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Kailua Vacation Rentals

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Kailua
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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 17%

Best Vacation Home Deals Kailua

House Kailua
Sep. 16 - Sep. 23
-17%
$1,662
$1,373 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Kuliouou - Kalani Iki with Ample Parking
4.9
"Excellent" (85 ratings)
Kailua, Honolulu County, Hawaii, United States
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Search through the 464 vacation rentals featured in Kailua and discover a welcoming place for your getaway. HomeToGo instantaneously presents you with the best offers by comparing all of the available properties in Kailua from 7 different providers.

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Top-Rated Offers and Accommodations Kailua

Apartment Kailua
Jul. 25 - Aug. 1
$488 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
Oct. 21 - Oct. 28
$1,641 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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Apartment Kailua
May 24 - May 31
$453 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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Recommended Vacation Rentals Kailua

Find your perfect vacation rental Kailua: from $162 per night

Cottage Kailua
Oct. 2 - Oct. 9
$889 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
Oct. 14 - Oct. 21
$1,339 per night
House ∙ 8 guests ∙ 3 bedrooms
Beautiful House in Kailua with Outdoor Pool + Incredible Views
Kailua, Honolulu County, Hawaii, United States
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House Kailua
Apr. 14 - Apr. 21
$1,190 per night
House ∙ 10 guests ∙ 4 bedrooms
House in Hawaii Kai with Yard & Grill
4.9
"Excellent" (58 ratings)
Kailua, Honolulu County, Hawaii, United States
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House Kailua
Dec. 27 - Jan. 3
$807 per night
House ∙ 5 guests ∙ 2 bedrooms
Pleasant Vacation Home in Kuliouou - Kalani Iki with Yard & Grill + Ocean Views
5.0
"Excellent" (123 ratings)
Kailua, Honolulu County, Hawaii, United States
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House Kailua
$238 per night
House ∙ 8 guests ∙ 3 bedrooms
Pleasant House in Kailua with Botanical Garden
Kailua, Honolulu County, Hawaii, United States
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House Kailua
$212 per night
House ∙ 5 guests ∙ 2 bedrooms
Vacation Home in Kailua with Botanical Garden
4.8
"Excellent" (28 ratings)
Kailua, Honolulu County, Hawaii, United States
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House Kailua
$395 per night
House ∙ 8 guests ∙ 4 bedrooms
House in Kailua with Botanical Garden
5.0
"Excellent" (28 ratings)
Kailua, Honolulu County, Hawaii, United States
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Cottage Kailua
$261 per night
Cottage ∙ 4 guests ∙ 1 bedroom
Cottage in Kailua with Botanical Garden
5.0
"Excellent" (70 ratings)
Kailua, Honolulu County, Hawaii, United States
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Cottage Kailua
$298 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Charming Cottage in Kailua with Botanical Garden
4.4
"Very good" (41 ratings)
Kailua, Honolulu County, Hawaii, United States
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Find Fantastic yet Inexpensive Rentals

Budget-friendly Rentals Kailua

House Kailua
Feb. 24 - Mar. 2
$1,337 per night
House ∙ 8 guests ∙ 3 bedrooms
Beautiful House in Kailua with Outdoor Pool + Incredible Views
Kailua, Honolulu County, Hawaii, United States
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House Kailua
Feb. 17 - Feb. 24
$448 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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House Kailua
Oct. 24 - Oct. 31
$561 per night
House ∙ 3 guests ∙ 1 bedroom
House in Kailua with Botanical Garden
4.8
"Excellent" (94 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
Oct. 29 - Nov. 5
$447 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
Jun. 24 - Jul. 1
$532 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
Feb. 24 - Mar. 2
$752 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.

Cottage Air conditioning Kailua
Sep. 23 - Sep. 30
-33%
$1,327
$889 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
Air conditioning
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House Air conditioning Kailua
Feb. 24 - Mar. 2
$1,424 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
Feb. 24 - Mar. 2
$831 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. 8 - Aug. 15
$673 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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House Internet Kailua
Oct. 24 - Oct. 31
$1,032 per night
House ∙ 6 guests ∙ 4 bedrooms
House in Kailua with Botanical Garden
4.8
"Excellent" (52 ratings)
Kailua, Honolulu County, Hawaii, United States
Internet
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House Internet Kailua
Jul. 18 - Jul. 25
$2,475 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
Internet
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Popular Rental Amenities Kailua

  • Internet (401)
  • Microwave (381)
  • TV (375)
  • Kitchen (371)
  • No pets (364)
  • No smoking (350)
  • Air conditioning (342)
  • Washer (315)
  • Grill (279)
  • Yard (263)
  • Dishwasher (220)
  • Pool (165)

Filters are conveniently available to help you find a beautiful property in Kailua. Kailua is the perfect spot to look for an accommodation if you can't imagine a vacation without internet or you want to tune out with some TV time, as the most frequently offered amenities are "Internet" and "Microwave." You can even find properties if you want a rental with a jacuzzi (9 rentals include "Smoking" in Kailua) or if you want to sweat it out in a sauna (4 rentals in Kailua include "Sauna").

The Weather Kailua

max.
Min.
25°
16°
9 days 9
max.
Min.
25°
17°
11 days 11
max.
Min.
25°
17°
11 days 11
max.
Min.
26°
17°
9 days 9
max.
Min.
26°
18°
16 days 16
max.
Min.
27°
19°
12 days 12
max.
Min.
27°
20°
14 days 14
max.
Min.
28°
20°
11 days 11
max.
Min.
28°
20°
13 days 13
max.
Min.
27°
19°
11 days 11
max.
Min.
26°
18°
6 days 6
max.
Min.
26°
17°
6 days 6
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

The above is a climate diagram for Kailua. During August, maximum temperatures go up to more than 28° No heat wave is expected in January, where minimum average temperatures usally hit a 16° low. Bring your umbrella in May, the rainiest month of the year!

7-Day Weather Forecast Kailua

Fri., 24 Mar.
26°
24°

10%

8 h

11 km/h

Sat., 25 Mar.
25°
24°

15%

1 h

21 km/h

Sun., 26 Mar.
25°
24°

15%

2 h

13 km/h

Mon., 27 Mar.
25°
24°

15%

2 h

6 km/h

Tue., 28 Mar.
26°
23°

15%

5 h

9 km/h

Wed., 29 Mar.
25°
23°

15%

1 h

11 km/h

Thu., 30 Mar.
27°
24°

15%

5 h

11 km/h

Where to find the best food 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 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 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 Kailua

🏡 Vacation rentals available 464 properties
💳 Discounts available up to 17%
🌙 Price per night from $164
⭐ Popular amenities Internet, Microwave and TV
🐾 Pet friendly accommodation options 24 properties
🏊 Vacation rentals with pools 169 properties

Frequently Asked Questions

What is the typical price of a vacation home Kailua?

The nightly price for accommodation Kailua starts at $164.

What is the typical availability of House rental Kailua?

September has the highest availability of House rental Kailua, so you can expect plenty of selection, even for last-minute bookings.

What are the most popular vacation home amenities Kailua?

When looking to book a vacation home Kailua, the most requested amenities include Internet, Microwave, and TV.

How many House rental and Apartment rentals can I find Kailua?

Kailua has 464 House rental and Apartment rentals available to book.

Are there pet-friendly vacation rentals Kailua?

If you're travelling with a dog, over 6% of vacation rentals Kailua are pet-friendly.

What's the best month to visit Kailua?

If you're looking for balmy weather, August and September are typically the hottest months Kailua with temperatures around 28 °C. January and February Kailua are the coldest, with 16 °C on average.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals Kailua TripAdvisor Vacation Rentals Kailua Vrbo Vacation Rentals Kailua Novasol Vacation Rentals Kailua Inter Chalet Vacation Rentals Kailua Interhome Vacation Rentals Kailua HouseTrip Vacation Rentals Kailua Belvilla Vacation Rentals Kailua Homestay.com Vacation Rentals Kailua Ski Planet Vacation Rentals Kailua Only-apartments Vacation Rentals Kailua James Villa Holidays Vacation Rentals Kailua

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