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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SPECIAL OFFER! Luxury Oceanview & Pool - $250/night! ! September 1 - November 30

Luxury Home in Kona Paradise - Private Pool - Oceanview ! – Property 165874

  • Kailua Kona rental - house, 4 bedrooms, sleeps 12, 3 bathrooms, near the ocean, town, accept credit card
  • $1,850 - $2,800/week
  • Calendar Last Updated On: Sep 7, 2008
This island home is located above Magic Sands beach, just a mile from shopping, restaurants and nightlife. You'll love entertaining family and friends in this newly...

Desirable Ocean Condo directly across from the Ocean /Alii Drive in Kona village – Property 142113

  • Kailua Kona rental - condo, 1 bedroom, sleeps 4, 2 bathrooms, downtown, waterfront, accept credit card
  • $925 - $1,320/week
  • Calendar Last Updated On: Sep 7, 2008
Kona Alii' condo is located directly across from Kailua Bay on Alii Drive.. This lovely one bedroom Island retreat offers 180 Degree ocean and sunset views.From...

Truly Oceanfront, just 25' from shore. A luxurious, peaceful Island Retreat ! – Property 134526

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 5, 2 bathrooms, beach, waterfront, accept credit card
  • $1,316 - $1,384/week
  • Calendar Last Updated On: Sep 7, 2008
This is truly Ocean Front, just 25 feet from the shore line. From this tropical, newly remodeled Island retreat you can watch Whales, Dolphins, Sea Turtles and...

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: Sep 7, 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 Deluxe Kona Reef Condo, Watch the Whales, Dolphins and Surf – Property 313985

  • Kailua Kona rental - condo, 1 bedroom, sleeps 4, 1 bathroom, beach, near the ocean, swimming pool
  • Calendar Last Updated On: Sep 7, 2008
Oceanfront lanai looks directly onto the surf and Hawaii's fantastic sunsets. Relax and watch the whales and dolphins swim by, enjoy the oceanfront pool, or go...

One bedroom fully furnished condo in the heart of Kailua-Kona, Hawaii – Property 158007

  • Kailua Kona rental - condo, 1 bedroom, sleeps 4, 1 bathroom, downtown, near the ocean, swimming pool
  • Calendar Last Updated On: Sep 7, 2008
Prime partial ocean view Kailua-Kona location one block off of Ali'i Drive, easy walking distance to the start of the annual Ford Ironman Championship in Kona.

Spectacular Private Oceanfront Estate with Pool and Hot Tub – Property 156794

  • Kailua Kona rental - house, 4 bedrooms, sleeps 16, 5 bathrooms, near the ocean, waterfront, accept credit card
  • Calendar Last Updated On: Sep 7, 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: Sep 7, 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...

Oceanview Condo at Kona Reef – Property 310265

  • Kailua Kona rental - condo, 1 bedroom, sleeps 4, 1 bathroom, beach, village, swimming pool
  • Calendar Last Updated On: Sep 7, 2008
This Kona Reef condo is located on the waters edge within walking distance of shops and restaurants. The view from the unit is seen in the main photo!
SPECIAL OFFER! Sale Location Total Oceanfront $100/nt July 1 - November 10

LOCATION LOCATION LOCATION SALE Totally Oceanfront Condo at Sea Village – Property 193801

  • Kailua Kona rental - condo, 1 bedroom, sleeps 4, 1 bathroom, town, waterfront, swimming pool
  • Calendar Last Updated On: Sep 6, 2008
Availability is limited in this location location location Sea Village OCEANFRONT condo with the best views and spectacular Hawaiian sunsets the island has to offer.
SPECIAL OFFER! Almost Oceanfront Luxury– $100-135/night September 2 - June 15

Almost Oceanfront Luxury - Starting at $100/night! – Property 138227

  • Kailua Kona rental - townhome, 2 bedrooms, sleeps 4, 2 bathrooms, beach, waterfront, accept credit card
  • $675 - $980/week
  • Calendar Last Updated On: Sep 6, 2008
E Komo Mai! (Welcome!) Are you dreaming of your Hawaiian vacation? Stay at a 2 bdrm/2bth almost oceanfront (60 ft from the ocean) townhouse located in a four-star,...
SPECIAL OFFER! Oceanfront Delight - $125/night SPECIAL September 1 - December 20

Lovely Oceanfront Condo - Fantastic Views! – Property 149038

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, beach, waterfront, accept credit card
  • $910 - $1,350/week
  • Calendar Last Updated On: Sep 6, 2008
Are you dreaming of your Hawaiian vacation? Stay at a Two Bedroom/Two Bath Oceanfront condo located in a four-star, gated, oceanfront resort on the Big Island of...
SPECIAL OFFER! Spectacular Ocean/Beachfront $130/night October 14 - November 15

Oceanfront Spectacular in Kona - Special Rates!! – Property 165750

  • Kailua Kona rental - townhome, 2 bedrooms, sleeps 4, 2 bathrooms, beach, waterfront, accept credit card
  • $950 - $1,400/week
  • Calendar Last Updated On: Sep 7, 2008
Are you dreaming of your Hawaiian vacation? Stay at a Two Bedroom/Two Bath Oceanfront condo located in a four-star, gated, oceanfront resort on the Big Island of...

Immaculate Upgraded Condo, ocean views from lanai, 1 block from the ocean – Property 178040

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, downtown, near the ocean, accept credit card
  • $945/week
  • Calendar Last Updated On: Sep 6, 2008
Two bedrooms (2 queen beds) & two bathrooms. Kitchen: Fully equipped, with dishwasher, toaster, coffeepot, dishes, silverware, slow cooker, and a blender for your...

Kona Sea Village Unit 3114 – Property 219502

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, accept credit card
  • $1,100 - $1,320/week
  • Calendar Last Updated On: Sep 5, 2008
Kona Coast/Kailua-Kona, Big Island of Hawaii, USA, Twenty minutes south of Kona Int'l Airport and one easy walking mile south of downtown Kona.

Executive Ocean View Condo – Property 322656

  • Kailua Kona rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, near the ocean, resort, accept credit card
  • Calendar Last Updated On: Sep 7, 2008
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, beach, near the ocean, accept credit card
  • Calendar Last Updated On: Sep 7, 2008
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...

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

  • Kailua Kona rental - condo, 1 bedroom, sleeps 4, 2 bathrooms, downtown, waterfront, swimming pool
  • $700/week
  • Calendar Last Updated On: Sep 5, 2008
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...

Oceanview Studio with Kitchenette in Kona Hawaii – Property 138006

  • Kailua Kona rental - studio, sleeps 2, 1 bathroom, downtown, near the ocean, accept credit card
  • $535 - $685/week
  • Calendar Last Updated On: Sep 5, 2008
Kona Coast / Kailua Kona, Big Island of Hawaii, USA. Just an easy fifteen minutes south of Kona Int'l Airport right downtown in the heart of Kona.

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: Sep 4, 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...
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