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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Ocean Front Luxury - Surf and Racquet Club 4-102 (25 feet to the water) – Property 3010167

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 5, 2 bathrooms, Beach, Resort, Waterfront, Jacuzzi
  • $969 - $1,269/week
  • Calendar Last Updated On: May 22, 2013
Clean and beautiful direct ocean front luxury condo which has been totally renovated having everything imaginable to enjoy a wonderful vacation.

Wonderful Oceanview Home with Pool in Upscale Neighborhood – Property 322031

  • Kailua Kona rental - house, 4 bedrooms, sleeps 8, 2 bathrooms, 1 half bath, accept credit card, Near The Ocean, Town
  • Calendar Last Updated On: May 22, 2013
Asia Inspiration Home. Brand New 2 Story 4 bedroom 3 bath Executive home in upscale neighborhood. Beautifully furnished with Asian Art and Antiques.

Bears' Place Guest House-20% 2 Wk DISCOUNT! 4BE/4BA Home also avail. – Property 232352

  • Kailua Kona rental - studio, sleeps 3, 1 bathroom, accept credit card, Near The Ocean, Town
  • $599/week
  • Calendar Last Updated On: May 22, 2013
We offer 4 beautiful ocean view studios. Great Kailua Kona location, quiet setting, 10 minutes to beaches, golf, harbor, & airport.

Ocean Front Oasis- Romantic Private Waterfall Hammocks next to Surf – Property 165747

  • Kailua Kona rental - house, 2 bedrooms, sleeps 7, 2 bathrooms, wheelchair accessible, Waterfront
  • Calendar Last Updated On: May 22, 2013
Next to the best snorkeling beach on the Island. On the waters edge, a private lawn with waterfall, just feet away from the most pristine coral reefs and surf-breaks...

SPECIAL MAY1-16, 5/21-25, 6/6-30 $85/night at Spacious Retreat in Paradise! – Property 364072

  • Kailua Kona rental - house, 1 bedroom, sleeps 2, 1 bathroom, wheelchair accessible, Mountain, Near The Ocean
  • Calendar Last Updated On: May 22, 2013
MAY1-16, 5/21-25, 6/6-30 $85/night with 5 night minimum. BOOK NOW Unexpected opening! Usual rate is $99. Come home to this spacious and comfortable ohana (in-law...
SPECIAL OFFER! SUMMER SPECIAL NEW OWNER /REMODEL June 1 - September 15

Kona Reef Best Value In Hawaii ,Peggy's Place @ The Reef Remodeled – Property 352178

  • Kailua Kona rental - condo, 1 bedroom, sleeps 5, 1 bathroom, Beach, Resort, Private Pool
  • Calendar Last Updated On: May 21, 2013
Panoramic Penthouse Views of the ocean Elevator to your door, No Stairs. Sit back and enjoy glorious sunsets nightly from your private lanai Watch the dolphins...

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: May 21, 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: May 21, 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...

Absolutely Direct Ocean Front Condo 1.5 Miles from Downtown Kailua Kona – Property 240383

  • Kailua Kona rental - condo, 1 bedroom, sleeps 4, 1 bathroom, accept credit card, Waterfront
  • Calendar Last Updated On: May 21, 2013
The Kona Riviera Villas is twenty minutes south of Kona Int'l Airport and is an easy 1.5 walking distance south of downtown Kona.

Walk to Keauhou Bay, 3/2 , Pool, Best Location-Video! – Property 904296

  • Kailua Kona rental - house, 3 bedrooms, sleeps 6, 2 bathrooms, Private Pool, Internet
  • Calendar Last Updated On: May 21, 2013
This tropical bungalow is only a block away from beautiful Keauhou Bay and across the street from the Kona Country Clubs wonderful ocean golf course.

Private Ocean View Home with Pool in Gated Neighborhood – Property 904304

  • Kailua Kona rental - house, 3 bedrooms, sleeps 7, 2 bathrooms, accept credit card, Near The Ocean
  • Calendar Last Updated On: May 21, 2013
Located in the luxury gated community of Kahakai Estates, this beautiful 3 bedroom 2 bath Hawaiian Villa is the perfect place to spend time with family and friends.

Kona Luxury Vacation Home Rental 8 BR 4 BA w/Pool & A/C Sleeps Up to 14!! – Property 313579

  • Kailua Kona rental - house, 8 bedrooms, sleeps 16, 3 bathrooms, accept credit card, wheelchair accessible
  • Calendar Last Updated On: May 21, 2013
Perfect for the Extended Family Visit to the Big Island! Komohana is great for your family reunion or multi-family vacations housing!

Elegant 2 Bedroom, 2 Bath on gated acre estate, 5 minutes from beach – Property 364998

  • Kailua Kona rental - house, 2 bedrooms, sleeps 7, 2 bathrooms, Mountain, Near The Ocean, Private Pool
  • Calendar Last Updated On: May 21, 2013
Beautiful, elegantly furnished and fully-equipped 2 bedroom, two bath guest house, with antiques and open beam ceiling, on a 1 acre gated estate, with koi pond,...

OCEAN FRONT, KONA BAY ESTATES, POOL, SPA , 2 MIN Walk to Keiki Beach, Gated Guarded Community – Property 169257

  • Kailua Kona rental - estate, 3 bedrooms, sleeps 8, 3 bathrooms, 1 half bath, accept credit card, Beach, Village
  • $6,285/week
  • Calendar Last Updated On: May 22, 2013
Luxury home in private gated 24/ 7 guards in community of Kona Bay Estates close to the village of Kailua-Kona. Fabulous ocean front setting to watch passing...

Ocean front pool, Private and Affordable Top corner Unit, wifi,walk to market – Property 373810

  • Kailua Kona rental - condo, sleeps 4, 1 bathroom, Beach, Near The Ocean, Communal Pool
  • Calendar Last Updated On: May 21, 2013
Welcome to our condo in Hawaii, we like to give everyone a well deserved and affordable vacation. This is a very private top floor corner unit centrally located in...

**Deluxe Ocean View** 8th Night is FREE or $99/nt in July and Aug – Property 369664

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, accept credit card, Beach, Near The Ocean
  • $850/week
  • Calendar Last Updated On: May 22, 2013
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...

Special May/June! Panoramic Oceanview Villa by the Sea – Property 3023484

  • Kailua Kona rental - house, 2 bedrooms, sleeps 8, 2 bathrooms, accept credit card, limited accessibility
  • Calendar Last Updated On: May 22, 2013
Only 149.00 per night for any available dates in May or JUne 2013. Nestled in an “exclusive” quiet gated community you will find our private 'villa by the sea'...

Dream Escape - Oceanfront, Awesome Views, Super Clean with Air Conditioning – Property 240672

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, accept credit card, wheelchair accessible
  • $1,650/week
  • Calendar Last Updated On: May 22, 2013
Aloha and Welcome! Come and experience our absolutely fabulous, oceanfront, air conditioned, and spacious penthouse condo (tastefully remodeled and professionally...

Luxury Ocean View 3BR/3BA Townhome Walk to Beach (Video!) – Property 904298

  • Kailua Kona rental - condo, 3 bedrooms, sleeps 8, 3 bathrooms, Communal Pool, Balcony
  • Calendar Last Updated On: May 21, 2013
Na Hale O Keauhou is a brand new, upscale condominium complex. It is conveniently located near all activities and shops in Kailua-Kona.

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
  • Calendar Last Updated On: May 21, 2013
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...
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