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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SPECIAL OFFER! Special Discounted Rate of $85 a Night May 18 - June 30

Executive Ocean View Condo – Property 322656

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, accept credit card, near the ocean, resort
  • $805 - $1,085/week
  • Calendar Last Updated On: May 22, 2012
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...
SPECIAL OFFER! $115 Per Night Special Discount Rate May 14 - June 30

Opulent Executive Vacation Home – Property 219163

  • Kailua Kona rental - house, 2 bedrooms, sleeps 6, 2 bathrooms, accept credit card, beach, near the ocean
  • $945 - $1,365/week
  • Calendar Last Updated On: May 22, 2012
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...

Spectacular Oceanfront Upgraded Condo Just 30 ft. from Ocean!! – Property 327855

  • Kailua Kona rental - condo, 1 bedroom, sleeps 4, 2 bathrooms, beach, waterfront, pool
  • $1,055 - $1,195/week
  • Calendar Last Updated On: May 22, 2012
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, pool
  • $2,700 - $3,000/week
  • Calendar Last Updated On: May 22, 2012
Imagine - warm tropical climate, panoramic views, luxurious and comfortable accommodations, soothing sounds of waves washing ashore, ocean breezes blowing through...

Oceanfront Upscale Private Top Floor Condo – Property 392581

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, pool
  • $1,650 - $2,000/week
  • Calendar Last Updated On: May 22, 2012
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 Villa! Floor To Ceiling Glass! 5 Star Interior! – Property 167137

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, accept credit card, beach, waterfront
  • $1,260 - $1,575/week
  • Calendar Last Updated On: May 22, 2012
You can't get much closer to the ocean than this unless you are on a boat.! Aloha and welcome to paradise. Leave your cares behind and take in the incredible ocean...

Spacious 3 Story Oceanfront Home at Popular Surf Spot – Property 320057

  • Kailua Kona rental - house, 5 bedrooms, sleeps 12, 1 half bath, beach, near the ocean, air-conditioning
  • Calendar Last Updated On: May 22, 2012
This premier property is located directly across from Lymans Bay and affords stunning views of the ocean and spectacular Kona sunsets.

A Classic Tropical Home with guest suite, private pool and amazing ocean view ! – Property 204176

  • Kailua Kona rental - house, 4 bedrooms, sleeps 10, 3 bathrooms, near the ocean, rural, pool
  • $1,960 - $2,100/week
  • Calendar Last Updated On: May 22, 2012
Unwind in privacy and beauty of this large, Ohana style home which has so much to offer its renters. Beautiful sunsets every night including spectacular star gazing.

OCEANFRONT ! 'Calypso' King Beds Near Kahalu'u Beach – Property 141665

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, resort, waterfront, tennis court
  • Calendar Last Updated On: May 22, 2012
2 CURRENT SPECIALS: 1) Last Minute Specials: check back later or 2) BOOK 6 NIGHTS & GET 1 NIGHT FREE (7th Night)...

Fabulous Oceanfront Penthouse with Two Oceanfront Suites! – Property 334022

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 8, 3 bathrooms, beach, waterfront, pool
  • $2,000 - $2,525/week
  • Calendar Last Updated On: May 22, 2012
Imagine - warm tropical climate, panoramic views, luxurious and comfortable accommodations, soothing sounds of waves washing ashore, ocean breezes blowing through...

Cottage, Tropical, Peaceful, Sweeping Ocean Views- CHECK CALENDAR AVAILABILITY – Property 102135

  • Kailua Kona rental - cottage, 2 bedrooms, sleeps 6, 2 bathrooms, near the ocean, garden
  • Calendar Last Updated On: May 22, 2012
A Hale Lani is a spectacular cottage with a separate guest suite. Staying in a cottage is such a great way to experience a part of what Hawaii is all about.

Kozy in Kona – Property 233770

  • Kailua Kona rental - house, 2 bedrooms, sleeps 4, accept credit card, near the ocean
  • Calendar Last Updated On: May 22, 2012
Located only 7 miles from the Kona (KOA) Airport on the hill over looking the ocean and town of Kailua-Kona. Paradise is found as you step into this fully furnished...

Gorgeous Tropical Retreat Condominium – Property 165422

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 4, 1 bathroom, accept credit card, beach, resort
  • $770/week
  • Calendar Last Updated On: May 21, 2012
Popular Kona Makai Resort complex in Kailua-Kona, Big Island Hawaii - 3rd floor ocean view condo with 20' open beam vaulted ceilings.

Beautiful, Spacious Villa with Amazing Golf and Ocean View – Property 233480

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, accept credit card, near the ocean, resort
  • $1,085/week
  • Calendar Last Updated On: May 21, 2012
Aloha, and welcome to paradise. Indulge yourself with this rare to find central air-conditioned and newly redecorated, spacious 1,500 square foot villa with its...

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

  • Kailua Kona rental - condo, 1 bedroom, sleeps 4, 1 bathroom, beach, waterfront, balcony
  • Calendar Last Updated On: May 21, 2012
Third floor upgraded 1BR/1BA condo in low-rise building with Elevators and Air Conditioning and Beautiful Oceanfront Pool. This condominium was recently refurbished...

Quiet Condo across the street from White Sands Beach with Free Wi-Fi! – Property 177534

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, accept credit card, beach, near the ocean
  • $770 - $875/week
  • Calendar Last Updated On: May 21, 2012
Beautiful; spacious unit across the street from White Sands Beach on Alii Drive, located four miles south of Kailua Kona Village. This bright, non-smoking, 1,010...

8th night is FREE!! *$99/nt in June* Fabulous Ocean View at White Sands Village! – Property 369664

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, accept credit card, beach, near the ocean
  • $835 - $925/week
  • Calendar Last Updated On: May 21, 2012
Ocean View Vacation Rental at White Sands Village. We are located 4 miles south of charming Kailua-Kona Village and directly across from Kona's spectacular Magic...

Beautifully renovated Ocean View Condo - Kona Alii Unit# 206 – Property 171869

  • Kailua Kona rental - condo, 1 bedroom, sleeps 4, 2 bathrooms, downtown, waterfront, pool
  • $625/week
  • Calendar Last Updated On: May 21, 2012
Kona Alii is in the heart of Kailua Kona on the Big Island. Ocean view Condo. You have water activties, dining, shopping, sports and its all in walking distance and...

Wonderful Oceanview Home with Pool in Upscale Neighborhood – Property 322031

  • Kailua Kona rental - house, 4 bedrooms, sleeps 8, 2 bathrooms, 1 half bath, near the ocean, town, pool
  • Calendar Last Updated On: May 21, 2012
Asia Inspiration Home. Brand New 2 Story 4 bedroom 3 bath Executive home in upscale neighborhood. Beautifully furnished with Asian Art and Antiques.

Direct Oceanfront 2 Bedroom Condo, Fabulous View, Super Clean, Quiet, Free Wi-Fi – Property 385649

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, accept credit card, downtown, waterfront
  • Calendar Last Updated On: May 21, 2012
Direct Oceanfront 2 Bedroom Corner Unit Condo with spectacular views! Spacious, open, airy, super clean, very quiet end unit on the third floor of popular complex. 1...
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