Holiday rentals in Kailua

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Top-rated holiday rentals in Kailua

Guests agree: these stays are highly rated for location, cleanliness, and more.

Superhost
Home in Kailua
Kailua Beach Park - 1 BR Cottage
Kailua Beach was once again been rated as the best beach in the USA for 2019, by Dr. Beach." The cottage is directly across the street from Kailua Beach Park and less than a 2-minute walk to step into the ocean. It is a legal vacation rental, license number 1990/NUC-1758. The property is tucked away one house back from the road into Lanikai, and described by guests as "a little oasis of quiet and calm." The bathroom has been remodeled with a new showers, sinks and plumbing fixtures April 2022!
5–12 Jun
$375 SGD per night
4.85 out of 5 average rating, 340 reviews
Superhost
Flat in Hauula
Aloha Hidden Treasure
This is the slice of Paradise. This unique ocean front condo located at the four floor, is steps away from a pristine Hawaiian soft-sand beach. It’s very calming to sit & enjoy the ocean. Take it easy at this unique and tranquil getaway. The price for 09/22 to 09/24, has a big discount, because building is under repairs, this repairs it doesn't affect the unit besides the noise between 8 to 4, M to F Manager Ms. Ghislaine Beaudoin, Lic. Broker #RB-18000 TMK#530080020054 TA-075-900-3648-01
28 Apr – 5 May
$308 SGD per night
4.88 out of 5 average rating, 110 reviews
Guest favourite
Apartment in Kahuku
Honu Hideout at Turtle Bay
Come escape to Honu Hideout on the exclusive North Shore of Oahu, and enjoy this newly renovated ground floor unit situated just a short walk away from the iconic Turtle Bay Resort and the most breathtaking and secluded beaches on Oahu. Far away from the hustle and bustle of Honolulu, this unit offers the peacefulness of the country and the proximity to infamous attractions for the vacation of your dreams. Relax and restore or adventure and explore, you choose, all within minutes of your door.
5–12 Oct
$555 SGD per night
4.98 out of 5 average rating, 104 reviews

Popular amenities for Kailua holiday rentals

Stay near Kailua's top sights

Kailua Beach Park200 locals recommend
Whole Foods Market370 locals recommend
Pillbox Hike178 locals recommend
Boots & Kimo's Homestyle Kitchen51 locals recommend
Kailua Beach Adventures40 locals recommend
Buzz's Steakhouse136 locals recommend

Other great holiday rentals in Kailua

Guest favourite
Villa in Kailua
Honu Suite at La Bella’s-Walk to Beach-Licensed
6–13 Apr
$564 SGD per night
4.98 out of 5 average rating, 60 reviews
Guest favourite
Guest house in Kailua
Lanikai Oasis, 2 beds, 5 min walk to the beach!
17–24 Aug
$703 SGD per night
4.92 out of 5 average rating, 39 reviews
Superhost
Home in Kailua
Tropical Cottage w/Pool, Lanai & AC, Walk to Beach
19–26 Feb
$1,035 SGD per night
4.88 out of 5 average rating, 49 reviews
Guest favourite
Guest house in Kailua
Kailua Surf Shack: Your Hawaiian Adventure!
21–28 Aug
$394 SGD per night
4.95 out of 5 average rating, 57 reviews
Guest favourite
Home in Kailua
Cute & Charming, Minutes to Town and Kailua Beach
30 Apr – 7 May
$736 SGD per night
5.0 out of 5 average rating, 34 reviews
Guest favourite
Cottage in Kailua
Kailua Ohana Cottage close to beach
31 Jan – 7 Feb
$422 SGD per night
4.91 out of 5 average rating, 35 reviews
Guest favourite
Cottage in Kailua
The Windsurfer Cottage- by Kailua Beach
17–24 Aug
$395 SGD per night
4.96 out of 5 average rating, 96 reviews
Guest favourite
Home in Kaneohe
Chinaman’s Ocean Front Beach House
17–24 Jan
$811 SGD per night
4.96 out of 5 average rating, 46 reviews
Guest favourite
Treehouse in Honolulu
Secluded Mahina Treehouse
24 Jun – 1 Jul
$979 SGD per night
4.95 out of 5 average rating, 65 reviews
Superhost
Home in Kaaawa
Private Beachfront Oasis
16–23 May
$794 SGD per night
4.9 out of 5 average rating, 20 reviews
Guest favourite
Bungalow in Haleiwa
Bird Of Paradise TVU-1868 - Ke Iki Beach Bungalows
26 Jan – 2 Feb
$1,265 SGD per night
4.99 out of 5 average rating, 75 reviews
Guest favourite
Home in Haleiwa
Haleiwa Waterfront House
5–12 Jan
$1,191 SGD per night
5.0 out of 5 average rating, 34 reviews

Quick stats about holiday rentals in Kailua

Total rentals

400 properties

Rentals with dedicated workspaces

180 properties have a dedicated workspace

Rentals with a pool

110 properties have a pool

Pet-friendly rentals

50 properties allow pets

Family-friendly rentals

210 properties are a good fit for families

Total number of reviews

13K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Hawaii
  4. Honolulu County
  5. Kailua