
Kailua Holiday Rentals
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
Our top choices for Kailua holiday rentals

Luxurious five-bedroom modern retreat
Luxurious five-bedroom modern retreat
Luxury Beachfront Condo with Ocean View
Luxury Beachfront Condo with Ocean View
"Hina Hideaway", Views, AC, Walkable to Beach
"Hina Hideaway", Views, AC, Walkable to Beach
Mea Kanu Paradise, Beach Access, AC, Sleep up to 6
Mea Kanu Paradise, Beach Access, AC, Sleep up to 6
Find holiday rentals that suit your style
Top Kailua Hotel Reviews

Sheraton Waikiki Beach Resort
Find out more about Kailua
Everything you need to know about Kailua holiday rentals
Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kailua holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!
There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kailua holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
Kailua holiday rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in Kailua. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .
Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kailua holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Kailua holiday rentals we have selected for you start as low as NZ$308 per night. Entering your travel dates in the search wizard you might find even better deals!
How to find incredible deals on Kailua rentals
At Expedia, we put the best Kailua holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.
To find some top Kailua rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kailua holiday.
If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kailua. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.
Explore a world of travel with Expedia
- Beach Hotels in Waimanalo
- Family Hotels in Waimanalo
- Adults Only Hotels in Windward Coast
- Cheap Hotels in Windward Coast
- Adventure Sport Hotels in Eastern Honolulu
- Hotels with Pool in Eastern Honolulu
- Romantic Hotels in Eastern Honolulu
- Lgbt Welcoming Hotels in Eastern Honolulu
- Beach Hotels in Kailua
- Family Hotels in Kailua
- Luxury Hotels in Kailua
- Cheap Hotels in Kailua
- Romantic Hotels in Kailua
- Apartments in Kailua
- B&B in Kailua
- Holiday Homes in Kailua
- Condo Rentals in Kailua
- Hostels in Kailua
- Cottages in Kailua
- Villas in Kailua
- Cottages in Waimanalo
- Apartments in Waimanalo
- Halekulani Corporation Hotels in Waimanalo
- Independent Hotels in Kailua
- Hotels near Waimanalo Beach
- Hotels near Hoomaluhia Botanical Gardens
- Kalama Tract Hotels
- Nuuanu Hotels
- Manoa Hotels
- Waimanalo Hotels
- Hotels near Kailua Beach
- Kaneohe Hotels
- Hotels near Glow Putt Mini Golf
- Makiki Hotels
- Kailua Hotels
- Honolulu Hotels
- Hotels near Nu'uanu Pali Lookout
- Coconut Grove Hotels
- Lanikai Hotels
- Marine Corps Base Hawaii Hotels
- Maunawili Hotels
- Hotels near Lanikai Beach
- Waikiki Hotels
- Hotels near Mokapu Point
- Kaneohe Bay
- Waimanalo Beach
- Ko'olau Golf Club
- Hoomaluhia Botanical Gardens
- Kaiona Beach Park
- Kalama Beach Park
- Hoʻomaluhia Botanical Garden
- Queen Emma Summer Palace
- Bellows Field Beach Park
- Kailua Holidays
- Lanikai Beach
- Mokapu Point
- Friendship Garden
- Na Ala Hele Manoa Falls Trailhead
- Glow Putt Mini Golf
- Honolulu Holidays
- Kailua Beach
- Visit Lanikai
- Visit Tantalus
- Visit Kailua
- Visit Waimanalo
- Visit Kalihi Valley
- Visit Kaneohe
- Visit Keolu Hills
- Visit Makiki
- Visit Hawaii Loa Ridge
- Visit Waimanalo Beach
- Visit Maunawili
- Visit Enchanted Lake
- Adventure Holiday Packages South O'ahu



















































































