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

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Condo Rentals in Kailua

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Driftwood Hideaway Studio For Two - Now Available! – Property 3544241

  • Kailua rental - house, sleeps 2, 1 bathroom, Rural, Lawn / Garden
  • Calendar Last Updated On: May 21, 2013
This newly renovated studio is perfect for two. Located on a corner lot just 5 miles from the bustling town of Kailua and just a short stroll to the 5 mile stretch...

Modern Beach House On Pristine Kailua Beach- In Town & Surrounded by Nature – Property 3022107

  • Kailua rental - house, 4 bedrooms, sleeps 8, 3 bathrooms, Beach, Near The Ocean, Town, Waterfront, Jacuzzi
  • $1,999 - $2,699/week
  • Calendar Last Updated On: May 21, 2013
The ultimate beach house! Modern and newly constructed, the Kailua Bay Beach House is nestled between the mountains and the beach.

Enchanted Hideaway for Two – Property 915220

  • Kailua rental - bungalow, sleeps 4, 1 bathroom, Near The Ocean, Internet
  • Calendar Last Updated On: May 21, 2013
Sleeps 2 to 3, this spacious studio is fully equipped with Kitchen, Full Bath, Washer & Dryer. We offer all the furnishings a home in 900 square feet of space.

'E komo mai. Nou ka hale.' 'Come inside, the house is yours.' – Property 3007626

  • Kailua rental - house, 4 bedrooms, sleeps 7, 1 bathroom, accept credit card, Near The Ocean
  • $1,950/week
  • Calendar Last Updated On: May 20, 2013
This plantation style home is located 2.5 blocks from Kailua beach and 3 blocks to Kailua town. It has been renovated to have the open floor plan to provide a...

'Koi Palms Luxury Cottage' Short Walk to Kailua Beach – Property 241024

  • Kailua rental - cottage, 1 bedroom, sleeps 2, 1 bathroom, accept credit card, Near The Ocean
  • Calendar Last Updated On: May 20, 2013
Come and enjoy our island home with us. Koi Palms is located within our gated property alongside our lovely Koi pond, in the quaint town of Kailua.

Resort-Like, Spa, Pool, Tropical, 2 Min. Walk to World-Famous Lanikai Beach – Property 266779

  • Kailua rental - house, 3 bedrooms, sleeps 6, 3 bathrooms, accept credit card, Beach, Near The Ocean
  • $3,150/week
  • Calendar Last Updated On: May 20, 2013
As you open the gate, you enter your own personal retreat, lush lawns, swaying palm trees, the soothing sound of water falls.

Gorgeous Studio Apartment with Tropical Private Yard – Property 3552082

  • Kailua rental - bungalow, sleeps 4, 1 bathroom, Communal Pool, Lawn / Garden
  • Calendar Last Updated On: May 20, 2013
Honu Kai Studio Located just steps from Kailua’s world renowned white sand beach, the Honukai Studio is in one of Kailua’s finest neighborhoods.

Location! Quiet, Private Hawaiian Beachside Home w/ solar heated pool – Property 266648

  • Kailua rental - house, 4 bedrooms, sleeps 8, 3 bathrooms, Beach, Waterfront, Private Pool
  • Calendar Last Updated On: May 18, 2013
This incredibly charming traditional Hawaiian home is ideally located only one house back from the Beach. A dream location, near Kailua Beach Park, with white sand...

New Modern Island Style Beachside Apartment – Property 935604

  • Kailua rental - apartment, 2 bedrooms, sleeps 5, 1 bathroom, accept credit card, Beach, Near The Ocean
  • $1,700/week
  • Calendar Last Updated On: May 18, 2013
This private 2 bedroom 1 bathroom apartment sleeps 4 adults or 5 person family and is within 200 meters to Kailua Beach Park.

Best Value - New July 2011 - $99/nt - 5 Minute Walk to Kailua Beach - Kaha Hale – Property 907925

  • Kailua rental - studio, sleeps 2, 1 bathroom, accept credit card, Beach, Near The Ocean
  • Calendar Last Updated On: May 18, 2013
Enjoy peace and serenity in this studio vacation rental, Kaha Hale, just one block to world famous Kailua Beach. Recently remodeled with A/C, free Internet, 42'...
SPECIAL OFFER! May & June 2013 Special - $160/nt May 1 - May 26

Tropical Beach Hale, 1 bedroom, A/C,across street from beach access – Property 3008037

  • Kailua rental - studio, 1 bedroom, sleeps 3, 1 bathroom, accept credit card, Beach, Near The Ocean
  • $1,225/week
  • Calendar Last Updated On: May 21, 2013
Aloha, come and relax at our tropical Kailua home located in one of Kailua's finest neighborhoods. Kailua Beach hale is located across the street from the beach...

Kailua Beach Hideaway – Property 983792

  • Kailua rental - house, 4 bedrooms, sleeps 8, 4 bathrooms, Private Pool, Lawn / Garden
  • Calendar Last Updated On: May 17, 2013
Beachfront! The White Sand of Kailua Beach at Your Door! This 4 bedroom, 4 bath, en suite home is the Perfect Tropical Haven. Tucked away and private, this home...

Lofty Studio with Stunning Panoramic Mountain Views Near Beach – Property 936543

  • Kailua rental - studio, 1 bedroom, sleeps 2, 1 bathroom, Mountain, Near The Ocean, Lawn / Garden
  • $900/week
  • Calendar Last Updated On: May 19, 2013
Soaring above the palm trees this beautiful private suite invites you to relax being soothed by the gentle tradewinids. Enjoy paradise having a panoramic view of...

Coconut Hideaway -Quiet, Spacious & Private Treetop Setting – Property 963616

  • Kailua rental - house, 1 bedroom, sleeps 4, 1 bathroom, 1 half bath, accept credit card, Lake, Mountain, Near The Ocean
  • Calendar Last Updated On: May 21, 2013
Brand new one bedroom, treetop location overlooking the world famous Mid Pacific Country Club Golf Course. Where Presidents play.

Kailua Beachfront Retreat – Property 206463

  • Kailua rental - house, 6 bedrooms, sleeps 10, 5 bathrooms, accept credit card, wheelchair accessible
  • Calendar Last Updated On: May 17, 2013
This multi-million dollar Beachfront home has over 3,100 spacious square feet of living space. The 6 bedrooms and 5 baths (plus a dry heat sauna) surround the large...

Hawaiian Style Studio Cabana - Steps to Beach! – Property 140016

  • Kailua rental - cottage, sleeps 2, 1 bathroom, Beach, Mountain, Lawn / Garden
  • Calendar Last Updated On: May 17, 2013
This beach-side cabana was newly constructed in 2001 and remains in immaculate condition. Equipped with many amenities, it is located just 100 steps along a private...

Comfortable 3 bedroom 1 bath cottage, Jacuzzi and A/C – Property 313941

  • Kailua rental - house, 3 bedrooms, sleeps 6, 1 bathroom, accept credit card, Near The Ocean
  • $1,575/week
  • Calendar Last Updated On: May 21, 2013
Aloha and welcome to this comfortable three bedroom one bath house. The back deck has a hot tub. This vacation home sleeps 6 - 7, it has one queen size bed, one...

Swim with the Turtles - Bungalow close to Kailua Beach – Property 256803

  • Kailua rental - cottage, 1 bedroom, sleeps 4, 1 bathroom, Near The Ocean, Town, Communal Pool
  • Calendar Last Updated On: May 16, 2013
This 1 bedroom Cottage is surrounded all year by green and blooming tropical plants. The bedroom has a queen bed, ceiling fan and also a safe.The living room with...

Absolutely Oceanfront-60 ft lap pool w/ waterfalls-$199 – Property 222948

  • Kailua rental - house, 1 bedroom, sleeps 3, 1 bathroom, accept credit card, Beach, Waterfront
  • Calendar Last Updated On: May 16, 2013
Hale Kai- Private one bedroom one bathroom & studio with loft units located in a home in Kailua on the ocean. The Units face the ocean & mountains.

Summer Decadence! - luxuriate in elegant and private home -pool, walk to beach – Property 236104

  • Kailua rental - house, 4 bedrooms, sleeps 9, 3 bathrooms, accept credit card, Beach, Near The Ocean, Rural, Village
  • $3,500 - $4,500/week
  • Calendar Last Updated On: May 21, 2013
limited bookings available! June 29 to July 4th, 5 days available for $4000 July 24-29, 5 days available for $4000 August - 8 days available; August 18-26th for...
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