Compare Kailua Guest House Rentals

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Featured Guest Houses in Kailua

Steps to the Beach Guesthouse

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 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.
Air conditioning
Parking available
Home of Aloha, 5 Bedrooms / 4 Baths, Sleeps 14

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.
Air conditioning
Parking available
Lovely Private Kailua Cottage

Lovely Private Kailua Cottage

Kailua HI
Guests staying at this guesthouse have access to laundry facilities, barbecue grills, and a garden.
Free WiFi
Air conditioning
Newly renovated guest house with lush landscaping & gazebo

Newly renovated guest house with lush landscaping & gazebo

2 out of 5
Honolulu HI
This guesthouse is a smoke-free guesthouse.
Parking available
Hawaiian plantation-style home, perfect for families.

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

Beautiful Kailua Hale Studio

Kailua HI
At this guesthouse, guests have access to features like laundry facilities.
Free WiFi
Air conditioning
Cozy Kaaawa Studio with Mountain Views - 30 Day Min

Cozy Kaaawa Studio with Mountain Views - 30 Day Min

Kaaawa HI
At this guesthouse, guests have access to features like laundry facilities. This smoke-free guesthouse also has barbecue grills.
Air conditioning
Parking available
A lovely ohana with ocean view

A lovely ohana with ocean view

Honolulu HI
This guesthouse offers a water park, a gym, and laundry facilities. This beach guesthouse also has a garden.
Free WiFi
Air conditioning
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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

    Sheraton Waikiki Beach Resort

    2255 Kalakaua Ave Honolulu HI
    $548 nightly
    The price is $650 total per night from Jan 21 to Jan 22
    $650 total
    Jan 21 - Jan 22, 2026
    Total with taxes and fees
    9/10 Wonderful! (2,813 reviews)
    Hilton Hawaiian Village Waikiki Beach Resort

    Hilton Hawaiian Village Waikiki Beach Resort

    2005 Kalia Rd Honolulu HI
    $361 nightly
    The price is $429 total per night from Jan 16 to Jan 17
    $429 total
    Jan 16 - Jan 17, 2026
    Total with taxes and fees
    8.2/10 Very Good! (8,682 reviews)
    Waikiki Resort Hotel

    Waikiki Resort Hotel

    2460 Koa Avenue Honolulu HI
    $235 nightly
    The price is $280 total per night from Jan 19 to Jan 20
    $280 total
    Jan 19 - Jan 20, 2026
    Total with taxes and fees
    8.4/10 Very Good! (2,790 reviews)

Kailua Guest Houses essential information

Accommodation
11 Guest Houses
Lowest Price
$280
Highest Price
$650
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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