States
from $181
VRBO
4.8
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Fishing
House ∙ 5 guests ∙ 2 bedrooms
Kailua, Honolulu County, Hawaii, United States
from $198
VRBO
4.8
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Vacation Houses With Pools

Pool
House ∙ 3 guests
Kailua, Honolulu County, Hawaii, United States
from $212
VRBO
4.6
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Pool
Apartment ∙ 3 guests
Kailua, Honolulu County, Hawaii, United States
from $138
VRBO
4.9
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Pool
Apartment ∙ 2 guests ∙ 1 bedroom
Kailua, Honolulu County, Hawaii, United States
from $123
VRBO
4.3
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Pool
Apartment ∙ 4 guests
Kailua, Honolulu County, Hawaii, United States
from $104
VRBO
4.6
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Apartments With Balconies or Patios

Balcony/Patio
House ∙ 2 guests
Kailua, Honolulu County, Hawaii, United States
from $247
VRBO
5.0
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Balcony/Patio
Apartment ∙ 4 guests ∙ 2 bedrooms
Kailua, Honolulu County, Hawaii, United States
from $194
VRBO
5.0
View deal
Balcony/Patio
House ∙ 3 guests ∙ 1 bedroom
Kailua, Honolulu County, Hawaii, United States
from $205
VRBO
4.6
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Balcony/Patio
House ∙ 3 guests ∙ 1 bedroom
Kailua, Honolulu County, Hawaii, United States
from $263
VRBO
4.6
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Popular Rental Amenities in Kailua

  • Kitchen (845)
  • TV (815)
  • Internet (814)
  • Microwave (767)
  • No smoking (725)
  • Parking (714)
  • Washer (668)
  • Grill (659)
  • No pets (654)
  • AC (585)
  • Fishing (459)
  • Yard (398)
The above filters will help you find your dream property in Kailua. Kailua is the perfect destination to book an accommodation if you want to tune out with some TV time or you need internet access during your vacation, as the most common features are "TVs" and "internet." Not as many properties in Kailua are available if you enjoy soaking in the hot tub or if you want a rental with a fireplace as "fireplaces" and "Jacuzzis" are not very common amenities in this destination.

Price and Availability Index Kailua

Vacation Rental Price Information in Kailua

The price graph will give you the nightly price average for the upcoming months of the year. $484 is the highest price average in the next twelve months. The week with the lowest average prices is in December (12/22 - 12/29).

Rental Availability Information in Kailua

This graph shows the vacation rental availability rate for the next twelve months. The week with the least available rentals is in December (12/22 - 12/29), with only 22% of the rentals available. Conversely, you will find the highest percentage of available offers in Kailua in August (8/17 - 8/24).

The Weather in Kailua

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64°
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68°
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66°
79°
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63°
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- Rainy days

You can see our climate diagram above. During August, maximum temperatures go up to more than 82° No heat wave is expected in January, where minimum average temperatures usally hit a 60° low. The rainiest month is August while the driest month is November.

In Kailua, more than two-thirds of the 907 accommodation options are house rentals, which represent 75.38% of its available properties. In addition, house rentals in this destination have an average price of $1,240 per night as well as a median size of 2,030 ft². Furthermore, this category of property is an excellent option for large groups, as the majority of house rentals can welcome 8 guests. If you would like to rent something else, you can search and compare many other offers, such as apartment rentals, which are the second most typical type of property in Kailua. These accommodations cost $305 a night on average and have an average size of 560 ft².

Soak up Paradise at your Kailua vacation house

It's practically impossible to find a Kailua vacation home without a good view. Whether you have a balcony overlooking the azure waters of the Pacific Ocean or a front door opening onto a luxurious pool, you'll be able to easily enjoy Hawaii's gorgeous landscape and warm temperatures. When you're tired of all the beach time, Kailua has plenty to keep you busy: markets, restaurants, bars, and adorable boutique shops abound.

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Food & Drinks

Where to Eat in Kailua

If you're visiting Kailua on a Thursday, you can't pass up a trip to the Kailua Farmers Market. Try some local dragon fruit, or sample foods of all ethnicities including Hawaiian, Japanese, and Thai. When it comes to dining out, Cinnamon's Restaurant is the place to go for breakfast. Otherwise, try Buzz's Lanikai for excellent surf 'n' turf (and plenty of tropical cocktails).

Weather & Climate

Climate in Kailua

Temperatures are pleasant year-round in Kailua, with an average daily temperature of 80.8°F. Be sure to pack lots of sunscreen, and stay hydrated! Kailua gets its share of rainfall, so keep in mind that hiking trails can become slippery when wet. The Olomana Three Peaks Trail can become particularly unpredictable when wet. Otherwise, enjoy hot temperatures and plenty of sun.

Sights & things to do in Kailua

Sightseeing in Kailua

Kailua Beach Park

Clear water and pristine white sand make this beach park the perfect place for water sports and aquatic activities. Rent some snorkel gear and look for tropical fish, or grab a kayak and hit the calm waves.

Lanikai Beach

Lanikai means "heavenly sea," and there's no better description for a beach such as this one. Although it's less than a mile long, Lanikai Beach is dubbed one of the best beaches in the world. You'll understand why when you see it.

Lanikai Pillboxes

The Lanikai Pillbox Hike is a moderately difficult but insanely scenic hiking trail with sweeping vistas overlooking the ocean and Kailua's unique landscape. You'll need about 90 minutes to complete this trail, and you'll definitely want to bring your camera.

Kalama Beach Park

Also known as Boettcher Estate, the Kalama Beach Park has the same white sands and turquoise waters of Kailua Beach. This beach is especially popular among windsurfers, bodyboarders, and kitesurfers. If that's not your thing, feel free to relax on the beach with a good book.

Olomana Three Peaks Trail

Olomana Three Peaks Trail is a challenging, rugged hike, but the rewards are well worth it. Thrill seekers, take note: the narrow path sometimes plunges to dramatic depths up to 1,600 feet on each side. Take in the views, but be careful with your footing.

We compare more than 300 providers, including:

Booking.com Vacation Rentals in Kailua VRBO Vacation Rentals in Kailua HomeAway Vacation Rentals in Kailua TripAdvisor Vacation Rentals in Kailua VacationRentals.com Vacation Rentals in Kailua HouseTrip Vacation Rentals in Kailua FlipKey Vacation Rentals in Kailua Wimdu Vacation Rentals in Kailua 9flats.com Vacation Rentals in Kailua VaycayHero Vacation Rentals in Kailua PerfectPlaces.com Vacation Rentals in Kailua Homestay.com Vacation Rentals in Kailua only-apartments Vacation Rentals in Kailua Interhome Vacation Rentals in Kailua Bedycasa Vacation Rentals in Kailua Novasol Vacation Rentals in Kailua HomeEscape Vacation Rentals in Kailua

Vacation Destinations Near Kailua