
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

Luxury Beachfront Condo with View
Luxury Beachfront Condo with View
Luxury Beachfront Condo with Ocean View
Luxury Beachfront Condo with Ocean View
Beachfront Penthouse w/ 3 Lanais on O’ahu!
Beachfront Penthouse w/ 3 Lanais on O’ahu!
Cozy condo at Hawaiian monarch- no resort fee, free parking, near beaches, shop
Cozy condo at Hawaiian monarch- no resort fee, free parking, near beaches, shop

**Diamond Head, Ocean, and Park Views**
**Diamond Head, Ocean, and Park Views**
Premium Remodeled Condo in Waikiki with 2 Beds and Parking
Premium Remodeled Condo in Waikiki with 2 Beds and ParkingFind holiday rentals that suit your style
Top Kailua Hotel Reviews

Waikiki Beach Marriott Resort & Spa
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 favourite 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 depend 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 AU$276 per night. Entering your travel dates in the search wizard might find you 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
- Ahuimanu Hotels
- Hotels near Daniel K. Inouye Intl.
- Hotels near Diamond Head
- 2 bedroom ocean view at Hilton Lagoon Tower at Hilton Hawaiian Village
- Accor Hotels in Honolulu
- All Inclusive Hotels in Honolulu
- Cheap Hotels in Honolulu
- Family Hotels in Honolulu
- Halepuna Waikiki by Halekulani
- Hilton Hotels in Honolulu
- Luxury Waikiki Penthouse
- Luxury Hotels in Honolulu
- The Ambassador Hotel of Waikiki
- Hilton Vacation Club The Modern Honolulu
- Honolulu Hotels
- Serviced Apartments in Honolulu
- Apartments in Kailua
- Hotels near Kailua Beach
- B&B in Kailua
- Cottages in Kailua
- Holiday Homes in Kailua
- Hawaii Sheffield House
- Kaikea Modern 1Ba Lanikai Cottage
- Steps to the Beach Guesthouse
- Best LOCATION
- Kailua Hotels
- Kaneohe Hotels
- Hotels near Lanikai Beach
- Lanikai Hotels
- Hotels near Waikiki Beach
- Beach Hotels in Waikiki
- Cheap Hotels in Waikiki
- Luxury Hotels in Waikiki
- Waikiki Hotels
- Hotels near Waimanalo Beach
- Flights to Honolulu
- Flights from Daniel K. Inouye Intl.
- Jetstar Sydney (SYD) to Honolulu (HNL) flights
- Qantas Airways Sydney (SYD) to Honolulu (HNL) flights
- Qantas Airways Melbourne (MEL) to Honolulu (HNL) flights
- Flights from Adelaide (ADL) to Honolulu (HNL)
- Flights from Auckland (AKL) to Honolulu (HNL)
- Flights from Brisbane (BNE) to Honolulu (HNL)
- Flights from Boston (BOS) to Honolulu (HNL)
- Flights from Canberra (CBR) to Honolulu (HNL)
- Flights from Cairns (CNS) to Honolulu (HNL)
- Flights from Newark Liberty Intl. Airport (EWR) to Honolulu (HNL)
- Flights from Tokyo (HND) to Honolulu (HNL)
- Flights from New York (JFK) to Honolulu (HNL)
- Flights from Las Vegas (LAS) to Honolulu (HNL)
- Flights from Los Angeles (LAX) to Honolulu (HNL)
- Flights from Orlando (MCO) to Honolulu (HNL)
- Flights from Melbourne (MEL) to Honolulu (HNL)
- Flights from Miami (MIA) to Honolulu (HNL)
- Flights from Nadi (NAN) to Honolulu (HNL)
- Flights from Gold Coast (OOL) to Honolulu (HNL)
- Flights from Perth (PER) to Honolulu (HNL)
- Flights from Philadelphia (PHL) to Honolulu (HNL)
- Flights from Rarotonga (RAR) to Honolulu (HNL)
- Flights from San Francisco (SFO) to Honolulu (HNL)
- Flights from Sydney (SYD) to Honolulu (HNL)
- Flights from Vancouver (YVR) to Honolulu (HNL)
- Flights from Calgary (YYC) to Honolulu (HNL)
- Bellows Field Beach Park
- Diamond Head
- Hanauma Bay Nature Preserve
- Visit Kalihi Valley
- Visit Manoa
- Visit Waikiki
- Honolulu Zoo
- Honolulu Holidays
- Visit Honolulu
- Kailua Holidays
- Visit Kailua
- Kaiona Beach Park
- Kalama Beach Park
- Kaneohe Bay
- Visit Kaneohe
- Lanikai Beach
- Royal Hawaiian Center
- Royal Hawaiian Golf Club
- Sandy Beach
- Waikiki Beach
- Waikiki Holidays
- Waimanalo Beach













































































