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$750

6 BR / 6 BA / Sleeps 14

Just steps to the beach with private pool. - Kailua vacation rentals
1 / 28

$750

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Just steps to the beach with private pool.

6 BR / 6 BA / Sleeps 14 | Quick view

Details

With access to the world-famous Kailua Beach and its turquoise waters being just four houses away and shops, restaurants and grocery nearby, the location of Helen's Beach House could not be more ideal. The exterior maintains a modest aesthetic, but this only serves as a cover of sorts for how tastefully designed and …
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Deck
  • Garden
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,200

4 BR / 4 BA / Sleeps 10

Maluhia - Kailua vacation rentals
1 / 27

$1,200

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Maluhia

4 BR / 4 BA / Sleeps 10 | Quick view

Details

Maluhia is located just steps away from the white sandy shores of Kailua Beach. The small town of Kailua is busting with popular restaurants and boutiques, and just a short 5 minute drive or 15 minute bike ride away. Kailua is home to world famous Lanikai Beach. The two Mokulua islands are prominently visible from the…
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Suitable for children
  • Suitable for the elderly - ask

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$1,500

5 BR / 6 BA / Sleeps 14

12 Reviews

$1,500

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Kailua Beachfront - Spacious 5 Bedroom Home in Kailua's Best Location

5 BR / 6 BA / Sleeps 14 | Quick view
“ Excellent ” 12 Reviews

Details

Reviews

(12)

Casual accommodations located on Kailua Beach, voted "Best Beach in the United States" by a variety of publications. Five bedrooms and five and half baths make this an ideal home to enjoy on your next Oahu visit. Large outdoor deck spaces provide the perfect place to relax in the sun or enjoy a barbecue while taking …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(12)

Fabulous Property and Hawaiian Vacation Experience!

Left on Dec 10, 2012 for a stay in December 2012

I want to take a moment upon my return to thank both Jeremy and Steven for the hospitality and generosity afforded in providing the exquisite property on Kailua Beach for our vacation rental. The house and location were simply beautiful and unsurpassed. The house was a perfect balance of common spaces to gather, and private spaces to retreat. A spectacular Hawaiian view from every room. The …

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$650

6 BR / 3 BA / Sleeps 12

Hauoli Retreat - Kailua vacation rentals
1 / 18

$650

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Hauoli Retreat

6 BR / 3 BA / Sleeps 12 | Quick view

Details

This home & location is a beach lovers paradise. Ideally set within a few steps to Kalama Beach park & world famous Kailua Beach. Fantastic family home with back yard that doesn’t end. Newly refinished pool & deck with an extra 6th bedroom (cabana) for more privacy. Gorgeous solarium for breakfast or night …
  • Private Pool
  • Internet Access
  • Outdoor Dining Area
  • Grill
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,050

6 BR / 5 BA / Sleeps 12

4 Reviews

$1,050

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Seaside - classic beachfront estate

6 BR / 5 BA / Sleeps 12 | Quick view
“ Excellent ” 4 Reviews

Details

Reviews

(4)

Seaside is a classic beachfront estate reminiscent of "Old Hawaii". Coconut trees abound throughout the spacious lush green lawns. WIth large open spaces, both inside and out, this home is perfect for big families or family reunions. Seaside sits on Kailua Beach, one of the most beautiful beaches in the world. Walk …
  • Waterfront
  • Parking
  • Grill
  • Linens Provided
  • Satellite or cable TV
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(4)

Seaside Wonderland

Left on Dec 12, 2013 for a stay in November 2013

Thank you for the most memorble week for our family. Our group consisted of 3 couples, 2 children and my 81 year old mother. Seaside accommodataded us all very well with its 6 bedrooms,5 baths and large living and dining areas. The vast and beautifully manicured lawns were amazing and were a perfect place for the kids and adults to play, eat, or just relax on the patio furniture and enjoy the …

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$2,100

4 BR / 3 BA / Sleeps 6

Plumeria Hale - Kailua vacation rentals
1 / 9

$2,100

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Plumeria Hale

4 BR / 3 BA / Sleeps 6 | Quick view

Details

Plumeria Hale is a gorgeous vacation home located on the Windward side of Oahu, near famous Kailua Beach Park and Lanikai. The home offers four bedrooms, all with plush furnishings. Two bedrooms have en-suite baths. The living space is designed around a great room that is perfect for family time after a day at the …
  • Shared outdoor pool (unheated)
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,200

5 BR / 6 BA / Sleeps 14

1 / 28

$1,200

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Place in Paradise

5 BR / 6 BA / Sleeps 14 | Quick view

Details

Family style accommodations located on Kailua Beach, voted "Best Beach in the United States" by a variety of publications. Five bedrooms and five and half baths make this an ideal home to enjoy with extended family and friends. Large outdoor deck spaces provide ideal places to relax in the sun or enjoy a barbecue …
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Safe
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask

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$535

5 BR / 3 BA / Sleeps 13

1 Reviews

$535

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Kailua Poolhouse

5 BR / 3 BA / Sleeps 13 | Quick view
“ Poor ” 1 Reviews

Details

Reviews

(1)

Description A very nice updated 5-bedroom home located on small cul de sac street with no traffic. You can walk to Kailua Beach accessible just 2 blocks away. The beach entrance is a private street entrance so you can walk to the beach and not have a large crowd on the beach. The white sands of Kailua Beach/Bay is …
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • Parking
  • Grill
  • Linens Provided
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Quality not as expected

Left on Jan 06, 2015 for a stay in December 2014

This property looks OK in pictures and description, but that is where it ends.

1. The kitchen lighting was so poor that we could barely see to cook. We brought in bedroom lamps until the property manager thankfully installed some temporary lighting near the sink. It was still difficult to see in the oven and stove area as 3 of 5 main overhead lamps were not working.

2. This above is also …

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$1,800

6 BR / 5 BA / Sleeps 12

1 / 18

$1,800

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Kailua Beachfront Retreat

6 BR / 5 BA / Sleeps 12 | Quick view

Details

***As of August, 2014, the Kailua Beachfront Retreat will require at least 10 night stays year round.*** With over 3,000 square feet of living space, this 6 bedroom, 5 bath, Kailua Luxury Beachfront Retreat is the perfect place for friends and family to gather and enjoy an amazing experience together without the …
  • Sauna
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Grill
  • Suitable for children
  • Suitable for the elderly - ask

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$425

4 BR / 2 BA / Sleeps 10

1 / 42

$425

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Hale Pulelehua ...Butterfly House

4 BR / 2 BA / Sleeps 10 | Quick view

Details

Hawaiian Style Home, Pool, Tropical Setting, 4 Bdrm, 2 Bath, Short Walk To The Beach, Sparkeling Pool, Lush Tropical Yard Hale Pulelehua “The Butterfly House' has a spacious open feeling inside and out. The large windows front and back allow the trade winds to carry the sweet scent of Hawaiian flowers throughout …
  • Wireless Internet
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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$3,125

6 BR / 6 BA / Sleeps 12

1 / 25

$3,125

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Swaying Palms

6 BR / 6 BA / Sleeps 12 | Quick view

Details

Luxury, custom home with all the amenities, right on the sands of world renowned Kailua Beach. Enjoy a front row seat for spectacular sunrises, sandcastles, kite surfing and more as you unwind and kick back in this special property. Feel the tropical breezes as you relax in the gorgeous great room; enjoy breathtaking …
  • Waterfront
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask

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$399

4 BR / 2 BA / Sleeps 12

1 Reviews

$399

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Kailua Retreat

4 BR / 2 BA / Sleeps 12 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

Description This European tropical retreat home is located in one of the most convenient areas of Kailua, easy access to Waikiki, Honolulu, the airport and both Waimanalo and Kailua beaches. Executive house is fully furnished and has everything you will need. Beautiful mountain views as soon as you step out of your …
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Our Stay at the Kailua Retreat

Left on Jan 07, 2015 for a stay in December 2014

I stayed at the Kailua Retreat over Christmas and New Year's 2014/2015. I was there with family - there were 6 adults and two children. The property was beautiful. It was clean and spacious - it was big enough that we could spread out and do our own thing without being in each other's space. We all had beds. There was a kitchen with a stove, oven, microwave, fridge and dishwasher. We mostly…

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$1,450

4 BR / 4 BA / Sleeps 8

1 / 22

Details

This getaway’s name, Maluhia, translates into “Peace” in Hawaiian, and it’s not hard to see why—nestled in the region of Kailua, known for its turquoise waters, and white sandy beaches, you’ll feel relaxed in this tranquil space, it’s one of our top Oahu vacation rentals. The low-key area of Kailua also …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$425

4 BR / 2 BA / Sleeps 6

1 / 27

$425

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Paradise Found 3 bed 2 bath

4 BR / 2 BA / Sleeps 6 | Quick view

Details

E Komo Mai! (welcome) Your memorable stay starts as you drive down your private lane into the serenity of a tropical outdoor paradise, providing you with the ultimate island vacation location. Staying true to its Hawaiian charm the 3 bedroom 2 bathroom main home and 1 bed 1 bath separate cottage (4 bed 3 bath total…
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Patio
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,200

5 BR / 4 BA / Sleeps 14

1 / 23

$1,200

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Restored Historic "Walker" House on world-famous Lanikai Beach.

5 BR / 4 BA / Sleeps 14 | Quick view

Details

Welcome to the world of John Walker. A Scotsman who made his way to Hawaii as a young man in the 1870's to become a contractor of choice to Queen Liliuokalani, and erect such notable buildings as the Bishop Museum and Honolulu Hale (City Hall). Mr. Walker's inviting presence is felt in the structure of this, his …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$7,000

8 BR / 8 BA / Sleeps 16

1 / 22

$7,000

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Majestic Manor

8 BR / 8 BA / Sleeps 16 | Quick view

Details

Description Welcome to the PREMIER PROPERTY ON ALL OF OAHU. This 2-story, 8-bedroom home is indeed majestic. It has a spacious living room to welcome guests, warm beds after a fun day, a private courtyard, a cinema room, a full cooking cabana poolside, laid-back luxury at its finest. And if you're asking for a splash…
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • A/C or climate control
  • Grill
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$4,500

5 BR / 7 BA / Sleeps 10

1 / 26

$4,500

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Plantation Paradise

5 BR / 7 BA / Sleeps 10 | Quick view

Details

The Kailua Plantation Estate is a rare jewel that comes fully appointed with Plantation style finishes and furnishings from around the world. Step from a secure entry and motor court into beachfront luxury that whispers old Hawaii, yet offers all of the latest amenities and technologies of a modern masterpiece. The …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask

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$6,000

7 BR / 8 BA / Sleeps 14

1 / 24

$6,000

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Royal Kailua Estate - Upscale Private Beachfront Resort with Stunning Courtyard

7 BR / 8 BA / Sleeps 14 | Quick view

Details

Royal Kailua Estate is the crown jewel of Kailua beachfront property. The gated entrance surrounded in lush tropical foliage is a modest inclination of what lies behind. A long pathway of oversized stones met with manicured grass provides the driveway that meanders past the luscious green lawn, scattered coconut trees…
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • A/C or climate control
  • Balcony or terrace
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,950

4 BR / 5 BA / Sleeps 7

1 Reviews

$1,950

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Kanani O'Ke Kai - Oceanfront with a pool

4 BR / 5 BA / Sleeps 7 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

Kanani O'Ke Kai is a stunningly elegant, yet subtle, oceanfront home only footsteps away from white, sandy Kailua Beach. Step onto your lanai and be rewarded with gorgeous views of the Koolau mountain range and Kailua Bay. From the lawn, watch brillant sunrises melt into morning skies and see the palm trees sway. …
  • Internet Access
  • Ceiling Fans
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Spectacular location - small number of quirks

Left on Jan 16, 2014 for a stay in December 2013

This is just a beautiful location - utterly, mind-bendingly spectacular, as pretty as Hanalei, to my mind. wWlking out onto the large lawn in front of the ocean with the mountain peaks behind is truly a special. if you have kids who like to play ball or frisbee, this is a fantastic place for that alone

The house is elegant and appointed well enough - a bit of age on few things, but really …

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$650

6 BR / 3 BA / Sleeps 10

1 / 21

$650

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Hauoli Retreat

6 BR / 3 BA / Sleeps 10 | Quick view

Details

This home & location is a beach lovers paradise. Ideally set within a few steps to Kalama Beach park & world famous Kailua Beach. Fantastic family home with back yard that doesnt end. Newly refinished pool & deck with an extra 6th bedroom (cabana) for more privacy. Gorgeous solarium for breakfast or night gazing…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$775

4 BR / 11 BA / Sleeps 6

1 / 19

$775

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Ke'aloha - Beachside cottage

4 BR / 11 BA / Sleeps 6 | Quick view

Details

Presented by Elite Pacific Properties Oahu's top volume luxury brokerage firm. This home is professional managed by a licensed property manager, BBB A+ rated. Ke'aloha meaning love is all around is your home away from home less than a minute walk to the world famous Kailua beach via the cul-de-sacs private beach …
  • Smoking allowed - ask
  • Suitable for the elderly - ask

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$1,250

4 BR / 4 BA / Sleeps 8

1 / 24

$1,250

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Plantation Beach House

4 BR / 4 BA / Sleeps 8 | Quick view

Details

Description Our BEACHFRONT home is designed to provide you with a perfect vacation retreat. The house is as close to the beach as you legally can build. The beach of Kailua is renown for its fine white sand, blue green waters and safety. This is not a crowded beach, but has a pleasant neighborhood feel. The 4 Bed/3.5 …
  • Wireless Internet
  • Parking
  • Grill
  • Linens Provided
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,000

6 BR / 5 BA / Sleeps 15

3 Reviews

$1,000

Inquire

Private, spacious, full of amenities! Weekly rates

6 BR / 5 BA / Sleeps 15 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

Privacy and comfort are provided in this luxury Hawaiian/Asian furnished home. This 4000 sq ft. gated property with an 8 ft wall surrounding the perimeter is on a double lot in the heart of Kailua, less than one mile from Kailua/Lanikai beaches and Kailua town. The home and additional villa unit include a large unique…
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(3)

Best place to stay in Kailua

Left on Jul 04, 2012 for a stay in June 2012

Stayed one week at this beautiful home. Traveled with 7 adults and 2 teens. Everyone had a room and plenty of space. The home is situated so that breeze flow through out the both buildings. The place was clean and well taken care of. The pool was great along with the outdoor seating area. The kitchen was fabulous. The rental car enjoyed the 2 car garage. The location is ok for walking…

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$500

4 BR / 3 BA / Sleeps 10

1 / 19

$500

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Kailua Hale Nalu Palekaiko, Best Beaches, Pool

4 BR / 3 BA / Sleeps 10 | Quick view

Details

Come experience the beauty and magic of Kailua. Stay in our charming, hawaiiana Hale Nalu Palekaiko, Surf Paradise Hale...See why people call Kailua papalani, heaven on earth. Relax in our comfortable and welcoming hale. The main house has three bedrooms, 2 bathrooms, living, dining and lanai room. The main house …
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for the elderly

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$995

4 BR / 4 BA / Sleeps 9

1 / 38

$995

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Kapoho Hale- Luxury Home on the Water with Amazing Views!

4 BR / 4 BA / Sleeps 9 | Quick view

Details

Kapoho Hale, situated on Kapoho Cape in the Kaimalino neighborhood of Kailua, Oahu was newly constructed in 2007 and remains in immaculate condition. This amazing home has views of the entire east side of the island- from Makapuu Lighthouse to Kaaawa! Check out our YouTube video at: http://www.youtube.com/watch?v…
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$395

4 BR / 3 BA / Sleeps 8

1 / 21

$395

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Hale Maluhia Ohana

4 BR / 3 BA / Sleeps 8 | Quick view

Details

Hale Maluhia (House of Serenity) is a kama'aiana style home near Kailua Beach. In a quiet Kailua neighborhood, the home is a quick 5 minute, one block walk to the world famous secluded white sand beach. Relax with friends and family in this child-friendly family home. Experience the warm "old Hawaiian" charm of this …
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

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$1,000

6 BR / 5 BA / Sleeps 12

1 / 16

$1,000

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Kailua Beach House

6 BR / 5 BA / Sleeps 12 | Quick view

Details

Step back in time and experience a peaceful, private Hawaiian lifestyle at this one of a kind beach house located on a million dollar beach front lot. This home has over 3,100 spacious square feet of living space. The 6 bedrooms surround the large courtyard with a private pool, creating a very unique layout. Two …
  • Waterfront
  • Ocean or water views
  • Sauna
  • Internet Access
  • Fireplace
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$775

4 BR / 3 BA / Sleeps 8

1 / 16

$775

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Kakela Kai 4BR,Kailua Beachfront, A/C

4 BR / 3 BA / Sleeps 8 | Quick view

Details

Kakela Kai is a well-maintained, nicely furnished four bedroom, three bath contemporary home with den and approx. 2,200 sq. ft. located in a security-gated neighborhood near the center of Kailua Beach. High ceilings and sliding glass doors in the main living areas provide a feeling of spaciousness and enhance the …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask

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$900

5 BR / 3 BA / Sleeps 10

1 / 2

$900

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Shangri La By The Sea

5 BR / 3 BA / Sleeps 10 | Quick view

Details

Breath-taking views . . . luxurious details . . . This is Shangri-La by the Sea. Leave your worries behind as you step into this magical home. Nourish your soul as the waves break just outside your door. Rejuvenate your mind, and cherish friends and family as you settle into this luxurious, magical oasis. Built just…
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Suitable for children
  • Suitable for the elderly

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$550

4 BR / 3 BA / Sleeps 8

1 / 27

$550

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Kailuana Hale

4 BR / 3 BA / Sleeps 8 | Quick view

Details

This Custom beachside home is steps from beautiful Kailua beach. It features a refreshing cobalt blue pool and spa, as well as, a gas firepit for those evenings by the pool. As it's a custom home it offers an indoor fire place and vaulted ceilings, wood floors, berber carpet and the original art of Ingrid Manzione…
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly

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$3,200

4 BR / 6 BA / Sleeps 2

1 / 20

$3,200

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Kailua Beachside Estate

4 BR / 6 BA / Sleeps 2 | Quick view

Details

Located on the most pristine beach in all of Oahu and just 20 minutes from the airport/Waikiki, this spectacular custom estate is a stunning beachfront architectural masterpiece. As you approach the home, you are greeted by a contemporary gated entry made of beautiful African Sapele wood. Behind these doors you’…
  • Ocean or water views
  • Outdoor Pool
  • Internet Access
  • A/C or climate control
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$500

4 BR / 3 BA / Sleeps 10

1 / 15

$500

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Kailua Surf Paradise Hale, pool

4 BR / 3 BA / Sleeps 10 | Quick view

Details

Come experience the beauty of Kailua. Stay in our charming 'Hale Nalu Palekaiko ' Surf Paradise Home. See why people call Kailua 'Papalani' Heaven on earth! Relax in our charming and comfortable 3 bedroom, 2 bathroom hale. We also have a ohana/cottage that can be rented with the main hale. The master bedroom is on …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Patio
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$1,200

5 BR / 6 BA / Sleeps 14

1 / 24

$1,200

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Seashore Paradise Place - 5br home, steps to beach

5 BR / 6 BA / Sleeps 14 | Quick view

Details

Casual accommodations located on Kailua Beach, voted "Best Beach in the United States" by a variety of publications. Five bedrooms and five and half baths make this an ideal home to enjoy on your next Oahu visit. Large outdoor deck spaces provide the perfect place to relax in the sun or enjoy a barbecue while taking …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$1,100

5 BR / 4 BA / Sleeps 14

1 / 24

$1,100

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Walker Beach House-historic,beachfront,great views

5 BR / 4 BA / Sleeps 14 | Quick view

Details

Welcome to the world of John Walker. A Scotsman who made his way to Hawaii as a young man in the 1870's to become a contractor of choice to Queen Liliuokalani, and erect such notable buildings as the Bishop Museum and Honolulu Hale (City Hall). Mr. Walker's inviting presence is felt in the structure of this, his …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask

PreviousNext property

$695

4 BR / 2 BA / Sleeps 8

1 / 6

$695

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Longs at Lanikai

4 BR / 2 BA / Sleeps 8 | Quick view

Details

Built in the early 20's, this family beach home offers the perfect setting for a memorable vacation getaway. Situated on the water at Lanikai Beach, Longs at Lanikai is ideal for those in favor of a secluded retreat. This four-bedroom abode is full of classic island architecture and furnishings. Three of the rooms …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Wireless Internet
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for children

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$1,250

4 BR / 4 BA / Sleeps 8

3 Reviews

$1,250

Inquire

BEST BEACH----BEST VIEWS----BEST ACCESS----BEST HOME

4 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

Our home is located DIRECTLY on the Beach. Arguable the BEST BEACH beach, the BEST VIEWS, and on the BEST BEACH ACCESS in Hawaii. WONDERFULLY soft and manicured yard. LOTS of TEAK: lounger chairs, rocking chairs, porch swing, picnic tables, and accessories -THE HOUSE: Our home is tastefully decorated in a Hawaiian …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Excellent

Left on May 19, 2011 for a stay in April 2011

The place is everything the description says. Very clean, excellent beach, all the toys! Would rate it a solid "10"

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$399

4 BR / 2 BA / Sleeps 12

1 Reviews

$399

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Kailua Retreat - 4br home w/ AC, sleeps 12

4 BR / 2 BA / Sleeps 12 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

This European tropical retreat home is located in one of the most convenient areas of Kailua, easy access to Waikiki, Honolulu, the airport and both Waimanalo and Kailua beaches. Executive house is fully furnished and has everything you will need. Beautiful mountain views as soon as you step out of your car. This …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

This is a beautiful home. It was very relaxing and comfortable.

Left on Nov 27, 2014 for a stay in November 2014

Aloha! This is a beautiful home in an upscale neighborhood. I am from Kauai and was visiting Oahu to celebrate my grandsons first birthday luau. I wanted a home big enough to accomodate my mom and dad, my brother, my two sons and their little families (a wife and toddler each) and I wanted it near Kailua where another brother and his family lives. It was a wonderful three days spent with family …

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$1,500

4 BR / 11 BA / Sleeps 6

1 / 21

$1,500

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Maluhia -

4 BR / 11 BA / Sleeps 6 | Quick view

Details

Presented by Elite Pacific Properties Oahu's top volume luxury brokerage firm. This home is professional managed by a licensed property manager, BBB A+ rated. Maluhia - House of Peace! Newly available!!
  • Suitable for children
  • Suitable for the elderly

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$650

4 BR / 3 BA / Sleeps 12

1 / 20

$650

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Nohea

4 BR / 3 BA / Sleeps 12 | Quick view

Details

Presented by Elite Pacific Properties Oahu's top volume luxury brokerage firm. This home is professional managed by a licensed property manager, BBB A+ rated. Welcome to Hawaii. Relax. This home away from home offers an authentic island style experience in Kailua. “Kamaaina” is a style rich in beautiful …
  • Smoking allowed - ask
  • Suitable for the elderly - ask

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$450

5 BR / 3 BA / Sleeps 13

1 / 12

$450

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Kailua Beach Escape, Full Size Pool

5 BR / 3 BA / Sleeps 13 | Quick view

Details

A very nice updated 5 bedroom home that is located on a side street with no traffic. The beach entrance is a private street entrance 2 blocks away so you can walk to the beach but not have a large crowd of people on the beach. It is a very safe all white sand beach that is great for family's and boogie boarding. …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Parking
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$1,125

6 BR / 5 BA / Sleeps 18

1 / 37

$1,125

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Oasis Villa

6 BR / 5 BA / Sleeps 18 | Quick view

Details

Privacy and comfort are provided in this luxury Hawaiian/Asian furnished home. This 4000 sq ft. gated property with an 8 ft wall surrounding the perimeter is on a double lot in the heart of Kailua, less than one mile from Kailua/Lanikai beaches and Kailua town. The home and additional villa unit include a large unique…
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$675

4 BR / 4 BA / Sleeps 8

1 / 17

$675

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Kailua Gem

4 BR / 4 BA / Sleeps 8 | Quick view

Details

Our 2,600+ square foot home is the perfect balance between luxury and laid-back comfort. The property has marble floors, tall ceilings, brand new appliances and stylish furnishings. The two master bedrooms (one upstairs, one downstairs) are spacious and comfortable, each with a king size bed. The upstairs master also …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Patio
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$1,325

6 BR / 4 BA / Sleeps 14

1 Reviews

$1,325

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Kailua Beach House 6+BR, Beachfront, Pool

6 BR / 4 BA / Sleeps 14 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

Kailua Beach House is a casual, two-story 6 bedroom, 4.5 bath beachfront home with 5,000 square feet of living space. The 1/2 acre privacy-fenced property features a large, free-form swimming pool which has a poolside cabana with a shower and a built-in BBQ. The property decor features light colors, pastels and …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Just what I was hoping for!

Left on Apr 08, 2013 for a stay in August 2011

Wonderful location right on the beach and perfect home to celebrate my birthday with all 16 members of my family. Decor was a little dated but adequate. Loved being on the beach and also having a pool. Kailua is family friendly and easy to get to Honolulu for more excitement.

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$650

5 BR / 4 BA / Sleeps 12

3 Reviews

$650

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Ko'olau Vista Villa

5 BR / 4 BA / Sleeps 12 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

Aloha from the island of Oahu, and welcome to paradise! Ko'olau Vista Villa is a large, private, two-story family home with, four-bedrooms plus bonus room ( 5th bedroom), four-bath property located in beautiful Kailua, Hawaii. Known for its small town charm and friendliness, Kailua also offers great restaurants, …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for the elderly

Details

Reviews

(3)

Great Family Getaway

Left on Apr 23, 2012 for a stay in April 2012

We had 9 adults and 3 children (age range 1-7). Rather than book separate hotel rooms, we thought it would be a great idea to rent a house together. It was so well-worth it. The house is beautiful, an open-concept but still enough divided space to garner privacy. The kitchen was newly remodeled with great appliances. The bedrooms were a great size, though, they were shuttered doors so it didn't …

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$700

6 BR / 3 BA / Sleeps 11

2 Reviews

$700

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Windward Hawaii Beachfront Paradise - Kailua Beach

6 BR / 3 BA / Sleeps 11 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

Location: Kailua, East Oahu, Oahu, Hawaii, USA (Kailua Beach -20 min from Honolulu - 25 min from the Airport) View Map Accommodations: House, 6 Bedrooms + Other (See Description), 3 Baths (Sleeps 11-12) Keywords: Private Home Enjoy your vacation in our island paradise -a spacious, clean and lovely …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(2)

great spring break

Left on Apr 20, 2014 for a stay in April 2014

nice house and property right on kailua beach. perfect beach for the whole family. great boogie boarding, surfing down the way, nice long walks. bike rides into town

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$525

4 BR / 2 BA / Sleeps 10

1 / 25

$525

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Hale Pulelehua...Buttefly House

4 BR / 2 BA / Sleeps 10 | Quick view

Details

Hale Pulelehua “The Butterfly House' has a spacious open feeling inside and out. The large windows front and back allow the trade winds to carry the sweet scent of Hawaiian flowers throughout this home. Take in the enormous private yard beautifully landscaped with many native species of the island such as …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Patio
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask

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$900

5 BR / 4 BA / Sleeps 10

1 Reviews

$900

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Kailua Beach Dream

5 BR / 4 BA / Sleeps 10 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Located in the most prestigious area of Kailua, only a few houses away from where President Obama spends his Christmas vacation. This house is only one off the beach with Private Beach access. The house is 4 bedrooms with an additional room that can convert to a sleeping room. There are 4 bathrooms, 3 full. The house…
  • Mountain Views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Excellent Rental

Left on Apr 21, 2014 for a stay in April 2014

We just returned from renting this home in Kailua. We were very happy with the home and the owners. The beach was a very short walk and was not crowded at this end. Kailua is a cool town with a small town feel. It was far enough and close enough to Honolulu for activities that took us that direction. The house was stocked with everything you will need for cooking and enjoying time at "home…

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$4,990

8 BR / 8 BA / Sleeps 12

1 / 13

$4,990

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Majestic Oceanfront Estate

8 BR / 8 BA / Sleeps 12 | Quick view

Details

8 bedroom, 18,000 square feet under roof, main and guest houses, private courtyard, cinema room, full cooking cabana poolside, laid-back luxury at its finest.
  • Ocean or water views
  • Fireplace
  • Linens Provided
  • Satellite or cable TV
  • Television
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$825

5 BR / 4 BA / Sleeps 10

1 Reviews

$825

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HAWAII ISLAND PARADISE

5 BR / 4 BA / Sleeps 10 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

A Hawaiian oasis awaits you, located on the island of Oahu, just a spectacular 20 minute drive from Honolulu and Waikiki. This Polynesian luxury home is an open and spacious beach house with exquisite tropical decor and high-end furnishings that flow gracefully out to the beautiful covered lanai offering you the …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Patio
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

This home was absolutely wonderful!

Left on Aug 25, 2014 for a stay in August 2014

We loved the Kailua home. The home was well furnished and beautiful. The pool and location was amazing. Sheila (owner) was wonderful to work with and accommodating. If you are going to Hawaii and looking for home to rent this is the place!

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$325

7 BR / 2 BA / Sleeps 8

15 Reviews

$325

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4 Bedroom House - 5 Min Walk From Kailua Beach

7 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 15 Reviews

Details

Reviews

(15)

A short peaceful 5 minute walk to the stunningly beautiful Kailua Beach will leave you in a state of bliss. Indulge yourself in an array of beach activities including swimming, snorkeling, kayaking, windsurfing and sunbathing as the tropical trade-winds pass by taking your worries with them. Relax in a clean, …
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(15)

The trip to always remember

Left on May 20, 2011 for a stay in April 2011

Now that I've been back from our vacation for almost a month now, it still seems like just yesterday we were making the short walk from the house to the beautiful (picturesque) beaches of Kailua.
Not only were the beaches amazing, but the accommodations were equally as good. Brenda, sure made us feel like we were at home whenever we needed anything. I would refer Kay's Vacations to anyone who…

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