It's practically impossible to find Kailua holiday accommodation 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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Popular holiday rental amenities in Kailua
Kailua is a great holiday destination if you want to rent a holiday home with a pool. One-third of the accommodation options here have this amenity. More apartment rental have a pool than cottage. Most of the apartment rental with pools in Kailua accommodate 3 holidaymakers and cost £1,156 a night. You can also choose a holiday home providing a pool near the water, which is the case for more than half of the properties there.
Waterside Holiday Rentals in Kailua

Price and Availability Index for Kailua
Holiday Letting Price Information in Kailua
This graph displays the average prices for the next twelve months in Kailua. The week with the highest average prices is in January (03/01 – 10/01). During this week, a night will cost you £415 on average. Kailua is cheaper during one week in June (21/06 – 28/06), when prices are on average £393 a night.
Rental availability information in Kailua
Check how busy Kailua is with our availability graph. So far, the week with the least available rentals in Kailua is in May (02/05 – 09/05). Conversely, you will find the highest percentage of available offers in Kailua in October (25/10 – 01/11).
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 holiday rentals in Kailua
🏡 Holiday homes available | 453 rentals |
---|---|
🌙 Nightly prices from | £53 |
⭐ Popular amenities | Pool, Internet and Air conditioning |
🐾 Pet friendly rentals | 35 properties |
🏊 Holiday rentals with pools | 138 properties |
Frequently Asked Questions
What is the price per night for a holiday rental in Kailua?
The nightly price in Kailua is £53 on average. The average rate for renting a apartment rental is £212 per night. House rentals will be £872 per night.
How many holiday lettings are available to book in Kailua?
Currently there are 453 holiday homes from 10 providers on offer in Kailua.
What is the most searched holiday home amenity in Kailua?
Travellers planning trips to Kailua usually search for Pool, Internet, and Air conditioning when it comes to holiday home amenities.
How many holiday homes with a pool there are on offer in Kailua?
Holiday rentals with pools are 30 of all offers in Kailua. In addition, there are 54 of apartments with pools near water.
Can i bring my pet while staying in an accommodation in Kailua?
Dogs are welcome in Kailua which is home to 35 pet-friendly holiday rentals.
What is the perfect time to travel to Kailua?
August and September are the best months for sun lovers in Kailua.
Can you get discounts on holiday accommmodation in Kailua?
You can find fabulous discounts on holiday rentals in Kailua with prices for a letting beginning at £53 - and HomeToGo has created plenty of filters that mean it's quick and simple to locate some awesome offers. If you don't have set dates for your holiday, try a search using HomeToGo's flexible dates technology to easily look for low-price timings and see discounts of up to 10%. Additionally, HomeToGo's 'distance from' filter can help you uncover top quality accommodation offers in great value, under-the-radar locales with good proximity to the area of your choice, whether that's sand and sea, a mountain for snowboarding, or a city's urban hub. Book early to get the benefits of a wide range of offers and low prices - and do so without worries by selecting HomeToGo's 'free cancellation' filter when using the website or app.
What are the advantages of booking a holiday letting in Kailua with HomeToGo?
From increased privacy away from the crowds to more space in which to chill out with your loved ones, holiday rentals in Kailua have plenty of advantages. HomeToGo shows you genuine ratings from verified visitors, and searching is secure, easy, and stress-free - so with 453 lets from 10 providers in the region, you're guaranteed to discover the right holiday home with the amenities and features you need in Kailua.
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