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Compare 361 Vacation Homes in Kailua with updated reviews, rates, and availability.

Nani Iki - Close to beach!

10.0 out of 10, Exceptional, (5)
"My family and I had a wonderful stay, the house has a divided concept which was great for my adult children and myself to have our own space as well as room to hang out together. The location was amazing!!"
Nani Iki - Close to beach!

Hale Aloha - AC, Beachfront

10.0 out of 10, Exceptional, (3)
"This beach house, views and ocean breezes are glorious, exactly as shown in the photos. We loved every aspect of our stay, and appreciated all of the beach toys and gear!We had the beach in front of the house all to ourselves. We could walk in either direction for swimmable, sandy entry points into the water. Fun waves for surfing to the left, and a bit more calm to the right. We had two teenagers and five adults, ranging in age from 14 to 83, and had plenty of space to luxuriate. Caretaker Sam...
Hale Aloha - AC, Beachfront

Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!

9.8 out of 10, Exceptional, (110)
"This is a great ocean front condo. We were 6 adults, having only one shower is a bit challenging but we knew that going in so I can’t complain about it, we made it work. All beds are comfortable, had everything we needed. Great communication with Vrbo and condo manager. The valet staff is EXCELLENT! The location and view can’t be beat! The sunset right from the balcony is breathtaking I would def stay here again. "
The price is AED 731
AED 2,411 total
includes taxes & fees
12 Mar - 13 Mar
Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!

Hawaii Palm B - Beachfront, Hot Tub

8.6 out of 10, Excellent, (20)
"Couldn’t be happier with the property and staff. If I could give this 12/10 I would. Can’t wait to come back! "
Hawaii Palm B - Beachfront, Hot Tub

Blue Surf Paradise - Steps to beach

8.8 out of 10, Excellent, (6)
"Great place, "
Blue Surf Paradise - Steps to beach

Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.

10.0 out of 10, Exceptional, (61)
"Our family of seven enjoyed our weeklong stay at this beautiful home in a residential area of Kailua. Beds were comfy. Kitchen had everything we needed to prepare meals. Safeway market was walking distance for supplies. The backyard has a lively pool and spa. There’s a beautiful beach a 20 minute walk from the house and the town of Kailua is a short drive. Beach towels & chairs were provided too. Highly recommend staying at this wonderful home.."
Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.

Garden Hotel in Central Waikiki

2.0 out of 10, (2)
"My brother, and I paid for a two bedroom two bathroom hotel and when we confirmed and paid the pictures showed us a 2 bedroom and 2 bathroom suite. When we were trying to check in they had a 1 bedroom apartment this was a complete scam and misrepresentation! I will be reporting this owner to the police and authorities if my money it’s refunded to us we didn’t even stay there! Terrible service "
Garden Hotel in Central Waikiki

Paradise Palms - Short walk to beach

9.4 out of 10, Exceptional, (6)
"Overall the house was ok, definitely needs some deep cleaning and paintingThe kitchen was good, but again could use updated cook wareThe beds were ok, bunk bed could use new mattress, they were very hardBe prepared to need briquettes if planing on BBQingBut very quiet neighbourhoood, lots of things to see in the areaHost was very easy to contact and talk to "
Paradise Palms - Short walk to beach

Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!!

9.8 out of 10, Exceptional, (50)
"We stayed for 3 nights and were really comfortable as a group of 5. The unit is high enough to have a great view of the beach and is in a great location in Waikiki. We didn’t use the beach chairs or boogie boards but were happy to see they were available. We also didn’t cook in the kitchen but again, it was well equipped. And the host and check in process was really great! "
The price is AED 2,567
AED 4,808 total
includes taxes & fees
21 Mar - 22 Mar
Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!!

Viewhouse in Lanikai BEST LOCATION , LANIKAI NUC 90/BB -0108

9.6 out of 10, Exceptional, (67)
"We shall return. This place has great bones. Wish we stayed longer. "
Viewhouse in Lanikai BEST LOCATION , LANIKAI NUC 90/BB -0108

Makana Dream - Beachfront

8.8 out of 10, Excellent, (10)
"Upon walking in someone said it’s like being on a boat. The expansive windows make you almost feel you’re in the water. Peaceful and quiet except for the sound of waves. Close to everything you need including the Breath of life show at the PCC across the street. The view of the mountains and sky was magnificent. Crab catching (and releasing) plus turtle watching at night. Loved our time there. "
Makana Dream - Beachfront

Ocean Cliffs Getaway- Ocean Views, Whale watching, AC

9.4 out of 10, Exceptional, (11)
"The property was comfortable for all! We loved watching whales from the deck and walking down to the beach. "
Ocean Cliffs Getaway- Ocean Views, Whale watching, AC

Experience the Beauty of Paradise, Stunning Gardens, Steps from Kailua Beach

9.6 out of 10, Exceptional, (190)
"Exactly what we were looking for in our elopement! We will stay here again!"
Experience the Beauty of Paradise, Stunning Gardens, Steps from Kailua Beach

Orchid Oasis - AC, Pool, Ocean Views

Orchid Oasis - AC, Pool, Ocean Views

Beachfront Private, N. Shore & Legal Vacation!

10.0 out of 10, Exceptional, (2)
"This place is in the most beautiful location. It is right on the beach and most of the time we had that beach to ourselves. The home, as clearly stated in the description, is older and worn but has a lot of charm and plenty of room for our family of eight adults. Since 11 people are actually allowed to stay there it would be handy to have some fold up chairs for the dining room table but for us it was perfect.! Overall it was the most wonderful place to celebrate our 50th wedding anniversary...
Beachfront Private, N. Shore & Legal Vacation!

Sunset View Oasis - Steps from beach

6.8 out of 10, (5)
"Fully stocked. BBQ was a plus, easy access to PCC and North Shore"
Sunset View Oasis - Steps from beach

Oceanside Estate - Spacious home with Pool & AC

8.8 out of 10, Excellent, (6)
"This house was perfect for our family of 12. Absolutely loved it."
Oceanside Estate - Spacious home with Pool & AC

Oahu Paradise - AC, 1 block to beach!

8.4 out of 10, Very Good, (13)
"The house was a good deal. The original listing was switched due to poor scheduling on the management team. We were told the house we originally leased was not available so they switched us at the last minute. (Like we would say no three days before we were flying out to Hawaii) The location was great. The house was a great value for the money. We would stay there again for sure!"
Oahu Paradise - AC, 1 block to beach!

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

9.0 out of 10, Wonderful, (129)
"The property is beautiful with amazing beach access. We loved Kailua and made amazing family memories. Found so many fantastic things to do and being in Kailua made everything so convenient."
BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY

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!
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

Aston at the Waikiki Banyan

3.0 star property
7.2 out of 10, Good, (2539)
"Everything you need. "
The price is AED 622
AED 873 total
includes taxes & fees
7 Apr - 8 Apr
Aston at the Waikiki Banyan

Aston Waikiki Sunset

4.0 star property
7.8 out of 10, Good, (2885)
"Bathroom was nice , spacious "
The price is AED 733
AED 1,016 total
includes taxes & fees
11 Mar - 12 Mar
Aston Waikiki Sunset

Kuhio Banyan Club

2.0 star property
6.8 out of 10, (1761)
"Awesome staff and security "
The price is AED 375
AED 594 total
includes taxes & fees
11 Mar - 12 Mar
Kuhio Banyan Club
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.