Compare Kailua Guest House Rentals
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Featured Guest Houses in Kailua

Steps to the Beach Guesthouse
Kailua HI
This guesthouse features a hot tub and laundry facilities.
Hot Tub
Air conditioning

Kaaawa Home With Mountain View’s - 30 Day Min
Kaaawa HI
Guests staying at this guesthouse have access to laundry facilities, a garden, and barbecue grills.

Home of Aloha, 5 Bedrooms / 4 Baths, Sleeps 14
Honolulu HI
At this guesthouse, guests have access to features like laundry facilities. This smoke-free guesthouse also has a garden.

Lovely Private Kailua Cottage
Kailua HI
Guests staying at this guesthouse have access to laundry facilities, barbecue grills, and a garden.

Newly renovated guest house with lush landscaping & gazebo
Honolulu HI
This guesthouse is a smoke-free guesthouse.

Hawaiian plantation-style home, perfect for families.
Hauula HI
Guests staying at this guesthouse have access to laundry facilities, barbecue grills, and a garden.
Free WiFi
Air conditioning

Beautiful Kailua Hale Studio
Kailua HI
At this guesthouse, guests have access to features like laundry facilities.
Free WiFi
Air conditioning
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
The price is $633 total per night from Jan 8 to Jan 9
$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
The price is $361 total per night from Dec 15 to Dec 16
$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
The price is $313 total per night from Jan 4 to Jan 5
$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 |
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