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$150

1 BR / 1 BA / Sleeps 2

Gorgeous 1 BR Apartment Overlooking Kailua Beach - Kailua vacation rentals
1 / 15

$150

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Gorgeous 1 BR Apartment Overlooking Kailua Beach

1 BR / 1 BA / Sleeps 2 | Quick view

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If you're looking for a perfect spot to call home during your stay in Kailua, you'll love this one bedroom/one bath apartment in walking distance of world-famous Kailua and Lanikai Beaches. This unit, which has just been made available as a monthly vacation rental, is tucked away in a quiet, upscale neighborhood…

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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

Details

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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$345

2 BR / 1 BA / Sleeps 4

7 Reviews

$345

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Serenity Cottage - BEACHFRONT Cozy Cottage in Kailua

2 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 7 Reviews

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Reviews

(7)

You will find Serenity here. This is the beachfront cottage you've been searching for.This delightful cottage is found in the middle of stunning Kailua Beach. Casually lounge in the small but cozy living room and be astounded by breathtaking views of the beach. Step out your front door and onto three miles of pristine…
  • Grill
  • Ceiling Fans
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(7)

Fantastic location!

Left on Aug 01, 2013 for a stay in July 2013

We received a lovely welcome by Jessica. My family & I had a great time at serenity cottage and would certainly return, the cottage had perfect amenities, the kitchen was great size, the whole cottage was just great. The location was amazing, the beach was just fantastic, it certainly made for a perfect running location each morning! The children just loved it! We'll be back, all the way from …

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$199

1 BR / 1 BA / Sleeps 3

3 Reviews

$199

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KAILUA DREAMS-PALI, the perfect mix of Beach/Town Life

1 BR / 1 BA / Sleeps 3 | Quick view
“ Excellent ” 3 Reviews

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Reviews

(3)

LOCATION, LUXURY, PRIVACY, & SECURITY. KAILUA DREAMS-PALI 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 Beach…
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for the elderly - ask

Details

Reviews

(3)

Comfortable,clean and great location

Left on Apr 02, 2014 for a stay in March 2014

My husband and I really enjoyed our stay. The location was great. The air condition was not working. The owner tried to correct the problem twice, but could not repair the problem. We were a little warm and was glad our stay was not in the summer. Could not recommend the studio for this reason.

Owner was very gracious.

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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

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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$750

3 BR / 3 BA / Sleeps 8

1 / 19

$750

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Tranquility - Enjoy...Kailua Beachfront

3 BR / 3 BA / Sleeps 8 | Quick view

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Enjoy sunrises from the deck overlooking the beach, and sunsets from your own private perch in the sand. This beautifully decorated 3 bedroom beachfront home pampers you with a large, well-appointed kitchen, upstairs master suite with soaking tub and killer views. A large living room and dining room invite your Ohana …
  • Private Beach
  • Internet Access
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$475

3 BR / 3 BA / Sleeps 8

3 Reviews

$475

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Sea Grape Hale - Delightful Kama`aina Home Beachside in Kailua

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

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Reviews

(3)

Enjoy the charm of Kailua beach in this delightful kama'aina three bedroom home. Just one house back from the sands of Kailua beach on a private loop, this charming Hawaiiana beach house is a tropical oasis. Three wonderfully appointed bedrooms, a modern kitchen, and spacious, beautifully furnished living and dining …
  • Internet Access
  • Grill
  • Ceiling Fans
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Great property, close to the beach

Left on Jul 11, 2013 for a stay in June 2013

Great property, a short walk across the street and down a direct path to the beach. Plenty of room for 8. Clean and looks just like the photos. Does not have a/C though, lots of ceiling fans.

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$600

2 BR / 1 BA / Sleeps 4

1 / 19

$600

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Ehu Kai - Luxurious Cottage Kailua Beachfront

2 BR / 1 BA / Sleeps 4 | Quick view

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A cozy and sweet home, Ehu Kai blends a beach cottage feel with luxury. Named for the sea sprays that can be felt from this exceptional property, Ehu Kai is a tranquil retreat, perfect for unwinding from mainland stress. Located at the foot of Kailua Beach, you can escape to total bliss. From the gourmet kitchen, hear…
  • Internet Access
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,200

4 BR / 4 BA / Sleeps 10

1 / 27

$1,200

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Maluhia

4 BR / 4 BA / Sleeps 10 | Quick view

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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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$650

6 BR / 3 BA / Sleeps 12

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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$165

0 BR / 1 BA / Sleeps 3

1 / 11

$165

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Kailua Sea Horse Studio

0 BR / 1 BA / Sleeps 3 | Quick view

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Our newly renovated studio is the perfect get-away located in the heart of Kailua. Light-filled and breezy this is the perfect space for one or a couple, just minutes away from the beach by foot or bike. Kailua Seahorse Studio is PERFECT. It's even more beautiful in person than in the pictures. Everything is clean, …
  • Pet friendly
  • 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

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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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$290

3 BR / 1 BA / Sleeps 6

1 / 10

$290

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Comfortable Kailua Getaway

3 BR / 1 BA / Sleeps 6 | Quick view

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Aloha and welcome to this comfortable three bedroom one bath house. There is a large back deck with a hot tub. This vacation home sleeps 6 - 7, it has one new Sealy Posturepedic queen size bed, one new Sealy Posturepedic king and two twin size beds, with a sleeper sofa in the living room. This vacation home has been …
  • Suitable for children
  • Suitable for the elderly

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$2,100

4 BR / 3 BA / Sleeps 6

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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$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

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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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$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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$475

3 BR / 3 BA / Sleeps 8

1 / 20

$475

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Kaapuni Kainani

3 BR / 3 BA / Sleeps 8 | Quick view

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Our Hawaiian-style 3 bedroom 3 bath vacation home is just steps from the sand of beautiful Kailua Beach on the island of Oahu. Hear the sounds of the surf at night and the trade winds through the coconut trees. Relax. Walk on the beach. Swim. Lay in the sun. Enjoy life Hawaiian-style. Our home is designed for a …
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$399

3 BR / 2 BA / Sleeps 10

2 Reviews

$399

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Lanikai / Kailua - Ocean Front House

3 BR / 2 BA / Sleeps 10 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

Experience Hawaii at it's fullest by staying at this amazing 1926 bungalow located between two of the most beautiful beaches in the world. Lanikai and Kailua beaches are just 200 yards away. Kayak, Bicycle, Surfboard, Paddle board and Snorkel Rentals are 200 yards away at Kailua Beach Park. A short bike ride, walk or…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

Beautiful House with Perfect Location!

Left on Jul 18, 2014 for a stay in March 2014

We had two families totaling 4 adults and 5 kids stay at this house, and had a fabulous time! The house is beautiful, and set right between two lovely beaches. The house is not actually on the beach itself, there is an ocean wall at the back of the yard, but we found that we actually preferred that, as we didn't have random people camped out right in front of our house! It is a super short …

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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

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***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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$195

1 BR / 1 BA / Sleeps 3

1 / 15

$195

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Martins Hale

1 BR / 1 BA / Sleeps 3 | Quick view

Details

Welcome. This is it! This is the one you've been looking for. Enjoy sleeping on a comfortable King Size Bed. Convenient location in Kailua, clean and breezy, Air conditioned, Wi-Fi, and Ceiling Fans. Fully-Equipped Kitchen includes, microwave, toaster, coffee maker, 4-burner stove with oven, rice cooker, pots, pans, …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Deck
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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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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$126

1 BR / 1 BA / Sleeps 2

5 Reviews

$126

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SUITE ALOHA – Remodeled, Romantic Island Retreat

1 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 5 Reviews

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Reviews

(5)

Come and play at the Beach We are located in a prime residential neighborhood 2 blocks from Kailua Beach Park Entrance as well as downtown. And for those of you traveling without a car, a major bus line is just around the corner. Here you will be surrounded by lush landscaping and find comfort and relaxation…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Porch
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(5)

Great Retreat

Left on Feb 04, 2014 for a stay in January 2014

Suite Aloha was an excellent place to stay for our vacation to Oahu. The Suite was very cozy and had everything you needed to feel at home. It was really convenient to the beach and areas we needed to visit during our stay. There are tons of stores and restaurants within walking distance, but if you really want to see the island, a rental car is preferrable. The hostess, Sabine, was very …

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$175

0 BR / 1 BA / Sleeps 4

1 Reviews

$175

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Nancy's Kailua Cottage Mauka

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

Details

Reviews

(1)

Footsteps to Hawaii's best beach. Newly constructed and fully furnished with all the amenity. It is a short walking distance to Kailua and Lanikai beaches, hiking, shopping, restaurants and fun.
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(1)

Wonderful spot fantastic accommodation everything as described and more

Left on Sep 22, 2014 for a stay in September 2014

We loved this wonderful spot. It was as described 5 minutes walk to the beach, beautifully presented, immaculately clean. Eveything we needed was there, they have really thought about what is needed to make for a stress free holiday.

The bed is so comfortable i wanted to bring it home and the washer and dryer are a godsend.

The space was lovely for two adults and 1 child any more than that and …

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$200

0 BR / 1 BA / Sleeps 3

1 / 16

$200

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Lola's Lanikai Loft

0 BR / 1 BA / Sleeps 3 | Quick view

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Enjoy the secluded breath taking beach from our fully furnished one-bedroom hideaway for groups from 1-3. Relaxed, casual beach home living, just steps away to Lanikai’s heavenly reef-protected waters and natural stretch of white sand beach, with an amazing sunrise and moonrise of one of the world’s top beaches…
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children

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$110

1 BR / 1 BA / Sleeps 4

1 / 3

$110

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Private 1 Bedroom Unit near kailua beach

1 BR / 1 BA / Sleeps 4 | Quick view

Details

Aloha, and welcome to Kailua! A sweet retreat located in Kailua, minutes away from the most beautiful beaches in the world. The 1 bedroom boasts a queen size bed ,Sleeper sofa, kitchenette, roomy bathroom, WiFi, large flat-screen TV and a private yard. Tucked away from the main roads but close enough to walk or …
  • Internet Access
  • Parking
  • Garage
  • Garden
  • Linens Provided
  • Suitable for children - over five

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$450

3 BR / 2 BA / Sleeps 6

1 / 23

$450

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Beachfront Plantation Cottage

3 BR / 2 BA / Sleeps 6 | Quick view

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Within half an hour of Honolulu International Airport and Waikiki, this quaint beach house sits on one of the most beautiful beaches in the state of Hawaii - Kailua- miles of white sand, with water sports, dining, sunrise and sunset beach walks, and private hot tub. It is an easy drive to Sea Life Park, snorkeling in …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Parking
  • Suitable for children
  • Suitable for the elderly

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$139

0 BR / 1 BA / Sleeps 3

1 / 8

$139

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Walk to America's best beach. Run around Kailua.

0 BR / 1 BA / Sleeps 3 | Quick view

Details

Sleep till noon. You'll like the Beach Bungalow at Kailua Guesthouse. This large studio cottage has a California king bed and a queen-size sofa bed. There's a large lanai with park bench and bistro table. Full bath with tub and shower. Complimentary assigned parking on property and laundry facilities are included…
  • Suitable for children
  • Suitable for the elderly

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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

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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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$139

0 BR / 1 BA / Sleeps 2

1 Reviews

$139

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Sheffield House Studio open: 3/5-8,3/13-6/20, 7/1+

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

Details

Reviews

(1)

Walk to Kailua Beach or Town. Located at: 131 Kuulei Road Kailua, Hawaii The Hawaii Sheffield House Ginger Studio is located between Kailua Beach and Kailua Town.The Hawaii Sheffield House has its own "secret garden with an outdoor dining table. It is a delightful home away from home for your Hawaii …
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Patio
  • Parking
  • Suitable for children - ask
  • Suitable for the elderly

Details

Reviews

(1)

Really nice spacious studio close to the beach and shops

Left on Jan 31, 2014 for a stay in January 2014

We were surprised just how spacious this studio is and how nice and fresh it is.

Lots of storage and it's well equipped. There were a plate of muffins waiting for us as well as some fresh fruit, how nice is that. Location wise it is really good, it's about a ten minute walk to the shops and our favourite place - whole foods, and and even shorter walk to the beach. The weather has been a bit …

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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

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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 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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$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

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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

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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

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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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$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

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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

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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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$185

1 BR / 1 BA / Sleeps 4

10 Reviews

$185

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Cozy Large 1bdrm 1bath aprt

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

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Reviews

(10)

Our ohana (family) welcomes you to 'Kauhale' our beautiful Hawaiian home. We offer a large cool and breezy 1000 sq ft, 1 bedroom, 1 bath, private, 2nd floor apartment, includes all utilities, located in a great family neighborhood, vaulted open beam ceilings with 5 ceiling fans, full kitchen, stainless steel …
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(10)

Beautiful, spacious accommodations and terrific hosts!

Left on Jan 12, 2013 for a stay in January 2013

Patty and Bob were friendly, accommodating, and helpful hosts. The apartment was very clean, spacious, and well-equipped with everything I could imagine needing in a vacation rental. It was in a comfortable, quiet neighborhood about a mile from the beautiful Kailua Bay beach. Shopping and hiking were nearby. The set-up of the apartment worked great for our family of 4 and we had everything we…

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$249

1 BR / 1 BA / Sleeps 2

6 Reviews

$249

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Hawaiian Plantation Style Studio Cabana

1 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 6 Reviews

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Reviews

(6)

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 beach access path to the shore of world-famous Kailua Beach. Enjoy the caressing tradewinds on your private lanai - surrounded by swaying coconut palms …
  • Mountain Views
  • Internet Access
  • Outdoor Dining Area
  • Patio
  • Parking
  • Suitable for the elderly

Details

Reviews

(6)

Perfect!

Left on Jun 17, 2010 for a stay in May 2010

This was our second stay in this lovely little cabana. It is beautifully furnished, immaculately clean, and just a few steps to gorgeous Kailua beach. The hosts could not have been more accomodating. We can't wait to go back!

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$330

3 BR / 2 BA / Sleeps 8

1 / 14

$330

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Makana's Place

3 BR / 2 BA / Sleeps 8 | Quick view

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Makana's Place is a three bedroom, two bath home in quaint Kailua Town. This Non-Smoking home is very spacious over 1600 square feet living quarters, which is equivalent to a 4-5 bedroom home. Beautifully decorated with well quality furniture (Koa). Makana's Place features a full kitchen plus kitchenette with 3 rooms…
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$150

1 BR / 1 BA / Sleeps 3

10 Reviews

$150

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Kaimalino 'calm waters' Retreat

1 BR / 1 BA / Sleeps 3 | Quick view
“ Excellent ” 10 Reviews

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Reviews

(10)

A private 400 sq foot studio w/fenced courtyard/lanai, in quiet Kaimalino. Relax outdoors or indoors w/full kitchen, bath, cable and internet connections. A short walk will take you to a turtle nesting grounds, the open ocean facing Maui and Lanai islands, sandy Kailua Beach, and Aikahi Shopping Center with grocery …
  • Mountain Views
  • Internet Access
  • Housekeeping Optional
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(10)

a great week.

Left on Aug 09, 2013 for a stay in July 2013

The cottage is just next door to the main house and has a private entrance and parking right in front of the gate. There is a private garden area where breakfast and supper can be enjoyed outside. We had perfect weather and enjoyed all our meals outside.
Usha has a little boy of 3, which was perfect for us as our little guy got a whole bunch of toys and a little friend included. The large …

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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

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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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$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

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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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$2,190

3 BR / 3 BA / Sleeps 7

1 / 17

$2,190

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Hale Hikina

3 BR / 3 BA / Sleeps 7 | Quick view

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Ensconce yourself in unpretentious luxury. Soft sands, the warm embrace of the Pacific, cooling tradewinds, ocean vistas that never end... Welcome to Hale Hikina. Set on the shore of Lanikai, Hale Hikina offers the perfect backdrop for a dream Hawaiian vacation with the indoors flowing seamlessly into the outdoors. …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Parking
  • Suitable for children
  • Suitable for the elderly - 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

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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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$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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$110

1 BR / 1 BA / Sleeps 2

26 Reviews

$110

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5 minutes walk to Kailua Beach-Hale Ohana

1 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 26 Reviews

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Reviews

(26)

Kailua Hale `Ohana is a spacious studio that can accommodate up to 2 guests. The Hale `Ohana is just a five minute walk away from the world famous Kailua Beach. With lots of nearby local activities such as kayaking, kite boarding, wind surfing, paddle boarding, snorkeling, hiking, and scuba diving, this rental is the…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Parking
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(26)

Very Pleasantly Surprised

Left on Apr 15, 2010 for a stay in February 2010

We we very delighted at the accomodations. The room was spacious and private. Tina was very gracious and helpful. The small backyard (with pool/jacuzzi, and table) was very lovely. The room also had some basic kitchen items so that you could prepare a simple meal.
The beach is fabulous. Very very sandy and only a 5 minute walk through a residential neighborhood.

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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

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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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