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Kailua Rentals

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Kailua Rentals

116 apartments

Holiday Palms - Private -5 min from Kailua beach

Kailua cottage

1 bedroom / 1 bathroom / Sleeps 5

$130

1 / 12

Cozy Cottage 5 Minute Walk to Kailua Beach

Kailua house

1 bedroom / 1 bathroom / Sleeps 4

$125

1 / 13

Open Air Loft, Steps from beach

Kailua apartment

1 bedroom / 1 bathroom / Sleeps 2

$190

1 / 16

Nancy's Kailua Cottage Mauka

Kailua cottage

/ 1 bathroom / Sleeps 4

$80

1 / 15

42 feet from Beautiful Kailua Beach Wonderful 4 Bedroom Home Lots of Extra's

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

$1,350

1 / 75

On Beautiful Kailua Beach

Kailua condo

3 bedrooms / 3 bathrooms / Sleeps 8

$525

1 / 26

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

Kailua house

4 bedrooms / 2 bathrooms / Sleeps 8

$604

1 / 28

Sheffield Suite open: 2/5-8, 2/24-4/16, 4/21-26, 5/5-11, 5/19 on

Kailua b and b

1 bedroom / 1 bathroom / Sleeps 3

$164

1 / 13

Sheffield Studio open 10/22-27, 12/10-12/19

Kailua b and b

/ 1 bathroom / Sleeps 2

$144

1 / 7

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

Kailua cottage

/ 1 bathroom / Sleeps 3

$139

1 / 8

Perfect Oasis, Steps to the Beach! 100% Solar!

Kailua cottage

1 bedroom / 1 bathroom / Sleeps 2

$181

1 / 13

Nancy's Kailua Cottage Makai

Kailua cottage

1 bedroom / 1 bathroom / Sleeps 2

$80

1 / 28

Hale Ohana steps to Kailua Beach

Kailua house

1 bedroom / 1 bathroom / Sleeps 2

“Amazing holiday place to stay!!!” We have rented Tina's apartment twice now from sydney australia and plan on returning yearly. The location is right across the road from the most beautiful beach in Hawaii. Tina is an amazing host making sure the r

$125

1 / 15

Kailua by the Sea Studio

Kailua room

1 bedroom / 1 bathroom / Sleeps 2

$165

1 / 25

Plantation at Paradise Point

Kailua villa

5 bedrooms / 5 bathrooms / Sleeps 10

$4,500

1 / 26

Affordable Place on the Best Beach in Hawaii

Kailua house

1 bedroom / 1 bathroom / Sleeps 2

$157

1 / 18

Premier Oceanfront Vacation Home

Kailua villa

6 bedrooms / 5 bathrooms / Sleeps 12

$1,050

1 / 20

Luxury home(s) just steps away from Kailua Beach

Kailua house

4 bedrooms / 4 bathrooms / Sleeps 12

$1,100

1 / 33

Charming 1 bedroom house

Kailua house

1 bedroom / 1 bathroom / Sleeps 2

$145

1 / 12

Garden of dreams

Kailua studio

Studio / 1 bathroom / Sleeps 2

$85

1 / 15

Ginger studio, private entry/bathroom, near beach

Kailua studio

Studio / 1 bathroom / Sleeps 2

$90

1 / 12

Kailua Beach Aloha Cottage

Kailua cottage

1 bedroom / 1 bathroom / Sleeps 4

$169

1 / 13

Lanikai Hillside Estate

Kailua house

5 bedrooms / 8 bathrooms / Sleeps 10

$7,000

1 / 45

Kailua Beach Cottage 2BD/2BA walk to the beach!

Kailua condo

2 bedrooms / 2 bathrooms / Sleeps 4

“Kailua sandbar bliss” Our family spent a wonderful week at sandbar cottage. It was such a lovely holiday. Christine and Frank were so kind and helpful. From meeting us with umbrellas when we arrived late in the pouring rain to new batteries for the tv

$250

1 / 23

SUITE ALOHA – Remodeled, Romantic Island Retreat

Kailua house

1 bedroom / 1 bathroom / Sleeps 2

“Beautiful accommodation. Laid back feel.” Our accommodations were beautiful, clean and exactly what we were looking for. The location is fantastic and we were only a few minutes from Kailua and Lanikai beaches, as well as a very short walk to downtown

$126

1 / 36

Plantation Charm in Kailua

Kailua bungalow

4 bedrooms / 2 bathrooms / Sleeps 7

$425

1 / 30

D&D's Cottage

Kailua cottage

1 bedroom / 1 bathroom / Sleeps 2

$95

1 / 12

ON BEAUTIFUL KAILUA BEACH

Kailua house

1 bedroom / 1 bathroom / Sleeps 2

$185

1 / 16

Tradewind Bungalow, in Kailua on Oahu

Kailua house

2 bedrooms / 1 bathroom / Sleeps 5

$206

1 / 8

Beachfront Plantation Cottage

Kailua house

3 bedrooms / 2 bathrooms / Sleeps 6

$495

1 / 23

Hale Luana

Kailua cottage

1 bedroom / 2 bathrooms / Sleeps 2

$200

1 / 21

Lanikai Ohana Hale

Kailua house

1 bedroom / 1 bathroom / Sleeps 5

$225

1 / 18

“You will be very happy you stayed here” We are very experienced travelers and also rent our vacation home so have a perspective on both sides of this equation. We are a family of four with two teenage daughters (ages 14 and 13 at time of the stay).

$195

1 / 62

BEACHFRONT 6BR/4.5BA Kailua family style with Pool

Kailua house

6 bedrooms / 5 bathrooms / Sleeps 10

$1,436

1 / 29

Kailua Suite

Kailua studio

Studio / 1 bathroom / Sleeps 2

$125

1 / 6

Hale Kimo

Kailua house

4 bedrooms / 3 bathrooms / Sleeps 10

$750

1 / 14

The quaint Kailua-Kalama "Cottage"

Kailua cottage

/ 1 bathroom / Sleeps 2

$105

1 / 10

Lovely 2 Bedrooms Homeaway in Kailua Beach Town

Kailua house

2 bedrooms / 1 bathroom / Sleeps 6

$178

1 / 23
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