Holiday Homes in Kailua

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Featured Holiday Homes in Kailua

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

9.6 out of 10, Exceptional, (204)
"The location is unbeatable: short walk to the best beach! Beds are comfortable. We probably missed the description that the second bathroom is downstairs, outside the unit, but it wasn't a big issue for us. We had a great stay."
Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!

Kailua Beach Front - Last Minute Discounts Available Now!

10.0 out of 10, Exceptional, (30)
"Our family of adults and teens had a lovely week at Gigi’s Retreat. The property is perfect for long, lazy days and also situated close enough to anything you’d want to do or need. Thank you for a wonderful stay. "
Kailua Beach Front - Last Minute Discounts Available Now!

BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY

9.2 out of 10, Wonderful, (140)
"This is a wonderful place for a family vacation (in my case, three generations). Very well stocked. Steps to a beautiful beach with very few people on it. Paradise!"
BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY

Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.

10.0 out of 10, Exceptional, (76)
"What a great place to stay! If you are thinking about staying in the Kailua area, this is a perfect house. Great layout, super clean, nice neighborhood and close to the beach! This was our third time staying in Kailua and this house was easily the best. We'd definitely go back."
Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.

Beach Front Kailua - Special Rates for Select Dates - Book Now Online!

9.6 out of 10, Exceptional, (127)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Beautiful home in a pristine location. Large grassy area for kids to play and a gorgeous beach. It was the perfect spot for our family get together. Management was welcoming and we appreciated all the information they provided along with a...
Beach Front Kailua - Special Rates for Select Dates - Book Now Online!

Ocean Front - Kailua Bay! Best Location!!

10.0 out of 10, Exceptional, (43)
"This home provided an exceptional stay. The spacious garden was perfect for our family—children could run and play while we relaxed, read, and enjoyed barbecues in the evening. The house was spotless, well-maintained, and thoughtfully stocked with everything we needed, from condiments and cleaning supplies to beach chairs and umbrellas. Any minor issues were quickly addressed, which made us feel at ease. It was a peaceful, comfortable, and family-friendly place, and we would gladly return....
Ocean Front - Kailua Bay! Best Location!!

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

9.6 out of 10, Exceptional, (76)
"Everything was perfectly organized and we loved the penthouse apartment. Amazing views of Lanikai and locations is only 5mins walking from the nicest beach in O'ahu. "
Viewhouse in Lanikai BEST LOCATION , LANIKAI NUC 90/BB -0108

A Family Favorite on Hawaii's Gold Coast 11th Floor Oceanfront Condo

9.6 out of 10, Exceptional, (48)
"Stayed before, was great both times. Would definitely stay again."
A Family Favorite on Hawaii's Gold Coast 11th Floor Oceanfront Condo

Manoa Valley A 2BR with ocean and mountain views

9.8 out of 10, Exceptional, (55)
"Great property, excellent location and an awesome view. Definitely recommend it. We had a wonderful and worry free time."
Manoa Valley A 2BR with ocean and mountain views

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

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

Luxurious five-bedroom modern retreat

10.0 out of 10, Exceptional, (1)
"Great porperty that’s managed excellently, had a wonderful time and place was beautiful!"
Luxurious five-bedroom modern retreat

★ Amazing ★ Kailua Bliss Beach House ★ Pool! Game Room! 1 House from the Beach

10.0 out of 10, Exceptional, (33)
"We LOVED"
★ Amazing ★ Kailua Bliss Beach House ★ Pool! Game Room! 1 House from the Beach

Marina front, private pool AND A/C! Available for Spring Break!

8.8 out of 10, Excellent, (64)
"Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: House had plenty of room and was well equipped. Amanda was an excellent host that took care of everything super quickly when something came up. Location is wonderful and close to grocery stores and dining. A few things need updating but we...
Marina front, private pool AND A/C! Available for Spring Break!

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

10.0 out of 10, Exceptional, (39)
"This cottage is all we could hope for and more. Great amenities, quant, cozy, and clean. We loved our stay here! "
Just a couple houses away from the nicest beach on the island.

Newly Remodeled - 30th Floor Suite with EPIC Mountain Views by Koko Resort Vacation Rentals

3.5 star property
9.0 out of 10, Wonderful, (2)
"今回初めて宿泊しました。チェックインもチェックアウトもスムーズにできました。部屋はビーチ側ではないのですが、バルコニーからはダイアモンドヘッドも見えて、とても綺麗な風景を見る事ができました。駐車場も一台は無料だったので助かりました。ワイキキビーチまで徒歩5.6分なので海に行くのも近く立地もよかったです。 少しお部屋のお掃除がいきとどいてなかったのは残念ですが、3泊4日楽しく充実した時を過ごせました。"
Newly Remodeled - 30th Floor Suite with EPIC Mountain Views by Koko Resort Vacation Rentals

Your Hawai‘i Home Base • Spacious 3BR/2BA •Sleeps 10, Beach Gear, Full Kitchen

9.4 out of 10, Exceptional, (3)
"The size of the place was bigger than the photos made it look. Looks brand new. Loved the kitchen and living room. The only problem is the lack of AC in the rooms. It was too hot in Hawaii when we came to not have AC. If it were cooler I’m sure it would be fine since they have fans. But if you are a hot sleeper like me, this will be a problem. "
Your Hawai‘i Home Base • Spacious 3BR/2BA •Sleeps 10, Beach Gear, Full Kitchen

Pacific Pearl Beachfront Estate

9.8 out of 10, Exceptional, (37)
"This was a great property location and a great super friendly host. Couldn't ask for much more, mahalo! "
Pacific Pearl Beachfront Estate

2BR/2BA Close to Waikiki Beach with Free Parking!

9.8 out of 10, Exceptional, (10)
"A very short walk to Waikiki beach and great restaurants. "
The price is NZ$1,428
includes taxes & fees
8 Oct - 9 Oct
2BR/2BA Close to Waikiki Beach with Free Parking!

Mauka Sunrise, Walk to Hau‘ula Beach & Trails, A/C

10.0 out of 10, Exceptional, (22)
"We enjoyed our stay here"
Mauka Sunrise, Walk to Hau‘ula Beach & Trails, A/C
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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Top Kailua Hotel Reviews

Find out more about Kailua

Find out more about Kailua

Kailua Holiday Homes information

Number of reviews
750
Accommodation
449 Holiday Homes
Lowest Price
NZ$1,428
Highest Price
NZ$1,428

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