Discover Authenticity in Hawaii Kai

Oahu has its key players when it comes to enticing visitors to its shores; Waikiki, the North Shore and Kailua are all adept at bringing the big crowds. If the thought of too many warm bodies makes you wish for a slice of solitude yet you’d still like to see what all the fuss is about, there is a place for you. Skip the obvious answers and try something a little more interesting; Hawaii Kai is a special place that combines the real Oahu without being loud about it – most people don’t know it exists, but you’re about to set yourself apart from all the others.


The charms of Hawaii Kai include a unique formation of land and sea that offers hikes, panoramic views and tons of ocean adventure. Average high temperatures range from the upper 70’s in the winter to the low to mid 80’s in the summer – pretty nice, right? – and an array of amenities are well within reach. By choosing a little condo or house in this region you’ll feel blessed with ample elbow room but far from isolated, the perfect combination.


Southeastern Oahu is the ideal place to lose yourself, so adopt the life of leisure you know you so deserve. Play tennis that is punctuated by a steady and fragrant breeze and hit a round of golf where you’ll have a spectacular view of the ocean at every hole. Distractions are many and there’s no need to fear repercussions for swearing off all stress and responsibility.


The lesser known parts of Hawaii can be just as satisfying as the big shots, so don’t discriminate, discover.

Destination: Search

Condo Rentals in Hawaii Kai

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Oct. Avail. Townhome w/KoKo Head Views in Hawaii Kai – Property 149313

  • Hawaii Kai rental - townhome, 2 bedrooms, sleeps 4, 2 bathrooms, beach, waterfront, swimming pool
  • $1,000/week
  • Calendar Last Updated On: Oct 5, 2008
Cancellation October Special $3000 for mo. or $2000 for 2 weeks (2 week minimum stay required) Regular Rates: 2 week minimum stay at $3,000 or $4,100 for the entire...

Banyan Tree Beach House, Hawaii Kai – Property 148467

  • Hawaii Kai rental - estate, 5 bedrooms, sleeps 13, 4 bathrooms, 1 half bath, beach, waterfront, air-conditioning
  • Calendar Last Updated On: Sep 26, 2008
Welcome to our elegant plantation style beachfront home in Hawaii Kai. The spacious and open living area, dining room and designer kitchen all draw your eyes...

Hawaii Kai Hideaway! Large Studio Near Hanauma Bay and Sandy Beach – Property 316084

  • Hawaii Kai rental - studio, sleeps 2, 1 bathroom, air-conditioning, washing machine
  • Calendar Last Updated On: Sep 23, 2008
This 450 square foot studio is located in beautiful East Oahu. We are in a residential community near many beautiful beaches, including Hanauma Bay which offers...

Large Comfortable Home with 2 Living Rooms – Property 119761

  • Hawaii Kai rental - house, 5 bedrooms, sleeps 12, 3 bathrooms, beach, swimming pool
  • $4,200/week
  • Calendar Last Updated On: Sep 16, 2008
This large, 3200-square-foot, beautiful, Hawaiian home is located in a prestigious east Honolulu neighborhood on a huge, tropically-landscaped lot with a heated,...

Hawaii Kai Luxurious Waterfront Retreat – Property 317537

  • Hawaii Kai rental - house, 4 bedrooms, sleeps 10, 4 bathrooms, near the ocean, waterfront, swimming pool
  • $4,725 - $5,775/week
  • Calendar Last Updated On: Aug 16, 2008
Please inquire for last minute discounts! Located directly on the water in prestigious Hawaii Kai, this completely renovated, luxurious Hawaiian home offers an...

Koko Head Oceanfront – Property 194468

  • Hawaii Kai rental - house, 4 bedrooms, sleeps 8, 3 bathrooms, 1 half bath, beach, near the ocean, swimming pool
  • Calendar Last Updated On: Jul 10, 2008
Just 20 minutes from Waikiki and Honolulu, this gated estate is part of a very small class of Hawaiian homes with such dramatic and broad views.

Hale O Honolulu lovingly known as 'The Gathering Place' – Property 172068

  • Hawaii Kai rental - house, 4 bedrooms, sleeps 10, 4 bathrooms, 1 half bath, downtown, mountain, accept credit card
  • $3,500 - $4,550/week
  • Calendar Last Updated On: Dec 17, 2007
Hale O Honolulu lovingly referred to as the 'Gathering Place' is an enchanting Hawaiian style home offering our guests the privacy and seclusion you expect while...

A Beachfront Elegant Plantation Estate – Property 143764

  • Hawaii Kai rental - estate, 5 bedrooms, sleeps 12, 4 bathrooms, 1 half bath, beach, waterfront, air-conditioning
  • Calendar Last Updated On: Dec 17, 2007
Located within minutes from world famous Hanauma Bay, this beachfront villa offers privacy and serenity behind a walled and gated entrance.

Natural Hawaiian Beauty ~ Organic Garden – Near Hanauma Bay – Property 168111

  • Hawaii Kai rental - apartment, sleeps 3, 1 bathroom, beach, near the ocean, accept credit card
  • $1,050 - $1,225/week
  • Calendar Last Updated On: Dec 17, 2007
Organic fruit trees and Hawaiian plants surround this charming, newly remodeled hideaway. Mala Pua Studio provides the comforts of home with a Hawaiian touch.

Beachfront Home Close to Waikiki Large and Tropical – Property 152240

  • Hawaii Kai rental - house, 4 bedrooms, sleeps 16, 5 bathrooms, beach, near the ocean, accept credit card
  • Calendar Last Updated On: Dec 16, 2007
Located 10 minutes from Waikiki on the beach half way to the world famous snorkeling spot, Hanama Bay. This spacious home features a large sunken living room that...

Beachfront Elegance on the South Shore of Oahu - South Shore 43 – Property 153105

  • Hawaii Kai rental - house, 3 bedrooms, sleeps 8, 2 bathrooms, beach, accept credit card
  • Calendar Last Updated On: Dec 16, 2007
Luxury, gated, incredible oceanview estate. Located in an ideal setting near Waikiki Beach, Kahala, and Diamond Head, and only five minutes from Hanauma Bay and two...

Mala Pua Studio – Property 89643

  • Hawaii Kai rental - apartment, sleeps 2, 1 bathroom,
  • Calendar Last Updated On: Aug 15, 2005
Natural Hawaiian Beauty; Vegetarians Welcome! Near Ocean<br /> Organic fruit trees and Hawaiian plants surround this charming, newly remodeled hideaway.

Mala Pua Elua – Property 89644

  • Hawaii Kai rental - apartment, 1 bedroom, sleeps 4, 1 bathroom,
  • Calendar Last Updated On: Aug 15, 2005
Natural Hawaiian Beauty; Vegetarians Welcome! Near Ocean Organic fruit trees and Hawaiian plants surround this charming, newly remodeled hideaway.
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