Holiday Homes in Kailua

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Featured Holiday Homes in Kailua and around

Nani Iki - Close to beach!

10.0 out of 10, Exceptional, (3)
"Great location, great amenities and easy check in/out. Great communication. "
Nani Iki - Close to beach!

Just a couple houses away from the nicest beach on the island.

10.0 out of 10, Exceptional, (30)
"Quiet cottage with lovely, private courtyard. Off street parking and washer & dryer on the property. Perfect for a couple. Stocked with everything we needed for cooking meals. Full size refrigerator. The Property Manager and the Property Maintenance gentlemen were easy to contact, kind, and prompt to answer. We would stay here again!"
Just a couple houses away from the nicest beach on the island.

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

9.6 out of 10, Exceptional, (65)
"Perfect location for a great beach trip"
Viewhouse in Lanikai BEST LOCATION , LANIKAI NUC 90/BB -0108

Aloha Adventure Home - 2 min from beach

9.2 out of 10, Wonderful, (24)
"Convenient location and quiet neighborhood. Thank you!"
Aloha Adventure Home - 2 min from beach

Ocean Front Center of Kailua Bay! Best Location!!

10.0 out of 10, Exceptional, (31)
"Best place for families, our whole family enjoyed our time together in this great place!"
Ocean Front Center of Kailua Bay! Best Location!!

Waikiki Sunset Hotel remodeled unit with a magnificent view of the Koʻolau Range

10.0 out of 10, Exceptional, (34)
"Kameron was a great host. the space was clean and in a good location. we didn’t use the amenities as much because we were out most of the time. definitely recommend!"
Waikiki Sunset Hotel remodeled unit with a magnificent view of the Koʻolau Range

House that has it all, Hot Tub, Kayaks, Surf Boards, Snorkeling gear & more

9.0 out of 10, Wonderful, (87)
"I struggle to give our stay a 4, but technically speaking, everything was satisfactory. It was just old and tired. The floors, kitchen, & bathroom were clean, but the BBQ needs a thorough cleaning. The linens & towels were clean but very used. The fabric shower curtain was mildewy (granted there was a new, clean plastic liner). The kitchen supplies (pots, pans etc) were a mix of cracked teflon coated pieces. Screens & screen doors need attention. That said, we’d stay there again because of the...
House that has it all, Hot Tub, Kayaks, Surf Boards, Snorkeling gear & more

Welcome to Ho'onani Pua Hale

10.0 out of 10, Exceptional, (11)
"My huband, myself and our 3 teenagers stayed for 5 nights. There were enough beds and sitting/relaxing areas for everyone. The kitchen had everything we needed to make dinner, including spices, pots and dishes. Stores and restaurants are a 3 minute drive. Perfect location to get to places. "
Welcome to Ho'onani Pua Hale

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!

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

9.6 out of 10, Exceptional, (188)
"We had a wonderful stay! The condo was clean, well equipped and in a fantastic location. Just across the street from Kailua beach and a short walk from a beautiful hike to the pillboxes overlooking Lanakai. We couldn't have hoped for a better location! The condo was comfortable - the sheets were soft and there were was plenty of sitting areas in the family room.The lanai provided a nice additional space to sit outside. The garage had everything we needed for spending time at the beach - chairs,...
Experience the Beauty of Paradise, Stunning Gardens, Steps from Kailua Beach

Sunset View Oasis - Steps from beach

6.6 out of 10, (4)
"Everything was great except the work done by a very rude handyman. We were told it was going to be one day to replace an old rain gutter. That ended up be one two full days. Took over the whole front yard with tools and our parking area. Took lunch on our porch like they owned it and talked loudly in a foreign language for over an hour until i asked them to please not be there. We couldn’t watch TV because it was so loud. I feel we didn’t even have a say to if they could be there and were...
Sunset View Oasis - Steps from beach

Garden Hotel in Central Waikiki

2.0 out of 10, (1)
"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

Magic North Shore Beach House 30 day rental PCC BYU

9.6 out of 10, Exceptional, (14)
"We loved this darling house and being right on the beach. We could snorkel a 100 yards from shore since it’s a calm area with a reef. The accommodations were great. 2 of the 4 bedrooms are tiny but when you’re only in there to sleep, it didn’t bother us. Some of the outdoor toys were not in great shape and need to be replaced, like the paddle board and lawn chairs. But we were so thrilled to have a great backyard right on the ocean that we did not care. Just an FYI, the front of the house is...
The price is €1,671
includes taxes & fees
13 Feb - 14 Feb
Magic North Shore Beach House 30 day rental PCC BYU

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!

Bayside Haven- Pool and Hot Tub

10.0 out of 10, Exceptional, (17)
"What a beautiful house to stay with your family. It’s secluded in a beautiful neighborhood in Kaneohe. I would suggest anyone staying here that wants to be close to the city and everything else around it. We had quick drives to get anywhere. "
Bayside Haven- Pool and Hot Tub

Ocean View Escape - Gorgeous ocean views, AC

10.0 out of 10, Exceptional, (1)
"I can't say enough nice things about this property.It fit our family perfectly. The location overlooking the park allowed us to celebrate a 100th birthday at the park, enjoy coffee down by the water, and take in beautiful sunrises.The house was clean, the beds were very comfortable and the kitchen supplied with everything we needed. Appliances worked and the hot tub and bbq were a bonus."
Ocean View Escape - Gorgeous ocean views, AC

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

Absolutely Oceanfront - 60' Waterfall Lap Pool

9.4 out of 10, Exceptional, (155)
"Quiet and peaceful stay. Nice sitting outside having my.morning coffee or afternoon glass of wine, watching the fishing from shore. Was happy with my unit and surprised there was more than one. Should upgrade the hairdryer, has seen better days..Mahalo for sharing"
Absolutely Oceanfront - 60' Waterfall Lap Pool

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

Amazing beach house with gorgeous views of the sunrise!

10.0 out of 10, Exceptional, (21)
"This property is beautiful! Shannon the property owner is responsive and kind. The proximity to the beach without the hustle and bustle of the other side of island was our favorite. We stayed 4 adults a toddler and a baby. Would definitely stay again"
Amazing beach house with gorgeous views of the sunrise!
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 Waikiki Sunset

4.0 star property
7.8 out of 10, Good, (2878)
"LOVED IT"
The price is €261
includes taxes & fees
17 Feb - 18 Feb
Aston Waikiki Sunset

Aston at the Waikiki Banyan

3.0 star property
7.2 out of 10, Good, (2524)
"The room was very dated but clean and large in size. Location is great. Staff very helpful and friendly. Very slow lifts at peak times. Great swimming pool and spa pools. Overall great place to stay and would recommend. helpful and friendly."
The price is €239
includes taxes & fees
24 Feb - 25 Feb
Aston at the Waikiki Banyan

Aqua Skyline at Island Colony

3.0 star property
7.2 out of 10, Good, (1963)
"Really enjoyed the warm hospitality of Shanel, desk staff. Location is amazing and central. Great vacation!"
The price is €232
includes taxes & fees
26 Feb - 27 Feb
Aqua Skyline at Island Colony
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.