Holiday Homes in Kailua

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Featured Holiday Homes in Kailua

Yonegan Maui Getaways - Haiku

3.0 star property
9.0 out of 10, Wonderful, (7)
"Loved having the hot tub to come home to!!"
The price is AU$358
includes taxes & fees
14 Oct - 15 Oct
Yonegan Maui Getaways - Haiku

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

9.6 out of 10, Exceptional, (402)
"We enjoyed our Stay, especially the near zu the entrance of the Volcano NP was really great."
The price is AU$556
includes taxes & fees
25 Oct - 26 Oct
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

Fisher's Hana Bay Hale, Across from Hana Bay

9.4 out of 10, Exceptional, (406)
"Wonderful property and a great place to stay in Hana"
The price is AU$623
includes taxes & fees
17 Oct - 18 Oct
Fisher's Hana Bay Hale, Across from Hana Bay

Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b

9.4 out of 10, Exceptional, (144)
"We had a really nice stay at the Hana Bay View. The property had a really updated bathroom and good kitchen appliances. The covered deck was the best for winding down in the evening after all of our fun hiking and beach excursions! The AC in the bedrooms was a huge bonus. I highly recommend this place."
The price is AU$771
includes taxes & fees
23 Oct - 24 Oct
Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b

Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

9.8 out of 10, Exceptional, (231)
"Wonderful location!"
The price is AU$948
includes taxes & fees
14 Oct - 15 Oct
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

9.8 out of 10, Exceptional, (76)
"Phenomenal property for your stay in Hana - especially for a large group "
The price is AU$1,651
includes taxes & fees
7 Nov - 8 Nov
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

Beautiful Home in paradise!

9.6 out of 10, Exceptional, (171)
"Ticked all the boxes of what we were looking for. We would recommend to others "
The price is AU$1,032
includes taxes & fees
13 Oct - 14 Oct
Beautiful Home in paradise!

Charming Direct Oceanfront North Shore Beach House

9.0 out of 10, Wonderful, (33)
"We had a great time at this VRBO! It was so clean and was the perfect lay out for our family. The beds were comfortable and the views were gorgeous! We will definitely be staying again. "
The price is AU$1,306
includes taxes & fees
26 Oct - 27 Oct
Charming Direct Oceanfront North Shore Beach House

Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

9.8 out of 10, Exceptional, (109)
"The property was clean, well maintained, and in a sweet, quiet neighborhood-a perfect home base for lots of day trips around Maui with tons of toys for beach-going. We hope to visit again! And a beautiful backyard and amenities!"
The price is AU$917
includes taxes & fees
21 Oct - 22 Oct
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

Hana Homestead by the Beach

9.8 out of 10, Exceptional, (134)
"This property is amazing! Not right on the water but great view of the ocean, can hear the ocean and 3minute walk to the beach!! Beautiful property and plenty of extras such as a jacuzzi, sauna, boogie boards, beach chairs, beach toys for the kids, and an on-site private outside shower to clean up after walking or playing in the beach. "
The price is AU$1,943
includes taxes & fees
26 Oct - 27 Oct
Hana Homestead by the Beach

Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach

10.0 out of 10, Exceptional, (7)
"Clean, cozy and nicely designed. This condo has an amazing view and access to the beach and pool. Kitchen is well equipped, even has a milk warmer/frother which I appreciate so much as a lover of lattes. We'll happily stay here again on our next trip to Maui. "
The price is AU$1,128
includes taxes & fees
19 Oct - 20 Oct
Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach

Haiku Hale - 3 Bedroom Maui Getaway!

10.0 out of 10, Exceptional, (4)
"Clean, well lit, private, Haiku is a sweet town. Note that there are a few steep steps to master bedroom."
The price is AU$1,524
includes taxes & fees
13 Oct - 14 Oct
Haiku Hale - 3 Bedroom Maui Getaway!

Oceanfront Hideaway on the Beach

10.0 out of 10, Exceptional, (1)
"We really enjoyed this house! It had everything we needed and more! They provided beach chairs and umbrellas, all the kitchen necessities, and even a high chair and port-a-crib for the baby! It was clean and spacious. Host was been very efficient and friendly. "
The price is AU$3,226
includes taxes & fees
19 Oct - 20 Oct
Oceanfront Hideaway on the Beach

Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub

10.0 out of 10, Exceptional, (1)
"Place was great and would definitely stay again! There was a nice yard and a closet full of beach gear, chairs and coolers we made use of. Only thing that would have been better was if the hot tub was not on a timer that shuts off later at night. Great spot!!"
The price is AU$2,945
includes taxes & fees
29 Oct - 30 Oct
Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub

Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub

9.6 out of 10, Exceptional, (106)
"Nice property with plenty of space, great location on the island, super communicative and polite host, and such a great backyard/outdoor area. Would highly recommend!"
The price is AU$2,085
includes taxes & fees
28 Oct - 29 Oct
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub
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

Top Kailua Hotel Reviews

Find out more about Kailua

Kailua Holiday Homes information

Number of reviews
1,586
Accommodation
137 Holiday Homes
Lowest Price
AU$358
Highest Price
AU$3,226

Explore a world of travel with Expedia