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Compare 426 Vacation Homes in Kailua with updated reviews, rates, and availability.

Oceanside Estate - Spacious home with Pool & AC
2 blocks away!
Oceanside Estate - Spacious home with Pool & AC
10.0 out of 10, Exceptional, (3)
"We were informed that the original house we booked was no longer available so we were given this home as an alternative. We felt like we were catfished and were disappointed by the pictures posted but we were pleasantly surprised when we entered the home. The house was very spacious and updated. There were plenty of bedrooms and the kitchen had all the utensils and appliances you need. My family of 18 (including kids ranging from 7 months to 15 years old and my “advanced aged” parents) all had a...
Oceanside Estate - Spacious home with Pool & AC
Waikiki Sunset Hotel remodeled unit with a magnificent view of the Koʻolau Range
Living area
Waikiki Sunset Hotel remodeled unit with a magnificent view of the Koʻolau Range
10.0 out of 10, Exceptional, (31)
"Kameron was such an excellent host! Instructions were clear and everything went so smooth. The unit was clean and had everything we could possibly need for our stay, including boogie boards, umbrellas, and chairs. We were celebrating my birthday and he went out of his way to provide a cake and lei. He allowed us an early check in and late check out. We will definitely choose one of his properties in the future. Also, the views from this unit were incredible! The central air was a very nice touch...
Waikiki Sunset Hotel remodeled unit with a magnificent view of the Koʻolau Range
Newly renovated Waikiki Sunset unit with STUNNING Diamond Head and ocean views
Interior
Newly renovated Waikiki Sunset unit with STUNNING Diamond Head and ocean views
10.0 out of 10, Exceptional, (44)
"We were here for a conference at the Marriott plus a little exploring! Great location, easy access to Waikīkī beach and restaurants. Easy communication with host and got an extended check out easily! "
Newly renovated Waikiki Sunset unit with STUNNING Diamond Head and ocean views
Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!
Beach
Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!
9.6 out of 10, Exceptional, (105)
"Great condo, loved valet, wonderful location, porch swing so relaxing, pool not in service, 1502 cannot see down shoreline to Hilton Hotel as that floor to low to have that view. Would need to be some where above 30ish and up. Wish I would have known as higher floors condos were available."
The price is SAR 1,499
SAR 3,478 total
includes taxes & fees
10 Nov - 11 Nov
Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!
House that has it all, Hot Tub, Kayaks, Surf Boards, Snorkeling gear & more
There are 4 houses on this side. Next house not unitl the point in the distance
House that has it all, Hot Tub, Kayaks, Surf Boards, Snorkeling gear & more
9.2 out of 10, Wonderful, (83)
"This was the perfect spot for us to hang out with our family in Kailua. Clean, comfy and close to a BEAUTIFUL beach"
House that has it all, Hot Tub, Kayaks, Surf Boards, Snorkeling gear & more
Aloha Adventure Home - 2 min from beach
A block away!
Aloha Adventure Home - 2 min from beach
9.2 out of 10, Wonderful, (19)
"Great property and location. Close to the PCC. Everyone enjoyed our stay."
Aloha Adventure Home - 2 min from beach
Oceanfront Romantic Couple's Getaway with Private Beach w/ Full Living Amenities
Beach
Oceanfront Romantic Couple's Getaway with Private Beach w/ Full Living Amenities
9.4 out of 10, Exceptional, (77)
"Nice, cozy place. Right on the beach front, access to beach."
Oceanfront Romantic Couple's Getaway with Private Beach w/ Full Living Amenities
Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!!
Beach
Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!!
9.8 out of 10, Exceptional, (45)
"Perfect location, vey easy access to waikiki beach, reataurants, other land marks of honolulu, excellent views, easy communication with host. I will definitely come back here again!!"
The price is SAR 1,499
SAR 3,478 total
includes taxes & fees
10 Nov - 11 Nov
Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!!
Oceanview Oasis - Ocean views, AC
Beach
Oceanview Oasis - Ocean views, AC
9.0 out of 10, Wonderful, (2)
"This is a very nice place in a great location for us. It was clean and nicely cared for in a great location that could not have been more perfect! We will definitely be using this one again in the near future. "
Oceanview Oasis - Ocean views, AC
Hawaiian Dreams 4BR BEACH HOUSE only 27 steps to white sand swimming beach!
27 girl steps from our yard.
Hawaiian Dreams 4BR BEACH HOUSE only 27 steps to white sand swimming beach!
9.6 out of 10, Exceptional, (86)
"Thank you for the stay, we appreciated the accommodations!"
Hawaiian Dreams 4BR BEACH HOUSE only 27 steps to white sand swimming beach!
Manoa Valley A 2BR/1bath downstairs duplex
Manoa Valley A 2BR/1bath downstairs duplex
9.4 out of 10, Exceptional, (45)
"Wonderful downstairs ohana suite with beautiful lanai overlooking Diamond Head and east Honolulu. Gorgeous neighborhood setting. Very comfortable all around. Great value. Super location! Only heads up: stairs could be challenging for some"
Manoa Valley A 2BR/1bath downstairs duplex
Hawaiian Palm Estate (2 units) - Beach front, Lg yard
Our Backyard
Hawaiian Palm Estate (2 units) - Beach front, Lg yard
8.6 out of 10, Excellent, (4)
"The property is perfect for a large group. We had 16 in our group and did not need to use one of the 10 bedrooms. The large lanai for the big house was where a majority of the group meals were eaten and enjoyed. Access to the beach was fantastic! Many of us enjoyed morning sunrises from the lanai and from the beach. The Big and Little houses, which are located next to each other made it easy to pop back and forth between as needed. Our family came together from four different states on the...
Hawaiian Palm Estate (2 units) - Beach front, Lg yard
Ocean View Escape - Gorgeous ocean views, AC
Aerial view
Ocean View Escape - Gorgeous ocean views, AC
Ocean View Escape - Gorgeous ocean views, AC
Ocean Cliffs Escape- AC!
Property grounds
Ocean Cliffs Escape- AC!
9.2 out of 10, Wonderful, (12)
"Wonderful views and great location, everything as advertised. "
Ocean Cliffs Escape- AC!
Manoa Valley A 2BR with ocean and mountain views
Diamond head and ocean view from private lanai
Manoa Valley A 2BR with ocean and mountain views
9.8 out of 10, Exceptional, (45)
"This was a great find in Honolulu. Away from the busy downtown but still close enough to drive to if you wanted to explore the hustle and bustle. Lots of stores and restaurants nearby to check out away from Waikiki. You could take a short walk to a few (15min) or drive (2-5min). Very quiet and beautiful property. The only noise was from the windy days but not too disruptive. We would enjoy the wonderful balcony view on cooler days and especially at night. The host was very attentive. I would...
Manoa Valley A 2BR with ocean and mountain views
White Hibiscus B -home on Laie Point, Beach access
White Hibiscus Estate is a 4-bedroom home with incredible views.Views are what capture your eye in this full room view. Doors open to unobstructed views.
White Hibiscus B -home on Laie Point, Beach access
10.0 out of 10, Exceptional, (1)
"We traveled as a group of 15, four families, for ten days in Laie point. The house was so great, room for kids to play, adults played cards, and room for large group meals. Each bedroom had a bathroom with shower for each family to retreat to during the day. The view is unbelievable and the semiprivate beach was so special. No one wanted to leave as it was such a special experience."
White Hibiscus B -home on Laie Point, Beach access
Tower 2 Suite 3709 - QQP by Koko Resort Vacation Rentals
Private kitchen
Tower 2 Suite 3709 - QQP by Koko Resort Vacation Rentals
3.5 star property
8.0 out of 10, Very Good, (1)
Tower 2 Suite 3709 - QQP by Koko Resort Vacation Rentals
Ocean Getaway -Near Beach w/ AC, Kayak, BBQ and more!
Located less than 1 block from the beach on the beautiful East Shore of Oahu
Ocean Getaway -Near Beach w/ AC, Kayak, BBQ and more!
10.0 out of 10, Exceptional, (2)
"The home was absolutely lovely. The hosts were in communication from the beginning. They were available for anything we needed. We adored the wrap around lanai and all the little touches the owners left for us. The home was very kid and adult friendly with a lovely neighborhood and neighbors. I recommend this place for anyone who wants a quiet retreat."
Ocean Getaway -Near Beach w/ AC, Kayak, BBQ and more!
Family friendly home in Hauula; steps from beach
Beach entrance from backyard
Family friendly home in Hauula; steps from beach
10.0 out of 10, Exceptional, (6)
"The house was a great location for us to explore the north shore. It was clean and everything worked properly. Had great beach items to use. "
Family friendly home in Hauula; steps from beach
Cute Studio in Palms at Waikiki
Cute Studio in Palms at Waikiki
8.8 out of 10, Excellent, (3)
"Good overall just parking is a big mess of you park in streets "
The price is SAR 364
SAR 1,137 total
includes taxes & fees
11 Nov - 12 Nov
Cute Studio in Palms at Waikiki
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

Private Beachfront Rental
Property grounds
Private Beachfront Rental
9.8 out of 10, Exceptional, (210)
"Shari was a warm and responsive host and her accommodation was right on the beach!"
Private Beachfront Rental
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, (123)
"Wonderful location. Steps to the beach to watch the morning sunrise. "
BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY
Aston Waikiki Sunset
Exterior
Aston Waikiki Sunset
4.0 star property
7.8 out of 10, Good, (2821)
"Everything from checkin to checkout was amazing 👌"
The price is SAR 674
SAR 950 total
includes taxes & fees
13 Nov - 14 Nov
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.