Search Vacation Homes in Kailua

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Check prices for these dates

Next weekend
Jun 27 - Jun 29
In two weeks
Jul 4 - Jul 6
In one month
Jul 18 - Jul 20
In two months
Aug 15 - Aug 17

Vacation Homes in Kailua

Nani Iki - Close to beach!
Miscellaneous

Nani Iki - Close to beach!

10.0 out of 10, Exceptional, (12)
"We loved our stay! The house was very comfortable and had everything we needed. It was so nice to have a washer and dryer available to use. The front porch and views were perfect. Hoping we can come back again! "
Nani Iki - Close to beach!
Oceanside Estate - Spacious home with Pool & AC
Beach

Oceanside Estate - Spacious home with Pool & AC

9.4 out of 10, Exceptional, (12)
"This house was perfect for our family of 12. Absolutely loved it."
Oceanside Estate - Spacious home with Pool & AC
Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!
On the beach

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

9.8 out of 10, Exceptional, (114)
"Great location. Awesome place!"
The price is ￥28,670
￥93,817 total
includes taxes & fees
Jun 29 - Jun 30
Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!
Aloha Adventure Home - 2 min from beach
Beach

Aloha Adventure Home - 2 min from beach

9.2 out of 10, Wonderful, (27)
"Good location, n"
Aloha Adventure Home - 2 min from beach
Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!!
On the beach, sun loungers, beach towels

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

9.6 out of 10, Exceptional, (56)
"My family and I loved the condo we stayed, we definitely come back to Hawaii and rent from them again, I definitely recommend to my friends and family.. mahalo "
The price is ￥28,670
￥94,572 total
includes taxes & fees
Jun 27 - Jun 28
Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!!
Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!
Outdoor pool

Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!

9.6 out of 10, Exceptional, (198)
"Exactly what we were looking for in our elopement! We will stay here again!"
Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!
East Oahu Getaway- Hot Tub, Ocean Views, AC
Beach

East Oahu Getaway- Hot Tub, Ocean Views, AC

9.8 out of 10, Exceptional, (6)
"We used the Sea Breeze Villa and Manor for a family reunion. Everyone loved the views, hot tub and relaxing atmosphere. "
East Oahu Getaway- Hot Tub, Ocean Views, AC
Newly renovated Waikiki Sunset unit with STUNNING Diamond Head and ocean views
Smart TV

Newly renovated Waikiki Sunset unit with STUNNING Diamond Head and ocean views

10.0 out of 10, Exceptional, (57)
"This property was very close to the beach and walking distance to great restaurants. Plenty of space for everyone to unwind from a day soaking up the sun. And the view of Diamond Head is outstanding!"
Newly renovated Waikiki Sunset unit with STUNNING Diamond Head and ocean views
Pono Pearl Villa | Beach Access + AC In Every Room
Golf

Pono Pearl Villa | Beach Access + AC In Every Room

10.0 out of 10, Exceptional, (30)
"Just spent a week, and it was AMAZING… ocean was literally across the street! Would highly recommend!"
Pono Pearl Villa | Beach Access + AC In Every Room
Garden Hotel in Central Waikiki
Interior

Garden Hotel in Central Waikiki

2.0 out of 10, (2)
"When I booked the room it said there were 2 beds and two baths. Upon arrival the units are all 1 bed 1 bath. This caused a problem. I have a text message showing 2 bed 2 bath."
Garden Hotel in Central Waikiki
Makana Dream - Beachfront
On the beach

Makana Dream - Beachfront

8.6 out of 10, Excellent, (14)
"The best part of our stay was that the location was close to everything that we had planned to do. There was a hiccup with check in as they had changed the codes on the doors and didn't let us know about it a head of time. We didn't have to wait long and we were able to get the correct codes. We loved our stay at this property."
Makana Dream - Beachfront
Ocean View Escape - Gorgeous ocean views, AC
Beach

Ocean View Escape - Gorgeous ocean views, AC

10.0 out of 10, Exceptional, (4)
"This place is amazing. I have stayed at many VRBO'S this one tops them all. On the ocean, plenty of space, 14 in our party, Great location to EVERYTHING. Host was very responsive. "
Ocean View Escape - Gorgeous ocean views, AC
Ocean Cliffs Escape- AC!
Property grounds

Ocean Cliffs Escape- AC!

9.2 out of 10, Wonderful, (19)
"This place was amazing with a great location. It’s gated so it made us feel safe brining our kids! "
Ocean Cliffs Escape- AC!
Paradise Palms - Short walk to beach
Beach

Paradise Palms - Short walk to beach

9.6 out of 10, Exceptional, (10)
"The location was perfect for our family vacation, the host was amazing, and being so close to the beach was a just the cherry on top of a great experience overall! I recommend this location to anyone visiting the island."
Paradise Palms - Short walk to beach
Hawaii Palm B - Beachfront, Hot Tub
On the beach

Hawaii Palm B - Beachfront, Hot Tub

8.6 out of 10, Excellent, (25)
"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
BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY
On the beach, beach towels

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

9.2 out of 10, Wonderful, (135)
"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 Front Center of Kailua Bay! Best Location!!
Exterior

Ocean Front Center of Kailua Bay! Best Location!!

10.0 out of 10, Exceptional, (36)
"The property is close to everything and is well furnished. The backyard is private with the beach just steps away. This was perfect for a group of 12."
Ocean Front Center of Kailua Bay! Best Location!!
The Best View in Waikiki, only steps away from the best beach in the world
On the beach, sun loungers, beach towels

The Best View in Waikiki, only steps away from the best beach in the world

9.8 out of 10, Exceptional, (136)
"Just great spot to stay , quiet but still very handy to transport and the beach a few steps away !"
The Best View in Waikiki, only steps away from the best beach in the world
"Pineapple Perch" | Fully Renovated | A/C in Every Room
TV

"Pineapple Perch" | Fully Renovated | A/C in Every Room

9.8 out of 10, Exceptional, (9)
"We had a great stay on the north shore and the house was a great home base for exploring. Thanks for including things like boogie and paddleboards, coolers, and chairs. it made everything so easy."
"Pineapple Perch" | Fully Renovated | A/C in Every Room
Beach house , ocean breeze, parking
On the beach, sun loungers, beach towels

Beach house , ocean breeze, parking

9.8 out of 10, Exceptional, (7)
"The house was very clean. It is centrally located on the island. We went to every coast on the island and our longest drive was about an hour. We enjoyed sitting by the ocean in the morning. The ocean is only about 100' from the door."
Beach house , ocean breeze, parking
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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