Search Guest Houses in Kailua

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Compare 14 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.

10.0 out of 10, Exceptional, (11)
"We had a wonderful time at the vacation rental. Its walking distance to Waikiki beaches but its in a quiet neighborhood away from hustle and bustle. Its very close to Diamond head as well and we had excellent views of Diamond head everyday. "
Walking Distance for 2Br X 2Bath Near Waikiki Beach Resort Area.

Newly renovated guest house with lush landscaping & gazebo

2.0 star property
10.0 out of 10, Exceptional, (1)
"This was a work trip so it worked out really nice and centrally located. "
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, (126)
"We are a family of 6, all adults and loved staying here. Beautiful place with lots of space to relax and enjoy Hawaii life. HIGHLY recommend! Our host, Crystal"
BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY

Private Beachfront Rental

9.8 out of 10, Exceptional, (218)
"Shari is fantastic and the unit's location was equally fantastic. Will return in the future."
Private Beachfront Rental

Aston Waikiki Sunset

4.0 star property
7.8 out of 10, Good, (2866)
"Liked the ocean view, kitchen was nice but frying pan was terrible."
The price is AED 560
AED 813 total
includes taxes & fees
25 Jan - 26 Jan
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.