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$190

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Lanikai Love: Island Style Unit with Pool/Jacuzzi

Kailua house
1 BR / 1 BA / Sleeps 2 | Quick view
Very Good3 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…

$165

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Nancy's Kailua Cottage Makai

Kailua cottage
0 BR / 1 BA / Sleeps 2 | Quick view
Excellent3 Reviews

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Reviews

(3)

Footsteps to Hawaii's best beach and a short walk to town, shopping, restaurants, farmers markets and community center for tennis, pool and gym. Ideally located for many ocean sports, hiking and cycling to just about anywhere in this pedestrian and bike friendly beach town. The cottage is fully furnished, with …
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(3)

Practically Perfect in every way!

Left on Oct 19, 2014 for a stay in October 2014

Nancy's Cottage was recommended to us by friends - it was fabulous! My husband, 19yr old daughter and I went to visit our daughter and boyfriend's family. They only lived about 5 minutes from the Cottage. The location was perfect ... you can walk to shops, beaches, restaurants, kayak/bike hire etc. The cottage was really well equipped with everything you could possibly need for a beach holiday…

$139

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Large studio in beautiful Lanikai; steps to beach

Kailua studio
1 BA / Sleeps 3 | Quick view
Excellent24 Reviews

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Reviews

(24)

Blossoms and palms welcome you as you enter the property. You are surrounded by shading trees and tropical flora. Just steps away is beautiful Lanikai Beach approximately 30 yards, just across the street. Lanikai is a quaint beachside community in Kailua on the island of Oahu. Our private, non-smoking studios are …
  • Wireless Internet
  • A/C or climate control
  • Balcony or terrace
  • Parking
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(24)

Great location and price but only a so so room

Left on Mar 02, 2012 for a stay in February 2012

Although the location was perfect - it really is just steps to the most wonderful beach, we found the unit itself a bit underwhelming. The downstairs unit we were in is likely a converted garage, so that explains the complete lack of a view, and the close quarters of neighbours going by your windows when they used the side entrance to get into the other units. The lighting is weak no lighting …

$185

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Kailua-Absolutely Oceanfront-Watrfall Pool-$199

Kailua B&B
1 BR / 1 BA / Sleeps 3 | Quick view
Very Good5 Reviews

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Reviews

(5)

This is the best oceanfront vacation rental in Kailua. Period... We are a legal licensed vacation rental. The city has cited and evicted tenants from illegal Kailua vacation rentals. Our non conforming use certificate number is 4-4-039:012 90/BB -0060. Absolutely Oceanfront -These are Kailua oceanfront deluxe …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Suitable for children - ask
  • Suitable for the elderly

Details

Reviews

(5)

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…

$1,325

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Kailua Beach House 6+BR, Beachfront, Pool

Kailua house
6 BR / 4 BA / Sleeps 14 | Quick view
Very Good1 Reviews

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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.

Plantation Paradise - Kailua vacation rentals
1 / 26

$4,500

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Plantation Paradise

Kailua villa
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

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Royal Kailua Estate - Upscale Private Beachfront Resort with Stunning Courtyard

Kailua villa
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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Details

This getaways name, Maluhia, translates into Peace in Hawaiian, and its not hard to see whynestled in the region of Kailua, known for its turquoise waters, and white sandy beaches, youll feel relaxed in this tranquil space, its one of our top Oahu vacation rentals. The low-key area of Kailua also boasts an array of …
  • 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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$1,800

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Kailua Beachfront Retreat

Kailua villa
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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$1,500

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Maluhia -

Kailua house
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

$185

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Cozy Large 1bdrm 1bath aprt With Sweeping Views

Kailua condo
1 BR / 1 BA / Sleeps 4 | Quick view
Excellent10 Reviews

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Reviews

(10)

TAT ID# OII968I4-OI 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, …
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • 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…

$350

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Lanikai Cottage

Kailua house
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

This cute quaint cottage is perfect for a vacation! It feels of beach house when you walk into it. With in walking distance to many beach access points along Lanikai beach. Luxury views and surroundings at your fingertips. This very new rental has been renovated and re-decorated for a clean, open tranquil feel. …
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(1)

Peaceful and 1 block from Lanikai Beach

Left on Apr 09, 2015 for a stay in March 2015

Lanikai cottage is less than 1 block from Lanikai beach, with a fantastically equipped kitchen- toaster, blender, mixer etc . There are ceiling fans in every room. Views are of greenery and neighbors' gardens. The neighborhood is awesome for a peaceful vacation, shopping at Whole Foods, eating at local restaurants, small eateries. Lanikai is good for swimming and snorkeling, clean air, views. …

$450

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Beachfront Plantation Cottage

Kailua house
3 BR / 2 BA / Sleeps 6 | Quick view
Very Good1 Reviews

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Reviews

(1)

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

Details

Reviews

(1)

Wonderful beach

Left on Mar 01, 2015 for a stay in February 2015

Our stay at Kailua beach was lovely. It is a strikingly beautiful beach with very child friendly waters. Great swimming. The cottage is a simple, light-filled, older beach cottage, (unlike many of the upscale properties on Kailua Beach), priced to reflect location rather than the house ammenities. It has a well supplied kitchen, ample towels and linens, beach toys, and a great long yard …

$145

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Peaceful - Romantic - On #1 Rated Beach

Kailua villa
5 BR / 5 BA / Sleeps 10 | Quick view
Excellent17 Reviews

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Reviews

(17)

From 1 to 5 bedrooms, private, air conditioned vacation rental units on world class Kailua Beach. Just 20 minutes away from Honolulu airport and Waikiki hotels. These surrounded by tropical gardens luxurious villas offer 2 studios, 3 bedrooms condo or a 5 bedrooms house. If you are planning dream vacations just …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Books
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(17)

Nice Place in a Great Location

Left on Oct 29, 2010 for a stay in September 2010

This vacation house was just that - a house. It was very nice and comfortable, but I prefer not to do my own housekeeping and cleaning while on vacation. In addition, the beach equipment was supplied as advertised, but in poor condition. Overall it was a nice stay, but I will not return for another visit.

$395

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Beautiful Beach Villa w/ Swimming Pool & Jacuzzi

Kailua house
3 BR / 3 BA / Sleeps 7 | Quick view
Excellent24 Reviews

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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.

$295

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Beachfront Kailua Dream Home for 2 to 6 guest

Kailua house
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent4 Reviews

Details

Reviews

(4)

BEAUTIFUL BEACHFRONT 1 bedroom 1 bath suite for 2 adults, or the whole 2+ bedroom 2 baths for 4-6. Tropical paradise directly on the quiet side of Kailua beach features a huge luxury home tucked away on a private beach lane. This fabulous home is designed with many giant windows and oversized sliding glass doors …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine

Details

Reviews

(4)

One of a Kind

Left on Apr 12, 2013 for a stay in February 2013

It's location location location. This unit is right on the sand on the most beautiful beach in Oahu, Kailua. The interior of the unit is also lovely. The owner is gracious, warm and fun. I've been going there every year for four years and can't wait to be back.

$249

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Kailua Beachfront - All New Apartment!

Kailua condo
1 BR / 1 BA / Sleeps 3 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

This is a very unique beachfront apartment new to the rental market. The "Surf House" was newly constructed in 2013 and is part of a larger, all custom, beachfront estate situated in a kama`aina (local) neighborhood. The owner of this property is a collector of Hawaiian surf memorabilia, and displays of priceless…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(2)

Surf house was the perfect home away from home!

Left on Jun 01, 2014 for a stay in May 2014

First let me say working with Julie has been easy as pie, from her professional help to her amazing taste and recommendations while on Oahu she has helping make the process of traveling and planning that much easier.

The Surf House is amazing and more beautiful in person. The breeze coming off the waves keeps the rooms comfortable even on a still day. My husband and I were surprised at how …

$115

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5 minutes walk to Kailua Beach-Hale Ohana

Kailua house
1 BR / 1 BA / Sleeps 2 | Quick view
Excellent27 Reviews

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Reviews

(27)

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

(27)

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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$400

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

Kailua house
2 BR / 2 BA / Sleeps 4 | Quick view

Details

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

$525

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Your Island Home!

Kailua house
3 BR / 2 BA / Sleeps 8 | Quick view
Excellent4 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 …

$700

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Windward Hawaii Beachfront Paradise - Kailua Beach

Kailua house
6 BR / 3 BA / Sleeps 11 | Quick view
Excellent2 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 beachfront …
  • 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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$199

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Luxury Living in Kailua

Kailua cottage
1 BR / 1 BA / Sleeps 3 | Quick view

Details

Completely Renovated Cottage in Kailua in very close walking distance to the beach. High Speed Internet with WiFi Access, HD-TV, Oven, Microwave, Toaster, Coffee Maker, Refrigerator, Washer, Dryer, Bathtub. Eastern King Size Bed and additional sleeper couch for another Queen-Size Bed. Our Cottage was advertised as one…
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Parking
  • Suitable for children - ask

$199

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

Kailua condo
1 BR / 1 BA / Sleeps 3 | Quick view
Excellent4 Reviews

Details

Reviews

(4)

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
  • A/C or climate control
  • Balcony or terrace
  • Parking
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(4)

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.

$1,030

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$825/Night Huge Discount Stay Before 12/15/2015

Kailua villa
6 BR / 5 BA / Sleeps 15 | Quick view
Excellent3 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…

$325

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4 Bedroom House - 5 Min Walk From Kailua Beach

Kailua house
7 BR / 2 BA / Sleeps 8 | Quick view
Excellent16 Reviews

Details

Reviews

(16)

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

(16)

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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$1,070

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Lanikai Grotto

Kailua house
4 BR / 3 BA / Sleeps 10 | Quick view

Details

Description This beautiful oceanfront home is located in Lanikai, Hi. It has amazing views of the Mokulua Islands. It's private, has gated lot with pool, hot tub, large grass lawn and separate guest house. The home has an open floor plan, a large, newly remodeled kitchen and bathroom, dining room and living room for …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Books
  • Grill
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
1 / 12

$154

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Sheffield Suite open:,6/23-28,7/2-5,7/22-26,8/22-

Kailua B&B
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 is a ground floor unit. The Garden Suite has free off street parking, free extreme hi speed wifi, high …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Patio
  • Suitable for children - ask
  • Suitable for the elderly
1 / 27

$425

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Paradise Found 3 bed 2 bath

Kailua house
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

$900

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Kailua Beach Dream

Kailua house
5 BR / 4 BA / Sleeps 10 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

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

(2)

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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$160

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Ginger Gazebo: Luxurious Setting with Salt Pool

Kailua house
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

$265

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Charming 2 Bdrm Beachside Villa with Swimming Pool

Kailua villa
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent16 Reviews

Details

Reviews

(16)

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

(16)

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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$475

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Kaapuni Kainani

Kailua house
3 BR / 3 BA / Sleeps 8 | Quick view

Details

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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$550

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Endless Summer

Kailua house
3 BR / 3 BA / Sleeps 8 | Quick view

Details

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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$875

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Hale Maluhia Lanikai

Kailua house
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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$330

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Makana's Place

Kailua house
3 BR / 2 BA / Sleeps 8 | Quick view

Details

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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$900

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Shangri La By The Sea

Kailua house
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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$6,000

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Majestic Manor

Kailua house
7 BR / 9 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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$115

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Large Spacious Studio - 5 Min Walk to Kailua Beach

Kailua house
1 BR / 1 BA / Sleeps 3 | Quick view

Details

Lets be honest... one of the main reasons you're visiting Hawaii is for the beautiful weather year round and the jaw dropping beaches. Our vacation rentals are all within walking distance to one of the worlds most beautiful beaches, Kailua beach. Two of our properties (our Awakea & Ali'i properties) are a short 5 …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Parking
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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$1,015

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Shangri La By The Sea - luxurious home w/ pool

Kailua house
5 BR / 3 BA / Sleeps 10 | Quick view

Details

Description 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…
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$1,200

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Kailua Oceanfront - 4 bedroom home with Amazing Views

Kailua house
4 BR / 4 BA / Sleeps 8 | Quick view

Details

Open the front door to a spectacular ocean view and the sound of waves crashing against the shoreline as you arrive in paradise. Take time to enjoy the stunning Kailua sunrise as the sun emerges from the sea between the majestic Mokulua Islands. The bright and airy open-floor design features picture windows facing the…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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$1,400

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Luxury Oceanfront Kailua Home with Amazing Views

Kailua house
4 BR / 4 BA / Sleeps 9 | Quick view

Details

This uniquely positioned southwest facing oceanfront property is prominently situated at Kapoho Point in Kaimalino tucked in and protected on the bay side! This one-of-a-kind custom island-style home built in 2007 has approximately 180 linear feet of ocean frontage and captivates at every turn. Outstanding …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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$169

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The Hula Breeze

Kailua B&B
1 BR / 3 BA / Sleeps 3 | Quick view

Details

BOOK DIRECTLY THROUGH OWNER AND SAVE 5%! Step back in time and soak up a peaceful, private, quintessential Hawaiian vacation experience. (if this suite is booked, please ask me about our other suites!) Please note we do charge $15 extra per night for a third person. The PINEAPPLE SUITE is a NEWLY REMODELED self-…
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for the elderly
  • Wheelchair accessible - ask
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$250

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Lanikai Bungalow

Kailua cottage
1 BR / 1 BA / Sleeps 3 | Quick view

Details

Enjoy a restful respite in this private cozy cottage. We are in Lanikai, across the street from the ocean and the beautiful Mokulua islands. The cottage is a separate building located on the back corner of a 10,000 sq. ft. lot. It is a comfortable roomy self-contained one-bedroom cottage (approximately 850 sq. ft.) …
  • Mountain Views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly
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$70

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Serene Kailua Living

Kailua B&B
1 BR / 1 BA / Sleeps 2 | Quick view

Details

Airy and bright bedroom with private bathroom in house with resident owner in Kailua. Backyard faces a canal that empties into ocean. Dock and barge boat for afternoon relaxation. Hiking, windsurfing and ocean sports, lovely beaches, and shopping within 2 miles. Waikiki and airport easy to access.
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Washing Machine
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$450

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Kailua Beach Escape, Full Size Pool

Kailua house
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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$1,000

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Kailua Beach House

Kailua 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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$1,750

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Ocean's Edge

Kailua house
5 BR / 4 BA / Sleeps 10 | Quick view

Details

Over the canal, past the boat ramp and round the bend is where you'll find the Ocean's Edge in Lanikai. Just a walk on the beach, afternoon swim or bike ride away! This 5 bedroom, 3.5 bath oceanfront home is set dramatically close to and slightly above the ocean's edge. The living room's picture glass windows give a …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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$550

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Kai Mele

Kailua house
4 BR / 3 BA / Sleeps 8 | Quick view

Details

Charming, Private, Hawaiian Style Home Featured in Coastal Living as guest house of the month, this private Kailua beachfront estate is nestled in among 40+ coconut tress and lush tropical gardens. With over 700 feet of ancient lava rock wall surrounding this original 1930's Hawaiian Style beach house, this is an …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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$800

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Kai Nani Beach Cottage

Kailua house
3 BR / 2 BA / Sleeps 8 | Quick view

Details

The epitome of island living is experienced in Kailua, Oahu. Kailua is known for its beautiful weather and small town atmosphere. Kailua town is just a short bike ride away, where you will find great boutiques, and restaurants. Or hike the Lanikai Pillboxes to watch the sunrise-an unforgettable view! Kayak to the …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Fitness Room
  • Parking
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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$575

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Ke'aloha

Kailua house
4 BR / 2 BA / Sleeps 11 | Quick view

Details

Ke'aloha, which means "love," is certainly appropriate for this home. From the moment you step inside this spectacular beachside getaway, you are certain to fall in love with it. Boasting the "Kamaaina" style, which is steeped in island tradition and reflects simple lines, this home was designed for pure relaxation. …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Fitness Room
  • Parking
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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