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, (29)
"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, (86)
"Convenient location 3 mins walk from the ocean. The house has surfs, kayaks and boogies. "
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

6.0 out of 10, (3)
"Great convenient location and plenty of room for our family"
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, (13)
"Great spot in close proximity to everything we wanted to do. "
Magic North Shore Beach House 30 day rental PCC BYU

Oahu Paradise - AC, 1 block to beach!

8.2 out of 10, Very good, (12)
"We were very glad that the property was close to things we wanted to participate in. The property was very clean. Thanks"
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, (128)
"checkin process was simple and efficient house was totally ready for us. When we arrived. Communication with the property owner was timely. The home itself is a lovely historic property near the ocean with easy beach access. We actually left some prescription glasses at the home which they are sending to us thankfully. All in all, we really enjoyed our week in Kailua."
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, (2875)
"It is nice to have a kitchenette for the odd time you do not want to eat out. Has microwave to use to heat up leftovers from restaurants and a good size fridge to store drinks for a "cool one"."
The price is €262
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, (2522)
"We loved it, we will be back for sure."
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 €174
includes taxes & fees
4 Feb - 5 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.