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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TROPICAL OCEAN VIEW CONDO...CHECK OUT SPECIAL! – Property 373767

  • Kailua Kona rental - condo, 1 bedroom, sleeps 4, 1 bathroom, Beach, Downtown, Communal Pool
  • Calendar Last Updated On: May 19, 2013
DISCOVER OLD HAWAII! THE YOUNGEST ISLAND, BUT MOST HISTORIC ”AMONG THE MOST BEAUTIFUL FLEET OF ISLANDS IN THE WORLD” by Mark Twain. Across from the “oldest church”...

Prime Ocean Front Luxury Townhome on Ali'i Drive!! MUST SEE!! – Property 144473

  • Kailua Kona rental - townhome, 4 bedrooms, sleeps 8, 3 bathrooms, accept credit card, Beach, Downtown
  • Calendar Last Updated On: May 19, 2013
Spectacular town home with prime ocean front location. Our vacation home is close to everything (town, shops, beach, boogie boarding, surfing, snorkeling, harbor,...

Sea Village 110' from Lanai to Ocean SUMMER VACATION SPECIAL $80 night – Property 324511

  • Kailua Kona rental - condo, 1 bedroom, sleeps 4, 1 bathroom, accept credit card, Near The Ocean
  • Calendar Last Updated On: May 19, 2013
Watch the Spinner Dolphins jump in the ocean and the tropical birds in the garden below from the cozy lanai after a great day of snorkeling and exploring the Big...

Book for Spring/Summer 2013 & Get 1 Night FREE for EVERY 3 You Stay! – Property 326944

  • Kailua Kona rental - condo, 1 bedroom, sleeps 4, 2 bathrooms, wheelchair accessible, Beach, Downtown, Mountain, Near The Ocean, Town, Village
  • $665 - $770/week
  • Calendar Last Updated On: May 19, 2013
Beautiful, newly remodeled condo located on the edge of downtown Kailua-Kona on the Big Island of Hawaii, it is within close, easy walking distance to restaurants,...

old time plantation feel with all the modern amenities, luxury home – Property 382110

  • Kailua Kona rental - house, 4 bedrooms, sleeps 10, 3 bathrooms, 1 half bath, Beach, Town, Private Pool
  • Calendar Last Updated On: May 19, 2013
Luxury home with an old time plantation feel with all the modern amenities The property is fenced and gated. A half acre lot is filled with tropical plants of every...

Kona Makai Unit 1202 – Property 219606

  • Kailua Kona rental - condo, 1 bedroom, sleeps 4, 1 bathroom, accept credit card, Beach, Waterfront
  • $805/week
  • Calendar Last Updated On: May 19, 2013
Stunning ocean views from the lanai, ocean front from the bedroom, the sounds of the surf on the rocks, and the spirit of Aloha welcomes you to our home in...

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...

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...

$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...

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 19, 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 &...

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 19, 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...

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...

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 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: May 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.

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 19, 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...

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 19, 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-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.
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