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

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

9.6 out of 10, Exceptional, (64)
"Perfect location for a great beach trip"
Viewhouse in Lanikai BEST LOCATION , LANIKAI NUC 90/BB -0108

Nani Iki - Close to beach!

10.0 out of 10, Exceptional, (1)
"We had a wonderful time at the Hauula Hideaway. The property is spacious and immaculate. Very clean, comfortable, plenty of space, lots of amenities and excellent communication. We had a plumbing issue when we arrived, but the host and the local contact worked hard and made things right. I'd definitely stay here again!"
Nani Iki - Close to beach!

Aloha Adventure Home - 2 min from beach

9.2 out of 10, Wonderful, (21)
"Good location, n"
Aloha Adventure Home - 2 min from beach

Hale Aloha - AC, Beachfront

Hale Aloha - AC, Beachfront

Beachfront Private, N. Shore & Legal Vacation!

Beachfront Private, N. Shore & Legal Vacation!

Oceanside Estate - Spacious home with Pool & AC

9.6 out of 10, Exceptional, (4)
"Was a great stay"
Oceanside Estate - Spacious home with Pool & AC

Laie Family Escape - 2 min walk to beach

9.2 out of 10, Wonderful, (20)
"House has a great view from the front window of the ocean. There is a highway that runs in front of the house, but it does not diminish the view at all. Conveniently located for North Shore shops, beaches, etc. House is spacious with a great open area with kitchen, dining, and living area all together. Also, lots of beach chairs, snorkeling equipment, fishing poles, and boogie boards to use for trips to the beach."
Laie Family Escape - 2 min walk to beach

Sunset View Oasis - Steps from beach

6.0 out of 10, (2)
"Great convenient location and plenty of room for our family"
Sunset View Oasis - Steps from beach

Hawaii Palm B - Beachfront, Hot Tub

8.8 out of 10, Excellent, (16)
"This house isn't fancy but it's very clean, comfortable and convenient. About 25 minutes from Waimea, about 10 minutes from Turtle Bay. Kitchen is nice and functional. We had 7 adults there and plenty of room. You face directly East and see a beautiful sunrise each morning. Your semiprivate beach is in a safe cove even with big winter surf your kids can boogie board there safely. Great value to me we loved it"
Hawaii Palm B - Beachfront, Hot Tub

Oahu Paradise - AC, 1 block to beach!

8.4 out of 10, Very Good, (10)
"We really enjoyed our stay here, the location is perfect and the home was clean, comfortable, and had lots of room for our large group of 8. The only reason we couldn’t give a perfect score was a few maintenance issues, like running toilets, one room with an unusable fan, and the kitchen sink sprayer that would jam on. All minor issues, we would definitely stay here again! "
Oahu Paradise - AC, 1 block to beach!

Paradise Palms - Short walk to beach

9.6 out of 10, Exceptional, (4)
"Great place to stay to stay away from the Waikiki area. We had a great location and were closer to North shore & other surf spots. Place was phenomenal to stay in. No issues. We all slept comfortably. "
Paradise Palms - Short walk to beach

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

9.6 out of 10, Exceptional, (186)
"Beautiful property with comfortable ammenities"
Experience the Beauty of Paradise, Stunning Gardens, Steps from Kailua 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

Oceanfront Romantic Couple's Getaway with Private Beach w/ Full Living Amenities

9.4 out of 10, Exceptional, (79)
"We loved the place and location. The owners were very nice and helpful to quickly resolve the few issues we had. We loved our stay at the North Shore after spending a few days in Waikiki"
Oceanfront Romantic Couple's Getaway with Private Beach w/ Full Living Amenities

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

9.8 out of 10, Exceptional, (106)
"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."
Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!

Ocean Cliffs Escape- AC!

9.4 out of 10, Exceptional, (13)
"Very comfortable home that met all our needs, the ocean view was amazing and we enjoyed the easy walk to the beach"
Ocean Cliffs Escape- AC!

Ocean Front Center of Kailua Bay! Best Location!!

10.0 out of 10, Exceptional, (27)
"Best place for families, our whole family enjoyed our time together in this great place!"
Ocean Front Center of Kailua Bay! Best Location!!

Perfect Location on Kailua Beach - Licensed Short Term Rental

9.6 out of 10, Exceptional, (119)
"The beach home is absolutely lovely and embraces all that is Hawaii - relaxed, soothing, sunshine, fun, and the aloha spirit. Being in Kailua was also great as its close to all the services needed. Kailua also has a great island vibe."
Perfect Location on Kailua Beach - Licensed Short Term Rental

Manoa Valley A 2BR with ocean and mountain views

9.8 out of 10, Exceptional, (46)
"Visited with a group of 4 adults and we each had our own space which was lovely. House is very conveniently located to easily access everywhere we wanted to visit on the island. The house is charming and has a stunning view of the Waikiki shore. Would absolutely stay here again for a future visit!"
Manoa Valley A 2BR with ocean and mountain views

Moani Kai - Beachfront,Gated,Hot tub,Pickleball Ct

9.0 out of 10, Wonderful, (59)
"The location, the company & the island. We loved every minute. Carol, the host, was one of the most thoughtful hosts we have ever come across. We traveled with our 4 teenage kids & my elderly parents and in-laws and Carol helped us get a few extra items we needed to help them feel comfortable. Would highly recommend staying here again. "
Moani Kai - Beachfront,Gated,Hot tub,Pickleball Ct
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, (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

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

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 SAR 674
SAR 951 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.