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
8–15 Aug
Home in Honolulu
4.8 out of 5 average rating, 5 reviewsKoko Head Casa - Hip Modern House
13–20 Oct
Home in Makaha Valley
4.96 out of 5 average rating, 27 reviewsKalo Homes ~ Surfside Serenity
1–8 Mar
Home in Kahuku
4.91 out of 5 average rating, 32 reviewsSpectacular golf course front steps from the beach
19–26 Dec
Home in Makaha Valley
4.9 out of 5 average rating, 68 reviewsSlice of Paradise-3 Bedrms-Sleeps 10-Max 8 Adults
15–22 Sept
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
Home in Waimanalo
4.96 out of 5 average rating, 26 reviewsLuxury Waimanalo Beach Lot Cottage, Sleeps 4
20–27 Mar
Weekly house rentals
Home in Hauula
4.93 out of 5 average rating, 14 reviewsNorth Shore Beach Bungalow!
3–10 Jan
Home in Waianae
5.0 out of 5 average rating, 47 reviewsHawaiian Pakele (escape)
2–9 Sept
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, 45 reviewsPrivate Hot Tub, Ocean Views, 5 mins to beach
7–14 Nov
Home in Kahuku
5.0 out of 5 average rating, 13 reviewsNEW Cozy Hideaway Home
13–20 Aug
Home in Waianae
5.0 out of 5 average rating, 30 reviewsPremium home with stunning ocean & mountain views
10–17 Mar
Home in Haleiwa
4.77 out of 5 average rating, 13 reviewsHale Log Cabins* Beachfront* North Shore Oahu
16–23 Aug
Home in Kapolei
4.88 out of 5 average rating, 8 reviewsYour Zen Haven
20–27 May
Private house rentals
Home in Hauula
4.81 out of 5 average rating, 16 reviewsTropical Paradise Retreat
27 Oct – 3 Nov
Home in Hauula
4.86 out of 5 average rating, 21 reviewsPomaika'i
8–15 Jan
Home in Honolulu
4.82 out of 5 average rating, 11 reviewsAMAZING SPACE 2 MILES FROM WAIKIKI.
30 Oct – 6 Nov
Home in Honolulu
5.0 out of 5 average rating, 3 reviewsImmaculate Balinese Style Home, near Diamond Head
12–19 Sept
Home in Waianae
5.0 out of 5 average rating, 3 reviewsMauna Olu Resort House
19–26 Sept
Home in Waianae
4.95 out of 5 average rating, 37 reviews3BR New Construction w/Mt views, Close to Beach
28 Oct – 4 Nov
Home in Waianae
5.0 out of 5 average rating, 11 reviewsParadise Mountain - Minutes to Beach!
17–24 Nov
Home in Haleiwa
4.98 out of 5 average rating, 40 reviewsOceanview Oasis, A/C, Fruit Trees, Gas Fire Pit
9–16 Dec
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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