House holiday rentals in Kailua
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Top-rated house rentals in Kailua
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Kailua
House rentals with a pool
Home in Honolulu
4.98 out of 5 average rating, 46 reviewsWaikiki Gem, Stunning Ocean View, Parking Included
22–29 Mar
Home in Kapolei
5.0 out of 5 average rating, 22 reviewsFam Boho Style Resort Home, Walk to Beach & Shops!
22–29 Aug
Home in Honolulu
4.8 out of 5 average rating, 5 reviewsKoko Head Casa - Hip Modern House
13–20 Oct
Home in Kahuku
4.91 out of 5 average rating, 32 reviewsSpectacular golf course front steps from the beach
15–22 Apr
Home in Makaha Valley
4.96 out of 5 average rating, 27 reviewsKalo Homes ~ Surfside Serenity
28 Jan – 4 Feb
Home in Makaha Valley
4.9 out of 5 average rating, 69 reviewsSlice of Paradise-3 Bedrms-Sleeps 10-Max 8 Adults
2–9 Dec
Home in Kapolei
4.87 out of 5 average rating, 23 reviewsLarge Apartment at Marriott Ko Olina Beach Club
25 Jul – 1 Aug
Home in Honolulu
LAST MIN Lagoon Tower by Hilton- 2 bedroom Aloha
1–8 Jun
Weekly house rentals
Home in Haleiwa
5.0 out of 5 average rating, 9 reviewsThe Cedar House - Private Yard and Entrance!
26 Sep – 3 Oct
Home in Haleiwa
4.89 out of 5 average rating, 35 reviewsNorth Shore Beach House with Ocean View
20–27 May
Home in Waianae
5.0 out of 5 average rating, 33 reviewsMakaha Hale - New 3 BR Home
13–20 Oct
Home in Waianae
5.0 out of 5 average rating, 47 reviewsHawaiian Pakele (escape)
7–14 Feb
Home in Hauula
4.93 out of 5 average rating, 14 reviewsNorth Shore Beach Bungalow!
3–10 Jan
Home in Hauula
4.93 out of 5 average rating, 27 reviewsAcross the Beach-sunrise A
3–10 Oct
Home in Makaha Valley
4.98 out of 5 average rating, 46 reviewsPrivate Hot Tub, Ocean Views, 5 mins to beach
30 Oct – 6 Nov
Home in Kahuku
5.0 out of 5 average rating, 13 reviewsNEW Cozy Hideaway Home
17–24 Sep
Private house rentals
Home in Kapolei
4.88 out of 5 average rating, 8 reviewsYour Zen Haven
20–27 May
Home in Waianae
4.93 out of 5 average rating, 14 reviews@ Marbella Lane - Pōmaika'i Ocean Love Nest
14–21 Aug
Home in Waianae
5.0 out of 5 average rating, 3 reviews'Olu'olu by AvantStay | Single-Story Home by Ocean
2–9 Dec
Home in Hauula
4.81 out of 5 average rating, 16 reviewsTropical Paradise Retreat
9–16 Feb
Home in Laie
5.0 out of 5 average rating, 34 reviewsSunrise Escape, 2min drive to beach, AC, Sleep 10+
14–21 Oct
Home in Waianae
5.0 out of 5 average rating, 3 reviewsMauna Olu Resort House
19–26 Sep
Home in Haleiwa
4.98 out of 5 average rating, 40 reviewsOceanview Oasis, A/C, Fruit Trees, Gas Fire Pit
6–13 Sep
Home in Hauula
4.9 out of 5 average rating, 30 reviewsAMAZING HAUULA OCEANFRONT ESCAPE!!
23–30 Mar
Quick stats about house rentals in Kailua
Total rentals
210 properties
Rentals with dedicated workspaces
100 properties have a dedicated workspace
Rentals with a pool
70 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
160 properties are a good fit for families
Total number of reviews
4K reviews
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