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
4.8 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
16–23 Oct
Home in Makaha Valley
4.9 out of 5 average rating, 69 reviewsSlice of Paradise-3 Bedrms-Sleeps 10-Max 8 Adults
16–23 Jan
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 Kapolei
Marriott's Ko'olina Beach Club- 3bd Villa Aloha
10–17 May
Home in Kahuku
5.0 out of 5 average rating, 4 reviewsLargest honeymoon studio! nearest beach access!
28 Aug – 4 Sep
Home in Kahuku
4.8 out of 5 average rating, 30 reviewsTurtle Bay Top Floor Studio with LOFT AC & Golf Co
19–26 Jan
Home in Kahuku
5.0 out of 5 average rating, 6 reviewsTurtle Bay Hawaiian Paradise Free parking WiFi A/C
25 Jan – 1 Feb
Weekly house rentals
Home in Waianae
5.0 out of 5 average rating, 48 reviewsHawaiian Pakele (escape)
27 Sep – 4 Oct
Home in Waianae
5.0 out of 5 average rating, 34 reviewsMakaha Hale - New 3 BR Home
8–15 Oct
Home in Makaha Valley
4.98 out of 5 average rating, 47 reviewsPrivate Hot Tub, Ocean Views, 5 mins to beach
1–8 Feb
Home in Waianae
5.0 out of 5 average rating, 30 reviewsPremium home with stunning ocean & mountain views
21–28 Feb
Home in Haleiwa
4.77 out of 5 average rating, 13 reviewsHale Log Cabins* Beachfront* North Shore Oahu
16–23 Aug
Home in Kapolei
4.89 out of 5 average rating, 9 reviewsYour Zen Haven
20–27 May
Home in Laie
5.0 out of 5 average rating, 35 reviewsSunrise Escape, 2min drive to beach, AC, Sleep 10+
22–29 Apr
Home in Hauula
4.83 out of 5 average rating, 18 reviewsTropical Paradise Retreat
20–27 Nov
Private house rentals
Home in Waianae
4.93 out of 5 average rating, 14 reviews@ Marbella Lane - Pōmaika'i Ocean Love Nest
8–15 Jun
Home in Waianae
4.95 out of 5 average rating, 38 reviews3BR New Construction w/Mt views, Close to Beach
11–18 Nov
Home in Hauula
4.86 out of 5 average rating, 21 reviewsPomaika'i
1–8 Dec
Home in Hauula
4.9 out of 5 average rating, 30 reviewsAMAZING HAUULA OCEANFRONT ESCAPE!!
25 Mar – 1 Apr
Home in Hauula
4.84 out of 5 average rating, 44 reviews4BR Hawaiian Dreams Ku'u Ahulili Beach Hale
3–10 Mar
Home in Waianae
5.0 out of 5 average rating, 11 reviewsParadise Mountain - Minutes to Beach!
29 Jan – 5 Feb
Home in Waianae
5.0 out of 5 average rating, 14 reviewsOcean and Mountain View Brand New Home Oasis
15–22 Sep
Home in Waianae
4.97 out of 5 average rating, 33 reviewsNew Ocean & Mountain Views! Pingpong /Air Hockey!
31 Jan – 7 Feb
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
4T reviews
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