Kailua houses
We found 1,303 houses — enter your dates for availability
Explore Kailua house rentals
Less than 1 min walk to Kailua Beach- NUC#90/BB -0013
Sleeps 5 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
129 reviews(129 reviews)
Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.
Sleeps 8 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
63 reviews(63 reviews)
Fantastic Estate Getaway ~ Pool & Hot Tub ~ MAY CANCELLATION.-BOOK NOW!
Sleeps 16 · 6 bedrooms · 5+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
63 reviews(63 reviews)
BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY
Sleeps 6 · 3 bedrooms · 2+ bathrooms
9.29.2 out of 10
Wonderfulwonderful
131 reviews(131 reviews)
Viewhouse in Lanikai BEST LOCATION , LANIKAI NUC 90/BB -0108
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
69 reviews(69 reviews)
Ocean View Guest Cottage - 1990/NUC-1797
Sleeps 4 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
77 reviews(77 reviews)
Top rated house rentals - Kailua
Peace on the Beach
1010 out of 10
Exceptionalexceptional
57 reviews(57 reviews)
Simply Wonderful
1010 out of 10
Exceptionalexceptional
63 reviews(63 reviews)
As good as it gets.
1010 out of 10
Exceptionalexceptional
42 reviews(42 reviews)
Paradise Found
1010 out of 10
Exceptionalexceptional
101 reviews(101 reviews)
Jackpot find!
1010 out of 10
Exceptionalexceptional
110 reviews(110 reviews)
Find spaces that suit your style
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All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
Are there any vacation home rentals in Kailua?
Select from 1,303 vacation home rentals in Kailua that offer more privacy, space, amenities and value than the average hotel room. Search for houses in well-known areas such as Kalama Tract, Coconut Grove and Lanikai.
How much does it cost to stay in a vacation rental house in Kailua?
Whether you’re searching for a budget-conscious getaway or a luxurious retreat, we have a range of vacation home rentals in Kailua for you to choose from. Use our filters to narrow down your search and find the perfect place to start your next adventure.
When is the best time to rent a vacation house in Kailua?
Vrbo makes it easy to find a vacation home rental in Kailua whenever you prefer to go. Start by considering the weather for the month you’re thinking of traveling. Going in the peak season? Book early for the best availability.
Where can I rent a Kailua vacation house with great views?
Slipping into getaway mode is a breeze when you book one of our Kailua houses with beach views. From guests that seek adventure to those that prefer to simply kick back, Vrbo has vacation home rentals with vistas to impress all kinds of travelers.
Does Kailua have any weekend house rentals?
Browse our weekend rentals and start packing for an action-packed few days away. Our tips for booking your ideal house in Kailua? Stay flexible when searching and adjust your travel dates until you find the vacation home rental that matches your needs.
Are there any pet-friendly house rentals in Kailua?
Yes. There are five vacation home rentals that welcome pets in Kailua, so your four-legged companion can join in on the fun! Use our filter tool to look for pet-friendly houses that feature perks like dog beds and complimentary treats for them, and plenty of comfortable amenities for you.
What are the top things to do in Kailua?
Planning a memorable escape to Kailua means discovering cool things for all the family. Diamond Head, Aloha Tower and Ala Moana Center are just two of the many options here. And Vrbo’s vacation home rentals are the perfect base for your sightseeing activities.
Why should I book my vacation rental house with Vrbo?
No sharing your space, no awkward encounters with people you don’t know. When you choose a Vrbo vacation home rental, you get the entire place to yourself. Need to cancel or change your travel plans? Our flexible cancellation policies mean you can book your rental house with peace of mind.