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Though it's is located close to Hawaii's largest city on its busiest island, Kailua maintains a laid-back, small-town vibe. It's the perfect spot for a rental home on Oahu. Make the most of your location by taking advantage of an authentic Kailua experience.

Top vacation rentals in Kailua

Beachfront
Property grounds
5.0
Outstanding(173 Reviews)
Private Beachfront Rental
Condo
2 guests · 1 bedroom · 1 bath
Garden · Kitchen / Kitchenette · Internet / Wifi

Are you ready to indulge in a relaxing getaway? Our Condo in Kailua has everything you need for a rejuvenating stay. Treat yourself to Private Beachfront Rental's exceptional amenities, such as Internet / Wifi, Kitchen / Kitchenette and Parking.

$$$$
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Beachfront
Place in Paradise with pathway to the beach! - Located at the end of a private lane, Place in Paradise is beach front on beautiful Kailua Beach.
5.0
Outstanding(184 Reviews)
Kailua Beachfront SHORT-TERM Rental; CANCELLATION SPECIAL 10/29 - 11/6/23.
House
14 guests · 5 bedrooms · 6 baths
Garden · Pool · Kitchen / Kitchenette

This inviting House in Kailua can fit your needs for many types of vacations, at $2,200 per night.

$$$$
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Property view
Island Style Homebase 2 bedroom 1 bath AC full kitchen WasherDryer
Condo
Pool · Kitchen / Kitchenette · Air conditioner

Experience vacation in Kailua with our Condo, Island Style Homebase 2 bedroom 1 bath AC full kitchen WasherDryer. Enjoy amenities such as Air conditioner, Internet / Wifi and Laundry, and more.

$$$$
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Property view
4.5
Excellent(70 Reviews)
Beautiful Guest House Near Kailua Beach
House
Garden · Pool · Kitchen / Kitchenette

Discover the beauty of Kailua with a stay at Beautiful Guest House Near Kailua Beach, a top rated House with amenities such as Internet / Wifi, Laundry and Balcony / Patio, and more.

$$$$
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Vacation rentals with a kitchen in Kailua

Living area
5.0
Outstanding(127 Reviews)
Koi Palms 1 bedroom Cottage - Great location! 5 Minute Walk to Kailua Beach!
Cottage
2 guests · 1 bedroom · 1 bath
Pool · Kitchen / Kitchenette · Air conditioner

This Cottage in Kailua, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
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Our Hawaiiana hideaway
4.9
Outstanding(134 Reviews)
Escape & Treat Yourself..Quiet Clean Bright..5 star reviews, Sleeps 4
Condo
4 guests · 1 bedroom · 2 baths
Garden · Pool · Kitchen / Kitchenette

Looking to create some memories in Kailua? Look no further than our Condo, Escape & Treat Yourself..Quiet Clean Bright..5 star reviews, Sleeps 4. Enjoy top-rated amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Exterior
5.0
Outstanding(157 Reviews)
Kailua Beachside - 5-Bedroom/6-Bath (Sleeps 10) - 5,000 sft., Steps to Beach
House
10 guests · 5 bedrooms · 6 baths
Garden · Kitchen / Kitchenette · Air conditioner

Enjoy the best of Kailua in our House, Kailua Beachside - 5-Bedroom/6-Bath (Sleeps 10) - 5,000 sft., Steps to Beach. A stunning property with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Property view
4.8
Outstanding(No Reviews)
Lanikai Ohana Hale
House
Garden · Pool · Kitchen / Kitchenette

This inviting House in Kailua can fit your needs for many types of vacations, at $242 per night.

$$$$
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Kailua

Kailua travel guide

Let us help you plan your perfect Kailua vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Kailua, and more.

Frequently asked questions

About Kailua

Kailua is known as a special slice of paradise amidst the often surprising hustle and bustle of big-city Oahu. Here's how to live like a local.
  • Beaches: There is no need to travel outside Kailua for the perfect Hawaiian beach experience. The white sands and turquoise waters of Kailua Beach Park and Lanikai Beach await.
  • Bikes: The flat terrain on this part of the island make it perfect for getting around on two wheels, though you may want to exercise caution during the most crowded days of the week (Saturday and Sunday).
  • Buy Local: There are so many great local boutiques and restaurants in Kailua that there's really no need to venture further for your full vacation experience.

What are the must-visit tourist attractions in Kailua, HI?

Kailua, HI is home to a variety of must-visit tourist attractions. From the beautiful beaches and lush tropical landscape to the historical sites and active volcanoes, Kailua is a must-see destination. Here are some of the top attractions in Kailua:

  • Lanikai Beach
  • Kailua Beach Park
  • Mokulua Islands
  • Kualoa Ranch

No matter what your interests are, Kailua has something for everyone. Whether you're looking for a relaxing day in the sun, a historical tour, or an adventure in nature, Kailua is the perfect destination.

How can I get around in Kailua, HI?

You can get around in Kailua, HI by:

  • Renting a car
  • Riding a bicycle
  • Taking a bus

Where can I find affordable accommodation in Kailua, HI?

Kailua, HI offers a variety of affordable accommodations for travelers. Below are a few options to get you started in your search:

  • Courtyard by Marriott Kailua-Kona offers spacious rooms with kitchenettes starting at $179 a night.
  • The Beach House Bed & Breakfast offers peaceful oceanfront rooms starting at $99 a night.
  • Royal Kona Resort is a great option for families looking for a beachside hotel, with rooms starting at $159 a night.
  • Hawaii Island Retreat at Ahu Pohaku Ho'omaluhia is a peaceful, eco-friendly retreat starting at $245 a night.

No matter what your budget, you can find a suitable place to stay in Kailua, HI.

What is the culture like in Kailua, HI?

Kailua, HI is a beautiful coastal town located on the Windward side of Oahu. With a warm and welcoming culture, Kailua is a great place to call home. Here are five aspects of the culture in Kailua:

  • Relaxed and laid back atmosphere
  • Friendly locals
  • Outdoor activities are popular
  • Strong connection to nature
  • Beautiful beaches and surfing spots

Is Kailua, HI safe to travel to?

Kailua, HI is a safe place to travel to. Here are a few reasons why:

  • Low crime rate
  • Friendly locals
  • Beautiful scenery

Overall, Kailua, HI is a great destination for your next vacation!

What are the popular shopping destinations in Kailua, HI?

Popular shopping destinations in Kailua, HI include:

  • Kailua Town Center
  • Kailua Shopping Center
  • Kailua Shopping Plaza

These shopping centers offer a variety of stores, restaurants, and services for visitors and locals alike. Kailua Town Center is the largest and most popular, featuring a wide array of retail and dining options.

Where is Kailua, HI?

Kailua, HI is located on the island of Oahu in the Hawaiian archipelago. It is a census-designated place in the City and County of Honolulu, Hawaii, United States. It is located in the Koʻolaupoko District on the windward coast of Oʻahu at 21°24′41″N 157°45′19″W.

What are the top things to do in Kailua, HI?

Kailua, HI is a beautiful place to visit and offers a variety of activities for travelers. Here are some of the top things to do in Kailua:

  • Visit the Kailua Beach Park
  • Explore the Lanikai Pillbox Trail
  • Go snorkeling at Flat Island
  • Visit the Byodo-In Temple
Kailua is also home to a variety of restaurants, markets, and shops, making it a great place to explore and enjoy the Hawaiian culture.

What do I need to know before visiting Kailua, HI?

Before visiting Kailua, HI, it's important to know the following:

  • Kailua is located on the island of Oahu, Hawaii.
  • Kailua has a tropical climate, with temperatures ranging from 65-85 degrees Fahrenheit.
  • The city is well-known for its white sand beaches, and outdoor activities such as kayaking, snorkelling, and hiking.

It's also important to remember to bring sunscreen, a hat, and plenty of water when visiting Kailua.

What is the price range for rentals in Kailua?

Vacation rentals in Kailua have a price range between $42-$6,437. The average price for rentals in Kailua is $325 per night.

What are the most popular vacation rental amenities in Kailua?

  • Kitchen / Kitchenette
  • Internet / Wifi
  • TV

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