Search 105,200+ Vacation Rentals

Kailua-Kona Waterfront Vacation Rentals, Apartments & More - 290 Rentals Available.

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

290 Vacation rentals

Filters applied: Waterfront

1 / 16

Kailua-Kona Townhouse

  • 3
  • 7
  • 4 nights min
  • Nearest beach 3 mi
  • Child friendly
  • Air conditioning

$225.00

Book

from $225.00 / night

(12)

1 / 15

Kailua-Kona House

  • 4
  • 10
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“The Hibiscus Pool Home was an awesome fit for our vacation in Kona. We were close to the beaches, to town, and family was nearby. The kids loved the pool and all the beach gear was much appreciated. The sunsets from the lanai were stunning every...”
- Review left on 02/26/2016

$225.00

Excellent (12 reviews)

Book

from $225.00 / night

(11)

1 / 14

Kailua-Kona House

  • 4
  • 10
  • 6 nights min
  • Child friendly
  • Private garden
“A child friendly home with lots of space. Well equipped with a great view and great location. Had everything we needed! A little work needed in the house-screens to fit, leaky fridge, but everything was wonderful ... nice barbecue and lanai was...”
- Review left on 01/30/2017

$150.00

Very Good (11 reviews)

Book

from $150.00 / night

(3)

1 / 23

Kailua-Kona House

  • 4
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“8 of us came to Kona on a family vacation and the home was perfect. Located very conveniently to everything in Kona, but nestled in a quiet neighborhood we couldn't not have enjoyed it more. Beautiful, well-appointed home, comfortable and spacious....”
- Review left on 06/24/2016

$565.00

Excellent (3 reviews)

Book

from $565.00 / night

1 / 12

Kailua-Kona House

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly

$560.00

Book

from $560.00 / night

1 / 23

Kailua-Kona House

  • 3
  • 8
  • 5 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly

$505.00

Book

from $505.00 / night

(12)

1 / 18

Kailua-Kona Condo

  • 1
  • 2
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Responds fast! Avg. 2 hours 44 minutes

“This condo is truly on the ocean. The surf drowns out any other sound and sings you to sleep. There is something magical about that! We ate in almost exclusively and the kitchen had everything we needed to prepare lovely meals. I mean, what...”
- Review left on 02/28/2018

$140.00

Excellent (12 reviews)

Book

from $140.00 / night

1 / 25

Kailua-Kona House

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly

$355.00

Book

from $355.00 / night

1 / 24

Kailua-Kona House

  • 3
  • 7
  • 3 nights min
  • Nearest beach 3 mi
  • Ask about children

$132.00

Book

from $132.00 / night

(8)

1 / 13

Kailua-Kona Apartment

  • 2
  • 3
  • 7 nights min
  • Nearest beach 5 mi
  • Ask about children
“Quiet location with a nice garden full of song birds. Attentive, fun host who did everything possible to make us feel at home. A great place away from the buzz of the city yet close to beaches and restaurants. Good place to go for morning walks or...”
- Review left on 01/02/2017

$69.00

Excellent (8 reviews)

Book

from $69.00 / night

(1)

1 / 14

Kailua-Kona Apartment

  • 2
  • 6
  • min stay varies
  • Ask about children

$179.00

Excellent (1 reviews)

Book

from $179.00 / night

(13)

1 / 13

Kailua-Kona House

  • 3
  • 8
  • 6 nights min
  • Child friendly
  • Private garden
“What a great place to live while in paradise. Very cute place maybe 50 yards to the beach and the waves. Tom and Gidget have the home really stocked up. Upgraded kitchen with a dishwasher and lots of counter space. Plenty of pillows blankets and...”
- Review left on 01/18/2017

$150.00

Very Good (13 reviews)

Book

from $150.00 / night

(3)

1 / 14

Kailua-Kona House

  • 2
  • 4
  • 7 nights min
  • Ask about children
“Excellent stay. Modern furniture, very nice and private lanai with a sea and sunset view. Perfect for a family of 4 like us...”
- Review left on 05/16/2015

$275.00

Excellent (3 reviews)

Inquire

from $275.00 / night

(3)

1 / 18

Kailua-Kona Condo

  • 1
  • 2
  • min stay varies
  • Nearest beach 0.1 mi
  • Swimming pool
  • Air conditioning

Responds fast! Avg. 2 hours 44 minutes

$155.00

Very Good (3 reviews)

Book

from $155.00 / night

(16)

1 / 22

Kailua-Kona Condo

  • 1
  • 4
  • 6 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly
“In January we stayed at the Kona Bali Kai in unit 308. The description was correct - oceanfront views with surfers, turtles, and even whale spouts in the distance! We were able to walk at low tide out onto the lava rocks with tide pools offering...”
- Review left on 01/26/2017

$216.00

Excellent (16 reviews)

Book

from $216.00 / night

(1)

1 / 25

Kailua-Kona Condo

  • 1
  • 4
  • 6 nights min
  • Nearest beach 4 mi
  • Swimming pool
  • Child friendly

$170.00

Excellent (1 reviews)

Book

from $170.00 / night

(4)

1 / 18

Kailua-Kona Manor house

  • 2
  • 7
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning

$200.00

Excellent (4 reviews)

Book

from $200.00 / night

(26)

Certificate of Excellence

1 / 25

Kailua-Kona Condo

  • 2
  • 5
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool

Responds fast! Avg. 2 hours 44 minutes

Certificate of Excellence

“Kona Bali Kai #220 was exactly as it was pictured online. We enjoyed our stay here very much. This is the 4th time we've stayed at the Kona Bali Kai (every time in a different unit). We love being able to fall asleep to the sound of the ocean...”
- Review left on 04/01/2018

$205.00

Excellent (26 reviews)

Book

from $205.00 / night

(2)

1 / 44

Kailua-Kona Condo

  • 2
  • 6
  • min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
“From beginning the planning to sadly turning in the keys, the process was seemless making the stay even more enjoyable. This property is truely a sanctuary. The owners and management see to every need and nature does the rest, from the ocean view to...”
- Review left on 01/07/2013

$199.00

Excellent (2 reviews)

Book

from $199.00 / night

(10)

1 / 105

Kailua-Kona House

  • 6
  • 12
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.6 mi
  • Swimming pool

Responds fast! Avg. 2 hours 6 minutes

$449.00

Very Good (10 reviews)

Book

from $449.00 / night

1 / 24

Kailua-Kona House

  • 5
  • 18
  • min stay varies
  • Nearest beach 5 mi
  • Child friendly
  • Air conditioning

$630.00

Book

from $630.00 / night

(7)

1 / 21

Kailua-Kona House

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
“Our family of five enjoyed three nights at this wonderful ocean-view site. Cathleen was great to work with, and we even had a gorgeous bouquet of fresh flowers there to greet us! For us, the house was more of a base of operations than a place to hang...”
- Review left on 07/23/2016

$299.00

Excellent (7 reviews)

Book

from $299.00 / night

(25)

1 / 14

Kailua-Kona House

  • 8
  • 18
  • min stay varies
  • Ask about children
“The Ohana Retreat on the Big Island is an excellent property. With 8 bedrooms and nine bathrooms and two separate kitchens, one on upper floor and one on lower floor, it is wonderful for families and extended family/friends. We enjoyed all of the...”
- Review left on 01/10/2017

$550.00

Excellent (25 reviews)

Inquire

from $550.00 / night

1 / 11

Kailua-Kona House

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly

$249.00

Book

from $249.00 / night

(12)

1 / 23

Kailua-Kona House

  • 5
  • 15
  • min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
“We enjoyed a family reunion at this comfortable, well equipped home. The family with the baby slept downstairs where he could nap quietly. It was a very safe set-up for little ones with a convenient high-chair, crib, and appropriate pool toys. We...”
- Review left on 05/28/2016

$355.00

Very Good (12 reviews)

Book

from $355.00 / night

(1)

1 / 12

Kailua-Kona Condo

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$159.00

Excellent (1 reviews)

Book

from $159.00 / night

1 / 48

Kailua-Kona House

  • 6
  • 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,850.00

Book

from $1,850.00 / night

(5)

1 / 8

Kailua-Kona House

  • 4
  • 10
  • min stay varies
  • Swimming pool
  • Ask about children

Responds fast! Avg. 1 hour 56 minutes

“You can not find a better location for your stay on the big island. Large private home with a backyard you would never want to leave. We picked fresh bananas from the tree out back! Great home for people of all ages and large families. Fabulous floor...”
- Review left on 02/14/2017

$350.00

Excellent (5 reviews)

Book

from $350.00 / night

(1)

1 / 24

Kailua-Kona Manor house

  • 3
  • 6
  • 5 nights min
  • Child friendly

$595.00

Excellent (1 reviews)

Book

from $595.00 / night

(1)

1 / 24

Kailua-Kona House

  • 5
  • 22
  • 7 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly

$1,185.00

Excellent (1 reviews)

Book

from $1,185.00 / night

1 / 24

Kailua-Kona Villa

  • 4
  • 14
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$589.00

Book

from $589.00 / night

(11)

1 / 97

Kailua-Kona Condo

  • 2
  • 6
  • 3 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 3 hours 9 minutes

“We stayed with our two kids as the last stop in a month of travel - this was a wonderful, luxurious way to finish our trip! The kids loved snorkeling across the street at Kahaluu beach and playing in the pool, and the boogie boards and beach chairs...”
- Review left on 07/31/2016

$205.00

Excellent (11 reviews)

Book

from $205.00 / night

(8)

1 / 30

Kailua-Kona Condo

  • 1
  • 2
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
“Being at the Sea cliff is my first experience at a resort, on The Big Island of Hawaii. I walked back and forth to Kailua, while getting to know the area. Loved the markets, shopping spots and the helpful local Hawaiian people. The entertainment...”
- Review left on 10/14/2016

$119.00

Very Good (8 reviews)

Book

from $119.00 / night

1 / 40

Kailua-Kona House

  • 7
  • 17
  • min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly

$965.00

Book

from $965.00 / night

(1)

1 / 49

Kailua-Kona House

  • 3
  • 6
  • min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Ask about children
“the neighbourhood is quiet and very peaceful especially at night . watching the sun set in the evening while sitting on the pool deck is a pleasant way to end the day . the view is unobstructed and you can tell what day of the week it is by observing...”
- Review left on 05/17/2016

$1,001.00

Excellent (1 reviews)

Book

from $1,001.00 / night

(1)

1 / 16

Kailua-Kona House

  • 5
  • 16
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$595.00

Excellent (1 reviews)

Book

from $595.00 / night

(1)

1 / 25

Kailua-Kona House

  • 4
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly

$1,270.00

Excellent (1 reviews)

Book

from $1,270.00 / night

(1)

1 / 24

Kailua-Kona House

  • 4
  • 10
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$520.00

Excellent (1 reviews)

Book

from $520.00 / night

1 / 23

Kailua-Kona Manor house

  • 4
  • 12
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

$1,575.00

Book

from $1,575.00 / night

1 / 67

Kailua-Kona House

  • 9
  • 26
  • min stay varies
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly

$3,466.00

Book

from $3,466.00 / night