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$199

1 BR / 1 BA / Sleeps 2

4 Reviews

$199

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KAILUA DREAMS-MAKAI: NEW, LUXURIOUS AND SPACIOUS

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

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Reviews

(4)

LOCATION, LUXURY, PRIVACY, & SECURITY. KAILUA DREAMS-MAKAI is the PERFECT Vacation Rental for the discerning and well travelled guests. Guests will appreciate the location, luxury, privacy, and security our unit offers. We are conveniently located in a quiet neighborhood halfway between the world famous Kailua …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for the elderly

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Reviews

(4)

Quiet, spacious, comfortable and close to beach

Left on Sep 21, 2014 for a stay in September 2014

We were a bit apprehensive about being the first renters of this new rental, but took a chance since the location and space seemed ideal. We had a wonderful week staying here. The unit is spacious, nicely furnished, comfortable, clean and an easy short walk to the beach. It is located in a lovely & quiet neighborhood. The owners are friendly and were responsive to our requests. I would …

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$95

1 BR / 1 BA / Sleeps 4

4 Reviews

$95

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TIKA'S HALE affordable studio in kailua

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

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Reviews

(4)

This is a great 300 sq ft studio only 3 min drive to world famous kailua beach This studio has a cal king bed and a futon that can sleep 4 people 55 in flat screen TV free wi-fi kitchen with everything you need to cook all your meals natural stone shower that is very roomy and a tiled swimming pool in the back yard …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(4)

Nice place!

Left on Jul 01, 2014 for a stay in June 2014

Our studio apartment was very nice. We had a galley kitchen with a full size frig. We also had access to a full kitchen and living room which were common areas.

The bicycles were pretty rusted so we weren't able to use them. We were disappointed about that. The pool was large but somewhat neglected.

John and his wife were very nice.

I would stay here again.

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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

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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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$1,500

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

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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

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(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

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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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$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

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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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$149

0 BR / 1 BA / Sleeps 5

1 / 12

$149

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Tropical Kailua Studio on the Water w/Private Pool

0 BR / 1 BA / Sleeps 5 | Quick view

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Spacious Studio with Private Entrance & Bathroom This beautiful studio is located in a quiet neighborhood close to world famous Kailua Beach. Property is on the water with a large swimming pool. The area is surrounded by lush tropical Gardens that offer many private seating areas for morning meditation or to relax …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$360

2 BR / 2 BA / Sleeps 4

1 / 13

$360

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New 2B/2B, step to beach Luxury kitchen, bathroom

2 BR / 2 BA / Sleeps 4 | Quick view

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Beautiful 2 bedroom & 2 bathroom guest house, with private entrance, in a tropical and quiet setting. Lovely saltwater swimming pool with waterfall and relaxing surroundings. Private barbecue area, outdoor dining, also a luxury kitchen inside. Within walking distance to white sand Kailua Beach, about 10mins …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Smoking allowed - ask
  • 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

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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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$130

0 BR / 1 BA / Sleeps 2

1 / 18

$130

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Coconut Cabana: Designer Studio AC Pool near beach

0 BR / 1 BA / Sleeps 2 | Quick view

Details

Stroll along the white sandy beaches of Lanikai Beach, named one of the top 10 beaches in the world by 2014 Travelers Choice on Trip Advisor! Only a 5 minute drive from our stunning studio. We are situated on a picturesque, family-friendly road with little road noise and traffic. Breathtaking Kailua Beach is 0.8 miles…
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - 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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$1,450

4 BR / 4 BA / Sleeps 8

1 / 22

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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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$265

2 BR / 2 BA / Sleeps 4

15 Reviews

$265

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Charming 2 Bdrm Beachside Villa with Swimming Pool

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 15 Reviews

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Reviews

(15)

Charming and Newly remodeled 2 Bedroom, 2 Bath Villa on private Beachside Estate with swimming pool and jacuzii. Just a short 2 minute walk to Kailua Beach through the park. Sleeps 4.
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Suitable for children - ask

Details

Reviews

(15)

Fantastic

Left on Mar 03, 2010 for a stay in January 2010

This was the second time my wife and I stayed with Steve and Susie in Kailua in the Palm Villa. What a great place. There is nothing like sitting pool side and having breakfast and then walking to the beach for the day. Steve was there and took great care of us.

We will definitely stay there again.

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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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$550

3 BR / 3 BA / Sleeps 8

1 / 32

$550

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Endless Summer

3 BR / 3 BA / Sleeps 8 | Quick view

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Endless Summer Getaway.... the name says it all. This fabulous upgraded three bedroom three bath home boasts pride of ownership along with a feeling of hospitality. As you enter into the home you walk into the living/family room, then straight ahead is the sliding door that leads to the outdoor pool area. The sitting…
  • Mountain Views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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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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$450

3 BR / 3 BA / Sleeps 6

1 / 31

$450

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Hale Ainoni

3 BR / 3 BA / Sleeps 6 | Quick view

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Hawaiian Paradise, across the street is a short path to Kailua Beach, voted #1 beach in America by Conde Nast Traveler Magazine. A beautiful rather secluded beach far less crowed than most beaches in Hawaii. This private home is a home away from home. This 3 bedroom, 3 Bath property is completely enclosed. You get …
  • Mountain Views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$155

1 BR / 1 BA / Sleeps 2

1 / 21

$155

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Ginger Gazebo: Luxurious Setting with Salt Pool

1 BR / 1 BA / Sleeps 2 | Quick view

Details

Stroll along the white sandy beaches of Lanikai Beach, named one of the top 10 beaches in the world by 2014 Travelers Choice on Trip Advisor! Only a 5 minute drive from our stunning one-bedroom. We are situated on a picturesque, family-friendly road with little road noise and traffic. Breathtaking Kailua Beach is 0.8 …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,000

6 BR / 5 BA / Sleeps 15

3 Reviews

$1,000

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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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$185

1 BR / 1 BA / Sleeps 2

3 Reviews

$185

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Lanikai Love: Island Style Unit with Pool/Jacuzzi

1 BR / 1 BA / Sleeps 2 | Quick view
“ Very Good ” 3 Reviews

Details

Reviews

(3)

Stroll along the white sandy beaches of Lanikai Beach, named one of the top 10 beaches in the world by 2014 Travelers Choice on Trip Advisor! Only a 5 minute drive from our stunning one-bedroom. We are situated on a picturesque, family-friendly road with little road noise and traffic. Breathtaking Kailua Beach is 0.8 …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Very nice accomodations

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

The very best thing about this rental is the beautiful swimming pool! When the fountains are going, it is just like the picture illustrates; very exotic, pretty and relaxing. However, there is no sun deck around the pool so if you like to sit on the lounge chair and soak up the sun, this would not be the rental for you.

The unit is quite a distance from Kailua Beach and would be a difficult walk…

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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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$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

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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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$875

3 BR / 3 BA / Sleeps 6

1 / 6

$875

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Hale Maluhia Lanikai

3 BR / 3 BA / Sleeps 6 | Quick view

Details

Old Hawaiiana steps from the world-famous, Lanikai Beach, this three bedroom, three bath retreat has the true feel of the Hawaii of yester-year. Hale Maluhia is tropically decorated with all amenities for your comfort. Art work has been hand selected from local artists. Marble and Travertine throughout kitchen and …
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly

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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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$800

2 BR / 3 BA / Sleeps 4

1 / 13

$800

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Luxury private home with the convenience of Kailua Beach just steps away.

2 BR / 3 BA / Sleeps 4 | Quick view

Details

This two bedroom, master-crafted luxury home is located on a quiet lane just steps from world renown Kailua Beach - voted one of the world's best beaches in numerous surveys. The home's island-inspired architecture provides a wonderful sense of place among the tropical vegetation and resort-like setting. Soaring …
  • Private Pool
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Parking
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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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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$220

1 BR / 1 BA / Sleeps 3

4 Reviews

$220

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Kailua-Absolutely Oceanfront-Watrfall Pool-$220

1 BR / 1 BA / Sleeps 3 | Quick view
“ Very Good ” 4 Reviews

Details

Reviews

(4)

This is the best oceanfront vacation rental in Kailua. Period... Kailua oceanfront deluxe vacation rentals - located in a oceanfront home in Kailua on the ocean. The units provides mountain and ocean views. It has separate entrances, bathrooms, and kitchen facilities. It has 16-foot vaulted ceilings, air …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Suitable for children - ask
  • Suitable for the elderly

Details

Reviews

(4)

Private, great location

Left on Oct 22, 2010 for a stay in October 2010

I highly recommend this place. I was worried about noise and privacy, and there were no issues at all. It came with a lot of extras- dish soap, new sponge, paper towels, beach towels, beach chairs, umbrella, snorkel stuff, etc. The sunrises and sunsets were amazing, and the neighborhood is very safe- not many safe neighborhoods in the town. The bed was comfy, and we were over all very pleased…

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$695

3 BR / 4 BA / Sleeps 8

22 Reviews

$695

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Exec Eco Friendly Beachside Home w/ Swimming Pool

3 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 22 Reviews

Details

Reviews

(22)

This gorgeous, beautifully furnished Ocean View home is a stone's throw from Kailua Beach and sleeps up to 8 comfortably. There is a large, sparkling, fully tiled swimming pool, 2 jacuzzi tubs, central air conditioning, 3 large bedrooms with ocean views, and 4 baths. Dolphin Manor is an "ENVIRONMENTALLY EFFICIENT …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children - ask
  • Suitable for the elderly

Details

Reviews

(22)

Great Place to Stay

Left on Mar 12, 2010 for a stay in February 2010

Steve and Susie's Beachside home in Kailua offers comfort and convenience in
a great location. The home, including a great kitchen, is well stocked with
everything you will need, other than food of course. Bikes, bodyboards and
beach chairs are an example of the many conveniences included. The beds are
very comfortable and the indoor/outdoor living space works well. The pool and
backyard …

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$154

1 BR / 1 BA / Sleeps 3

1 / 12

$154

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Sheffield Garden Suite open: 3/30-4/23, 5/4-6/20+

1 BR / 1 BA / Sleeps 3 | Quick view

Details

Hawaii Sheffield House is located only 10 houses to Kailua Beach. The closest beach access is Kaapuni Loop. Sheffield House provides a home away from home for your Kailua Hawaii vacation. The Garden Suite has free off street parking, free extreme hi speed wifi, high definition cable TV, boogie boards and a …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Patio
  • Suitable for children - ask
  • Suitable for the elderly

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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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$180

3 BR / 3 BA / Sleeps 8

1 / 26

$180

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Lanikai - Ocean View Beachside Home

3 BR / 3 BA / Sleeps 8 | Quick view

Details

5 Minute Walk To Beach * Ocean View Beachside Home * Wrap-around Lanai * Spacious 2,200 SF 3BR, 2.5BA Home * Pool * Full Service Gourmet Kitchen * BBQ * Huge Master * Indoor Laundry * TV & WIFI * Parking * Level 2 Mile Walking Loop * Golf * Hiking Trail * Playground * More... This Hawaii ocean view home is uniquely…
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • 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

PreviousNext property

$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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$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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$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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$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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$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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$395

3 BR / 3 BA / Sleeps 7

24 Reviews

$395

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Beautiful Beach Villa w/ Swimming Pool & Jacuzzi

3 BR / 3 BA / Sleeps 7 | Quick view
“ Excellent ” 24 Reviews

Details

Reviews

(24)

Beautiful, licensed, newly remodeled 3 Bedrm, 3 Bath Kailua Beach side villa, surrounded with lush tropical gardens, on private estate with swimming pool and jacuzzi.. Just walk down a private beach lane and in less than 2 minutes you would be at the most beautiful beach in the country! It is a great beach for …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Suitable for children

Details

Reviews

(24)

Gret place, great location

Left on Mar 05, 2010 for a stay in February 2010

Strong recommend. Place was very clean and comfortable and in a separate building from primary residence. Location was terrific, right across from Kailua beach park in the best location on Oahu to enjoy all parts of the island. I would definitely stay again, especially since my picky wife gave it two thumbs up.

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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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$500

3 BR / 2 BA / Sleeps 8

4 Reviews

$500

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Your Island Home!

3 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 4 Reviews

Details

Reviews

(4)

Aloha and welcome to your beach house. This charming home has everything you need for your dream vacation. Bring your family and friends to unwind Island-style. Come on in and make yourself comfortable. As soon as you walk through the door the stress of everyday life will melt away. Most of the time our Island …
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(4)

Excellent property. Great owners and perfect location!

Left on Nov 13, 2014 for a stay in August 2014

My family had an awesome relaxing time during our stay. The pool was perfect. The house is also steps from the beach - and the house has beach gear all set for you. Boogie boards, umpbrellas and towels. The kitchen is perfectly functional - pots and pans, utensils etc all provided. Beds were comfortable.

And the owners are a phone call away should anything come up. I couldn't figure out the …

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$800

8 BR / 4 BA / Sleeps 18

3 Reviews

$800

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Experience Complete Tranquility in Paradise

8 BR / 4 BA / Sleeps 18 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

The property is located approx. 10 miles from the city of Honolulu . 15 minutes walk to the nearest beach access. East of the island of Oahu . Surrounded by lush green mountains . The house has tranquil and peaceful atmosphere . This house is fully furnished in an authentic island style. The configuration of 2 …
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(3)

A heavenly retreat, excellent location, serene and pretty, compl

Left on Feb 06, 2014 for a stay in December 2013

An outstanding property run by people who understand your needs. We had a family get-together for two weeks here, every moment was heavenly. There is easy access to the beach at Kailua. The supermarket and shopping center is within walking distance.
The in-house pool and the Hot water Jacuzzi were extensively used. The barbecue was almost always on with a large family all together.
The rooms …


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