Historic Kailua Village vacation rentals

We found 812 vacation rentals — enter your dates for availability

Select from 36 houses, 84 apartments, and other vacation rentals to find the perfect place for your stay in Historic Kailua Village. Whether you’re traveling with friends, family, or even pets, vacation homes have the amenities you need and want for your stay, which might include WiFi and a pool. No matter what you're looking for, you'll be sure to find a rental that has what everyone needs, including accessible or non-smoking choices.

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    Enjoy full kitchens, laundry, pools, yards and more
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Take in the waterfront beauty of Historic Kailua Village

The island views and other outdoor surroundings create an inviting atmosphere in Historic Kailua Village. Travelers to this walkable city praise the snorkeling, shopping and restaurants. If you're looking for accommodations with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Historic Kailua Village

Are you hoping to find top things to see and do in the city? You'll be sure to enjoy Historic Kailua Village for its snorkeling and jogging trails. Venture out of your vacation home and check out everything that makes Historic Kailua Village a one-of-a-kind vacation spot. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Kona Country Club (5.8 mi / 9.3 km)
  • Four Seasons Resort Hualalai Golf Course (12.9 mi / 20.8 km)
  • Makani Golf Club (15.7 mi / 25.3 km)
  • Kona Community Aquatic Center (0.7 mi / 1.1 km)
  • Mauka Meadows Coffee Farm (2.5 mi / 4 km)
  • Hula Daddy Kona Coffee Plantation (3.1 mi / 5 km)

Exploring the beaches and other natural features in Historic Kailua Village

Historic Kailua Village is famous for its island views, breathtaking sunsets and tropical locale. Whether you're looking for adventure or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Historic Kailua Village. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Kamakahonu Beach (0.4 mi / 0.6 km)
  • Old Kona Airport State Recreation Area (0.7 mi / 1.1 km)
  • Magic Sands Beach (3.4 mi / 5.5 km)
  • Kaloko-Honokohau National Historical Park (3.7 mi / 5.9 km)
  • Kahalu'u Beach Park (4.5 mi / 7.2 km)
  • Keauhou Bay Beach (5.7 mi / 9.2 km)

Seasonal weather averages in Historic Kailua Village

Travelers speak highly of Historic Kailua Village for its snorkeling. If you're planning a vacation around the weather, August, September, October and July are the hottest months to visit, when temperatures average 76°F.

How to get to and around Historic Kailua Village

The nearest airport is in Kona Intl. Airport (KOA), located 7.4 mi (11.8 km) from the city center.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Historic Kailua Village?
According to our research, condos are the most in-demand vacation property type in Historic Kailua Village. But having said that, everyone’s idea of an awesome trip isn’t the same. Vrbo has vacation homes of all shapes, sizes and budgets, and we’ll help you locate your ideal match.
How much does it cost to rent a vacation rental in Historic Kailua Village?
A range of things affect how much you’ll pay for a vacation rental in Historic Kailua Village, such as the length of stay, type of property and season. However, all Vrbo homes have one thing in common — amazing value. Simply enter your travel dates to find your ideal match.
How much does it cost to rent a beach house in Historic Kailua Village?
The average price for a vacation rental close to the beach in Historic Kailua Village depends on when you’re visiting the area and the size and type of property you’re searching for. Find prices quickly and easily on Vrbo by entering your dates of travel. Then use the filters to choose the number of bedrooms and amenities that you need, like a pool, air conditioning and WiFi.
Are there pet-friendly vacation rentals in Historic Kailua Village?
Yes, there are. You can pick from 304 vacation rentals that welcome pets in Historic Kailua Village on Vrbo. Our furry friends need a getaway too, so simply use our search function for pet-friendly vacation rentals to book a perfect pad where Rover can get in on the family fun.
Can I rent a house with a pool in Historic Kailua Village?
Tick the “pool” box in our filter tool and you can choose from 278 houses with private pools in Historic Kailua Village on Vrbo. Lazy soak or ball games and races? Leisure activities are up to you when your Vrbo vacation property comes with a swimming pool.
What are popular rental amenities in Historic Kailua Village?
When it comes to rental amenities that people look for in Historic Kailua Village, a garden, a beach view and a fireplace rank the highest. With Vrbo vacation homes, you’ll enjoy choices to match your taste and style, whether you’re planning to get away with family, friends or even pets.
Are there large group vacation rentals in Historic Kailua Village?
With three properties that can host 10 people or more in Historic Kailua Village, you won’t have to hold back on your invites. From fun family vacations to special events like weddings and birthday parties, Vrbo can help you find a large group rental that fits the occasion.
Are there vacation rentals in Historic Kailua Village that welcome kids?
Gather your entire family for a fun-filled adventure in Historic Kailua Village at one of our 299 family-friendly vacation properties. A lot of these stays come with conveniences that are perfect for trips with youngsters, like laundry facilities, extra bedrooms and entertainment units. Just check the “Properties good for families” filter box and choose your favorite option.
What are the top attractions for families in Historic Kailua Village?
There are tons of fabulous things to do and see with the family in Historic Kailua Village, such as:

  • Kailua Pier
  • Magic Sands Beach
  • Kahaluu Beach Park

Are there one-bedroom vacation rentals in Historic Kailua Village?
Yes, Historic Kailua Village has 185 one-bedroom rentals on offer. Often situated in popular areas because of their smaller size, a one-bedroom rental is ideal if you’re getting away with a pal or your partner. And with plenty of home comforts like wireless internet and more privacy than a standard hotel, you’ll be able to kick back while discovering this incredible destination.
Can I find two-bedroom vacation rentals in Historic Kailua Village?
Gather your besties and experience complete comfort and privacy in one of the 68 two-bedroom vacation properties Historic Kailua Village has to offer.
Are there vacation rentals with WiFi in Historic Kailua Village?
Historic Kailua Village has 131 vacation rentals with WiFi, so you’ll be able to stay connected while you’re traveling. Simply check the “WiFi” box in our handy search filter for a list of properties with this feature. From streaming movies with the family to posting pics on social media, these Vrbo homes make it a breeze to go online.
How can I find vacation rentals with air conditioning in Historic Kailua Village?
You’ll have your pick of 267 Vrbo vacation rentals with air conditioning in Historic Kailua Village giving you that gentle, cool breeze and extra element of comfort. Just enter your dates of travel and then use our filters to look for stays with air conditioning.
How old do you have to be to rent a vacation rental in Historic Kailua Village?
The minimum age is normally 16, 18 or 21. It can differ between properties on Vrbo, so check the rules of your preferred Historic Kailua Village vacation home before booking your escape.
How long can I rent a vacation rental in Historic Kailua Village for?
The amount of time you can stay in a Historic Kailua Village vacation rental for depends on each property. Simply put in your preferred travel dates to browse options that offer long-term stays. They have everything you need to make your extended trip more comfortable and enjoyable, like laundries and air conditioning. Some vacation homes might also offer weekly or monthly discounted prices, so you can have a longer stay for less.

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