Kailua-Kona Vacation Rentals

186 Rentals

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5BR / 4.5BA - Sleeps 12 - Kailua-Kona Villa

Beds: 3 kings - 2 queens - 3 singles This is "IT"! The Flagship, plantation villa "MALEKA". Drive...

$800 - $1,200 / nt


3BR / 3BA - Sleeps 6 - Kailua-Kona Villa

Wake up to the beauty and sounds of the sea from this fabulous oceanfront home. Brand new to the vacation...

$595 - $795 / nt

2 Reviews

2BR / 2BA - Sleeps 4 - Kailua-Kona Townhouse

As you enter our home the sound of the ocean greets you and the magnificent ocean views will never fail...

$200 / nt

12 Reviews

5BR / 4.5BA - Sleeps 12 - Kailua-Kona Home

The spectacular new Kona grand ocean view (Villa Cinco) is one of the Big Islands most luxurious, spacious...

$600 - $900 / nt

1 Review
Kailua-Kona Hawaii Vacation Rentals - Villa

4BR / 3.5BA - Sleeps 8 - Kailua-Kona Villa

If you haven't been to the Big Island of Hawaii before, it is the "exploring" island, from the "wet"...

$650 - $950 / nt

2BR / 1BA - Sleeps 4 - Kailua-Kona Home

Basic rate is for - 7 nights @ $200 to $300 per night, including tax & cleaning, based on time of year,...

$200 - $300 / nt

1BR / 1BA - Sleeps 2 - Kailua-Kona Apartment

This comfortable room features a king size bed, newly decorated and a partial ocean view from your lanai....

Kailua-Kona Hawaii Vacation Rentals - Condo

1BR / 1BA - Sleeps 4 - Kailua-Kona Condo

Inquire we have more than one condo! Rate does not include tax, $115 one- time cleaning fee or...

$130 - $199 / nt

4 Reviews
Colors at Sunset from Ocean

3BR / 2BA - Sleeps 6 - Kailua-Kona Home

Experience Big Island living and dining directly on the water along Alii Drive. Our property has direct...

$250 / nt

13 Reviews
One block from Beach

4BR / 3BA - Sleeps 8 - Kailua-Kona Home

A Spacious Vacation Home centrally located for all the fabulous activities Kona has to offer - snorkeling,...

$285 - $335 / nt

5 Reviews
Kailua-Kona Hawaii Vacation Rentals - Apartment

1BR / 2BA - Sleeps 4 - Kailua-Kona Apartment

Clean, quiet, private, non smoking , WIFI. gas BBQ. Perfect for travelers on a budget who want...

$50 / nt

5 Reviews
Kailua-Kona Hawaii Vacation Rentals - Home

3BR / 3BA - Sleeps 8 - Kailua-Kona Home

100 yards to beach 3/3 big home, quiet, private, 2 king, 1 queen, 2 single. large wrap around...

$179 / nt

Kailua-Kona Hawaii Vacation Rentals - Home

5BR / 3.5BA - Sleeps 8 - Kailua-Kona Home

Huge Oceanfront home in private Kona Bay Estates neighborhood . Located in downtown Kona. 30 ft. + Pool...

$650 / nt

Kailua-Kona Hawaii Vacation Rentals - Home

8BR / 9BA - Sleeps 18 - Kailua-Kona Home

Ohana Retreat is the perfect spot for a large family to enjoy the beauty of Hawaii. We offer an immaculate...

$929 - $1,143 / nt

15 Reviews
Kailua-Kona Hawaii Vacation Rentals - Home

4BR / 2BA - Sleeps 10 - Kailua-Kona Home

Private - awesome views, Gas BBQ, sleeps 7 + kids . 4/2 home includes screened- in sleeping porch...

$128 / nt

6 Reviews
Soft whites combine with Asian art & antiques

2BR / 2BA - Sleeps 6 - Kailua-Kona Condo

Keauhou- Kona Surf & Racquet Club (KKSRC) is a gated, oceanfront complex located 5 miles south of Kailua-...

$160 - $170 / nt

2 Reviews
Kailua-Kona Hawaii Vacation Rentals - Home

4BR / 4BA - Sleeps 10 - Kailua-Kona Home

This breathtaking newly remodeled oceanfront home offers great privacy at the end of a private street,...

$1,450 - $1,700 / nt

Surf board in unit for our guests

2BR / 2BA - Sleeps 6 - Kailua-Kona Condo

Our Kailua- Kona condo offers a fully- equipped kitchen, Hawaiian- style terraces with ocean views and...

$160 - $185 / nt

1 Review
Kailua-Kona Hawaii Vacation Rentals - Home

4BR / 2.5BA - Sleeps 10 - Kailua-Kona Home

Large private pool vacation home, awesome sunset views, Gas BBQ, 5 Minutes to town, beaches & shopping....

$189 / nt

10 Reviews
Kailua-Kona Hawaii Vacation Rentals - Villa

4BR / 2.5BA - Sleeps 10 - Kailua-Kona Villa

Located in sunny Kailua- Kona, this spacious two story 4- bedroom family home is situated in an affluent...

$395 - $550 / nt

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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.
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