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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Direct Oceanfront Kona - Incredible Ocean View ( new rental) – Property 174496

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, accept credit card
  • $1,295/week
  • Calendar Last Updated On: May 16, 2008
2BR/2BA - 1400 Square Feet- Imagine - warm tropical climate, gentle sounds of waves washing ashore, palm trees swaying in the breeze, panoramic views, luxurious and...

Tropical Seclusion at Hibicus Hale Overlooking Kailua Bay – Property 142371

  • Kailua Kona rental - house, 4 bedrooms, sleeps 10, 3 bathrooms, near the ocean, town, accept credit card
  • Calendar Last Updated On: May 16, 2008
Large, Bright , and Airy describe this beautifully appointed 4 bedroom 3 bath home approximately 1.7 miles above Kona Bay in a quiet secluded area of Kailua View...

Affordable Luxury Home - Amazing Ocean View – Property 163569

  • Kailua Kona rental - house, 1 bedroom, sleeps 5, 1 bathroom, beach, near the ocean, swimming pool
  • Calendar Last Updated On: May 16, 2008
Enjoy affordable luxury! This home was build for relaxation. It's private, yet close to town! Perched 900 feet above sea level to capture a breathtaking view of...

Located right in the middle of all the fun in downtown Kona! – Property 166221

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, downtown, near the ocean, accept credit card
  • Calendar Last Updated On: May 16, 2008
This conveniently located two bedroom, two bath condo is right in the very heart of Kona. Shop to your heart's content at the Farmer's Market or the numerous shops...

Kona Bay Seclusion Oceanfront Luxury Home with Pool – Property 138137

  • Kailua Kona rental - house, 2 bedrooms, sleeps 6, 2 bathrooms, 1 half bath, waterfront, accept credit card
  • Calendar Last Updated On: May 16, 2008
Beautifully appointed 'like new' oceanfront home with pool. Located right on Kona Bay with huge deck for tanning, dining, & Kona's amazing sunsets.

Tropical Ambiance in this Lovely and Spacious Ocean View Condo – Property 321551

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, near the ocean, accept credit card
  • Calendar Last Updated On: May 16, 2008
Immaculate 2 bedroom 2 bath condo overlooking the golf course and the ocean beyond. Beautifully appointed and recently upgraded for use as the owner's second home,...

Kona Country Club Villas – Property 214587

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, swimming pool
  • $1,120 - $1,400/week
  • Calendar Last Updated On: May 15, 2008
This spacious luxury vacation condo features an ocean and golf course view. It's located in the Country Club Villas on the prestigious Kona Country Club Golf Course.

Surfs up condo, Ocean Front, Kona Reef – Property 173649

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, village, waterfront, accept credit card
  • $1,295 - $1,575/week
  • Calendar Last Updated On: May 15, 2008
Surfsup condo is for those who demand unobstructed ocean front with no peekabo view. Any closer and you would be on a boat.

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, accept credit card
  • $795 - $875/week
  • Calendar Last Updated On: May 15, 2008
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...

Granma's Cabin – Property 200495

  • Kailua Kona rental - cabin, 1 bedroom, sleeps 4, 1 bathroom, mountain, washing machine
  • Calendar Last Updated On: May 15, 2008
Official website. When Granma was 95, we had to move her in with us to take care of her. This left her little panabode cabin (900 square feet with a 500 square-foot...

Island Style Living..Book Now and Receive 10% Off!! – Property 169488

  • Kailua Kona rental - condo, 1 bedroom, sleeps 4, 1 bathroom, downtown, near the ocean, accept credit card
  • Calendar Last Updated On: May 15, 2008
Aloha and Welcome... Alihi Island Rental Unit #201 is located on Alii Drive in an ocean front complex & within walking distance to Kailua-Kona town and sandy...
SPECIAL OFFER! Oceanfront with MasterSuite - $145/night May 16 - September 30

Oceanfront Delight - One of a Kind Master Suite! – Property 186982

  • Kailua Kona rental - townhome, 1 bedroom, sleeps 4, 2 bathrooms, beach, waterfront, accept credit card
  • $910 - $1,350/week
  • Calendar Last Updated On: May 14, 2008
Relax in luxury at our beautiful, direct oceanfront 1 bdrm/2 bath fully equipped condo. Enjoy the unobstructed view of the Pacific from your spacious, private lanai...

Kona Bali Kai – Property 220062

  • Kailua Kona rental - condo, 1 bedroom, sleeps 2, 1 bathroom, beach, swimming pool
  • $1,475 - $1,825/week
  • Calendar Last Updated On: May 14, 2008
Imagine - warm tropical climate, gentle sounds of waves washing ashore, palm trees swaying in the breeze, panoramic views, luxurious and comfortable accommodations -...

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, accept credit card
  • Calendar Last Updated On: May 14, 2008
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.

Luxury Home, Best Views in Kona! Pool /62' TV/ Xbox – Property 161410

  • Kailua Kona rental - house, 4 bedrooms, sleeps 8, 2 bathrooms, 1 half bath, beach, resort, accept credit card
  • $2,303 - $2,723/week
  • Calendar Last Updated On: May 14, 2008
Luxury Home with the Best Views on the Kona Coast (Big Island of Hawaii). Just decorated from top to bottom with all new Tommy Bahama-style tropical furnishings and...

Penthouse Condo at Kona's Best Snorkeling Beach – Property 174875

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, town, swimming pool
  • $1,150 - $1,250/week
  • Calendar Last Updated On: May 14, 2008
Kahaluu Bay is considered, by many, to be the best snorkeling beach in Hawaii!!! Just imagine yourself relaxing on this top floor condo's lanai balcony, overlooking...

Kona Pacific View - Your Private Oasis – Property 161875

  • Kailua Kona rental - apartment, sleeps 4, 1 bathroom, mountain, village, accept credit card
  • $700/week
  • Calendar Last Updated On: May 14, 2008
The sky above... the forest below... the ocean beyond! Wake up to the tropical sounds of forest birds. Enjoy the antics of wild turkeys.

Tropical House in Hawaii with Ocean and Sunset View!!! – Property 158828

  • Kailua Kona rental - house, 3 bedrooms, sleeps 9, 3 bathrooms, near the ocean, accept credit card
  • $1,700/week
  • Calendar Last Updated On: May 14, 2008
This inviting house sits on the slopes of Hualalai volcano (dormant 200+ years); at 1500 feet the commanding 120 degree view west takes in 12 miles of coast, ocean...

Ocean View - Kailua View Estates in Kona, Hawaii – Property 177758

  • Kailua Kona rental - house, 2 bedrooms, sleeps 6, 2 bathrooms, near the ocean, village, accept credit card
  • $1,050/week
  • Calendar Last Updated On: May 14, 2008
Tropical home in beautiful Kailua-Kona. Gorgeous Ocean View, Private, and Quiet. Full kitchen, linens, Entertainment Unit, and Lanai with Hot Tub.

Great Location/Accommodations/Amenities, Extraordinary Time – Property 135472

  • Kailua Kona rental - condo, 1 bedroom, sleeps 4, 1 bathroom, beach, near the ocean, accept credit card
  • Calendar Last Updated On: May 14, 2008
Holualoa Gardens is located on the mountain side of Alii Drive just down the road from Magic Sands Beach and has a lovely mountain view from the bedroom.
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