Updating...

Enter dates for more accurate prices

Kailua Rentals

Filter

Kailua Rentals

115 apartments

Open Air Loft, Steps from beach

Kailua apartment

1 bedroom / 1 bathroom / Sleeps 2

$189

1 / 16

Premier Oceanfront Vacation Home

Kailua villa

6 bedrooms / 5 bathrooms / Sleeps 12

$1,050

1 / 20

Holiday Palms - Private -5 min from Kailua beach

Kailua cottage

1 bedroom / 1 bathroom / Sleeps 5

$129

1 / 12

Nancy's Kailua Cottage Mauka

Kailua cottage

/ 1 bathroom / Sleeps 4

$80

1 / 15

Affordable Place on the Best Beach in Hawaii

Kailua house

1 bedroom / 1 bathroom / Sleeps 2

$156

1 / 18

Cozy Cottage 5 Minute Walk to Kailua Beach

Kailua house

1 bedroom / 1 bathroom / Sleeps 4

$125

1 / 13

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

$249

1 / 23

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

Kailua house

4 bedrooms / 2 bathrooms / Sleeps 8

$595

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

Kailua Suite

Kailua studio

Studio / 1 bathroom / Sleeps 2

$125

1 / 6

Nancy's Kailua Cottage Makai

Kailua cottage

1 bedroom / 1 bathroom / Sleeps 2

$80

1 / 28

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

Kailua cottage

1 bedroom / 1 bathroom / Sleeps 2

$178

1 / 13

SUITE ALOHA – Remodeled, Romantic Island Retreat

Kailua house

1 bedroom / 1 bathroom / Sleeps 2

“The pictures are exactly what you get.” We arrived late afternoon and let ourselves in. The Suite is exactlylike its pictures. The shower was wonderful, especially for two. We didn't stay much during the day and it was great to come back to a cozy,

$126

1 / 36

Martins Hale

Kailua cottage

1 bedroom / 1 bathroom / Sleeps 3

$194

1 / 15

ON BEAUTIFUL KAILUA BEACH

Kailua house

1 bedroom / 1 bathroom / Sleeps 2

$184

1 / 16

On Beautiful Kailua Beach

Kailua condo

3 bedrooms / 3 bathrooms / Sleeps 8

$522

1 / 26

Kaapuni Kainani

Kailua house

3 bedrooms / 3 bathrooms / Sleeps 8

$596

1 / 21

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

D&D's Cottage

Kailua cottage

1 bedroom / 1 bathroom / Sleeps 2

$95

1 / 12

Plantation at Paradise Point

Kailua villa

5 bedrooms / 5 bathrooms / Sleeps 10

$4,500

1 / 26

Hale Luana

Kailua cottage

1 bedroom / 2 bathrooms / Sleeps 2

$200

1 / 21

Nice cozy studio3, Enchanted Lake Kailua

Kailua studio

Studio / 1 bathroom / Sleeps 2

$70

1 / 6

Beachfront Plantation Cottage

Kailua house

3 bedrooms / 2 bathrooms / Sleeps 6

$492

1 / 23

Ginger studio, private entry/bathroom, near beach

Kailua studio

Studio / 1 bathroom / Sleeps 2

$90

1 / 12

Garden Cottage! Comfortable and close to Kailua beach!

Kailua cottage

1 bedroom / 1 bathroom / Sleeps 4

$139

1 / 24

Kailua, Cozy, Spacious Duplex Home

Kailua house

1 bedroom / 1 bathroom / Sleeps 3

$149

1 / 23

Kai Mele

Kailua house

3 bedrooms / 2 bathrooms / Sleeps 6

$550

1 / 14

Charming 1 bedroom house

Kailua house

1 bedroom / 1 bathroom / Sleeps 2

$144

1 / 12

Hale Kimo

Kailua house

4 bedrooms / 3 bathrooms / Sleeps 10

$750

1 / 14

Tropical Kailua Studio on the Water w/Private Pool

Kailua house

/ 1 bathroom / Sleeps 5

$148

1 / 12

Entire 3 Bedroom Home in Kailua!

Kailua apartment

3 bedrooms / 1 bathroom / Sleeps 6

$260

1 / 33

Lanikai Cottage

Kailua house

3 bedrooms / 2 bathrooms / Sleeps 8

$530

1 / 27

Hale Nani Lanikai

Kailua house

3 bedrooms / 4 bathrooms / Sleeps 6

$695

1 / 24

Kailua Guesthouse with Pool and Views!

Kailua cottage

2 bedrooms / 2 bathrooms / Sleeps 5

$422

1 / 24

Great Location - Very Clean - 1 Bedroom

Kailua apartment

1 bedroom / 1 bathroom / Sleeps 3

$150

1 / 24

Kailua by the Sea Studio

Kailua room

1 bedroom / 1 bathroom / Sleeps 2

$164

1 / 25

Kailua, Cozy, 2 bedroom, Duplex Home

Kailua house

2 bedrooms / 1 bathroom / Sleeps 4

$164

1 / 29

Lanikai Ohana Hale

Kailua house

1 bedroom / 1 bathroom / Sleeps 5

$225

1 / 18
Viewing 38 of 115
Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more