Search Guest Houses in Kailua

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Compare 15 Guest Houses in Kailua with updated reviews, rates, and availability.

Lovely Private Kailua Cottage

10.0 out of 10, Exceptional, (21)
"The cottage was very comfortable and convenient for our stay in Kailua. Many thanks to Tobi and Yvonne for their great hospitality! They thought of everything to make our stay as comfortable as possible. We definitely want to stay again on our next visit to Kailua. 🌺"
Lovely Private Kailua Cottage

This property is no longer available

9.8 out of 10, Exceptional, (26)
"Great location, property and communication. It was in the perfect spot for the beach, eating and shopping. My teenagers loved the freedom to just walk down to the beach and the communication from the property managers was top notch. Highly recommend!"
This property is no longer available

Beautiful Kailua Hale Studio

10.0 out of 10, Exceptional, (53)
"We had such a great time here. I am lucky enough to say that I lived in Kailua back in 2021, coming back and staying in a location like this was really lovely! We were close enough to the beach but also so close to town and all of the shops and restaurants that I love, including the grocery store Whole Foods. Everything we needed was provided, the host was absolutely fantastic and even had a really cool Alexa system that answered all of our questions. He was available to answer questions as well...
Beautiful Kailua Hale Studio

Cozy Kaaawa Studio with Mountain Views - 30 Day Min

9.8 out of 10, Exceptional, (25)
"The studio looks just like the pictures. Very comfortable and clean. Nicely maintained landscaping, well equipped, outdoor shower to rinse off the beach sand. Friendly and helpful onsite host. Beautiful view of the Koolau mountains. We will definitely stay here again! Thank you Angelo and Micah. 🏝️"
Cozy Kaaawa Studio with Mountain Views - 30 Day Min

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

9.6 out of 10, Exceptional, (4)
"The home was beautiful. Very comfortable. Biggest drawback was the proximity to a very busy highway. Lots of highway noise, including many sirens day and night."
Home of Aloha, 5 Bedrooms / 4 Baths, Sleeps 14

Kaaawa Home With Mountain View’s - 30 Day Min

9.8 out of 10, Exceptional, (32)
"I wanted to thank you for the opportunity to stay in your place. I love this home, location and time that we spend there It is amazing place, amazing hosts. You can not wish for anything more."
Kaaawa Home With Mountain View’s - 30 Day Min

Walking Distance for 2Br X 2Bath Near Waikiki Beach Resort Area.

9.8 out of 10, Exceptional, (10)
"This was a great place to stay. Easy parking and location was good for us. Away from hustle and crowds of downtown! But easy to get around."
Walking Distance for 2Br X 2Bath Near Waikiki Beach Resort Area.

Newly renovated guest house with lush landscaping & gazebo

2.0 star property
Newly renovated guest house with lush landscaping & gazebo

Island Paradise home 5 min from the beach

Island Paradise home 5 min from the beach

A lovely ohana with ocean view

10.0 out of 10, Exceptional, (1)
"we had a great time and the hosts were great. could not have asked for such a perfect vacation!"
A lovely ohana with ocean view

DaLight - A beautiful home in a quiet neighborhood

9.0 out of 10, Wonderful, (2)
"The house is one of the nicest I have stayed in in Kailua. The room was a little warm at night when I was trying to sleep but Adrien (the home owner) told me they have a plan to fix that."
DaLight - A beautiful home in a quiet neighborhood

This property is no longer available.

This property is no longer available.

Honolulu for Spring Break 2023

Honolulu for Spring Break 2023

Room in Holiday House - Hgvc Hawaiian Village Resort & Spa, Hot Tub, Pool!

2.0 star property
Room in Holiday House - Hgvc Hawaiian Village Resort & Spa, Hot Tub, Pool!
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.
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Other property types in Kailua

BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY

9.0 out of 10, Wonderful, (124)
"Host was excellent with responses and clearly conveying expectations. Property was very pretty and along the beach access our daughter normally uses to get to the beach. Kitchen well accessorized with cooking needs, spices, etc. Our space was shared by family of 2 older adults and 2 younger adults. Stayed for a week of enjoyment, both before and after the wedding. "
BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY

Private Beachfront Rental

9.8 out of 10, Exceptional, (214)
"This location gave us the perfect beachfront oasis we were looking for! The accommodations were clean and well kept. The bed was comfortable with soft sheets and perfectly fluffed pillows. Shari made check in and out a breeze. She also gave us a lot of local restaurant recommendations which were worth absolutely worth the hype! If you are looking for a private and peaceful beachfront getaway, I highly recommend this spot! "
Private Beachfront Rental

Aston Waikiki Sunset

4.0 star property
7.8 out of 10, Good, (2840)
"Our stay at Aston Waikīkī Sunset exceeded our expectations. It’s not a luxury 5 star hotel but we needed accommodations for 6 within a month. We booked a 2 bedroom suite with a queen bed in one room, 2 twin beds in the other bedroom and a queen sofa sleeper in the living area. It was perfect for us and was walking distance to the beach, dining and shopping. We would definitely stay here again! Mahalo!"
The price is SAR 674
SAR 950 total
includes taxes & fees
23 Dec - 24 Dec
Aston Waikiki Sunset
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.