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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!
8–15 Aug
£253 per night
4.85 out of 5 average rating, 336 reviews
Guest favourite
Home in Haleiwa
Oceanfront Oahu North Shore Hawaii Private 3b Home
Discover island paradise and the best view on Oahu’s North Shore! Nestled on the shore of legendary Waimea Bay Point, this home is the gateway to an authentic Hawaiian experience. Lounge on the covered lanai feet from lapping surf watching whales, dolphins, turtles, surfers, and incredible sunsets. Extremely clean with all the necessities. Steps to 3 sandy beaches Waimea Bay, Shark’s Cove,and Three Tables. This is the perfect family getaway, allowing you to live the true North Shore lifestyle.
11–18 JanProfessional Host,
£1,087 per night
4.97 out of 5 average rating, 156 reviews
Guest favourite
Cottage in Waialua
Luxurious Beach Front Oasis Steps to the Ocean
A hidden gem on the North Shore. The cottage is located on a private, gated, 2 acre ocean front property in the quiet and peaceful area of Mokuleia. The beach is the most secluded on the North Shore as there is no public access so at times it is just you and the lone turtle sunbathing on the beach. The cottage has top of the line appliances, sub-zero and viking. The bed feels like heaven and you have your choice of soaking in the free standing tub or showering under the stars.
25 Nov – 2 DecIndividual Host,
£442 per night
4.96 out of 5 average rating, 113 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
Apartment in Waianae
Beachfront Getaway - Hawaiian Princess Condo
11–18 DecIndividual Host,
£352 per night
4.97 out of 5 average rating, 211 reviews
Guest favourite
Home in Hauula
Moeʻuhane Kai Beach Front Home
Professional Host
4.99 out of 5 average rating, 149 reviews
Guest favourite
Guest house in Haleiwa
Top Beachfront Guest House/2 Pax
27 Jun – 4 JulIndividual Host,
£474 per night
4.92 out of 5 average rating, 271 reviews
Guest favourite
Flat in Makaha
OCEANFRONT PARADISE Tennis Pool Jacuzzi A/C W/D
16–23 DecIndividual Host,
£252 per night
4.97 out of 5 average rating, 132 reviews
Superhost
Flat in Waianae
Makaha Makai-Oceanfront
17–24 SeptIndividual Host,
£334 per night
4.89 out of 5 average rating, 206 reviews
Guest favourite
Apartment in Kahuku
Honu Hideout at Turtle Bay
7–14 Feb
£479 per night
4.98 out of 5 average rating, 103 reviews
Guest favourite
Apartment in Kahuku
SEArider TWO at Turtle Bay (1 bedroom / 1 bath)
20–27 DecIndividual Host,
£506 per night
4.91 out of 5 average rating, 141 reviews
Superhost
Guest house in Honolulu
Cozy Hawaii-Kai, KokoHead, free parking, Wi-fi A/C
14–21 OctIndividual Host,
£233 per night
4.82 out of 5 average rating, 200 reviews
Guest favourite
Apartment in Kahuku
HawaiianaLuxe_Townhouse at Turtle Bay_Hale LuLu
3–10 Dec
£507 per night
5.0 out of 5 average rating, 114 reviews
Guest favourite
Guest house in Haleiwa
Private Beachfront Sunsets, Sunshine, and Solitude
4–11 Aug
£252 per night
4.9 out of 5 average rating, 233 reviews
Guest favourite
Apartment in Kahuku
Modern & Contemporary North Shore Oahu Condo
31 Oct – 7 Nov
£391 per night
4.98 out of 5 average rating, 195 reviews
Superhost
Home in Kailua
Tropical Cottage w/Pool, Lanai & AC, Walk to Beach
31 Jan – 7 FebProfessional Host,
£820 per night
4.88 out of 5 average rating, 49 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