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Kailua-Kona Hawaii Vacation Rentals - Home
1 / 24

Kailua-Kona Home
3 BR / 2 BA / Sleeps 8 3 8 Min stay varies
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Microwave • Dishwasher
Central Air Now Included! The soaring ocean views from almost every room will take your breath away at this luxury Hawaiian resort home Located in the award winning gated community of Kahakai Estates, this 3 bedroom, ...
Kailua-Kona Hawaii Vacation Rentals - Home
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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 • Microwave • Dishwasher
This stunning Lucky Bennett home is beautifully appointed with classic Hawaiian finishes such as Koa wood, and custom stained glass windows. The home design merges indoors with outdoors as the main floor is an open desi...
Kailua-Kona Hawaii Vacation Rentals - Apartment
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Kailua-Kona Apartment
6 BR / 6.5 BA / Sleeps 18 6 18 7 night min stay
Apartment / 6 Bedrooms / Sleeps 18
6 bedrooms 6.5 bathrooms Sleeps 18
High Speed Internet • Microwave • Dishwasher
YOU KNOW YOU HAVE "ARRIVED" as you navigate the long private drive and park under the high open Porte Cochere. Enter the glass cut doors. You are greeted by an expansive view of the Kona Coastline and Pacific Ocean, fra...
Kailua-Kona Hawaii Vacation Rentals - Home
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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 • Microwave • Dishwasher
Step off the spacious oceanfront lanai, grab your surfboard, fishing pole, paddle board, fins and mask, boogie board or camera and walk our short hidden path to enter the ocean at Keolonahihi Cove! Or just sit back...
(7) Excellent (7 reviews)
Kailua-Kona Hawaii Vacation Rentals - Home
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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 • Microwave • Dishwasher
Hale Lani (Heavenly Home) is one of the Big Island's nicest luxury vacation rentals. Boasting complete privacy, the ideal elevation, and spectacular views, the property is perfect for larger groups, family reunions, ...
Kailua-Kona Hawaii Vacation Rentals - Home
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Kailua-Kona Home
4 BR / 4 BA / Sleeps 8 4 8 Min stay varies
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 4 bathrooms Sleeps 8
High Speed Internet • Microwave • Dishwasher
This impressive Villa, located in the secluded, gated community of Kona Bay, is designed to showcase the majestic Pacific Ocean with the sense of bringing the outdoor sights and sounds indoors to you. In Hawaii, wate...
Kailua-Kona Hawaii Vacation Rentals - Home
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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 • Microwave • Dishwasher
Discover your private romantic paradise. The Villa itself is absolutely gorgeous with everything one could possible ask for in luxury and amenities. Twice featured in West Hawaii Today for its outstanding qualities, y...
(3) Excellent (3 reviews)
Kailua-Kona Hawaii Vacation Rentals - Home
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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 • Microwave • Dishwasher
People call it the Blue Lagoon home. The official Hawaiian name for the home is "Hale 'Olu Olu", "The home of relax and comfort" which was recently given the name by Kahu Danny Akaka after a traditional Hawaiian house b...
(1) Excellent (1 review)
Typical Awesome Sunset from Lanai
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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 • Microwave • Dishwasher
You will love this home! It has a wonderful 180 degree Ocean View and huge crystal blue swimming pool with lava rock waterfall. Guaranteed the best value for your vacation dollars. To see recent virtual tour go to links...
(4) Excellent (4 reviews)
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Kailua-Kona Home
5 BR / 5.5 BA / Sleeps 12 5 12 Min stay varies
Home / 5 Bedrooms / Sleeps 12
5 bedrooms 5.5 bathrooms Sleeps 12
High Speed Internet • Microwave • Dishwasher
Sleeps 10- 12 Hale Pinao (Dragonfly House) is a newly renovated home on a gated lot in a gated subdivision and is very private, boasts great views and sunsets and is luxury all the way. It can accommodate up to 14 gu...
Kailua-Kona Hawaii Vacation Rentals - Apartment
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Kailua-Kona Apartment
3 BR / 2 BA / Sleeps 6 3 6 Min stay varies
Apartment / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Microwave • Dishwasher
Kona Bali Kai has a freshwater swimming pool, Jacuzzi, BBQ area, large lobby & grassy area near the waters edge for total enjoyment near the condo. This three- bedroom, two- bath condominium gives the true feeling of...
Kailua-Kona Hawaii Vacation Rentals - Condo
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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 • TV (Cable/Satellite)
Discounts for 14 nights or longer and $10 per person per night for third and/or fourth person occupying unit. Call for details. Due to its spectacular location, our home normally rents for $155/night. We have reduce...
(2) Excellent (2 reviews)
Kailua-Kona Hawaii Vacation Rentals - Condo
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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 • Microwave • Dishwasher
Stunning, unobstructed OCEANFRONT- - 30 feet from waves- - Imagine - warm tropical sun, gentle sounds of waves washing ashore, palm trees swaying in the breeze, panoramic views, sunsets displayed nightly, and the ...
(17) Excellent (17 reviews)
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Kailua-Kona Villa
5 BR / 4.5 BA / Sleeps 12 5 12 Min stay varies
Villa / 5 Bedrooms / Sleeps 12
5 bedrooms 4.5 bathrooms Sleeps 12
DVD Player • TV (Cable/Satellite) • Parking Included
Sleeps 10- 12 The spectacular new Kona grand ocean view Villa (Quattro) is one of the Big Islands most luxurious, spacious and unique vacation properties on the Kona Coast. It is situated in a gated community. There ...
Kailua-Kona Hawaii Vacation Rentals - Villa
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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)
Sleeps 10- 12 Beds: 3 kings - 2 queens - 3 singles This is "IT"! The Flagship, plantation villa "MALEKA". Drive up to the resort size Porte cochere and you know you have ARRIVED IN PARADISE! Perched high u...
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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
Microwave • DVD Player • TV (Cable/Satellite)
Sleeps 10- 12 The spectacular new Kona grand ocean view (Villa Cinco) is one of the Big Islands most luxurious, spacious and unique vacation properties on the Kona Coast. It is situated in a gated community. There ar...
(1) Excellent (1 review)
Kailua-Kona Hawaii Vacation Rentals - Condo
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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
Stunning, unobstructed OCEANFRONT- - 30 feet from waves- - Imagine - warm tropical breezes, gentle sounds of waves washing ashore, palm trees swaying with your panoramic view, sunsets displayed nightly, and the per...
(4) Excellent (4 reviews)
Kailua-Kona Hawaii Vacation Rentals - Home
1 / 8

Kailua-Kona Home
2 BR / 2 BA / Sleeps 4 2 4 Min stay varies
Home / 2 Bedrooms / Sleeps 4
2 bedrooms 2 bathrooms Sleeps 4
High Speed Internet • Microwave • Dishwasher
You will love this Heavenly beach house- An absolute WOW property, incredible ocean views and the relaxing sound of the waves right outside your door! Turtles sleep and play a few feet away from your lanai or stay ind...
Kailua-Kona Hawaii Vacation Rentals - Townhouse
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Kailua-Kona Townhouse
3 BR / 3 BA / Sleeps 6 3 6 Min stay varies
Townhouse / 3 Bedrooms / Sleeps 6
3 bedrooms 3 bathrooms Sleeps 6
High Speed Internet • Microwave • Dishwasher
This luxurious custom designed 3 bedroom, 3 bathroom townhome with AC is tucked away in the corner of the complex with an expansive view of a green space preserve. Very private and quiet. Only a 1 block to shopping, 1 ...
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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
Basic rate is for - 7 nights @ $275 to $375 per night, including tax & cleaning, based on time of year, length of stay and number of guests. THE KONA HAWAII "VILLETTE" is in the luxury gated complex of Kona Planta...
(3) Excellent (3 reviews)
Kailua-Kona Hawaii Vacation Rentals - Villa
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Kailua-Kona Villa
4 BR / 2.5 BA / Sleeps 10 4 10 Min stay varies
Villa / 4 Bedrooms / Sleeps 10
4 bedrooms 2.5 bathrooms Sleeps 10
High Speed Internet • Microwave • Dishwasher
Located in sunny Kailua- Kona, this spacious two story 4- bedroom family home is situated in an affluent neighborhood minutes to all shops and beaches. The home features an outdoor entertainment area with the ambiance o...
Kailua-Kona Hawaii Vacation Rentals - Home
1 / 21

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 • Microwave • Dishwasher
This breathtaking newly remodeled Architecturally designed oceanfront home offers great privacy at the end of a private street, and rises above the ocean's edge next to a beautiful lava rock bluff, offering a panoramic...
Kailua-Kona Hawaii Vacation Rentals - Villa
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Kailua-Kona Villa
5 BR / 5 BA / Sleeps 10 5 10 7 night min stay
Villa / 5 Bedrooms / Sleeps 10
5 bedrooms 5 bathrooms Sleeps 10
High Speed Internet • Microwave • Dishwasher
Peace and tranquility is found on the Big Island of Hawaii! When you navigate the final stretch of the long circular drive of this magnificent villa, curve between deep green lawns and perfumed tropical Ginger. An imme...
Kailua-Kona Hawaii Vacation Rentals - Home
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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 • Microwave • Dishwasher
Tranquil paradise estate sits on 5 lush acres with a 180 ocean view, 2 swimming pools, hot tub. Sleeps up to 15. Sits directly up hill from Kona town. The home features 2 custom swimming pools, one for children an...
(6) Excellent (6 reviews)
Kailua-Kona Hawaii Vacation Rentals - Condo
1 / 11

Kailua-Kona Condo
2 BR / 2.5 BA / Sleeps 4 2 4 5 night min stay
Condo / 2 Bedrooms / Sleeps 4
2 bedrooms 2.5 bathrooms Sleeps 4
High Speed Internet • Microwave • Dishwasher
This well- appointed 2 bedroom unit is located in the Na Hale O Keauhou complex. The community has great views with large swimming area and hot tub. BBQ and a gym also located in this gated community. King, Queen and ...
Kailua-Kona Hawaii Vacation Rentals - Home
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 • Microwave • Dishwasher
A large private home on a l/4 acre with huge swimming pool. Private back yard with pavillion and croquet yard. Home is two story with large lanai with ocean view. Best snorkeling on the island is 3/4 miles away and...
(3) Excellent (3 reviews)
Kailua-Kona Hawaii Vacation Rentals - Villa
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 • Microwave • Dishwasher
$600 - $900 /night For more details Please contact to the Owner. The villa "GRANDE" is on one lush tropical acre in the small gated complex of KONA PLANTATION ESTATES, that is like living in a tropical park. We ev...
(3) Excellent (3 reviews)
Kailua-Kona Hawaii Vacation Rentals - Apartment
1 / 10

Kailua-Kona Apartment
1 BR / 1 BA / Sleeps 2 1 2 Min stay varies
Apartment / 1 Bedroom / Sleeps 2
1 bedrooms 1 bathroom Sleeps 2
High Speed Internet • Microwave • Dishwasher
Keauhou Gardens (also known as Kona Coast Resort) is located approx. four miles south of Kailua Kona. Its walking distance to the Keauhou Shopping Village and just down the road from the Kahaluu snorkeling beach. Keauhou...
Kailua-Kona Hawaii Vacation Rentals - Apartment
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Kailua-Kona Apartment
1 BR / 2 BA / Sleeps 2 1 2 Min stay varies
Apartment / 1 Bedroom / Sleeps 2
1 bedrooms 2 bathrooms Sleeps 2
High Speed Internet • Air Conditioning • Private Pool
Come and enjoy watching the ocean activities, cool breezes and awesome sunsets from this total ocean front 1bd 2bath unit! Beautifully upgraded kitchen and baths (July 2011) with tiled flooring, granite countertops, ...
Kailua-Kona Hawaii Vacation Rentals - Condo
1 / 21

Kailua-Kona Condo
3 BR / 2.5 BA / Sleeps 6 3 6 Min stay varies
Condo / 3 Bedrooms / Sleeps 6
3 bedrooms 2.5 bathrooms Sleeps 6
High Speed Internet • Microwave • Dishwasher
Country Club Villas #342 is an elegant and spacious top corner ocean view condominium with 2 (or 3) bedroom / 2 and a half bath, completely refurbished in high- grade furnishings throughout, including a fully equipped,...
(21) Excellent (21 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.