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Houses Kailua

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226 houses

Palione Papalani~Steps from Kailua Beach w/ private pool & hot tub

Kailua house

6 bedrooms / 5 bathrooms / sleeps 12

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Price per night from

$1,800

Hale Mokulua ~ with private pool & spa~steps to Lanikai Beach~3 living spaces

Kailua house

5 bedrooms / 5 bathrooms / sleeps 14

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Price per night from

$3,571

Kailua Beachfront~private~newly renovated home w/stunning views

Kailua house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$1,929

Kehaulani - Lanikai~ Stunning Ocean Views~ private residence

Kailua house

4 bedrooms / 4 bathrooms / sleeps 10

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$1,500

Walker's Lanikai Beach House~Oceanfront *APRIL CANCELLATION - CALL NOW*!

Kailua house

5 bedrooms / 4 bathrooms / sleeps 14

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$1,900

Mokulua Aina~Lanikai tropical retreat with pool ~ steps to Lanikai Beach

Kailua house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$1,500

SUITE ALOHA – Remodeled, Romantic Island Retreat

Kailua house

1 bedroom / 1 bathroom / sleeps 2

“"Lovely"” We stayed at Suite Aloha in September for 11 days. The room was spacious, airy and very comfortable. There was a huge ceiling fan to cool the entire room throughout the day and night. We were awakened by the sweet fragrance of plumeria as it floated through the windows every morning. Lovely! Sabine thought of everything to make our stay comfortable. We were welcomed with fresh fruit and a Beautiful arrangement of fresh Hawaiian flowers. There were beach items available for us to use including a beach umbrella, chairs, mats and beach bag. The location was ideal. We could easily walk to Kailua Beach or to Kailua town. Kailua town has plenty of upscale shops and restaurants. There was even a brand new Target there. We would definitely stay there again. It was lovely!

Responds fast! avg. 3 hours 18 minutes

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$116

*Open for 30 days in May!* Kalaheo Beach House with 2 bedroom 1 1/2 bath AC

Kailua house

2 bedrooms / 1 bathroom / sleeps 4

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$316

Perfect Beachtown Retreat

Kailua house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 50 minutes

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Price per night from

$120

Kailua Shores Estate 8 Bedroom

Kailua house

8 bedrooms / 9 bathrooms / sleeps 16

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Price per night from

$6,620

D&D's B&B- sweet island style Studio

Kailua house

1 bedroom / 1 bathroom / sleeps 2

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$83

Bright Kailua House w/Pool & Patio by Beaches

Kailua house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 12 minutes

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$196

Kailua Beach House

Kailua house

4 bedrooms / 4 bathrooms / sleeps 8

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$1,281

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Price per night from

$2,098

Ocean view, Villa, Mokulua Island view, Pool, Luxury, Lanikai Ocean View Villa

Kailua house

5 bedrooms / 3 bathrooms / sleeps 12

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$2,038

Beach House w/amazing ocean views & 10 steps from beach access. Hale Kalio

Kailua house

6 bedrooms / 4 bathrooms / sleeps 11

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Price per night from

$1,012

Steps from Lanikai Beach! Private Laidback Luxury Home w/Pool, Lanikai Breeze

Kailua house

5 bedrooms / 5 bathrooms / sleeps 12

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Price per night from

$1,529

Garden of Dreams - swimming pool on property

Kailua house

1 bedroom / 1 bathroom / sleeps 2

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$107

Kailani Villa - Holiday Availability! Inquire for possible discounts!

Kailua house

4 bedrooms / 4 bathrooms / sleeps 8

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$1,621

Lovely Garden Studio located next to pool with private entrance and bath

Kailua house

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$101

Kakela Kai, Beachfront Kailua, Centeral A/C

Kailua house

4 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$840

Kailua Beach Front - Licensed TVU Available for Nightly Rent

Kailua house

5 bedrooms / 5 bathrooms / sleeps 14

“INCREDIBLE!” Best vacation home in Kailua (possibly the world)! The house itself has everything you need and is spacious and luxurious. The location is second to none, with one of the best best beaches right on your doorstep. Great option for families and large groups who like a bit of space. The property manager is a legend and makes the best bread pudding on the planet. If you're after a vacation/holiday to remember, this is it! Highly, highy recommend. Cheers, Johno.

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$1,800

Beachfront Hideaway

Kailua house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$586

Kailua Surf Paradise Hale, pool

Kailua house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 39 minutes

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Price per night from

$286

Lanikai Beach Front - Sunrise over the "Mokes"

Kailua house

4 bedrooms / 3 bathrooms / sleeps 9

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Price per night from

$2,571

42 feet from Kailua Beach. Exceptional Family Getaway for Lifetime Memories.

Kailua house

4 bedrooms / 4 bathrooms / sleeps 8

“Best Beach Front Home Yet” We've stayed at several beach front homes in Hawaii and California and this one was our favorite. The layout is perfect for families, the view was awesome, and Kailua Beach is one of our favorite beaches. We also loved the extras including boogie and surf boards, beach toys, and beach chairs all included.

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$1,515

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Price per night from

$4,147

Kailua, Entire 3 Bedroom Home, carport, yard, BBQ

Kailua house

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 29 minutes

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$172

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Price per night from

$5,125

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Price per night from

$1,866

Kailua, Cozy, 2 bedroom, duplex home, carport, yard, BBQ

Kailua house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 29 minutes

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$126

Gorgeous Renovated 1937 Plantation Style Beach House 50 Steps to the Center of

Kailua house

5 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 3 hours 37 minutes

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Price per night from

$2,428

New Listing! Scenic Oceanfront Estate w/ Bonus Apartment - Steps to Beaches

Kailua house

5 bedrooms / 3 bathrooms / sleeps 18

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Price per night from

$580

Kailua, Cozy, Spacious Duplex Home, carport, yard, BBQ

Kailua house

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 1 hour 43 minutes

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$139

Beautiful Kailua Beachside Home w/Pool & AC. Lokomaika'i Kailua

Kailua house

5 bedrooms / 3 bathrooms / sleeps 10

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$1,025

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Price per night from

$887

White Sands Escape by the Beach

Kailua house

1 bedroom / 1 bathroom / sleeps 1

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$78

Cozy Cottage 5 Minute Walk to Kailua Beach

Kailua house

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$81

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