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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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: May 18, 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...

Romantic Oceanfront Condo with Panoramic Ocean & Sunset Views WiFi & Pool – Property 142133

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, Beach, Waterfront, Communal Pool
  • Calendar Last Updated On: May 18, 2013
OPEN: March 19-26th. Looking for a Special Place! You have found it, KONA Condo: Luxurious, panoramic 180 degree view of breathtaking ocean and sunsets from...

Contemporary oceanfront private home – Property 263217

  • Kailua Kona rental - house, 4 bedrooms, sleeps 8, 4 bathrooms, Village, Waterfront, Balcony
  • Calendar Last Updated On: May 18, 2013
Ali'i Hale is nestled on a small cove just a pleasant 15 minute stroll to the shops and restaurants of Kailua village. Magic sands beach and Kahaluu beach are a 5...

Spectacular Sunsets & Oceanfront Views Are Yours to Enjoy !! – Property 307224

  • Kailua Kona rental - condo, 1 bedroom, sleeps 3, 1 bathroom, accept credit card, Beach, Waterfront
  • Calendar Last Updated On: May 18, 2013
**Enjoy The Ocean Waves Below And Relax in your Home-Away-From-Home in our Kona Oceanfront Condo** You'll feel like you're in paradise in this updated, Tommy...

Gorgeous, Super Clean and Bright Gated A/C Home with Private Pool – Property 969549

  • Kailua Kona rental - house, 3 bedrooms, sleeps 8, 2 bathrooms, accept credit card, Near The Ocean, Town
  • Calendar Last Updated On: May 18, 2013
Jaw dropping spectacular panoramic ocean and coastline views, right into Kailua Bay! Our single level air conditioned home sits at the top of secure, private &...

$110 - Kona Plaza downtown Kailua Kona – Property 294293

  • Kailua Kona rental - condo, 1 bedroom, sleeps 4, 1 bathroom, accept credit card, Downtown, Near The Ocean
  • $693/week
  • Calendar Last Updated On: May 18, 2013
Kona Plaza is located across the street from Kona Inn Shopping Village, Hulihe'e Palace and the beach. Kona is home to the world famous Ironman Triathlon which...

Oceanfront condo steps from beach, water - very private 6-unit complex – Property 251581

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, Beach, Near The Ocean, Waterfront, Private Pool
  • $1,190 - $1,470/week
  • Calendar Last Updated On: May 17, 2013
ALOHA E KOMO MAI! Welcome to Hale Pohaku! Come enjoy our spacious 2-bedroom, 2-bath condo in this private 6-unit oceanfront complex on the sunny Kona coast of...

Charming Kona Studio's just a short walk to town – Property 189127

  • Kailua Kona rental - studio, sleeps 2, 1 bathroom, Near The Ocean, Internet
  • Calendar Last Updated On: May 17, 2013
Brand new house designed in an open air plantation/octagon style. In these Kona rentals, each room is decorated with Hawaiian plantation charm and includes a partial...

Best in Show and Location Wi-Fi 30 day prior 125. night min 7 days – Property 909135

  • Kailua Kona rental - condo, 1 bedroom, sleeps 3, 1 bathroom, accept credit card, Beach, Downtown, Near The Ocean, Town, Waterfront
  • Calendar Last Updated On: May 17, 2013
Where the ocean greets lava and sand, and palm trees line a perfect oasis, awaits the Kona Reef. When it comes to our Kona vacation rental, it doubles as a dream...

Oceanfront Deluxe Kona Reef Condo, Watch the Whales, Dolphins and Surf – Property 313985

  • Kailua Kona rental - condo, 1 bedroom, sleeps 4, 1 bathroom, Beach, Near The Ocean, Waterfront, Balcony
  • Calendar Last Updated On: May 17, 2013
Third floor upgraded 1BR/1BA condo in low-rise building with Elevators and Air Conditioning and Beautiful Oceanfront Pool. This condominium was recently refurbished...

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: May 18, 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: May 18, 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.

The Gem on Alii Drive. FREE wifi and low summer rates – Property 191732

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, accept credit card, Beach, Near The Ocean
  • $770 - $910/week
  • Calendar Last Updated On: May 18, 2013
Aloha and welcome to paradise at our vacation rental condominium on the Big Island of Hawaii. Conveniently located mid-way between Kailua village (commonly called...

Oceanfront-Surf-Sunset-Turtles Only Thing Missing You – Property 961146

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, accept credit card, wheelchair accessible
  • Calendar Last Updated On: May 17, 2013
Kona Bali Kai 2 Bedroom/2 Bathroom + Lanai Condominium is DIRECT OCEAN FRONT with an underhand rock toss to the sea wall. You can't get any closer and stay dry.

Kona Pacific Condo: Tropical Luxury, Oceanview, Remodeled Kitchen Price Reduced! – Property 148324

  • Kailua Kona rental - condo, 1 bedroom, sleeps 8, 2 bathrooms, accept credit card, Beach, Near The Ocean, Village
  • Calendar Last Updated On: May 17, 2013
Enjoy this beautiful, extra large 1 bedroom, 2 bath tropically furnished condominium, with a wide lanai overlooking the blue Pacific Ocean.

Whimsical Oceanfront Studio with Breathtaking View!! – Property 167878

  • Kailua Kona rental - studio, sleeps 2, 1 bathroom, Beach, Resort, Communal Pool
  • $1,055 - $1,160/week
  • Calendar Last Updated On: May 17, 2013
This charming cottage like studio is the perfect place to spend a relaxing vacation right on the ocean's edge!! Literally 20 feet from the ocean, you cannot beat the...

Absolute Oceanfront Private Home w/ Pool & Spa - New Lower Rates! – Property 156794

  • Kailua Kona rental - house, 5 bedrooms, sleeps 16, 4 bathrooms, accept credit card, limited accessibility
  • Calendar Last Updated On: May 16, 2013
Incredible views from Living Room, Dining Room and Kitchen! Beautiful tri-level custom designed Oceanfront house with separate units, located on the water at...

Oceanfront Upscale Private Top Floor Condo – Property 392581

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, Beach, Waterfront, Communal Pool
  • $1,475 - $1,650/week
  • Calendar Last Updated On: May 17, 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...

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: May 17, 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: May 17, 2013
This over the top deluxe studio condo is the perfect place to spend a luxurious, relaxing vacation right on the ocean's edge!
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