Kailua Vacation Rentals on the Water - Waterfront Rentals in Kailua

Palione Papalani Two Bedroom Steps to Kailua Beach

Kailua House

2 bedrooms 2
2 bathrooms
sleeps 6 6
7 nights min

Beach/lakeside relaxation
Nearest beach 1 mi
Child friendly

“This was a beautifully taken care of part of a home that was clean, quiet, well stocked with anything we might need and owned by a wonderful couple with two adorable dogs and two sweet daughters. This was such a nice place to stay. We were...”

- Review left on 05/20/2014

$300.00

Excellent (19 reviews)

Inquire

from $300.00 / night

Inquire

Absolutely Oceanfront Kailua Vacation Rental- $199

Kailua House

1 bedroom 1
1 bathroom
sleeps 3 3
3 nights min

Beach/lakeside relaxation
Swimming pool
Child friendly

“My stay was delightful in this one bedroom apartment. My view of the ocean was spectacular. Everything was meticulous and I couldn't have been more pleased. The full obscure blinds on the windows when the sun was shining in were a real benefit to...”

- Review left on 01/07/2017

$299.00

Very Good (4 reviews)

Book

from $299.00 / night

Book

Kailua Ocean View Studio 2 decks-Upgraded-60 foot pool w waterfalls-Wow! $199

Kailua House

1 bedroom 1
1 bathroom
sleeps 3 3
3 nights min

Swimming pool
Child friendly
Air conditioning

$299.00

Book

from $299.00 / night

Book

Kailua Surf Paradise Hale, pool

Kailua House

4 bedrooms 4
3 bathrooms
sleeps 10 10
7 nights min

Swimming pool
Ask about children
Air conditioning

Responds fast! Avg. 1 hour 55 minutes

$550.00

Book

from $550.00 / night

Book

Ohana Beachfront Villa - luxury home w/ pool - ID

Kailua House

5 bedrooms 5
6 bathrooms
sleeps 10 10
min stay varies

Swimming pool
Child friendly
Air conditioning

$4,725.00

Book

from $4,725.00 / night

Book

Jungle Waterfall Retreat - w/ AC, BBQ

Kailua House

3 bedrooms 3
2 bathrooms
sleeps 8 8
min stay varies

Nearest beach 6 mi
Ask about children
Air conditioning

$330.00

Book

from $330.00 / night

Book

Unforgettable Beachfront Oasis

Kailua House

6 bedrooms 6
5 bathrooms
sleeps 12 12
7 nights min

Beach/lakeside relaxation
Swimming pool
Ask about children

“We rented this beautiful house for 10 days over Christmas, it was an absolutely wonderful vacation in a perfect home!! Wanda was an absolute sweetheart, thank you for all the wonderful gifts when we arrived!! I requested a Christmas tree because we...”

- Review left on 01/27/2016

$1,500.00

Very Good (8 reviews)

Inquire

from $1,500.00 / night

Inquire

Oasis Villa - outdoor kitchen, pool and jacuzzi - ID

Kailua House

6 bedrooms 6
5 bathrooms
sleeps 18 18
min stay varies

Swimming pool
Child friendly

“We walked into the home and all 8 of us were stoked! The indoor spaciousness, the rooming out door meeting area was the ultimate and where we spend most if not all of our time while on site. I hope we have an opportunity to stay again in the future....”

- Review left on 02/06/2016

$1,305.00

Very Good (1 reviews)

Book

from $1,305.00 / night

Book

Stunning Kailua Oceanfront Getaway

Kailua House

3 bedrooms 3
3 bathrooms
sleeps 6 6
6 nights min

Beach/lakeside relaxation
Swimming pool
Child friendly

$775.00

Book

from $775.00 / night

Book

Shangri La By The Sea - Stunning views with pool - ID

Kailua House

5 bedrooms 5
3 bathrooms
sleeps 10 10
30 nights min

Swimming pool
Child friendly
Air conditioning

“Perfect location, right on the ocean which made for spectacular views. The house was large and accommodating, and mostly clean. The sliding doors/screens to the outside were definitely worn and old and hard to open/close. We did find a few (dead)...”

- Review left on 01/04/2017

$1,070.00

Very Good (1 reviews)

Book

from $1,070.00 / night

Book