Compare Kailua Guest House Rentals

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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, a garden, and barbecue grills.

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, barbecue grills, and a garden.

Free WiFi

Air conditioning

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

Free WiFi

Air conditioning

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.

This guesthouse offers a water park, a gym, and laundry facilities. This beach guesthouse also has a garden.

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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

Sheraton Waikiki Beach Resort

2255 Kalakaua Ave Honolulu HI

$533 nightly

$633 total

Jan 8 - Jan 9, 2026

Total with taxes and fees

9/10 Wonderful! (2,793 reviews)

Hilton Hawaiian Village Waikiki Beach Resort

2005 Kalia Rd Honolulu HI

$306 nightly

$361 total

Dec 15 - Dec 16

Total with taxes and fees

8.2/10 Very Good! (8,651 reviews)

Hyatt Regency Waikiki Beach Resort & Spa

2424 Kalakaua Ave Honolulu HI

$263 nightly

$313 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

8.8/10 Excellent! (4,653 reviews)

Kailua Guest Houses essential information

Accommodation	13 Guest Houses
Lowest Price	$313
Highest Price	$633
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