Search Vacation Homes in Kailua

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Compare 496 Vacation Homes in Kailua with updated reviews, rates, and availability.

Nani Iki - Close to beach!

10.0 out of 10, Exceptional, (11)
"My family and I had a wonderful stay, the house has a divided concept which was great for my adult children and myself to have our own space as well as room to hang out together. The location was amazing!!"
Nani Iki - Close to beach!

Oceanside Estate - Spacious home with Pool & AC

9.2 out of 10, Wonderful, (10)
"This house was perfect for our family of 12. Absolutely loved it."
Oceanside Estate - Spacious home with Pool & AC

Oasis Manor - Incredible Ocean Views from most rooms! AC

Oasis Manor - Incredible Ocean Views from most rooms! AC

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

9.6 out of 10, Exceptional, (197)
"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!

Hawaiian Palm Estate (2 units) - Beach front, Lg yard

8.8 out of 10, Excellent, (5)
"Spent about a week with the family in this location. It was a great location for our activities and we loved having all the room in the two homes."
Hawaiian Palm Estate (2 units) - Beach front, Lg yard

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

Aloha Adventure Home - 2 min from beach

9.2 out of 10, Wonderful, (27)
"Good location, n"
Aloha Adventure Home - 2 min from beach

Oceanview Oasis - Ocean views, AC

8.4 out of 10, Very Good, (11)
"It was right on the ocean loved hearing the waves crash"
Oceanview Oasis - Ocean views, AC

Ocean front 1-bedroom house, good location with AC, WiFi

10.0 out of 10, Exceptional, (1)
"The place was comfortable and clean. The owners were very available and responsive. I highly recommend staying here."
Ocean front 1-bedroom house, good location with AC, WiFi

Laie Family Escape - 2 min walk to beach

9.4 out of 10, Exceptional, (24)
"We loved the house, spacious common areas, clean, and a great location for North Shore activities. Communication with property management was very responsive, would definitely stay here again."
Laie Family Escape - 2 min walk to beach

Hawaii Palm B - Beachfront, Hot Tub

8.6 out of 10, Excellent, (25)
"We loved our stay! Absolutely amazing location and views! "
Hawaii Palm B - Beachfront, Hot Tub

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

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

Bayside Estate - AC, Ocean Views, Pool

Bayside Estate - AC, Ocean Views, Pool

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

Unwind on Oahu's famous north shore! Country living, country views! AC and WiFi!

Unwind on Oahu's famous north shore! Country living, country views! AC and WiFi!

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, (22)
"Size was perfect. Beach is right in front of property. Owner is easy to get a hold to. Good price."
Amazing beach house with gorgeous views of the sunrise!

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

9.4 out of 10, Exceptional, (81)
"Listing is accurate. Right on beach, peaceful, simple accommodations. "
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, (114)
"When you are staying in Waikiki this is the way to go! Our stay here was so perfect! It was right off the strip and our kids were able to just come and go as they pleased-from heading to the beach, the pool or just walking the strip at night, we had everything right at our finger tips. Even the valet were such a pleasure to work with! The sunsets from the balcony are completely unforgettable! Definitely gave our kids a trip to remember, and now even for them, Waikiki will always have a place in...
The price is SAR 747
SAR 2,474 total
includes taxes & fees
3 Jun - 4 Jun
Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!
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.
Save an average of 15% on thousands of hotels when you're signed in