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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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%.
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Recommended Vacation Rentals in Kailua
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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.
Vacation rentals and apartments with air conditioning
Keep cool during your trip to Kailua and book a vacation rental with air conditioning.
Vacation rentals with Wi-Fi
Stay connected while traveling and book a Kailua accommodation with high-speed internet.

Popular Rental Amenities in Kailua
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.
Waterfront Vacation Rentals in Kailua
Want to find an incredible beach house rental in Kailua?

The Weather in Kailua
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
Accommodations for your vacation 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).
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.
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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