Search Guest Houses in Kailua

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Compare 16 Guest Houses in Kailua with updated reviews, rates, and availability.

Lovely Private Kailua Cottage

Lovely Private Kailua Cottage

9.8 out of 10, Exceptional, (20)
"Gracious host. Very welcoming. Very comfortable lodging in a central location convenient to the beach and vibrant town of Kailua. "
Lovely Private Kailua Cottage
This property is no longer available
Beach

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

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
Living area

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
Exterior

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
Private kitchen

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.
20 minutes walk or less to here.

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.
Steps to the Beach Guesthouse
Beach

Steps to the Beach Guesthouse

9.8 out of 10, Exceptional, (79)
"Mark was a pleasure to work with and the accomodations were outstanding. We had everything we needed. The location was amazing."
Steps to the Beach Guesthouse
Newly renovated guest house with lush landscaping & gazebo

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
Entry - 1st floor only

Island Paradise home 5 min from the beach

Island Paradise home 5 min from the beach
A lovely ohana with ocean view
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
Queen bed

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.
15-20 minutes walk to Waikiki beach and resort area.

This property is no longer available.

This property is no longer available.
Honolulu for Spring Break 2023
Living area

Honolulu for Spring Break 2023

Honolulu for Spring Break 2023
Room in Holiday House - Hgvc Hawaiian Village Resort & Spa, Hot Tub, Pool!
Beach

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
Beach

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
Property grounds

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
Exterior

Aston Waikiki Sunset

4.0 star property
7.8 out of 10, Good, (2838)
"The place is a bit dated but did the job..,everything you need is within 5 minutes. Bars, restaurants, beach and shopping all close by. The quality of the apartment is reflected in the price but it does the job for us and we will stay at Waikīkī Sunset again. "
The price is AED 659
AED 929 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.