Kailua Offers a Change of Pace

A breath of fresh air even by Hawaiian standards, Kailua will quietly and expertly meet your vacation needs. Just twenty minutes from the airport, this beach town is welcoming and rich with diversions but stops far short of being crowded or overwhelming; it’s the perfect balance for anyone who likes to escape from reality without giving up the modern amenities and scenic beauty of a well-rounded getaway.


Kailua Beach is considered one of Oahu’s finest, boasting white sand, gentle hazard-free slopes and perfect conditions for wind and body surfing. Lanikai Beach is a smaller spot that is so stunning it often serves as the backdrop for photo shoots, probably explaining why it can become a little crowded at times.


Kailua is located just 15 minutes from Honolulu on the other side of the Koolau Mountains, so the drive from the big city entails going through a tunnel on the Pali Highway and emerging triumphantly into the sunshine. This moment of clarity will start your vacation off on the right foot, and the momentum will surely continue until the very end. Vacation houses and beach cottages take center stage here, and will further enhance the low-key experience of venturing from the beaten path and discovering a more authentic Hawaii than most people ever do.


By now you’ve surely realized that Kailua is the place for you, so get ready to let the trade winds carry you to a better place.

Destination: Search

Condo Rentals in Kailua

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'Savannah's Cabana,' Wireless Intern -1 Block to Kailua Beach! – Property 191591

  • Kailua rental - studio, sleeps 2, near the ocean, accept credit card
  • $910/week
  • Calendar Last Updated On: Jul 3, 2009
Great attention to detail was given to this separate cottage that was designed to match our Plantation-style home. Nestled off the road one block from Kailua Beach,...

Kailua Lani - Private Street/Beach Access-Private Pool-Piano – Property 219313

  • Kailua rental - house, 3 bedrooms, sleeps 8, 2 bathrooms, beach, swimming pool
  • $3,850 - $4,550/week
  • Calendar Last Updated On: Jul 3, 2009
Enjoy the Aloha spirit at Kailua Lani. Our fully furnished 2800 sq. ft. home is a mere 50 steps to Kailua Beach, which has been rated as one of the top ten most...

Beachside Paradise – Property 154516

  • Kailua rental - house, 2 bedrooms, sleeps 6, 2 bathrooms, beach, accept credit card
  • Calendar Last Updated On: Jul 2, 2009
This is a wonderful location, just three houses from the most beautiful beach in the world. The home offers complete privacy.

Kailua's Coconut Corner Vacation Rental, 700sq.ft., Full Kitchen, Near beach – Property 204626

  • Kailua rental - house, 1 bedroom, sleeps 5, 1 bathroom, beach, near the ocean, accept credit card
  • Calendar Last Updated On: Jul 3, 2009
Experience the real Hawaii away from the tourist environment of Waikiki. This 'home away from home' is just a half-mile from Kailua beach.

4 bed 2 bath, 2 living rooms, very large house, A/C – Property 140988

  • Kailua rental - house, 4 bedrooms, sleeps 10, 2 bathrooms, near the ocean, accept credit card
  • $1,575/week
  • Calendar Last Updated On: Jul 2, 2009
Very large four bedroom with two Living rooms, 1 full kitchen and one partial kitchen, 2 full bathrooms and beautiful garden.

Swim with the Turtles - Cottage Close to Kailua Beach – Property 200735

  • Kailua rental - cottage, 1 bedroom, sleeps 3, 1 bathroom, near the ocean, accept credit card
  • $945/week
  • Calendar Last Updated On: Jul 2, 2009
Your options are endless! Sip a cup of Coffee for sunrise on the beach, buy fresh tropical flowers and fruits from Kailua open market, eat at one of the many fine...

8 BD/ 5 BA 2 Blocks to the Beach – Property 162641

  • Kailua rental - estate, 8 bedrooms, sleeps 22, 5 bathrooms, beach, mountain, accept credit card
  • Calendar Last Updated On: Jul 2, 2009
Our resort style home is the ideal spot for large gatherings and reunions. It's open, spacious, free flowing floor plan makes it perfect for entertaining.

Tropical Paradise -Affordable – Property 214589

  • Kailua rental - house, 2 bedrooms, sleeps 5, 1 bathroom, beach, washing machine
  • $1,750/week
  • Calendar Last Updated On: Jul 1, 2009
'Tropical Garden Paradise' is only steps from the beach and is very affordable. Hale Kai is a 1,000 square-foot, two-bedroom cottage, situated just steps from Kailua...

Beachfront Rental – Property 207917

  • Kailua rental - apartment, 1 bedroom, sleeps 3, 1 bathroom, beach, waterfront, washing machine
  • Calendar Last Updated On: Jul 2, 2009
This is a Hawaiian Style apartment located on Kailua Beach, one of Hawaii's most beautiful of white sand beaches. Kailua Beach has been rated tops among USA's best...

Exquisite Oceanfront Estate in Lanikai, Kailua – Property 201501

  • Kailua rental - villa, 6 bedrooms, sleeps 10, 6 bathrooms, beach, near the ocean, swimming pool
  • Calendar Last Updated On: Jun 30, 2009
Residing quietly behind gated walls, you will find 'Kumu Wai', your respite from the rest of the world. This U-shaped six bedroom, six bathroom villa sits oceanfront...

$100 Night July 16 - 23 – Property 150806

  • Kailua rental - cottage, 1 bedroom, sleeps 5, 1 bathroom, air-conditioning, washing machine
  • $770/week
  • Calendar Last Updated On: Jul 2, 2009
This vacation rental is a self-contained building adjacent to a clay artist studio and home. It is 658 square feet in size and is located on a 9000 square foot lot.

'Hale Nalu Palekaiko Pool, Walk to Kailua Beach, Separate Studio – Property 125713

  • Kailua rental - house, 4 bedrooms, sleeps 10, 3 bathrooms, 1 half bath, beach, near the ocean, accept credit card
  • Calendar Last Updated On: Jun 30, 2009
Come experience the beauty of Kailua. Stay in our charming 'Surf Paradise Home.' See why people call Kailua 'Papalani' Heaven on earth!
SPECIAL OFFER! Save $700 on 7 NT Fall Stay + More September 12 - December 23

Have Fun, Relax, Reconnect - Great Amenities-Pool-Close to Beach – Property 207816

  • Kailua rental - house, 3 bedrooms, sleeps 8, 2 bathrooms, beach, near the ocean, accept credit card
  • $2,653 - $3,353/week
  • Calendar Last Updated On: Jul 4, 2009
EXCEPTIONALLY COMFORTABLE, Luxurious, Private, & Eco Friendly, this Kailua Beach House will create memories that will last a life time.

Charming two bedroom rental in the quaint part of Kailua – Property 147300

  • Kailua rental - apartment, 2 bedrooms, sleeps 4, 1 bathroom, mountain, near the ocean, accept credit card
  • $1,365/week
  • Calendar Last Updated On: Jun 29, 2009
Charming upstairs vacation rental located in Kailua, just minutes from the World Famous Kailua Beach. This rental is decorated in Teak and Koa Wood furnishings,...

Stunning Kailua Oceanfront House with Beach Walk Right Outside – Property 221336

  • Kailua rental - house, 3 bedrooms, sleeps 6, 3 bathrooms, resort, waterfront, swimming pool
  • Calendar Last Updated On: Jun 30, 2009
Stunning house on the Kailua beach ocean in the Kaimalino area, beautifully maintained, exquisite garden in the pool area, very quiet and secluded neighborhood!

Hale Hali'a Aloha in Kailua – Property 228621

  • Kailua rental - apartment, 1 bedroom, sleeps 3, 1 bathroom, near the ocean, waterfront, swimming pool
  • $1,050/week
  • Calendar Last Updated On: Jul 4, 2009
Enjoy all the comforts of a high-end, island resort just steps from the bech in beautiful Kailua, and for half the cost! Our newly remodeled unit has its own...

Enchanted Hale in Kailua – Property 175050

  • Kailua rental - house, 3 bedrooms, sleeps 6, 3 bathrooms, near the ocean, town, accept credit card
  • $1,700/week
  • Calendar Last Updated On: Jul 1, 2009
This 3 bedroom 3 bathroom Enchanted Lake house is located half a mile from downtown Kailua in a quiet residential area. It is approximately one mile to Kailua beach.

Tropical private home, opens on lush garden – Property 118607

  • Kailua rental - house, 3 bedrooms, sleeps 8, 2 bathrooms, near the ocean, accept credit card
  • $1,625 - $2,675/week
  • Calendar Last Updated On: Jun 28, 2009
Lush tropical gardens make this private home into a quiet, comfortable retreat. Large enough for six adults, plus several keiki (children), this home was designed by...

Affordable, Private and Convenient - Golf Course View, Pool – Property 169982

  • Kailua rental - house, 4 bedrooms, sleeps 8, 2 bathrooms, near the ocean, swimming pool
  • Calendar Last Updated On: Jun 27, 2009
Come and enjoy our tropical oasis. Nearby Kailua beaches are some of the best in the world. After swimming with the turtles at the beach, come and swim with the...

Quality 1 Bedroom Apartment with Full Kitchen 2 Minutes Walk from Kailua Beach – Property 314192

  • Kailua rental - apartment, 1 bedroom, sleeps 4, 1 bathroom,
  • Calendar Last Updated On: Jun 26, 2009
This 1 bedroom 600+ sq. ft suite is a brand new, first class suite. With a queen size bed in the bedroom and a queen size sofa bed in the livng room, the suite...
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