Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Kailua
Check in / Check out
Any week
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
Hawaii
Hawaii
Europe
Europe
Italy
Italy
Caribbean
Caribbean
Mexico
Mexico
Check in
Add dates
Check out
Add dates
Who
Add guests
Search
Airbnb your home
Sign up
Log in
Gift cards
Airbnb your home
Help Center
%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Your search
Amazing pools
Amazing views
Beachfront
Rooms
Countryside
Trending
Play
Chef's kitchens
Cabins
Surfing
Golfing
Filters
0
Display total before taxes
Show map
Search results; Over 1,000 places in Kailua
Over 1,000 places in Kailua
Guest favorite
Guest favorite
Apartment in Waialua
*** Beachfront Open Studio - steps to the Ocean *
3 beds
3 beds
May 27 – Jun 1
May 27 – Jun 1
$345
night
$345 per night
4.94 out of 5 average rating, 78 reviews
4.94 (78)
Guest favorite
Guest favorite
Guesthouse in Waialua
Serene Mountain Getaway with Ocean Views
Ocean views
Ocean views
Apr 7 – 12
Apr 7 – 12
$175
night
$175 per night
5.0 out of 5 average rating, 65 reviews
5.0 (65)
33
Reviews
4.76
Rating
12
Years hosting
Room in Kailua
Stay with Rachel
Stay with Rachel
Hosting for 12 years
,
·
Hosting for 12 years
Hawaii Sheffield House Garden Suite:
Apr 16 – 22
Apr 16 – 22
$334
$286
night
$286 per night, originally $334
4.76 out of 5 average rating, 33 reviews
4.76 (33)
Guest favorite
Guest favorite
Cabin in Haleiwa
Aloha Surf Cabin - Private Yard & Entrance!
3 beds
3 beds
Aug 19 – 24
Aug 19 – 24
$246
night
$246 per night
4.97 out of 5 average rating, 59 reviews
4.97 (59)
Guest favorite
Guest favorite
Apartment in Waialua
Romantic Beachfront Studio
On the beach
On the beach
May 27 – Jun 1
May 27 – Jun 1
$385
night
$385 per night
4.96 out of 5 average rating, 107 reviews
4.96 (107)
Guest favorite
Guest favorite
Cottage in Waialua
Best Kept Secret on Oahu! and WE ARE LICENSED!!!
3 beds
3 beds
Jan 31 – Feb 5
Jan 31 – Feb 5
$295
night
$295 per night
4.94 out of 5 average rating, 79 reviews
4.94 (79)
Guest favorite
Guest favorite
Home in Haleiwa
Haleiwa Waterfront House
On Haleʻiwa Army Beach
On Haleʻiwa Army Beach
Ocean views
,
·
Ocean views
May 12 – 17
May 12 – 17
$690
night
$690 per night
5.0 out of 5 average rating, 34 reviews
5.0 (34)
Apartment in Waialua
One of a kind Beach front 2brm ocean and mnt views
Sea views
Sea views
Aug 10 – 15
Aug 10 – 15
$445
night
$445 per night
4.98 out of 5 average rating, 41 reviews
4.98 (41)
Superhost
Superhost
Home in Haleiwa
Haleiwa Waterfront House
On Haleʻiwa Army Beach
On Haleʻiwa Army Beach
Ocean views
,
·
Ocean views
Aug 16 – 21
Aug 16 – 21
$1,190
night
$1,190 per night
4.96 out of 5 average rating, 26 reviews
4.96 (26)
Guest favorite
Guest favorite
Condo in Waialua
True Jewel - Oahu North Shore
On the beach
On the beach
Apr 28 – May 3
Apr 28 – May 3
$389
night
$389 per night
4.94 out of 5 average rating, 142 reviews
4.94 (142)
Home in Kailua
____Cute Plantation House in Kailua with AC!!_____
2 beds
2 beds
Apr 4 – 9
Apr 4 – 9
$269
night
$269 per night
4.58 out of 5 average rating, 88 reviews
4.58 (88)
Guest favorite
Guest favorite
Condo in Waianae
Beachfront Getaway - Hawaiian Princess Condo
On Papaoneone
On Papaoneone
Sep 21 – 26
Sep 21 – 26
$298
night
$298 per night
4.97 out of 5 average rating, 215 reviews
4.97 (215)
Guest favorite
Guest favorite
Guest suite in Haleiwa
Sunset Beach Oasis
1 king bed
1 king bed
Apr 20 – 25
Apr 20 – 25
$365
night
$365 per night
4.97 out of 5 average rating, 95 reviews
4.97 (95)
Superhost
Superhost
Guest suite in Honolulu
Wailupe Stream Studio w/Private Access
1 double bed
1 double bed
Jul 5 – 10
Jul 5 – 10
$60
night
$60 per night
4.88 out of 5 average rating, 348 reviews
4.88 (348)
Superhost
Superhost
Apartment in Honolulu
Breathtaking: Balcony Bliss at Wayfinder Waikiki
On the beach
On the beach
Apr 7 – 12
Apr 7 – 12
$137
$111
night
$111 per night, originally $137
4.77 out of 5 average rating, 671 reviews
4.77 (671)
Guest favorite
Guest favorite
Guest suite in Honolulu
Wailupe Stream One Bedroom
2 beds
2 beds
Apr 7 – 12
Apr 7 – 12
$140
night
$140 per night
4.88 out of 5 average rating, 100 reviews
4.88 (100)
Place to stay in Kailua
Aloha guest room
1 bed
1 bed
Apr 1 – 6
Apr 1 – 6
$189
night
$189 per night
4.84 out of 5 average rating, 19 reviews
4.84 (19)
Home in Haleiwa
COZY SUNSET BEACH STUDIO 30 days special
1 bed
1 bed
Apr 1 – 6
Apr 1 – 6
$189
$166
night
$166 per night, originally $189
4.66 out of 5 average rating, 368 reviews
4.66 (368)
1
2
3
4
…
15