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Historic Kailua Village vacation rentals

We found 1,606 vacation rentals — enter your dates for availability

Discover a selection of 1,500 vacation rentals in Historic Kailua Village that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and air conditioning. Prices start at $90 per night, and condos and houses are popular options for a stay in Historic Kailua Village. Either way, you'll find a rental for everyone's needs.
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Condos/Apartments

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Houses

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Studios

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Cottages

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Townhouses

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Bungalows

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Villas

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Estates

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Find the best place to stay — Historic Kailua Village

KONA ALII OCEAN FRONT IN THE HEART OF KONA.....AWESOME LOCATION/GREAT DEAL

Sleeps 5 · 1 Bedroom · 2 Bathrooms
$130 avg/night
(34)

Kona Mansions#301 Top Floor, Corner Unit w/Ocean views & AC "Kona Dreams"

Sleeps 4 · 1 Bedroom · 1 Bathroom
$95 avg/night
(38)

Full Ocean View - 5 STAR-RATED Kailua Village 6th floor

Sleeps 2 · 1 Bedroom · 1 Bathroom
$98 avg/night
(24)

KAILUA VILLAGE#701: TOP FLOOR, CORNER PENT HOUSE REMODELED IN DOWNTOWN KONA!

Sleeps 2 · 1 Bedroom · 1 Bathroom
$177 avg/night
(1)

Kona Plaza#402 TOP FLOOR OCEAN VIEW IN HEART OF KONA TOWN! AC & Elevators!

Sleeps 2 · 1 Bedroom · 1 Bathroom
$121 avg/night
(26)

25% OFF! Remodeled Oceanfront condo, ocean views, Kona Alii 304

Sleeps 4 · 1 Bedroom · 2 Bathrooms
$108 avg/night
(41)

Search 1,606 vacation rentals

Top rated rentals — Historic Kailua Village
Stayed May 2021

Paradise

Perfect property. Location is a short distance to bars, restaurants, stores and grocery. Good parking. Fully stocked & clean. Love the space. The view is incredible. Cannot say enough about this place! If I’m back this is definitely my first option a...

Ashley H.
Ashley H.
Stayed Apr 2021

Fantastic condo in downtown Kona

We had an outstanding experience at Joshua and Cara's lovely Kona condo. It is tastefully decorated, and came thoughtfully equipped with everything we needed for our stay. It was a perfect "home base", within walking distance of town. Can't recommend...

maura d.
maura d.
Stayed Apr 2021

Better than I could have imagined!

This place is immaculate. We had everything we needed and more. Of course, the best part is the large lanai where you can enjoy the amazing views without distraction while you hear the ocean waves breaking. Brett and Diane are extremely helpful, re...

Tami B.
Tami B.
Stayed Apr 2021

Perfect spot!

Very relaxing and comfortable condo with view and sounds of the ocean, but still good privacy on the balcony- great place to lounge outside since the balcony doesn’t get the direct sun until later in the day. Easily walkable to anywhere in town and u...

Sherry R.
Sherry R.
Stayed Apr 2021

Location can’t be beat!

Greta location for walking to beach or restaurants. View is fantastic. Located on busy street so be mindful if you’re sensitive to noise. The pound of the surf was music to my ears. My husband and I brought two teenagers who used the couch and an ai...

JohnandYukara M.
JohnandYukara M.
Stayed Mar 2021

Kona mansion review

Our stay was great. We stayed a month and it really felt like home. Everything was in walking distance. Everything was supplied for us that we needed. It was very clean. The only downside was the noise from the kid upstairs but that’s not the owners ...

Lisa M.
Lisa M.
Stayed Mar 2021

This was our little place in paradise!! The location is convenient to everything.

Thank you Scott's for sharing your cute condo with us for 20 days. Everything needed for our stay was so well thought out. The view...the kitchen...the decorating were perfect for our stay. The property was full during our stay and yet we never heard...

KAREN E.
KAREN E.
Stayed Mar 2021

Perfect Place to stay on the Big Island

This is the perfect place to stay on the west side of the Big Island. There are beaches/shopping/attractions both north and south of Kona. You are a stone's throw from the ocean, although it's not a beach. The view of the sun set is amazing from the ...

Jenny N.
Jenny N.

Lakeville, Minnesota

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Destination guide

Explore the waterfront setting in Historic Kailua Village

The island views and surrounding scenery provide a peaceful ambiance to your vacation home in Historic Kailua Village. This walkable city is known for its snorkeling, shopping and restaurants. Pu'uhonua o Honaunau National Historical Park and Hulihee Palace are just a couple of the must-sees in the area. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities

Sightseeing in and around Historic Kailua Village

Are you hoping to find top things to see and do while you're in town? Travelers enjoy fun activities like snorkeling and jogging trails. Venture out of your vacation home and experience everything that Historic Kailua Village has to offer. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Kona Community Aquatic Center (0.7 mi / 1.1 km)
  • Swing Zone (0.9 mi / 1.5 km)
  • Mauka Meadows Coffee Farm (2.5 mi / 4 km)
  • UCC Hawaii Kona Coffee Estate (2.6 mi / 4.1 km)
  • Hula Daddy Kona Coffee Plantation (3.1 mi / 5 km)
  • Kona Le'a Plantation (4.2 mi / 6.8 km)
Weather

Seasonal weather averages in Historic Kailua Village

Travelers speak highly of Historic Kailua Village for its snorkeling. If you're hoping to enjoy some warm-weather activities on your vacation, September, August, July and October are the hottest months to visit, when temperatures average 87°F.

Natural features

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 an adventurous traveler or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Historic Kailua Village. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city center:

  • Pu'uhonua o Honaunau National Historical Park (16 mi / 25.7 km)
  • Old Kona Airport State Recreation Area (1.4 mi / 2.2 km)
  • Sadie Seymour Botanical Garden (2.4 mi / 3.8 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 / 7.3 km)
How to get there

Transportation to and around Historic Kailua Village

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

How many vacation rentals are available around Historic Kailua Village?

Our 2021 property listings offer a large selection of 1,606 vacation rentals around Historic Kailua Village. From 1,139 condo and apartment rentals to 425 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

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