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Holiday Rentals in Hawaii/Kailua-Kona

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All 730 Rentals in Kailua-Kona
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From
$2,814
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 8
Washer/Dryer, Private pool, Private Pool & more
24 photos Details
Reviews (1) Make Enquiry
From
$161
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Public pool, Hot Tub, Parking & more
18 photos Details
Reviews (16) Make Enquiry
From
$107
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Grill, Other outdoor space, Water Views & more
6 photos Details
Reviews (10) Make Enquiry
Also consider
Oceanfront Family Beach Gem
3 Bedrooms, sleeps 6
$268 / night
White Sands Village Across From The Beach!
2 Bedrooms, sleeps 6
$106 - $177 / night
T!he Hukilau - Keauhou Kona Surf and Racquet Club
3 Bedrooms, sleeps 6
$123 / night
Stay In This Unique Studio Decorated Like A Submarine - Dishwasher Too
Sleeps 4
$95 - $145 / night
From
$4,503
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 8
Private pool, Washer/Dryer, Private Pool & more
23 photos Details
Reviews (3) Make Enquiry
From
$80
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Pool, Public pool, Parking
15 photos Details
Reviews (2) Make Enquiry
From
$188
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Other outdoor space, Water Views, Public pool & more
12 photos Details
Reviews (1) Make Enquiry
From
$148
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Public pool, Air Conditioning, Pool & more
18 photos Details
Reviews (15) Make Enquiry
From
$145
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
Grill, Public pool, Pool & more
8 photos Details
Reviews (2) Make Enquiry
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From
$161
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Pool, Grill, Public pool & more
7 photos Details
Reviews (23) Make Enquiry
From
$375
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 8
Other outdoor space, Internet, Private pool & more
33 photos Details
Reviews (40) Make Enquiry
From
$209
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Fitness Room, Pool, Public pool & more
10 photos Details
Reviews (6) Make Enquiry
From
$535
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Pool, Grill, Internet & more
36 photos Details
Reviews (4) Make Enquiry
From
$170
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
Water Views, Other outdoor space, Public pool & more
69 photos Details
Reviews (9) Make Enquiry
From
$246
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Grill, Air Conditioning, Fitness Room & more
26 photos Details
Reviews (28) Make Enquiry
From
$95
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Air Conditioning, Public pool, Washer/Dryer & more
34 photos Details
Reviews (23) Make Enquiry
From
$160
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
Other outdoor space, Public pool, Hot Tub & more
25 photos Details
Reviews (11) Make Enquiry
From
$123
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Suitable for children, Fitness Room, Washer/Dryer & more
44 photos Details
Reviews (8) Make Enquiry
From
$95
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
Washer/Dryer, Parking, Water Views & more
14 photos Details
Reviews (2) Make Enquiry
From
$118
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Other outdoor space, Washer/Dryer, Elder access & more
21 photos Details
Reviews (6) Make Enquiry
From
$198
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Suitable for children
12 photos Details
Reviews (5) Make Enquiry
From
$118
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Booking
Water Views, Air Conditioning, Suitable for children & more
9 photos Details
Reviews (3) Make Enquiry
From
$3,076
Per Night
15 Bedrooms, 11 Bathrooms, Sleeps 34
Grill, Parking, Air Conditioning & more
25 photos Details
Reviews (1) Make Enquiry
From
$134
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Hot Tub, Washer/Dryer, Water Views & more
17 photos Details
Reviews (9) Make Enquiry
From
$102
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Public pool, Shared Outdoor Pool (Heated) & more
9 photos Details
Reviews (1) Make Enquiry
From
$198
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Pool, Internet, Public pool & more
15 photos Details
Reviews (17) Make Enquiry
From
$145
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
Public pool, Pool, Other outdoor space & more
15 photos Details
Reviews (1) Make Enquiry
From
$129
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Parking, Washer/Dryer, Grill & more
28 photos Details
Reviews (6) Make Enquiry
From
$965
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Air Conditioning, Pool, Water Views & more
17 photos Details
Reviews (3) Make Enquiry
From
$1,179
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 8
Internet, Public pool, Grill & more
12 photos Details
Reviews (1) Make Enquiry
From
$106
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
Water Views, Private pool, Air Conditioning & more
16 photos Details
Reviews (2) Make Enquiry
From
$524
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 2
Bookings
Internet, Parking, Other outdoor space & more
10 photos Details
Reviews (19) Make Enquiry
From
$263
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Suitable for children, Garden, Washer/Dryer & more
21 photos Details
Reviews (2) Make Enquiry
From
$149
Per Night
3 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Game Room, Grill, Suitable for children & more
26 photos Details
Reviews (1) Make Enquiry
From
$123
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Washer/Dryer, Housekeeping Optional & more
18 photos Details
Reviews (5) Make Enquiry
From
$192
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
Grill, Suitable for children, Washer/Dryer & more
43 photos Details
Reviews (15) Make Enquiry
From
$152
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Washer/Dryer, Water Views, Other outdoor space & more
20 photos Details
Reviews (1) Make Enquiry
From
$161
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
Parking, Housekeeping Optional, Fitness Room & more
27 photos Details
Reviews (1) Make Enquiry
From
$289
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Hot Tub, Parking, Air Conditioning & more
3 photos Details
Reviews (1) Make Enquiry
From
$188
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Elder access, Water Views & more
19 photos Details
Reviews (1) Make Enquiry
From
$128
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Hot Tub, Pool, Washer/Dryer & more
22 photos Details
Reviews (9) Make Enquiry
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Suitability

  • Wheelchair access (66)
  • Elder access (175)
  • Suitable for children (232)
  • Pet friendly (6)
  • Smoking allowed (0)

Amenities

  • Internet (585)
  • All pools (550)
  • Public pool (465)
  • Other outdoor space (419)
  • Grill (389)
  • View all amenities
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Kailua Kona Vacation Rentals

Whether you are planning on surfing, diving, or just laying out in the sun, Kailua Kona is an amazing destination full of pristine beaches and local culture. A Kailua Kona vacation is sure to be unforgettable, but why not make it even more special by staying in your very own vacation rental instead of a hotel? There are a variety of Kailua Kona vacation rentals available, from a cozy one bedroom condo to a spacious rental house that can sleep the entire family. There is sure to be the perfect rental home to suit your needs and your style, so check out our great deals on Kailua Kona vacation rentals for your next trip.

A Kailua Kona Vacation

Kailua Kona is an ocean lover's paradise, full of beautiful sights and opportunities to explore. Enjoy the breathtaking view at Mauna Kea Summit and all that you can see from 13,796 feet high. To check out the sights underneath the water as well, take a dive with Big Island Divers and you will not believe your eyes. Surfer Bear Hawaii Surf Lessons can teach you and the entire family to catch some waves, or lay out in the sun at Manini'owali Beach and let your troubles melt away. Finish the day off with some delectable Hawaiian style drinks at Don's Mai Tai Bar and you may never want to leave. No matter how you spend your Kailua Kona vacation, you can rest assured knowing with vacation rentals you have chosen the most comfortable and convenient option for you and your family. A vacation rental offers you all the benefits of having a home away from home, and did you know it can even save you money?

Money Saving Vacation Rentals

Hotels can be expensive, especially when traveling with a large group. Luckily, with vacation rentals there is no need to worry about booking multiple hotel rooms when you can simply rent a vacation house that can fit your entire group. If you plan on staying a while, many Kailua Kona rental homes also offer a discounted rate on extended stays, so you can enjoy your vacation for longer while saving money. Rental homes offer so many benefits to you, your family, and your wallet, that it is a truly a win-win situation for your next trip to Kailua Kona.