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Kailua Rentals with Pools

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Kailua Rentals with Pools

815 vacation rentals

KAILUA DREAMS-MAKAI: NEW, LUXURIOUS AND SPACIOUS

Kailua apartment

1 bedroom / 1 bathroom / sleeps 2

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Tropical Kailua Studio on the Water w/Private Pool

Kailua house

/ 1 bathroom / sleeps 5

1 / 12

Tranquil Tropical Beach Retreat

Kailua house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 40 minutes

1 / 33

Kailua Guesthouse with Pool and Views!

Kailua cottage

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 23 minutes

1 / 24

Tropical Garden Studio - Free Wifi

Kailua house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 5 minutes

1 / 17

Garden of Dreams - swimming pool on property -

Kailua studio

Studio / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 5 minutes

1 / 21

Luxurious 4 BR Kailua Home, Air-Conditioning, Short walk to Beach, Pool!

Kailua house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 27 minutes

1 / 35

Plantation Charm in Kailua

Kailua bungalow

4 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 3 hours 37 minutes

1 / 30

Castle Point Estate

Kailua house

7 bedrooms / 8 bathrooms / sleeps 15

1 / 44

Tropical Garden Cottage

Kailua cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 5 minutes

1 / 20

Lanikai Cottage

Kailua house

3 bedrooms / 2 bathrooms / sleeps 8

1 / 30

Maluhia

Kailua house

4 bedrooms / 4 bathrooms / sleeps 10

1 / 25

Shangri La By The Sea

Kailua house

5 bedrooms / 3 bathrooms / sleeps 10

1 / 20

Hale Mokulua - Lanikai Beach! Stunning 5 bd. with private pool and hot tub

Kailua house

5 bedrooms / 5 bathrooms / sleeps 14

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Place in Paradise - Kailua Beach - Special Fall Rates Available.

Kailua house

5 bedrooms / 5 bathrooms / sleeps 14

1 / 29

Beautiful Large Contemporary Island Home with pool, walk to the beach

Kailua house

9 bedrooms / 6 bathrooms / sleeps 20

Responds fast! avg. 1 hour 32 minutes

1 / 14

Palione Papalani - Steps to Kailua Beach w/private pool and spa. Sleeps 14.

Kailua house

6 bedrooms / 5 bathrooms / sleeps 14

1 / 34

Charming 1 bedroom house

Kailua house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 17 minutes

1 / 12

Just steps to the beach with private pool. *Monthly rental**

Kailua house

6 bedrooms / 6 bathrooms / sleeps 14

1 / 28

Kailua Beach House

Kailua house

4 bedrooms / 4 bathrooms / sleeps 8

1 / 26

Stunning Estate Owned by Paul Mitchell on Lanikai Beach on Oahu!

Kailua villa

7 bedrooms / 7 bathrooms / sleeps 14

1 / 39

Loft in Kailua

Kailua house

2 bedrooms / 2 bathrooms / sleeps 2

Responds fast! avg. 1 hour 23 minutes

1 / 16

Hale Kimo

Kailua house

4 bedrooms / 3 bathrooms / sleeps 10

1 / 14

Hale Maluhia Lanikai

Kailua house

3 bedrooms / 3 bathrooms / sleeps 6

1 / 6

Royal Kailua Estate

Kailua villa

8 bedrooms / 10 bathrooms / sleeps 16

Responds fast! avg. 37 minutes

1 / 37

Mokulua Aina - Lanikai Hawaiian Retreat tropical landscaping & private pool!

Kailua house

3 bedrooms / 3 bathrooms / sleeps 6

1 / 25

Lanikai Ocean View Villa

Kailua house

4 bedrooms / 3 bathrooms / sleeps 10

1 / 23

Lanikai Breeze

Kailua house

5 bedrooms / 5 bathrooms / sleeps 10

1 / 27

Home Sweet Home with private pool-Minutes to Beach

Kailua house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 23 minutes

1 / 19

Kalama Beach House

Kailua house

4 bedrooms / 3 bathrooms / sleeps 10

1 / 15

Kailua Beachfront Villa – Private Pool – Right on White Sandy Beach

Kailua villa

5 bedrooms / 4 bathrooms / sleeps 11

Responds fast! avg. 1 hour 23 minutes

1 / 24

Fabulous Luxury 5 Bedroom Kailua Beachfront-Private Pool and Spa

Kailua house

5 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 1 hour 23 minutes

1 / 24

Absolutely Oceanfront Kailua Vacation Rental- $199

Kailua house

1 bedroom / 1 bathroom / sleeps 3

1 / 26

Kailua Surf Paradise Hale, pool

Kailua house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 55 minutes

1 / 16
1 / 12

Ohana Beachfront Villa - luxury home w/ pool - ID

Kailua house

5 bedrooms / 6 bathrooms / sleeps 10

1 / 32

Shangri-La By The Sea - Tranquil, Gorgeous Stunning views with pool - ID

Kailua house

5 bedrooms / 3 bathrooms / sleeps 10

1 / 21

Stunning Kailua Oceanfront Getaway

Kailua house

3 bedrooms / 3 bathrooms / sleeps 6

1 / 59
Viewing 38 of 815
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