Compare Kailua Guest House Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Guest Houses in Kailua

This guesthouse features a hot tub and laundry facilities.

Hot Tub

Air conditioning

Kaaawa Home With Mountain View’s - 30 Day Min

Guests staying at this guesthouse have access to laundry facilities, barbecue grills, and a garden.

Home of Aloha, 5 Bedrooms / 4 Baths, Sleeps 14

At this guesthouse, guests have access to features like laundry facilities. This smoke-free guesthouse also has a garden.

Guests staying at this guesthouse have access to laundry facilities, barbecue grills, and a garden.

Newly renovated guest house with lush landscaping & gazebo

This guesthouse is a smoke-free guesthouse.

Hawaiian plantation-style home, perfect for families.

Guests staying at this guesthouse have access to laundry facilities, a garden, and barbecue grills.

At this guesthouse, guests have access to features like laundry facilities.

Cozy Kaaawa Studio with Mountain Views - 30 Day Min

At this guesthouse, guests have access to features like laundry facilities. This smoke-free guesthouse also has barbecue grills.

At this guesthouse, guests have access to a gym, laundry facilities, and a garden.

Don't see what you're looking for?

See all available properties in Kailua

View all properties

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Kailua

Hilton Hawaiian Village Waikiki Beach Resort

2005 Kalia Rd Honolulu HI

$265 nightly

$315 total

Mar 22 - Mar 23

Total with taxes and fees

8.2/10 Very Good! (8,803 reviews)

Waikiki Beach Marriott Resort & Spa

2552 Kalakaua Ave Honolulu HI

$287 nightly

$340 total

Mar 6 - Mar 7

Total with taxes and fees

8.8/10 Excellent! (3,863 reviews)

'Alohilani Resort Waikiki Beach

2490 Kalakaua Avenue Honolulu HI

$317 nightly

$376 total

Mar 23 - Mar 24

Total with taxes and fees

8.6/10 Excellent! (3,698 reviews)

Kailua Guest Houses essential information

Accommodation	11 Guest Houses
Lowest Price	$315
Highest Price	$376
Popular accommodation	Steps to the Beach Guesthouse, Kaaawa Home With Mountain View’s - 30 Day Min, Home of Aloha, 5 Bedrooms / 4 Baths, Sleeps 14, Lovely Private Kailua Cottage, Newly renovated guest house with lush landscaping & gazebo, Hawaiian plantation-style home, perfect for families., Beautiful Kailua Hale Studio, Cozy Kaaawa Studio with Mountain Views - 30 Day Min, A lovely ohana with ocean view