Kailua-Kona Vacation Rentals & Apartments - 388 Rentals Available

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1 / 8

Kailua-Kona Home
4 BR / 4 BA / Sleeps 10 4 10 Min stay varies
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 4 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"We spent two weeks at Tutu's beach House and had an incredible time. The house is outfitted perfectly and has all the amenities- Nice bedrooms & bathrooms, great kitchen- fully turnkey/stocked with nice plates, silverware, glasses and multiple ..."
- Kristen Routh Silberman, Las Vegas, NV
(4) Excellent (4 reviews)
1 / 21

Kailua-Kona Home
2 BR / 2 BA / Sleeps 6 2 6 Min stay varies
Home / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"Our family of five enjoyed three nights at this wonderful ocean- view site. Cathleen was great to work with, and we even had a gorgeous bouquet of fresh flowers there to greet us! For us, the house was more of a base of operations than a place to hang..."
- Maia Scott Tolsdorf, West Chester, PA
(7) Excellent (7 reviews)
1 / 27

Kailua-Kona Home
3 BR / 2 BA / Sleeps 6 3 6 4 night min stay
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"Waterfront older cottage offers a true Hawaiian experience! Home is updated and clean! Location is right on the water in a great area of Kona close enough to walk a 1/2 mile to a nice beach or snorkel park. Drive to a larger grocery store is 1 mile ..."
- jan Johnson, New Hampshire
(21) Excellent (21 reviews)
1 / 40

Kailua-Kona Home
6 BR / 5 BA / Sleeps 12 6 12 Min stay varies
Home / 6 Bedrooms / Sleeps 12
6 bedrooms 5 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
"Our family of 6 adults had a wonderful 6 day stay here. The house is very conveniently located in a quiet area with easy access to everything we wanted to do. The house is lovely, clean, and well stocked, and the beautiful pool area feels very private...."
- Susan Taylor, Berkeley, CA USA
(1) Excellent (1 review)
1 / 16

Kailua-Kona Home
5 BR / 4.5 BA / Sleeps 12 5 12 Min stay varies
Home / 5 Bedrooms / Sleeps 12
5 bedrooms 4.5 bathrooms Sleeps 12
High Speed Internet • Microwave • DVD Player
"very good rental house with a good pool, nice yard, full kitchen, beer coolers and boogie boards to use at the beach. I would stay again."
- derek helm, alberta canada
(1) Excellent (1 review)
1 / 18

Kailua-Kona Villa
4 BR / 3 BA / Sleeps 8 4 8 Min stay varies
Villa / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"Our family enjoyed our stay in this home. The kitchen was well furnished and the home itself was beautiful. The kids enjoyed the pool and our entire family had a wonderful time there. There were geckos that visited us and they were beautiful birds as..."
- Lori Nishitsuji, Los Angeles, CA
(3) Excellent (3 reviews)
1 / 52

Kailua-Kona Home
3 BR / 3 BA / Sleeps 6 3 6 Min stay varies
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 3 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"I could have only one place to vacation for the rest of my life this would be it. Usually a villa will have a great pool, lots of privacy, or a great view, but this property has it all. I was stunned by the incredibly beautiful ocean views and ..."
- Linda, Winnipeg, MB, Canada
(3) Excellent (3 reviews)
1 / 51

Kailua-Kona Home
5 BR / 4.5 BA / Sleeps 13 5 13 Min stay varies
Home / 5 Bedrooms / Sleeps 13
5 bedrooms 4.5 bathrooms Sleeps 13
High Speed Internet • Dishwasher • Microwave
"My family and I really enjoyed the stay at this property. The setting and the facilities are perfect for an active family. The location and weather was perfect. We would not hesitate to recommend this property to our friends and family. We would also ..."
- Mantosh Chawla, Thousand Oaks, CA USA
(5) Excellent (5 reviews)
1 / 42

Kailua-Kona Home
7 BR / 4.5 BA / Sleeps 16 7 16 Min stay varies
Home / 7 Bedrooms / Sleeps 16
7 bedrooms 4.5 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
"We stayed here for our wedding and had the whole wedding party stay in the house. Everything was awesome loved it. Close to the beach and shopping. The contact was more than helpful and very nice. Will be telling everyone we know and visiting the islands..."
- Cameron Pulham, Graham, WA
(6) Excellent (6 reviews)
1 / 13

Kailua-Kona Condo
Studio / 1 BA / Sleeps 2 0 2 Min stay varies
Condo / Studio / Sleeps 2
Studio 1 bathroom Sleeps 2
High Speed Internet • Microwave • DVD Player
"This condo was perfect for our first exposure to the big island. The condo was airy and well laid out. Everything we could want was there from boogie boards to fins/snorkels, to beach bags, chairs, umbrella and sun hats! We loved the big fridge..."
- Astrid Millett, hamilton, on, canada
(5) Excellent (5 reviews)
1 / 25

Kailua-Kona Home
5 BR / 5 BA / Sleeps 18 5 18 7 night min stay
Home / 5 Bedrooms / Sleeps 18
5 bedrooms 5 bathrooms Sleeps 18
High Speed Internet • Dishwasher • Microwave
"We had 19 family members and we found plenty of space in this house to not feel cramped at all. We were creative in our sleeping arrangements, but we all found places (some more comfortable than others! ) Great pool, laundry machines, tons of outdoor..."
- Kari Abulhosn, San Diego, CA
(1) Excellent (1 review)
1 / 19

Kailua-Kona Condo
1 BR / 1 BA / Sleeps 4 1 4 5 night min stay
Condo / 1 Bedroom / Sleeps 4
1 bedrooms 1 bathroom Sleeps 4
High Speed Internet • Microwave • Washer/Dryer
"We were fortunate enough to say for 14 days. The minute we walked in, we knew we had struck gold. The condo is just yards from the Pacific and the sound of the ocean at night was very soothing. The kitchen has everything you could possibly need and then..."
- Meg Durshimer, Bradenton Florida
(2) Excellent (2 reviews)
1 / 29

Kailua-Kona Villa
6 BR / 4.5 BA / Sleeps 12 6 12 7 night min stay
Villa / 6 Bedrooms / Sleeps 12
6 bedrooms 4.5 bathrooms Sleeps 12
High Speed Internet • DVD Player • TV (Cable/Satellite)
1 / 14

Kailua-Kona Home
2 BR / 1 BA / Sleeps 4 2 4 7 night min stay
Home / 2 Bedrooms / Sleeps 4
2 bedrooms 1 bathroom Sleeps 4
High Speed Internet • Microwave • DVD Player
"Excellent stay. Modern furniture, very nice and private lanai with a sea and sunset view. Perfect for a family of 4 like us."
- Viviane Gaujard, calgary, Canada
(3) Excellent (3 reviews)
1 / 20

Kailua-Kona Home
4 BR / 3 BA / Sleeps 8 4 8 5 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"The pictures do not do this rental justice. We walked in and were in awe. Speechless. It is beautiful inside. Extremely spacious. The landscaping is luscious and gorgeous. Very private. An added plus is the private pool which we used at least two to three..."
- Patricia Callahan, Benicia, CA
(8) Excellent (8 reviews)
1 / 19

Kailua-Kona Condo
2 BR / 2 BA / Sleeps 5 2 5 Min stay varies
Condo / 2 Bedrooms / Sleeps 5
2 bedrooms 2 bathrooms Sleeps 5
High Speed Internet • Dishwasher • Microwave
"My husband and I spent a very relaxing 3 weeks here in late May and early June. It's ideally located, beautifully decorated, very comfortable and well stocked with everything you'll need. The owners have thought of everything! We especially enjoyed..."
- Katie Penner, Longview WA
(17) Excellent (17 reviews)
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About Kailua-Kona

If you're planning a once-in-a-lifetime Hawaiian vacation, you may want to consider Kailua Kona vacation rentals. This picturesque small town (often called just "Kona" by the locals) offers a temperate, balmy climate year-round, making trip-planning a breeze.

When you visit this island paradise, you'll enjoy breathtaking views of the nearby Mauna Loa and Mauna Kea mountains, both of which reach 13,000 feet. The isolation of Kailua Kona, HI also makes for unparalleled views of the night sky, making this an ideal destination for romantics and amateur astronomers.

Like many destinations in Hawaii, this city has a very laid-back, friendly atmosphere, and you'll enjoy meeting the locals as much as you'll take pleasure in the island's many attractions and amenities. Kailua Kona, HI beach rentals include something for every budget and lifestyle, from small bungalows to sprawling villas on the water.

When you leave the comforts of your rental property, there are plenty of things to do on this large island. Tourist favorites include parasailing and snorkeling. What better way to spend your Hawaiian vacation than soaring above the crystal clear waters or taking a snorkel tour to Kealakekua Bay? You can even take a night swim with the manta rays. If you really have an adventurous streak, you might ask the locals about the island's exhilarating cliff-diving options. A helicopter tour is another great way to take in the sights and sounds if you're not afraid of heights. If you prefer to keep your feet on dry land, plenty of scenic golf courses can be found up and down the coast as well.

The outdoor activities might take center stage on this Hawaiian island, but Kailua Kona also offers plenty of shopping, dining, and nightlife options. Charming local restaurants serve up mouthwatering Hawaiian and Thai food that will help fuel your island explorations, including the Big Island Grill and Kona Mix Plate. If you're looking for a souvenir by which to remember your trip, many shops and art galleries can be found within a short distance of many Kailua Kona vacation home rentals. Whether you're looking for beautiful hand-carved items or a shark-tooth necklace, you'll find something to satisfy your eye.

As you can see, finding things to do on your island vacation shouldn't be a problem. In fact, we're guessing that your only problem might be bringing yourself to say goodbye. If the amazing attractions and charming island culture doesn't sweep you off your feet, the comforts of the Kailua Kona vacation rentals are likely to seal the deal.

Kailua-Kona is in the North Kona District of the Island of Hawai’i, otherwise known as the Big Island. It is served by the Kona International Airport and is north of Kalaoa. King Kamehameha used to hold court here, and you can do the same with a Kailua-Kona condo rental.

Things to Do

Kailua-Kona, often called Kona, was a sleepy fishing village, and there are many activities visitors can do to remind them of this, including boat tours, scuba, snorkeling, dolphin and whale watching, and fishing charters. The major draw to this area is its extraordinary natural beauty.

Drive the Saddle Road, take a nature tour, explore the volcano, conquer the Mauna Kea summit, or enjoy the beauty of the crystal waters from one of the many breathtaking beaches. The Manini’owali Beach is a favorite and because of that draws a crowd. If you want something a little less crowded, Makalawena/Pu’u Ali’I offers a beautiful beach and far fewer people because it’s best accessed by a four-wheel-drive. To get to the beach, you’ll go over a lava field, but it's worth it. The Kona Brewing Company is also a lot of fun.

Transit

Taxis are very high-priced in Kona. Most people opt to rent cars when there. They are also a great way to explore the island and get away from the more congested places. Many of the cruises do not leave from harbors in town, so without a car, you’d need a way to get there another way. Public transportation is very limited on the Big Island.

Still, Kailua-Kona is very small, so if you had no intention of ever leaving your Kailua-Kona condo rental and the area in general, you could go without a car, but you would be missing the majesty of the rest of the island.

Climate

One of the many beauties of a Hawaiian island is the moderate temperatures and warm coastal breezes. Most of the year temps are in the high 70s and low 80s. Summers are in the high 80s. Kona has a tropical, semi-arid climate. February is the coolest month, where daily highs average in the mid-70s.

Events

Kailua is the beginning and end point for the annual Ironman World Championship Triathlon held every October. The town also plays host to the annual Kona Coffee Festival every November where they crown Miss Kona Coffee and celebrate Hawaii’s oldest food festival.

Shopping

Kona offers a lot of distinct shopping opportunities. There’s the Kona Farmers Market, featuring the freshest veggies and fruits from the area. You can even pick up a few souvenirs from the local artisans. The Keauhou Shopping Center may seem like your average strip mall, but it’s a great place for souvenirs and catching the sunset. The Kona Inn Shopping Village is the home to many art galleries and boutiques.

A Kailua-Kona condo rental gives you the perfect spot from which to explore the Big Island. There are options in all sizes and for all budgets, from oceanfront studios to luxury beachfront homes. Come relax and enjoy the island’s beauty.