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$950

6 BR / 6 BA / Sleeps 14

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

$950

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Just steps to the beach with private pool.

Kailua house
6 BR / 6 BA / Sleeps 14 | Quick view

Details

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

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$450

3 BR / 2 BA / Sleeps 6

1 Reviews

$450

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Beachfront Plantation Cottage

Kailua house
3 BR / 2 BA / Sleeps 6 | Quick view
“ Very Good ” 1 Reviews

Details

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 …

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$500

4 BR / 3 BA / Sleeps 10

Kailua Hale Nalu Palekaiko, Best Beaches, Pool - Kailua vacation rentals
1 / 19

$500

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Kailua Hale Nalu Palekaiko, Best Beaches, Pool

Kailua house
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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$1,120

4 BR / 4 BA / Sleeps 9

Pacific View House - Kailua vacation rentals
1 / 25

$1,120

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Pacific View House

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

Details

Description Come over and satisfy your Dream vacation! The reality of what you hoped for is Kapoho Hale. With the breathtaking view of Kailua Bay and the comfort of this home, you will keep dreaming even after your vacation! The Pacific View House, situated on Kapoho Cape in the Kaimalino neighborhood of Kailua, Oahu …
  • 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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$225

1 BR / 1 BA / Sleeps 2

5 Reviews

$225

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KAILUA DREAMS-MAKAI: NEW, LUXURIOUS AND SPACIOUS

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

Details

Reviews

(5)

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
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for the elderly

Details

Reviews

(5)

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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$149

0 BR / 1 BA / Sleeps 5

Tropical Kailua Studio on the Water w/Private Pool - Kailua vacation rentals
1 / 12

$149

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Tropical Kailua Studio on the Water w/Private Pool

Kailua house
0 BR / 1 BA / Sleeps 5 | Quick view

Details

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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$165

0 BR / 1 BA / Sleeps 2

3 Reviews

$165

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Nancy's Kailua Cottage Makai

Kailua cottage
0 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 3 Reviews

Details

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…

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$165

0 BR / 1 BA / Sleeps 3

1 / 19

$165

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Kailua Sea Horse Studio

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

Details

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, …
  • Mountain Views
  • Wireless Internet
  • Housekeeping Optional
  • Outdoor Dining Area
  • Patio
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$110

1 BR / 1 BA / Sleeps 2

27 Reviews

$110

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5 minutes walk to Kailua Beach-Hale Ohana

Kailua house
1 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 27 Reviews

Details

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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$150

1 BR / 1 BA / Sleeps 2

1 / 15

$150

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Gorgeous 1 BR Apartment Overlooking Kailua Beach

Kailua condo
1 BR / 1 BA / Sleeps 2 | Quick view

Details

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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$139

0 BR / 1 BA / Sleeps 2

1 Reviews

$139

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Sheffield Studio open: 4/8-17,4/19-22, 4/29-5/11,

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

Details

Reviews

(1)

Walk to Kailua Beach or Town. Located at: Hawaii Sheffield House 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 …
  • 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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$290

3 BR / 1 BA / Sleeps 6

1 / 10

$290

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Comfortable Kailua Getaway

Kailua house
3 BR / 1 BA / Sleeps 6 | Quick view

Details

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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$1,800

6 BR / 5 BA / Sleeps 12

1 / 18

$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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$500

4 BR / 3 BA / Sleeps 10

1 / 15

$500

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Kailua Surf Paradise Hale, pool

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

Details

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

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$1,500

4 BR / 11 BA / Sleeps 6

1 / 21

$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

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$199

1 BR / 1 BA / Sleeps 3

4 Reviews

$199

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

Kailua condo
1 BR / 1 BA / Sleeps 3 | Quick view
“ Excellent ” 4 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 …
  • Mountain Views
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Parking
  • 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.

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$126

1 BR / 1 BA / Sleeps 2

6 Reviews

$126

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SUITE ALOHA – Remodeled, Romantic Island Retreat

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

Details

Reviews

(6)

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

(6)

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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$249

1 BR / 1 BA / Sleeps 2

6 Reviews

$249

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Hawaiian Plantation Style Studio Cabana

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

Details

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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$130

0 BR / 1 BA / Sleeps 2

1 Reviews

$130

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Coconut Cabana: Designer Studio AC Pool near beach

Kailua house
0 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

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

Details

Reviews

(1)

Comfortable and beautifully decorated studio in Kailua!

Left on Feb 23, 2015 for a stay in February 2015

This studio was perfect for my husband and myself. We had most of our meals in the studio, but we did enjoy eating in town at a couple of places. We enjoyed the pool and spa in the back yard with lovely plants in the landscape. We shared the pool with other guests, but there was often time when we had it for ourselves. Kailua was a great place to stay. It was busy at the beach on weekends, …

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$1,450

4 BR / 4 BA / Sleeps 8

1 / 22

Details

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

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$735

5 BR / 3 BA / Sleeps 12

1 / 17

$735

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Ohana Terrace

Kailua house
5 BR / 3 BA / Sleeps 12 | Quick view

Details

Description This Hawaiian style home is a perfect peaceful getaway for you and your extended family. It's just steps from one of the most beautiful tourist-free beaches on the island of Oahu. Listen to the waves crashing as you relax on the lanai, or barbeque for your group in true outdoor Hawaiian fashion. The house …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Garage
  • Smoking allowed - ask
  • Suitable for children
  • 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

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

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$1,000

6 BR / 5 BA / Sleeps 12

1 / 16

$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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$249

1 BR / 1 BA / Sleeps 3

2 Reviews

$249

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Kailua Beachfront - All New Apartment!

Kailua condo
1 BR / 1 BA / Sleeps 3 | Quick view
“ Excellent ” 2 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 …

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$775

4 BR / 3 BA / Sleeps 8

1 / 16

$775

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Kakela Kai 4BR,Kailua Beachfront, A/C

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

Details

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

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$200

0 BR / 1 BA / Sleeps 3

1 / 16

$200

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Lola's Lanikai Loft

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

Details

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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$1,300

5 BR / 4 BA / Sleeps 14

1 / 23

$1,300

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

Kailua house
5 BR / 4 BA / Sleeps 14 | Quick view

Details

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

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$399

4 BR / 2 BA / Sleeps 12

1 Reviews

$399

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Kailua Retreat

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

Details

Reviews

(1)

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

Details

Reviews

(1)

Our Stay at the Kailua Retreat

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

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

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$95

0 BR / 1 BA / Sleeps 2

1 Reviews

$95

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Quaint tropical cottage walk to beach covered lana

Kailua cottage
0 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Enjoy the peace and quiet in this quaint, private cottage. The property offers a queen-size bed, kitchenette, lovely tropical yard and covered lanai with outdoor seating to relax in after a day at the beach. Wash the sand off in the private outside shower. Located only 1-1/2 blocks to famous Kailua beach it is also an…
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Patio
  • Pet friendly - ask
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(1)

Exactly What We Needed

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

Happy we stayed here - Janet was friendly and easy to reach before and during our visit. Wonderful place for our staycation! Quiet neighborhood, comfy bed, clean accommodations and lush property - as advertised. We were able to relax and the private entrance with use of the lanai was perfect!

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$265

2 BR / 2 BA / Sleeps 4

16 Reviews

$265

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Charming 2 Bdrm Beachside Villa with Swimming Pool

Kailua villa
2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 16 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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$535

5 BR / 3 BA / Sleeps 13

1 Reviews

$535

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Kailua Poolhouse

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

Details

Reviews

(1)

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

Details

Reviews

(1)

Quality not as expected

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

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

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

2. This above is also …

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$195

1 BR / 1 BA / Sleeps 3

1 / 15

$195

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Martins Hale

Kailua cottage
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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$475

3 BR / 3 BA / Sleeps 8

1 / 20

$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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$70

1 BR / 1 BA / Sleeps 2

1 / 9

$70

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Serene Kailua Living

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

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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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$300

2 BR / 2 BA / Sleeps 6

16 Reviews

$300

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Tropical Luxury 2Bed/2Bath Steps to Kailua Beach

Kailua house
2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 16 Reviews

Details

Reviews

(16)

Blossoms, palms and tiki's welcome you as you enter the 1/4 acre property tucked away beach side on a private lane. This spacious home is surrounded by exotic tropical gardens, and is just steps to Kailua's beautiful beach, 75 yards via private right of way. We offer a two bedroom rental unit that is private and …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Balcony or terrace
  • Parking
  • Suitable for children

Details

Reviews

(16)

Fantastic and restful vacation

Left on Jun 24, 2010 for a stay in May 2010

This place was everything the ad said it would be...Great for our two boys and great for us-fully stocked kitchen,washer dryer etc and beautiful location !

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$250

1 BR / 1 BA / Sleeps 3

1 / 10

$250

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Lanikai Bungalow

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

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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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$155

1 BR / 1 BA / Sleeps 2

1 / 22

$155

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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

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$1,325

6 BR / 4 BA / Sleeps 14

1 Reviews

$1,325

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Kailua Beach House 6+BR, Beachfront, Pool

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

Details

Reviews

(1)

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

Details

Reviews

(1)

Just what I was hoping for!

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

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

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$450

3 BR / 3 BA / Sleeps 6

1 / 31

$450

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Hale Ainoni

Kailua house
3 BR / 3 BA / Sleeps 6 | Quick view

Details

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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$650

6 BR / 3 BA / Sleeps 10

1 / 21

$650

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Hauoli Retreat

Kailua house
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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$4,500

5 BR / 7 BA / Sleeps 10

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

7 BR / 8 BA / Sleeps 14

1 / 24

$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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$395

4 BR / 3 BA / Sleeps 8

1 / 21

$395

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Hale Maluhia Ohana

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

Details

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

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$1,070

4 BR / 3 BA / Sleeps 10

1 / 23

$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

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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

Kailua house
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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$875

3 BR / 3 BA / Sleeps 6

1 / 6

$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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$8,750

8 BR / 8 BA / Sleeps 16

1 / 22

$8,750

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Majestic Manor

Kailua house
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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$1,300

5 BR / 4 BA / Sleeps 14

1 / 24

$1,300

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Walker Beach House-historic,beachfront,great views

Kailua house
5 BR / 4 BA / Sleeps 14 | Quick view

Details

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

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$135

1 BR / 1 BA / Sleeps 2

1 Reviews

$135

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REST, RELAX & ENJOY LANIKAI BEACH

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

Details

Reviews

(1)

AWAKE IN PARADISE in your own private ocean view vacation rental and just a few minutes walk to the beach. King size bed, bathroom with jacuzzi tub, light cooking, gas BBQ Ocean view deck with seating. Wireless internet, use of washer/dryer and so much more. Beds: 1 King Bed
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Breathtaking view in one of the most beautiful locations in Hawaii

Left on Feb 27, 2015 for a stay in February 2015

We thoroughly enjoyed our stay at this gorgeous property! Unbelievably beautiful views, quaint, comfortable and relaxing studio and bonus room, as well as beautiful and private pool. Everything needed for a lovely vacation, along with all the amenities for home and beach. Lois, the owner, is very nice and accommodating, and we enjoyed chatting with her too. Situated perfectly close to the …

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$115

1 BR / 1 BA / Sleeps 3

1 / 15

$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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