Search Vacation Homes in Kailua

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

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

Nani Iki - Close to beach!

10.0 out of 10, Exceptional, (3)
"The property was beautiful. Everything was very clean and well thought out. Beds were comfortable, washer and dryer were a plus and the outside shower. Loved having the beach across the way and loved the porch for morning coffee. Had a perfect stay and would book again. Everyone enjoyed themselves. "
Nani Iki - Close to beach!

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

10.0 out of 10, Exceptional, (31)
"Cottage was the perfect size for us and steps from the beach, which was gorgeous. It was well located so we could visit neighboring towns for restaurants and exploring. "
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, (25)
"It was awesome, everything there u needed and if not it was 5 minutes to the store, i highly recommend this house."
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, (12)
"Great layout and comfortable. All indoor plants are real and the decor is well done and tasteful."
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...
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!

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, (156)
"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!

Paradise Palms - Short walk to beach

9.2 out of 10, Wonderful, (5)
"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
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.
Don't see what you're looking for?
See all available properties in Kailua
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Kailua

Aston at the Waikiki Banyan

3.0 star property
7.2 out of 10, Good, (2529)
"Too old"
The price is SAR 894
SAR 1,197 total
includes taxes & fees
23 Mar - 24 Mar
Aston at the Waikiki Banyan

Aston Waikiki Sunset

4.0 star property
7.8 out of 10, Good, (2880)
"Bathroom was nice , spacious "
The price is SAR 1,048
SAR 1,391 total
includes taxes & fees
23 Mar - 24 Mar
Aston Waikiki Sunset

Kuhio Banyan Club

2.0 star property
6.8 out of 10, (1754)
"Great find and location. Helpful staff. Very organized from our seamless late arrival to storing our luggage on day of departure. Fantastic location. "
The price is SAR 383
SAR 606 total
includes taxes & fees
23 Mar - 24 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.