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

Vacation Rentals in Kailua

Find 374 available offers from 8 partners
Kailua
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Condo
House
Apartment
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+

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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Best Vacation Home Deals in Kailua

Save up to 33%

Apartment Kailua
Mar 1 - Mar 8
-21%
$361
$285 per night
Apartment ∙ 3 guests ∙ 1 bedroom

Apartment in Kailua with Beautiful Pool

4.8
Outstanding (133 ratings)
Kailua, Honolulu County, Hawaii, United States
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House Kailua
Oct 12 - Oct 19
-17%
$325
$269 per night
House ∙ 3 guests ∙ 1 bedroom

House in Kailua with Outdoor Garden

4.9
Outstanding (104 ratings)
Kailua, Honolulu County, Hawaii, United States
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House Kailua
Sep 14 - Sep 21
-33%
$3,115
$2,102 per night
House ∙ 14 guests ∙ 5 bedrooms

Vacation Home in Kailua with Pool, Yard & Grill

5.0
Outstanding (219 ratings)
Kailua, Honolulu County, Hawaii, United States
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Compare and find a welcoming vacation home from $100 per night by exploring the 374 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 32%.

Top-Rated Rentals and Accommodations in Kailua

Book Vacation Rental Offers with the Highest User Rating

Cottage Kailua
Apr 11 - Apr 18
$395 per night
Cottage ∙ 5 guests ∙ 2 bedrooms

Cottage in Kailua with Beautiful Pool

4.7
Excellent (123 ratings)
Kailua, Honolulu County, Hawaii, United States
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Apartment Kailua
Nov 1 - Nov 8
$100 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment in Kailua with Yard & Grill

4.9
Outstanding (122 ratings)
Kailua, Honolulu County, Hawaii, United States
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Apartment Kailua
Mar 1 - Mar 8
$330 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Rental Apartment in Kailua with Botanical Garden + Beach Nearby

5.0
Outstanding (62 ratings)
Kailua, Honolulu County, Hawaii, United States
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Recommended Vacation Rentals in Kailua

Find your perfect vacation rental in Kailua: from $100 per night

House Kailua
Sep 17 - Sep 24
$350 per night
House ∙ 4 guests ∙ 1 bedroom

Vacation Home in Kailua with Botanical Garden

4.7
Excellent (77 ratings)
Kailua, Honolulu County, Hawaii, United States
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House Kailua
Jan 11 - Jan 18
$285 per night
House ∙ 5 guests ∙ 2 bedrooms

Vacation Home in Kailua with Grill

4.7
Excellent (97 ratings)
Kailua, Honolulu County, Hawaii, United States
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Cottage Kailua
Sep 7 - Sep 14
$448 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage in Kailua + Ocean View

4.8
Outstanding (80 ratings)
Kailua, Honolulu County, Hawaii, United States
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House Kailua
Oct 5 - Oct 12
$794 per night
House ∙ 10 guests ∙ 4 bedrooms

Beautiful Vacation Home in Kailua with Pool & Grill + Next to Beach

4.7
Excellent (126 ratings)
Kailua, Honolulu County, Hawaii, United States
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Apartment Kailua
May 11 - May 18
$348 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Rental Apartment in Kailua with On-Site Parking

5.0
Outstanding (13 ratings)
Kailua, Honolulu County, Hawaii, United States
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Apartment Kailua
Jul 20 - Jul 27
$242 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment in Kailua with Secret Garden

4.9
Outstanding (103 ratings)
Kailua, Honolulu County, Hawaii, United States
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Bed and breakfast Kailua
Mar 1 - Mar 8
$320 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

B&B in Kailua with Yard + Panoramic View

5.0
Outstanding (138 ratings)
Kailua, Honolulu County, Hawaii, United States
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House Kailua
Sep 21 - Sep 28
$1,750 per night
House ∙ 14 guests ∙ 8 bedrooms

House in Kailua with Pool, Yard & Grill + Close to Beach

4.6
Excellent (93 ratings)
Kailua, Honolulu County, Hawaii, United States
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House Kailua
Feb 2 - Feb 9
$595 per night
House ∙ 6 guests ∙ 4 bedrooms

House in Kailua with Botanical Garden

4.9
Outstanding (63 ratings)
Kailua, Honolulu County, Hawaii, United States
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Budget-friendly Vacation Rentals in Kailua

Find Fantastic yet Inexpensive Offers

House Kailua
Jan 27 - Feb 3
$237 per night
House ∙ 2 guests ∙ 1 bedroom

Nice House in Kailua

Kailua, Honolulu County, Hawaii, United States
Free cancellation
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Cottage Kailua
Sep 7 - Sep 14
-36%
$700
$448 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Rental Cottage in Kailua with Grill & Yard + Ocean Views

4.9
Outstanding (55 ratings)
Kailua, Honolulu County, Hawaii, United States
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Cottage Kailua
May 4 - May 11
-16%
$1,889
$1,591 per night
Cottage ∙ 12 guests ∙ 4 bedrooms

Beachfront Cottage in Kailua with Yard

4.5
Excellent (2 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.

Apartment  Kailua
Apr 16 - Apr 23
-47%
$498
$263 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment in Kailua

5.0
Outstanding (55 ratings)
Kailua, Honolulu County, Hawaii, United States
Kitchen
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Apartment  Kailua
Apr 13 - Apr 20
-42%
$549
$318 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Rental Apartment in Kailua

4.9
Outstanding (29 ratings)
Kailua, Honolulu County, Hawaii, United States
Kitchen
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Mobile home  Kailua
Mar 9 - Mar 16
$135 per night
Mobile home ∙ 2 guests ∙ 1 bedroom

Mobile Home in Kailua

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  Kailua
Jan 9 - Jan 16
-27%
$2,772
$2,015 per night
House ∙ 12 guests ∙ 6 bedrooms

House in Kailua with Private Parking

5.0
Outstanding (1 rating)
Kailua, Honolulu County, Hawaii, United States
Air conditioning
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House  Kailua
May 4 - May 11
$2,407 per night
House ∙ 10 guests ∙ 3 bedrooms

Vacation Home in Kailua with Botanical Garden

5.0
Outstanding (23 ratings)
Kailua, Honolulu County, Hawaii, United States
Air conditioning
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House  Kailua
Dec 9 - Dec 16
-45%
$3,115
$1,699 per night
House ∙ 14 guests ∙ 5 bedrooms

Charming House in Kailua with Botanical Garden + Close to Beach

5.0
Outstanding (125 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  Kailua
Sep 21 - Sep 28
-43%
$3,152
$1,811 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Kailua with Botanical Garden

4.8
Outstanding (129 ratings)
Kailua, Honolulu County, Hawaii, United States
Internet
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House  Kailua
May 4 - May 11
-17%
$1,800
$1,491 per night
House ∙ 8 guests ∙ 1 bedroom

House in Kailua with Botanical Garden + Ocean Views

5.0
Outstanding (20 ratings)
Kailua, Honolulu County, Hawaii, United States
Internet
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Bed and breakfast  Kailua
Feb 17 - Feb 24
$280 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

B&B in Kailua with Outdoor Garden

4.7
Excellent (3 ratings)
Kailua, Honolulu County, Hawaii, United States
Free cancellation
Internet
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Popular Rental Amenities in Kailua

  • Pool (160)
  • WiFi (371)
  • Kitchen (341)
  • Air conditioning (325)
  • Parking (30)
  • TV (345)
  • Microwave (336)
  • Grill (249)
  • No smoking (299)
  • Washing machine (325)
  • No pets (350)
  • Balcony/patio (16)

The above filters will help you find your dream property in Kailua. Kailua is the perfect destination to book an accommodation if you want a rental with a pool or you can't imagine a vacation without internet, as the most common features are "Pool" and "Internet." Not as many properties in Kailua are available if you want a rental with a fireplace or if you'd like to have a fenced-in yard as "Fenced" and "Fireplace" are not very common amenities in this destination.

The Weather in Kailua

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77°
61°
9 days 9
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63°
11 days 11
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79°
63°
9 days 9
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64°
16 days 16
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81°
66°
12 days 12
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81°
68°
14 days 14
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68°
11 days 11
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13 days 13
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11 days 11
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79°
64°
6 days 6
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63°
6 days 6
Jan.
Feb.
Mar.
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

Wed, 6 Dec
77°
75°

15%

3 h

20 mi/h

Thu, 7 Dec
80°
77°

15%

3 h

5 mi/h

Fri, 8 Dec
78°
75°

5%

3 h

4 mi/h

Sat, 9 Dec
77°
75°

10%

5 h

5 mi/h

Sun, 10 Dec
77°
75°

10%

1 h

9 mi/h

Mon, 11 Dec
77°
77°

15%

3 h

9 mi/h

Tue, 12 Dec
77°
75°

10%

2 h

20 mi/h

Accommodations for your vacation in Kailua

In Kailua, many of the 374 accommodation options are house rental, which represent 62.62% of its available properties. In addition, house rental in this destination have an average price of $1,292 per night as well as a median size of 232 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 $286 a night on average and have an average size of 65 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 available 374 homes
💳 Possible discounts up to 32%
🌙 Nightly prices starting at $100
⭐ Popular amenities Pool, Internet and Kitchen
🐾 Pet friendly homes 26 homes
🏊 Vacation rentals with pools 158 homes

Frequently Asked Questions

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

The nightly price of accommodations in Kailua starts at $100. If you are looking for a house rental, the nightly price is $1,292 on average. A apartment rental Kailua will cost on average $286 per night.

How many vacation rentals are available to book in Kailua?

There are currently 374 vacation homes to choose from for your upcoming vacation.

What are the most popular amenities for vacation homes in Kailua?

Three most popular amenities for vacation rentals in Kailua include accommodations with: Pool, Internet, and Kitchen.

How many vacation homes with a pool are in Kailua?

Browse 158 vacation rentals available to book in Kailua.

Are dogs allowed in vacation homes in Kailua?

Finding a vacation home in Kailua that allows dogs is easy, with 26 pet-friendly available.

What are the best months to travel to Kailua?

If booking a vacation rental in Kailua, keep in mind that rainy season is typically in May or July, with November often being the driest.

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