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.

Destination: Search

Vacation Rentals in Kailua Kona

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Grand Opening Special $239/nt Million Dollar Luxury Oceanfront Condo Kona Hawaii – Property 209356

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, beach, waterfront, accept credit card
  • $1,673/week
  • Calendar Last Updated On: Nov 19, 2008
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...

Ocean Front Remodeled Condo 2 BR/2 BA – Property 169558

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 5, 2 bathrooms, beach, waterfront, swimming pool
  • Calendar Last Updated On: Nov 19, 2008
'House of Oceans' This is an absolute Ocean Front Condo. This wonderful unit offers ocean front amenities including the smell of the oceans spray and warm tropical...
SPECIAL OFFER! Incredible deals from April 2009 April 1 - September 30

Gorgeous 2 (or 3) bdrm Ocean View Condo in Keauhou Resort/Kona – Property 189340

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, near the ocean, resort, swimming pool
  • $825 - $1,150/week
  • Calendar Last Updated On: Nov 18, 2008
This luxury condo, with new furniture and tasteful decor throughout, is situated in the heart of Keauhou Resort, Kona's most sought after vacation spot.

Relaxing Oceanfront Condo at Sea Village #1207 – Property 321499

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, resort, waterfront, accept credit card
  • $1,050/week
  • Calendar Last Updated On: Nov 18, 2008
Enjoy privacy and tranquility at this wonderfully peaceful direct oceanfront condo. Conveniently located, this condo is within 2 miles of the center of town and...

Kahakai Waterfall Hale – Property 156073

  • Kailua Kona rental - house, 3 bedrooms, sleeps 8, 2 bathrooms, near the ocean, town, accept credit card
  • $2,625 - $2,800/week
  • Calendar Last Updated On: Nov 18, 2008
This beautiful Kahakai home is the perfect tropical getaway. Lovely grounds provide the inviting backdrop for the deliciously relaxing pool with its own lava rock...

Cozy mountain cabin – Property 186204

  • Kailua Kona rental - cabin, sleeps 4, 1 bathroom, mountain, near the ocean, washing machine
  • Calendar Last Updated On: Nov 18, 2008
Escape the crowds of Kailua-Kona by heading up to Kaloko, on the slopes of Mount Hualalai. This cozy cabin is situated on 5 acres and is surrounded by native ohia...

Oceanview Home Away from Home - This is the Best ! – Property 189366

  • Kailua Kona rental - condo, 1 bedroom, sleeps 4, 1 bathroom, near the ocean, town, accept credit card
  • Calendar Last Updated On: Nov 17, 2008
Prime Downtown, Panoramic Oceanview Location at Kailua Village Resort! Complete Remodel - Doors, Windows, Appliances, cabinets, tile, and all furnishings. Please...

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

  • Kailua Kona rental - townhome, 4 bedrooms, sleeps 8, 3 bathrooms, near the ocean, waterfront, accept credit card
  • Calendar Last Updated On: Nov 18, 2008
Spectacular townhome with prime ocean front location. Our vacation home is close to everything (town, shops, beach, boogie board, snorkeling, harbor, activities)...

Kona Reef Oceanfront Vacation Condo Rental – Property 318447

  • Kailua Kona rental - condo, 1 bedroom, sleeps 3, 1 bathroom, beach, waterfront, accept credit card
  • $980 - $1,085/week
  • Calendar Last Updated On: Nov 16, 2008
This second floor condo is truly oceanfront. Sitting 23 feet from the ocean. We are just a short walk away from great shopping and over 25 restaurants.

Oceanfront Luxury Suites of Casa Del Sol, Kailua Kona, Hawaii Big Island – Property 190991

  • Kailua Kona rental - villa, 2 bedrooms, sleeps 9, beach, waterfront, accept credit card
  • Calendar Last Updated On: Nov 16, 2008
Ocean Front Luxury Suites of Casa Del Sol are the best place to enjoy paradise! Surfing, kayaking, snorkeling, scuba diving, fishing, hiking or relaxing just...

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, swimming pool
  • $1,015/week
  • Calendar Last Updated On: Nov 16, 2008
Third floor upgraded 1BR/1BA condo in low-rise building with Elevators and Air Conditioning and Beautiful Oceanfront Pool. This condominium was recently refurbished...

Tranquil Kona Comfort 3BR House. Fast bookings (close to town/airport) 96740 – Property 145973

  • Kailua Kona rental - house, 3 bedrooms, sleeps 8, 2 bathrooms, near the ocean, rural, accept credit card
  • $1,164/week
  • Calendar Last Updated On: Nov 18, 2008
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...
SPECIAL OFFER! January available due to cancellation!! January 1 - February 28

Oceanfront Luxury Condo - Make Your Experience Unforgettable! – Property 220062

  • Kailua Kona rental - condo, 1 bedroom, sleeps 2, 1 bathroom, beach, swimming pool
  • $1,475 - $1,650/week
  • Calendar Last Updated On: Nov 16, 2008
Imagine - warm tropical climate, gentle sounds of waves washing ashore, palm trees swaying in the breeze, panoramic views, luxurious and comfortable accommodations -...

'Malu Wahi' - A place of calmness, tropical paradise! – Property 204176

  • Kailua Kona rental - house, 4 bedrooms, sleeps 10, 3 bathrooms, near the ocean, rural, swimming pool
  • $1,960 - $2,100/week
  • Calendar Last Updated On: Nov 15, 2008
The privacy and beauty of this large, Ohana-style home has so much to offer its renters. Beautiful sunsets every night including spectacular star gazing.

Almost Oceanfront - Listen to the Surf in Luxury! – Property 138227

  • Kailua Kona rental - townhome, 2 bedrooms, sleeps 4, 2 bathrooms, beach, waterfront, accept credit card
  • $595 - $910/week
  • Calendar Last Updated On: Nov 15, 2008
E Komo Mai! (Welcome!) Welcome to our spectacular almost aoceanfront paradise! Enjoy year round sunsets and unobstructed views of the gorgeous blue Pacific from...

KEIKI BEACH HOUSE: Luxury Beach Home with Pool – Property 146358

  • Kailua Kona rental - estate, 4 bedrooms, sleeps 10, 3 bathrooms, 1 half bath, beach, near the ocean, accept credit card
  • $3,150 - $4,200/week
  • Calendar Last Updated On: Nov 15, 2008
This three story luxury home is 3 years old, 5,000 square feet in a small gated community with a security guard. The home is located on a rare safe beach in...

Charming Kona Comfort Studio - Fast Bookings - (Close to Town/Airport) 96740 – Property 149835

  • Kailua Kona rental - studio, sleeps 3, 1 bathroom, near the ocean, rural, accept credit card
  • $366/week
  • Calendar Last Updated On: Nov 18, 2008
A true home away from home in a truly comfortable house. The elevation is just right to be about 10 degrees cooler than the sweltering oceanfront properties and with...

Sunset Ocean Views From Private Lanai – Property 133259

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, beach, near the ocean, accept credit card
  • Calendar Last Updated On: Nov 15, 2008
Spacious two bedroom, two bathroom condominium located on the 18th fairway of the Kona Country Club. This tastefully furnished private, single level end unit with an...

SPECTACULAR OCEANFRONT ESTATE IN KONA. – Property 156794

  • Kailua Kona rental - house, 5 bedrooms, sleeps 16, 4 bathrooms, near the ocean, waterfront, accept credit card
  • Calendar Last Updated On: Nov 15, 2008
Incredible views from Living Room, Dining Room and Kitchen! Beautiful tri-level custom designed Oceanfront house with separate units, located on the water at...

Pauls' Almost Perfect Magic Sands Beach Pool House – Property 310700

  • Kailua Kona rental - house, 4 bedrooms, sleeps 12, 4 bathrooms, beach, near the ocean, accept credit card
  • Calendar Last Updated On: Nov 15, 2008
This custom, tropical, almost at the beach, house is located in a very quiet small cul-de-sac, one block off Alii Drive, just around the corner from Magic Sands...
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