440+ Private Villas and Holiday Rentals in Kailua |
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Kailua Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Kailua

Discover more than 440 vacation rentals available in Kailua. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Kailua.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Kailua, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Kailua. On average, places to stay near Kailua offer 1330.92 ft², with nightly prices averaging GB £580.

With Casai, finding and comparing holiday rentals in Kailua is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Kailua

Type Count
Vacation Homes 284
Holiday Apartments 93
Cottages 38
Villas 16

Use these Quick Filters to Find a Holiday Rental in Kailua

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Kailua.

Weather in Kailua, HI

View the weather forecast for Kailua before booking your Kailua Vacation Rentals to confirm your best time to go.

December - February
High 79°F       Low 64°F
March - May
High 83°F       Low 66°F
June - August
High 84°F       Low 69°F
September - November
High 84°F       Low 66°F

Top Attractions Around Kailua, HI

Casai offers a large selection of top attractions around Kailua . Research things to do on your vacation before you visit Kailua.


Kailua Beach
Lanikai Beach
Kalama Beach Park
Kawainui Park
Royal Hawaiian Golf Club
Kailua Bay Beach
Mokapu Point
Kaneohe Klipper Golf Course
Lanikai Pillboxes Trailhead
Olomana Three Peaks Trail
Pohakupu
Ulu Po Heiau State Monument
Ala Moana Center
Diamond Head
Moana Surfrider
Royal Hawaiian Center
Honolulu Zoo
Honolulu Harbor
Waikiki Beach
Hanauma Bay Nature Preserve

Other Places to Stay in Kailua, HI


Ulu Po Heiau State Monument 433 Properties
Pohakupu 433 Properties
Kuulei Tract 432 Properties
Kailua Bay Beach 432 Properties
Kalama Beach Park 431 Properties
Kawainui Park 426 Properties
Enchanted Lake 411 Properties
Keolu Hills 396 Properties
Coconut Grove 314 Properties
Maunawili 301 Properties
Kalama Tract 149 Properties
Lanikai 82 Properties

Frequently Asked Questions About Kailua?

What are the top holiday rentals in Kailua?

With numerous options available in Kailua, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Kailua:

How many holiday rentals have private pools in Kailua?

Discover a selection of holiday rentals with private pools near Kailua with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Kailua are best for families?

If you're searching for a family-friendly holiday home in Kailua, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Kailua:

How many Casai.uk holiday rentals are available in Kailua?

As of 2025, Casai boasts over 440 properties listed in the Kailua area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Kailua.

Nearby Neighborhood (7) 
Neighborhood Property Count
Kalama Tract Vacation Rentals in Kailua, Hawaii 149
Lanikai Vacation Rentals in Kailua, Hawaii 82
Coconut Grove Vacation Rentals in Kailua, Hawaii 314
Enchanted Lake Vacation Rentals in Kailua, Hawaii 411
Keolu Hills Vacation Rentals in Kailua, Hawaii 396
Palolo Vacation Rentals in Kailua, Hawaii 140
Kuulei Tract Vacation Rentals in Kailua, Hawaii 432

People Also Ask

There are 440 Kailua, HI Holiday Rentals

Recently Booked Holiday Rentals in Kailua