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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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: Jul 22, 2008
Located directly on the water in prestigious Hawaii Kai, this completely renovated, luxurious Hawaiian home offers an oasis of tranquility in the midst of every...

Beachfront Plantation Style Hawaiian Home, elegant and tranquil – Property 148467

  • Hawaii Kai rental - estate, 5 bedrooms, sleeps 13, 4 bathrooms, 1 half bath, beach, waterfront, air-conditioning
  • Calendar Last Updated On: Jul 18, 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...

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: Jul 14, 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,...

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.

Sept. Special Waterfront Townhome w/KoKo Head Views in Hawaii Kai – Property 149313

  • Hawaii Kai rental - townhome, 2 bedrooms, sleeps 4, 2 bathrooms, near the ocean, waterfront, swimming pool
  • $1,100 - $1,450/week
  • Calendar Last Updated On: Jul 2, 2008
September Special! $3,000 for the entire month or $1,100/week (2 week minimum). Beautiful mist-shrouded mountain views surrounding you in this delightful 2 Bed.

Hawaii Kai Vacation Rental - Penthouse Secured Building – Property 171370

  • Hawaii Kai rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, near the ocean, village, swimming pool
  • Calendar Last Updated On: Jun 24, 2008
This panoramic penthouse view of the harbor and ocean of Hawaii Kai pans from Hanauma bay to the very tip of Diamond Head. Sunsets are stunning.

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: Jun 7, 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...

Brand New Luxury Condo Steps from Marina – Property 168792

  • Hawaii Kai rental - condo, 1 bedroom, sleeps 2, 1 bathroom, swimming pool, air-conditioning
  • Calendar Last Updated On: Dec 17, 2007
This brand new luxury condominium is located a short 14 miles from the airport in the Marina front gated community of the Colony At The Peninsula.

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 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...

Beachfront Home Close to Waikiki Large and Tropical – Property 152240

  • Hawaii Kai rental - house, 4 bedrooms, sleeps 18, 2 bathrooms, 1 half bath, 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...

Secrets Beach House with Private Saltwater Pool & Spa, Tropical Landscaping – Property 318022

  • Hawaii Kai rental - house, 3 bedrooms, sleeps 12, 3 bathrooms, near the ocean, tennis
  • Calendar Last Updated On: Dec 16, 2007
Escape the hustle-bustle of the city and enjoy outdoor living at its best at this tropical slice of paradise. This 2500 plus square feet home epitomizes island...

Luxury Villa Suite on Golf Course, Across from Beach – Property 142926

  • Hawaii Kai rental - villa, 1 bedroom, sleeps 2, 1 bathroom, beach, near the ocean, air-conditioning
  • Calendar Last Updated On: Dec 16, 2007
Minutes removed and worlds apart... Luxury, fully furnished, private unit with private entrance and off-street parking for singles or couples.

Honolulu Tropical Marina – Property 9096

  • Hawaii Kai rental - private home, 5 bedrooms, sleeps 8, 4 bathrooms,
  • Calendar Last Updated On: Aug 15, 2005
Retreat to this tropical paradise at this beautiful marina front home. Take a smooth ride in your kayak to one of the nearby restaurants in the Hawaii Kai Marina or...

#240 Aloha Beach House – Property 66839

  • Hawaii Kai rental - private home, 8 bedrooms, sleeps 12, 6 bathrooms,
  • Calendar Last Updated On: Aug 15, 2005
This lovely ocean view, three story vacation rental home sits right on the beach on Oahu's sunny south shore. Niu Beach, located between Kahala and Hawaii Kai, is...

#168 Maunalua Bay Villa – Property 66830

  • Hawaii Kai rental - private home, 5 bedrooms, sleeps 10, 5 bathrooms,
  • Calendar Last Updated On: Aug 15, 2005
This elegant first class executive home is located at Maunalua Bay. A gorgeous setting awaits you!<br /> <br /> Enjoy stunning Hawaiian sunsets as you go for a swim...

#177 Portlock Mansion – Property 66834

  • Hawaii Kai rental - villa, 5 bedrooms, sleeps 8, 3 bathrooms,
  • Calendar Last Updated On: Aug 15, 2005
Beautiful vacation rental Villa in most exclusive Portlock, Hawaii Kai. Perfect for the ultimate family vacation or a reunion with friends, this Mediterranean style...
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