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! November $100 Per Night Special October 27 - November 30

Opulent Executive Vacation Home – Property 219163

  • Kailua Kona rental - house, 2 bedrooms, sleeps 6, 2 bathrooms, beach, near the ocean, sauna
  • $945 - $1,365/week
  • Calendar Last Updated On: Nov 7, 2009
This opulent executive vacation home is located in a quiet, safe, expensive neighborhood in Kona, Hawaii. This property is at an 800 foot elevation with continual...

Kona Reef 1BR Oceanview Condo - 1 1/2 Blocks to Town – Property 182816

  • Kailua Kona rental - condo, 1 bedroom, sleeps 4, 1 bathroom, resort, waterfront, pool
  • $795 - $875/week
  • Calendar Last Updated On: Nov 7, 2009
The Oceanfront Kona Reef Resort is just two blocks to town, and is a wonderful resort for vacation stays. Our Condos are fully equipped with full kitchen, washer and...

Tu'Tu's Beach House with Huge Pool and Back Yard – Property 312920

  • Kailua Kona rental - house, 5 bedrooms, sleeps 10, 4 bathrooms, beach, near the ocean, garden
  • $2,000 - $2,450/week
  • Calendar Last Updated On: Nov 7, 2009
Large modern home in White Sands Beach Estates. 3/4 miles from famous Kahaluu Beach Park, the best snorkeling on all the Islands. Upstairs: *Wrap around Lanai...

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

  • Kailua Kona rental - condo, 1 bedroom, sleeps 4, 2 bathrooms, downtown, waterfront, pool
  • Calendar Last Updated On: Nov 7, 2009
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...

Totally Oceanfront, Spectacular Location! – Property 103751

  • Kailua Kona rental - condo, sleeps 2, 1 bathroom, beach, waterfront, internet access
  • $600/week
  • Calendar Last Updated On: Nov 7, 2009
This condominium is located in the Kona Magic Sands complex on Alii Drive. The ocean is 30 feet from the lanai (patio). That's right!

OCEANFRONT Kanaloa A/C, Wi-Fi, Kings 1 FREE Night – Property 321701

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, resort, waterfront, jacuzzi
  • $1,695 - $2,195/week
  • Calendar Last Updated On: Nov 6, 2009
BOOK 4 NIGHTS & GET 1 NIGHT FREE. 'Solitude', Elegant OCEANFRONT Condo at the Prestigious Kanaloa, featuring 2 Bedrooms with Kings & Tiled Loft/Office Suite, is...

Tranquil House rural yet close to town/airport/Costco clean Wi-Fi fast bookings – Property 145973

  • Kailua Kona rental - house, 3 bedrooms, sleeps 8, 2 bathrooms, near the ocean, rural, jacuzzi
  • $1,231/week
  • Calendar Last Updated On: Nov 6, 2009
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...

Great Kailua Location.10 min to beach,town,airport. 5th NIGHT FREE!-Nov-Dec.23rd – Property 232352

  • Kailua Kona rental - house, 4 bedrooms, sleeps 16, 4 bathrooms, near the ocean, town, daily maid service
  • $1,858/week
  • Calendar Last Updated On: Nov 6, 2009
A great Ocean View home for friends or family, as the design provides privacy as well as togetherness. The house has 4 separate spacious studios each with a full...

BLUE WATER HOUSE:Luxury Home, Oceanfront with Pool in Gated Community – Property 169257

  • Kailua Kona rental - estate, 3 bedrooms, sleeps 10, 3 bathrooms, beach, village, jacuzzi
  • $7,000 - $10,500/week
  • Calendar Last Updated On: Nov 6, 2009
Luxury home in private gated community of Kona Bay Estates close to the village of Kailua-Kona. Fabulous oceanfront setting to watch passing dolphins and Humpback...

Charming Kona Comfort Studio - CLEAN - Hawaiian Style (Close to Town/Airport) – Property 149835

  • Kailua Kona rental - studio, sleeps 3, 1 bathroom, near the ocean, rural, internet access
  • $366/week
  • Calendar Last Updated On: Nov 6, 2009
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...

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

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, beach, waterfront, pool
  • $1,190 - $1,470/week
  • Calendar Last Updated On: Nov 6, 2009
ALOHA E KOMO MAI! Come enjoy our spacious 2-bedroom, 2-bath condo in this private 6-unit oceanfront complex on the sunny Kona coast of Hawaii.

Kona Luxury Vacation Home Rental 8 BR 4 BA w/Pool & A/C Sleeps Up to 20!! – Property 313579

  • Kailua Kona rental - house, 8 bedrooms, sleeps 20, 3 bathrooms, near the ocean, village, pool
  • $903 - $3,213/week
  • Calendar Last Updated On: Nov 6, 2009
Perfect for the Extended Family Visit to the Big Island for your vacation or wedding (3 in the past 12 mths)!! The entire family can stay together & enjoy...

Relaxing Oceanfront Condo at Sea Village #1207 – Property 321499

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, resort, waterfront, pool
  • $1,050 - $1,225/week
  • Calendar Last Updated On: Nov 6, 2009
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...
SPECIAL OFFER! 10% Discount 1 week (or more) rental October 30 - December 30

Oceanfront Kona Condo;Ocean View-Private Lanai;Sandy Beach/Picnic Area – Property 127018

  • Kailua Kona rental - condo, 1 bedroom, sleeps 4, beach, waterfront, garden
  • $735 - $770/week
  • Calendar Last Updated On: Nov 5, 2009
Kona Isle is a beautiful oceanfront condominium complex located one mile south of Kailua-Kona. Spectacular sunsets can be seen from the sandy beach area.
SPECIAL OFFER! March Special! $1,950 a week February 27 - March 28

Oceanfront - Vacation Rental Home next to White Sands Beach with Pool & Spa – Property 216190

  • Kailua Kona rental - house, 3 bedrooms, sleeps 6, 3 bathrooms, beach, waterfront, internet access
  • $1,950 - $2,500/week
  • Calendar Last Updated On: Nov 5, 2009
Enjoy your stay in paradise in this fully equipped 3 bedroom, 3 bathroom home in an exclusive, walled and gated oceanfront community of 12 private two-story...

Oceanfront 2 Beds, 2 Bath-Luxury 1,100 sq ft Condo – Property 240672

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, downtown, pool
  • $1,195 - $1,420/week
  • Calendar Last Updated On: Nov 5, 2009
Fabulous oceanfront! 2 bedrooms 2 baths, recently refurbished-perfect for vacation rental. Covered parking, keyed elevator access for security and privacy.

The Onion House 'The Sydney Opera House Meets Stonehenge' – Property 103840

  • Kailua Kona rental - house, 3 bedrooms, sleeps 6, 2 bathrooms, near the ocean, town, garden
  • $1,995 - $3,000/week
  • Calendar Last Updated On: Nov 5, 2009
The Onion House, 'The Sydney Opera House meets Stonehedge.' The Onion House has been selected by the Travel Channel ('Girl Meets Hawaii- Best Deals, Best Values' and...

Condo with Ocean View, Air Conditioned, Spacious, Beautiful and Quiet – Property 151995

  • Kailua Kona rental - condo, 3 bedrooms, sleeps 6, 2 bathrooms, beach, near the ocean, pool
  • $973/week
  • Calendar Last Updated On: Nov 5, 2009
Spacious downstairs unit with landscaped lanai that has an ocean view located in a quiet gated community across the street from the ocean on Alii Drive.

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, garden
  • $650/week
  • Calendar Last Updated On: Nov 6, 2009
Prime Downtown, Panoramic Oceanview Location at Kailua Village Resort! Complete Remodel - Doors, Windows, Appliances, cabinets, tile, and all furnishings. Please...

Oceanfront Luxury Condo - Affordable too! – Property 220062

  • Kailua Kona rental - condo, 1 bedroom, sleeps 2, 1 bathroom, beach, pool
  • $1,650/week
  • Calendar Last Updated On: Nov 5, 2009
Imagine - warm tropical climate, gentle sounds of waves washing ashore, palm trees swaying in the breeze, panoramic views, luxurious and comfortable accommodations -...
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