Find Vacation Rentals in Kailua

Highlights Kailua

  • Island rentals
  • Destination in Hawaii
  • Historical landmarks
  • Nature trails
  • Recreational activities
  • Family destination

Best Vacation Rentals in Kailua

Guests agree: these stays are highly rated for location, cleanliness, and more.
Lanikai, Kailua
Vacation Rental • 3154 ft² • 5 Bedrooms
(21 reviews)
Welcome to Walker's Lanikai Beach House. John Walker, was a Scotsman who made his way to Hawaii as a young man in the 1870's to become a contractor of choice to Queen Liliuokalani, and erect such notable buildings as the Bishop Museum and Honolulu Hale (City Hall). Mr. Walker's inviting presence is felt in the structure of this, his favorite hideaway on Lanikai Beach. Built in 1934, this enchanting environment transports you back to an era of graceful living, where the worries of the world are lost in the luxury of sea, sand and restful surroundings. Following recent renovations, the house ...
from $2,208 / night
Kailua, Oahu
Vacation Rental • 12 Guests • 6 Bedrooms
(10 reviews)
Hale Kolea is perfect for families and larger groups... A 3 story home at the end of Lanikai with access to an exclusive secluded beach within a gated drive. This beautiful home is on a hillside overlooking the crystal clear, gorgeous blue and green hued water. Wake up each morning to a glorious sunrise to start your day. Designed with the views in mind, most rooms in the house have panoramic views of the ocean. Or you can enjoy the fabulous view from the hot tub on the deck. You will feel like you are in heaven when you stay here... there really isn't anything like it.The kitchen has just ...
from $3,826 / night
Kailua, Kailua Beach
Vacation Apartment • 517 ft² • 1 Bedroom
SUITE ALOHA – Island Retreat 2 blocks from Kailua Beach Park and DowntownThis beautiful bungalow oasis is remodeled, clean, private, and just walking minutes away from one of the most beautiful stretches of beach in the world. The sand is soft, the ocean is gentle, and the trade winds are constant.The spaceWe are located in a prime residential neighborhood 2 blocks from Kailua Beach Park Entrance/Kalapawai Market as well as downtown. And for those of you traveling without a car, a major bus line is just around the corner.Here you will be surrounded by lush landscaping and find comfort and r...
from $111 / night

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Popular Destinations in Kailua

Prices and availability

Vacation rental prices Kailua

$475for 10 Dec - 17 Dec
$479 annual average
Average price per week

Vacation rentals availability Kailua

6%for 10 Dec - 17 Dec
11% annual average
Percentage of available rentals

Vacation rentals in Kailua

Stunning destination in Kailua

Organize your next vacation to the splendid destination of Kailua. You will be able to find this city located in the Honolulu County of Hawaii, United States of America. Situated in the island of Oahu and on the coast of Kailua Bay, the city can be found just a short drive northeast from Honolulu. The name Kailua comes from Hawaiian meaning“two seas.” The population of this city is of about 50,000 inhabitants, making it the perfect destination if you are looking to spend your time in Hawaii in a peaceful mid-sized city.

Vacation rentals in Kailua

You will be able to find plenty of stunning rental properties to choose from while staying in Kailua. Whether you wish to be closer to the beach or near the bustling life of the city center, the options will be plentiful. Imagine waking up in the morning and having your breakfast outside on the patio as you admire the spectacular landscape that surrounds you. Spend your afternoon swimming and diving in your private pool. Have a glass of wine while admiring the sunset from your balcony. These are some of the opportunities you could be having with an accommodation in Kailua.

Vacations in Kailua

The area and getting around

How to get to Kailua

Making your way to Kailua will be quite easy. Firstly, you must get to to Honolulu which can only be reached by plane. However, you will be delighted to know that the Honolulu International Airport is both the closest airport to your destination and the main airport which provides commercial flights for international and domestic routes in Hawaii. Once you arrive at the airport in Honolulu, you will be able to take a taxi, a shuttle bus, public transportation or rent a car to arrive to Kailua.

Where to eat in Kailua

In Kailua you will be able to find anything from exquisite traditional Hawaiian cuisine to upscale and exotic dining experiences. If you are looking for a place to have a healthy lunch, head over to the Nalu Health Bar. In this modern and casual joint you will be served with juice blends, acai bowels, and wraps all made from locally sourced ingredients. On the other hand, for an elegant dinner, check out Tokoname Sushi Bar and Restaurant. This restaurant will provide you with a classic and authentic Japanese cuisine in a minimalist and intimate setting.

Travelers and activities

Outdoor activities in Kailua

There are numerous activities you can partake in to discover the natural landscape of Kailua. For an exciting activity, go check out the Kailua Beach Adventures. This company will allow you to rent out all kinds of watersports equipment including kayaks, surfboards and paddleboards. Another great place to visit is Lanikai Beach. Known to be one of the best beaches in the world, this place has soft sandy beach, crystal waters and a picturesque view of the Na Mokulua islands.

Family friendly activities in Kailua

If you choose to take your family on vacation with you to Kailua, try out these activities for a delightful time together. Go to Zipline Tour on Oahu's North Shore for an exciting activity. Here you will be able to take a three hour guided zipline tour on the islands longest ziplines going from 500 feet to almost half a mile long. Another great choice is visiting the Mokulua Island. You can paddle to this island and visit the bird sanctuary or go swimming with the dolphins in the ocean.

Did you know that the first Hawaiian families settled in Kailua at least 1,500 years ago?

Top 5 travel tips for Kailua

1. Kailua Beach Park

Spend the day at the beach. This stunning beach is a popular hotspot for surfers and bodysurfers from all over the world. Take a lesson from one of the rental places and learn how to ride a Hawaiian wave.

2. Oahu Shark Dive

Go swim with the sharks. This thrilling adventure can be done in the North Shore of Oahu and you will be able to observer these predators from a safe and enjoyable shark cage.

3. Kualoa Ranch

Visit a famous movie set. This working cattle ranch has been the set for many movies and TV shows. You can go horseback, ATV riding, jungle expedition and even take a movie tour while visiting.

4. Diamond Head

Take a hike to the top of the cliff. Make this enjoyable climb to reach to the rim of the extinct volcanic crater which will give you spectacular views of the surrounding areas.

5. Honolulu Zoo

Learn about local and exotic animals. This zoo used to be home of the exotic bird collection for the island´s king, now the park has more than 1,200 species of animals to discover.

FAQs: Vacation Rentals in Kailua

How much did it cost for a vacation rental in Kailua last year?

Last year, rentals in this destination had an annual average price of around $451 per night.

When are vacation rentals cheaper in Kailua?

Travelers who want to save as much as possible visit Kailua in January, November, or April, the cheapest months of the year, with average prices of $422, $427, and $430 per night, respectively, based on the previous year.

In which months is it more expensive to rent a vacation rental in Kailua?

When booking a vacation rental in Kailua, the highest prices are found in the month of August (with an average of $491 per night), followed by June ($480), and then July ($476).

Is Kailua a good location for a last-minute getaway?

It is better to plan ahead in Kailua as only 21% of the accommodations are available throughout the year, following the data observed in the previous year.

What are the best months for a spontaneous getaway?

The months when it's easiest to find free accommodation in Kailua are June (the average amount of properties that are free reached 90% of the total last year), May (80%), and July (20%).

When will it be harder to find an available vacation rental in Kailua?

The accommodations in Kailua reach their peak in demand in April, with an availability rate of 1%. The second most requested month is March, with 2%, and the third is November with 3%. During these three months, the availability is only 2%. It is therefore recommended to book far in advance.

Are there many rentals in Kailua?

Holidu collaborates with 4 different partners to give you an inventory to choose between 50 properties we have in Kailua.

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