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

Vacation Rentals in Kailua

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Kailua
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Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Apartment
Bed & Breakfast
Distance to center
Max. 1 km
Max. 2 km
Max. 5 km
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+

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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Save up to 65%

Best Vacation Home Deals in Kailua

Apartment Kailua
Dec 2 - Dec 9
-17%
$289
$239 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Apartment in Kailua with Secret Garden
4.9
"Excellent" (104 ratings)
Kailua, Honolulu County, Hawaii, United States
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House Kailua
Apr 15 - Apr 22
-65%
$5,173
$1,800 per night
House ∙ 14 guests ∙ 5 bedrooms
Vacation Home in Kailua with Botanical Garden
5.0
"Excellent" (57 ratings)
Kailua, Honolulu County, Hawaii, United States
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House Kailua
May 21 - May 28
-65%
$5,173
$1,800 per night
House ∙ 14 guests ∙ 5 bedrooms
Charming House in Kailua with Botanical Garden + Close to Beach
5.0
"Excellent" (34 ratings)
Kailua, Honolulu County, Hawaii, United States
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Compare and find a welcoming vacation home from $120 per night by exploring the 464 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 36%.

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Top-Rated Rentals and Accommodations in Kailua

House Kailua
Nov 28 - Dec 5
$721 per night
House ∙ 10 guests ∙ 4 bedrooms
Beautiful Vacation Home in Kailua with Botanical Garden + Next to Beach
4.7
"Outstanding" (106 ratings)
Kailua, Honolulu County, Hawaii, United States
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House Kailua
Aug 29 - Sep 5
$350 per night
House ∙ 4 guests ∙ 1 bedroom
Vacation Home in Kailua with Grill & Yard
4.6
"Outstanding" (50 ratings)
Kailua, Honolulu County, Hawaii, United States
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House Kailua
Nov 8 - Nov 15
$700 per night
House ∙ 8 guests ∙ 3 bedrooms
Beautiful House in Kailua with Outdoor Pool + Incredible Views
5.0
"Excellent" (1 rating)
Kailua, Honolulu County, Hawaii, United States
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Recommended Vacation Rentals in Kailua

Find your perfect vacation rental in Kailua: from $120 per night

House Kailua
Oct 21 - Oct 28
$542 per night
House ∙ 6 guests ∙ 4 bedrooms
House in Kailua with Botanical Garden
4.8
"Excellent" (53 ratings)
Kailua, Honolulu County, Hawaii, United States
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House Kailua
Nov 8 - Nov 15
$847 per night
House ∙ 8 guests ∙ 4 bedrooms
House in Kailua with Botanical Garden
5.0
"Excellent" (103 ratings)
Kailua, Honolulu County, Hawaii, United States
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House Kailua
Aug 26 - Sep 2
$227 per night
House ∙ 5 guests ∙ 2 bedrooms
House in Kailua with Botanical Garden
4.7
"Outstanding" (53 ratings)
Kailua, Honolulu County, Hawaii, United States
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Cottage Kailua
Aug 26 - Sep 2
-36%
$700
$449 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Rental Cottage in Kailua with Grill & Yard + Ocean Views
4.9
"Excellent" (56 ratings)
Kailua, Honolulu County, Hawaii, United States
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House Kailua
Apr 15 - Apr 22
$1,329 per night
House ∙ 10 guests ∙ 4 bedrooms
Vacation Home in Kailua with Tropical Garden
5.0
"Excellent" (9 ratings)
Kailua, Honolulu County, Hawaii, United States
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Bed & Breakfast Kailua
Aug 20 - Aug 27
$315 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
B&B in Kailua with Botanical Garden + Panoramic View
5.0
"Excellent" (73 ratings)
Kailua, Honolulu County, Hawaii, United States
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House Kailua
Dec 2 - Dec 9
-18%
$324
$267 per night
House ∙ 3 guests ∙ 1 bedroom
House in Kailua with Botanical Garden
4.8
"Excellent" (95 ratings)
Kailua, Honolulu County, Hawaii, United States
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Apartment Kailua
May 22 - May 29
$218 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Entire Rental Apartment in Kailua with Botanical Garden + Mountain Views
5.0
"Excellent" (8 ratings)
Kailua, Honolulu County, Hawaii, United States
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House Kailua
Nov 28 - Dec 5
$1,555 per night
House ∙ 14 guests ∙ 8 bedrooms
House in Kailua with Botanical Garden + Close to Beach
4.6
"Outstanding" (75 ratings)
Kailua, Honolulu County, Hawaii, United States
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Find Fantastic yet Inexpensive Offers

Budget-friendly Vacation Rentals in Kailua

House Kailua
Dec 2 - Dec 9
$227 per night
House ∙ 5 guests ∙ 3 bedrooms
House in Kailua with Grill
4.6
"Outstanding" (46 ratings)
Kailua, Honolulu County, Hawaii, United States
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Apartment Kailua
Nov 8 - Nov 15
-18%
$348
$285 per night
Apartment ∙ 3 guests ∙ 1 bedroom
Apartment in Kailua with Beautiful Pool
4.7
"Outstanding" (110 ratings)
Kailua, Honolulu County, Hawaii, United States
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Cottage Kailua
Nov 8 - Nov 15
$395 per night
Cottage ∙ 5 guests ∙ 2 bedrooms
Cottage in Kailua with Beautiful Pool
4.7
"Outstanding" (112 ratings)
Kailua, Honolulu County, Hawaii, United States
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Apartments and vacation rentals with a kitchen

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

House Kitchen Kailua
Nov 1 - Nov 8
$228 per night
House ∙ 5 guests ∙ 3 bedrooms
House in Kailua with Grill
4.6
"Outstanding" (46 ratings)
Kailua, Honolulu County, Hawaii, United States
Kitchen
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Apartment Kitchen Kailua
Nov 8 - Nov 15
-18%
$348
$285 per night
Apartment ∙ 3 guests ∙ 1 bedroom
Apartment in Kailua with Beautiful Pool
4.7
"Outstanding" (109 ratings)
Kailua, Honolulu County, Hawaii, United States
Kitchen
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Cottage Kitchen Kailua
Nov 8 - Nov 15
$395 per night
Cottage ∙ 5 guests ∙ 2 bedrooms
Cottage in Kailua with Beautiful Pool
4.7
"Outstanding" (111 ratings)
Kailua, Honolulu County, Hawaii, United States
Kitchen
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Vacation rentals and apartments with air conditioning

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

House Air conditioning Kailua
Nov 8 - Nov 15
$700 per night
House ∙ 8 guests ∙ 3 bedrooms
Beautiful House in Kailua with Outdoor Pool + Incredible Views
Kailua, Honolulu County, Hawaii, United States
Air conditioning
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House Air conditioning Kailua
Nov 28 - Dec 5
$721 per night
House ∙ 10 guests ∙ 4 bedrooms
Beautiful Vacation Home in Kailua with Botanical Garden + Next to Beach
4.7
"Outstanding" (106 ratings)
Kailua, Honolulu County, Hawaii, United States
Air conditioning
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House Air conditioning Kailua
Nov 8 - Nov 15
$425 per night
House ∙ 2 guests ∙ 1 bedroom
Wonderful House in Kailua with Botanical Garden
5.0
"Excellent" (5 ratings)
Kailua, Honolulu County, Hawaii, United States
Air conditioning
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Vacation rentals with Wi-Fi

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

House Internet Kailua
Aug 19 - Aug 26
$350 per night
House ∙ 4 guests ∙ 1 bedroom
Vacation Home in Kailua with Grill & Yard
4.6
"Outstanding" (50 ratings)
Kailua, Honolulu County, Hawaii, United States
Internet
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Cottage Internet Kailua
Nov 8 - Nov 15
$398 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Cottage in Kailua with Botanical Garden + Ocean View
4.8
"Excellent" (70 ratings)
Kailua, Honolulu County, Hawaii, United States
Internet
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House Internet Kailua
May 29 - Jun 5
$1,200 per night
House ∙ 14 guests ∙ 7 bedrooms
House in Kailua with Private Pool
5.0
"Excellent" (24 ratings)
Kailua, Honolulu County, Hawaii, United States
Internet
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Popular Rental Amenities in Kailua

  • Internet (400)
  • Microwave (380)
  • TV (374)
  • Kitchen (371)
  • No pets (364)
  • No smoking (350)
  • Air conditioning (341)
  • Washer (314)
  • Grill (279)
  • Yard (263)
  • Dishwasher (219)
  • Pool (165)

The above filters will help you find your dream property in Kailua. Kailua is the perfect destination to book an accommodation if you need internet access during your vacation or you want to tune out with some TV time, as the most common features are "Internet" and "Microwave." Not as many properties in Kailua are available if you want a rental with a balcony or a patio or if you want a rental with a jacuzzi as "Smoking" and "Detached" are not very common amenities in this destination.

The Weather in Kailua

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61°
9 days 9
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11 days 11
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63°
9 days 9
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64°
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81°
66°
12 days 12
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81°
68°
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68°
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79°
64°
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79°
63°
6 days 6
Jan.
Feb.
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Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- 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 61° low. The rainiest month is May while the driest month is November.

7-Day Weather Forecast in Kailua

Sat, 25 Mar
77°
75°

15%

0 h

13 mi/h

Sun, 26 Mar
77°
75°

15%

1 h

7 mi/h

Mon, 27 Mar
77°
75°

15%

1 h

4 mi/h

Tue, 28 Mar
78°
75°

15%

2 h

4 mi/h

Wed, 29 Mar
78°
73°

15%

1 h

5 mi/h

Thu, 30 Mar
73°
71°

15%

0 h

11 mi/h

Fri, 31 Mar
71°
69°

15%

0 h

9 mi/h

Accommodations for your vacation in Kailua

In Kailua, many of the 464 accommodation options are house rental, which represent 62.81% of its available properties. In addition, house rental in this destination have an average price of $1,463 per night as well as a median size of 223 m². Furthermore, this category of property is an excellent option for large groups, as the majority of house rental can welcome 8 guests. If you would like to rent something else, you can search and compare many other offers, such as apartment rental, which are the second most typical type of property in Kailua. These accommodations cost $281 a night on average and have an average size of 69 m².
Where to find the best food in Kailua?

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).

What is the weather like in Kailua?

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.

What are the must-see attractions 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.

Information about vacation rentals in Kailua

🏡 Vacation rentals 464 properties
💳 Possible discounts up to 36%
🌙 Nightly prices starting at $120
⭐ Popular amenities Internet, Microwave and TV
🐾 Pet friendly accommodations 25 properties
🏊 Vacation rentals with pools 171 properties

Frequently Asked Questions

What is the average nightly price for a vacation home in Kailua?

The average accommodation in Kailua is priced at $120 per night. If you are looking for a house rental, the nightly price is $1,463 on average. A apartment rental Kailua will cost on average $281 per night.

How many vacation homes are available for booking in Kailua?

There are 464 rentals from 7 different providers in Kailua.

What amenities are most popular for vacation homes in Kailua?

Usually travelers search for Internet, Microwave, and TV when booking a vacation rental in Kailua.

How many vacation homes with a pool are in Kailua?

Choose from 171 vacation rentals available in Kailua for renting.

Are pets allowed in vacation rentals in Kailua?

Finding a vacation rental in Kailua that allows dogs is definitely possible, with 25 pet-friendly available.

What's the best month to travel to Kailua?

Kailua has its warmest time of year around August and September, with average nightly prices being around $120.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals in Kailua TripAdvisor Vacation Rentals in Kailua Vrbo Vacation Rentals in Kailua VacationRentals.com Vacation Rentals in Kailua HouseTrip Vacation Rentals in Kailua FlipKey Vacation Rentals in Kailua Homestay.com Vacation Rentals in Kailua Only-apartments Vacation Rentals in Kailua Interhome Vacation Rentals in Kailua Novasol Vacation Rentals in Kailua HomeEscape Vacation Rentals in Kailua

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