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Holiday Rentals in Hawaii/Kailua-Kona

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All 741 Rentals in Kailua-Kona
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From
$109
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Air Conditioning, Water Views, Internet & more
7 photos Details
Reviews (5) Make Enquiry
From
$204
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Suitable for children
12 photos Details
Reviews (5) Make Enquiry
From
$210
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Public pool, Parking, Pool
11 photos Details
Reviews (11) Make Enquiry
Also consider
LOCATION, LOCATION, LOCATION
1 Bedroom, sleeps 2
$408 - $627 / night
Kona Villas: Vacation Home Rental
4 Bedrooms, sleeps 10
$436 - $607 / night
Historical Kahaluu beach, Fun Kailua Kona location
1 Bedroom, sleeps 2
$193 - $221 / night
Kona Islander Inn 1 BDRM #208
1 Bedroom, sleeps 2
$142 - $154 / night
From
$1,276
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 4
Internet, Washer/Dryer, Wheelchair access & more
12 photos Details
Reviews (36) Make Enquiry
From
$308
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 8
Internet, Washer/Dryer, Grill & more
22 photos Details
Reviews (5) Make Enquiry
From
$850
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
Internet, Pool, Parking & more
19 photos Details
Reviews (20) Make Enquiry
From
$193
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Other outdoor space, Water Views, Public pool & more
12 photos Details
Reviews (1) Make Enquiry
From
$276
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
Parking, Pool, Public pool
20 photos Details
Reviews (14) Make Enquiry
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From
$94
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
Internet, Other outdoor space, Grill & more
7 photos Details
Reviews (8) Make Enquiry
From
$160
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Other outdoor space, Grill, Air Conditioning & more
9 photos Details
Reviews (3) Make Enquiry
From
$109
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Other outdoor space, Mountain Views, Pool & more
12 photos Details
Reviews (1) Make Enquiry
From
$120
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Hot Tub, Public pool, Pool & more
23 photos Details
Reviews (1) Make Enquiry
From
$149
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
Grill, Public pool, Pool & more
8 photos Details
Reviews (2) Make Enquiry
From
$182
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Other outdoor space, Air Conditioning, Fitness Room & more
19 photos Details
Reviews (54) Make Enquiry
From
$551
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Pool, Grill, Internet & more
36 photos Details
Reviews (4) Make Enquiry
From
$436
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 10
Private pool, Parking, Washer/Dryer & more
24 photos Details
Reviews (1) Make Enquiry
From
$176
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
Water Views, Other outdoor space, Public pool & more
69 photos Details
Reviews (10) Make Enquiry
From
$547
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 8
Private Pool, Boat Available, Internet & more
24 photos Details
Reviews (5) Make Enquiry
From
$108
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Internet, Suitable for children, Grill & more
12 photos Details
Reviews (2) Make Enquiry
From
$3,169
Per Night
15 Bedrooms, 11 Bathrooms, Sleeps 34
Grill, Parking, Air Conditioning & more
25 photos Details
Reviews (1) Make Enquiry
From
$121
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
$133
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Public pool, Shared Outdoor Pool (Heated), Parking & more
13 photos Details
Reviews (4) Make Enquiry
From
$207
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Public pool, Pool, Internet
59 photos Details
Reviews (13) Make Enquiry
From
$204
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Mountain Views, Internet, Washer/Dryer & more
24 photos Details
Reviews (13) Make Enquiry
From
$165
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Public pool, Pool, Other outdoor space & more
11 photos Details
Reviews (23) Make Enquiry
From
$130
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Grill, Pool, Public pool & more
10 photos Details
Reviews (5) Make Enquiry
From
$441
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Booking
Wheelchair access, Water Views, Elder access & more
18 photos Details
Reviews (4) Make Enquiry
From
$144
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
Wheelchair access, Public pool, Hot Tub & more
15 photos Details
Reviews (1) Make Enquiry
From
$994
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Air Conditioning, Pool, Water Views & more
17 photos Details
Reviews (3) Make Enquiry
From
$1,215
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 8
Internet, Public pool, Grill & more
17 photos Details
Reviews (1) Make Enquiry
From
$157
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Washer/Dryer, Water Views, Other outdoor space & more
20 photos Details
Reviews (1) Make Enquiry
From
$127
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Washer/Dryer, Housekeeping Optional & more
18 photos Details
Reviews (5) Make Enquiry
From
$131
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Pool, Washer/Dryer, Public pool & more
16 photos Details
Reviews (16) Make Enquiry
From
$1,436
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 6
Wheelchair access, Washer/Dryer, Water Views & more
15 photos Details
Reviews (3) Make Enquiry
From
$618
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 10
Elder access, Water Views, Hot Tub & more
31 photos Details
Reviews (17) Make Enquiry
From
$154
Per Night
3 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Game Room, Grill, Suitable for children & more
26 photos Details
Reviews (1) Make Enquiry
From
$131
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Pool, Public pool
26 photos Details
Reviews (7) Make Enquiry
From
$127
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Suitable for children, Fitness Room, Washer/Dryer & more
44 photos Details
Reviews (8) Make Enquiry
From
$149
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Washer/Dryer, Grill, Parking & more
48 photos Details
Reviews (16) Make Enquiry
From
$215
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Public pool, Pool, Private Pool & more
15 photos Details
Reviews (3) Make Enquiry
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Suitability

  • Wheelchair access (70)
  • Elder access (172)
  • Suitable for children (229)
  • Pet friendly (3)
  • Smoking allowed (0)

Amenities

  • Internet (594)
  • All pools (561)
  • Public pool (473)
  • Other outdoor space (424)
  • Grill (395)
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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.