Kailua Kona Is Fit for a King

Once upon a time this was the capital of Hawaii and the home of King Kamehameha I. Amazing sunset views, incomparable beaches and some of the best weather around made it the hub of culture and activity on the Big Island, and today Kailua Kona retains a sense of being a gathering place worthy of royalty.


Taking in the various historical sites is made easy thanks to a pedestrian-friendly main street, and the seawall and pier offer excellent views of the ocean. Every year the Ironman Triathlon starts right here when tough competitors plunge into the waves and complete a 2.4 mile open water swim, and the very same coastline is also accessible to more relaxing pursuits, like fishing, snorkeling, diving and surfing, any day of the week.


Hulihe’e Palace, Sadie Seymour Botanical Gardens and Ahu’ena Heiau (a religious site with statues and guided tours) are a few reasons that this western town continues to be a popular tourist destination, and don’t forget about the excellent shopping and dining that will add a modern and convenient twist to the traditional foundation of this very likable place to visit.


Another thing to love about virtually any Hawaiian vacation spot is that you are within easy reach of about a million things to do. The city, the beach and acres of volcanic, forested or desert-like wilderness are all up for grabs thanks to hundreds of well-placed vacation villas, condos and beach houses. Kailua Kona is no exception to this rule, so prepare to receive the Hawaiian-style royal treatment.

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Vacation Rentals in Kailua Kona

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Oceanfront home with panoramic views – Property 140469

  • Kailua Kona rental - house, 3 bedrooms, sleeps 6, 3 bathrooms, accept credit card, Beach, Waterfront
  • Calendar Last Updated On: Jun 19, 2013
Kona Bliss is located within an exclusive gated community of 12 freestanding homes at Kona Onenalo next to White Sands beach, about 4 miles south of the village...

OCEAN FRONT LUXURY 4 BEDROOM HOME IN KONA BAY ESTATES(Villa Kai) – Property 169883

  • Kailua Kona rental - house, 4 bedrooms, sleeps 8, 3 bathrooms, 1 half bath, accept credit card, Beach, Village
  • $6,965/week
  • Calendar Last Updated On: Jun 19, 2013
This fabulous home is a single story home located in Kona Bay Estates a gated community will 24 hr security. Walking distance of the village of Kona.

Private Luxury Villa with Ocean, Sunset Views & Very Private Pool – Property 112619

  • Kailua Kona rental - villa, 2 bedrooms, sleeps 6, 2 bathrooms, 1 half bath, accept credit card, Near The Ocean
  • $2,275 - $2,625/week
  • Calendar Last Updated On: Jun 19, 2013
Sunset Villa is a luxury, private ocean-view retreat in Kona's most prestigious gated community of Keauhou Estates, which wraps around a championship 36-hole golf...

5 Star Luxury on Beautiful Sandy Beach Oceanfront All New – Property 209356

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, accept credit card, Beach, Near The Ocean, Waterfront
  • Calendar Last Updated On: Jun 19, 2013
This Million Dollar Oceanfront Condo has just had a $100,000 dollar remodel completed in July of 2008. Everything is brand new and 'Top of the Line.' It has all the...

Fabulous Oceanfront Penthouse with Two Oceanfront Suites! – Property 334022

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 8, 3 bathrooms, Beach, Waterfront, Communal Pool
  • $2,000 - $2,525/week
  • Calendar Last Updated On: Jun 18, 2013
Imagine - warm tropical climate, panoramic views, luxurious and comfortable accommodations, soothing sounds of waves washing ashore, ocean breezes blowing through...

Spectacular Oceanfront Upgraded Condo with Awesome View! – Property 327855

  • Kailua Kona rental - condo, 1 bedroom, sleeps 4, 2 bathrooms, Beach, Waterfront, Communal Pool
  • $1,195 - $1,475/week
  • Calendar Last Updated On: Jun 18, 2013
Imagine - warm tropical climate, gentle sounds of waves washing ashore, palm trees swaying in the breeze, panoramic views, and the perfect accommodations - is there...

Fabulous Four Bedroom Oceanfront Penthouse with Two Oceanfront Suites!! – Property 335228

  • Kailua Kona rental - condo, 4 bedrooms, sleeps 8, 3 bathrooms, Beach, Waterfront, Communal Pool
  • $2,700 - $3,000/week
  • Calendar Last Updated On: Jun 18, 2013
Imagine - warm tropical climate, panoramic views, luxurious and comfortable accommodations, soothing sounds of waves washing ashore, ocean breezes blowing through...

Fabulous Oceanfront Condo! One Bedroom or Two, AUGUST and SEPTEMBER SPECIALS! – Property 267947

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, Beach, Near The Ocean, Waterfront, Communal Pool
  • $1,055 - $1,195/week
  • Calendar Last Updated On: Jun 18, 2013
Imagine - warm tropical climate, gentle sounds of waves washing ashore, palm trees swaying in the breeze, panoramic views, and the perfect accommodations - is there...

Oceanfront Luxury Condo - Affordable too! – Property 220062

  • Kailua Kona rental - condo, 1 bedroom, sleeps 2, 1 bathroom, Beach, Communal Pool
  • $1,475 - $1,825/week
  • Calendar Last Updated On: Jun 18, 2013
Imagine - warm tropical climate, gentle sounds of waves washing ashore, palm trees swaying in the breeze, panoramic views, luxurious and comfortable accommodations -...

Oceanfront and Fully Remodeled Two Bedroom Condo!! – Property 3478770

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, Beach, Resort, Waterfront, Communal Pool
  • $1,475 - $1,650/week
  • Calendar Last Updated On: Jun 18, 2013
Imagine - warm tropical climate, gentle sounds of waves washing ashore, palm trees swaying in the breeze, panoramic views, and the perfect accommodations - is there...

Deluxe Highly Upgraded Oceanfront Studio Condo – Property 3490304

  • Kailua Kona rental - condo, sleeps 2, 1 bathroom, Beach, Communal Pool
  • $1,825/week
  • Calendar Last Updated On: Jun 18, 2013
This over the top deluxe studio condo is the perfect place to spend a luxurious, relaxing vacation right on the ocean's edge!

Executive Ocean View Condo – Property 322656

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, accept credit card, Near The Ocean, Resort
  • Calendar Last Updated On: Jun 18, 2013
Full view of Pacific Ocean located on the 9th hole of the Kona Country Club golf course. The sunsets from the lanai over the Kona Country Club golf course provide...

Opulent Executive Vacation Home – Property 219163

  • Kailua Kona rental - house, 2 bedrooms, sleeps 6, 2 bathrooms, accept credit card, Beach, Near The Ocean
  • Calendar Last Updated On: Jun 18, 2013
This opulent executive vacation home is located in a quiet, safe, expensive neighborhood in Kona, Hawaii. The property is at an 800 foot elevation with continual...

Charming Studio -Hawaiian Style -Close to Town/Airport *No Cleaning Fee! Clean+ – Property 149835

  • Kailua Kona rental - studio, sleeps 3, 1 bathroom, accept credit card, wheelchair accessible
  • $387 - $455/week
  • Calendar Last Updated On: Jun 18, 2013
A true home away from home in a truly comfortable house. The elevation is just right (at about 850) to be about 10 degrees cooler than the lower oceanfront...

Rural yet close to town/airport/beaches Wi-Fi *Fast bookings *NO Cleaning Fee! – Property 145973

  • Kailua Kona rental - house, 3 bedrooms, sleeps 8, 2 bathrooms, accept credit card, Near The Ocean, Rural
  • $1,297 - $1,365/week
  • Calendar Last Updated On: Jun 18, 2013
A truly Kona Comfortable House. This is how locals live in style, and so can you during your stay. At its optimal elevation (about 850) we can be about 10 degrees...

Whole House *Close to town/airport/beaches -Pristine *No Cleaning Fee -WIFI – Property 258135

  • Kailua Kona rental - house, 5 bedrooms, sleeps 16, 4 bathrooms, accept credit card, Near The Ocean, Rural
  • $1,995 - $2,100/week
  • Calendar Last Updated On: Jun 18, 2013
A truly Kona Comfortable House. This is how locals live in style, and so can you during your stay. At its optimal elevation we can be about 10 degrees cooler than at...

Perfection in Paradise! Hale Hina - Private, Peaceful, Provocative! – Property 3466889

  • Kailua Kona rental - house, 3 bedrooms, sleeps 8, 3 bathrooms, accept credit card, limited accessibility
  • Calendar Last Updated On: Jun 19, 2013
Welcome to Hale Hina - The Home of the Hawaiian Goddess of Sunrises, Sunsets, Coral Reefs, and the Moon! Featuring panoramic coastline views, an infinity pool, hot...

Maluhia Retreat ~ Dramatic Ocean Views! – Property 3025439

  • Kailua Kona rental - estate, 4 bedrooms, sleeps 8, 4 bathrooms, 1 half bath, accept credit card, Mountain
  • Calendar Last Updated On: Jun 18, 2013
Maluhia Retreat ~ A Place of Serenity and Peacefulness -Panoramic views of the Pacific Ocean, Kohala mountains, Maui and tropical sunsets -Dramatic views of the...

Oceanfront Kona Hawaii Rental Condo by Owner, Kanaloa at Kona – Property 101360

  • Kailua Kona rental - condo, 3 bedrooms, sleeps 6, 2 bathrooms, accept credit card, Beach, Waterfront
  • Calendar Last Updated On: Jun 18, 2013
Located at Kanaloa at Kona on the Kona coast, this upper level condo rental unit is situated on the ocean's edge and bordered inward by the Kona Country Club's two...

Ultimate Kona Vacation Home on Acreage – Property 394198

  • Kailua Kona rental - house, 5 bedrooms, sleeps 10, 5 bathrooms, 1 half bath, accept credit card, Near The Ocean
  • Calendar Last Updated On: Jun 18, 2013
Ahinahina Hale is a five bedroom five and one half bath custom home centrally located in the quaint town of Kailua-Kona. The house sits on six acres of agricultural...
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