
Kailua-Kona holiday homes
We found 3,964 holiday rentals — enter your dates for availability
If you are looking to stay near Kailua-Kona, HI (KOA-Kona Intl.), scroll through and discover holiday rentals to find the perfect one for your trip. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll have the amenities that you expect and more, such as Wi-Fi and cable TV. What you'll find is a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Kailua-Kona, HI (KOA-Kona Intl.)
Showing deals for:17 Oct - 24 Oct
Image gallery for Right On the Water, Stunning Ocean views and Sunsets, AC, Elevator, Pool

1010 out of 10 rating
Exceptional
(5 reviews)
Right On the Water, Stunning Ocean views and Sunsets, AC, Elevator, Pool
Kailua-Kona, HI
14% off
Price is NZ$16,002
NZ$16,002
NZ$2,286 per night
includes taxes & fees
Image gallery for Three Palms

9.89.8 out of 10 rating
Exceptional
(48 reviews)
Three Palms
Kailua-Kona, HI
8% off
Price is NZ$3,594
NZ$3,594
NZ$513 per night
includes taxes & fees
Image gallery for Villa Sea Renity Remodeled Family Friendly Tennis

1010 out of 10 rating
Exceptional
(6 reviews)
Villa Sea Renity Remodeled Family Friendly Tennis
Waikoloa, Hawaii
14% off
Price is NZ$4,688
NZ$4,688
NZ$670 per night
includes taxes & fees
Image gallery for Amazing ocean and sunset views! Near beaches. gorgeous pool & spa. It’s the one!

9.89.8 out of 10 rating
Exceptional
(15 reviews)
Amazing ocean and sunset views! Near beaches. gorgeous pool & spa. It’s the one!
Waikoloa, HI
7% off
Price is NZ$5,053
NZ$5,053
NZ$722 per night
includes taxes & fees
Image gallery for Hale Iki - A lovely Little House on the beautiful Big Island

1010 out of 10 rating
Exceptional
(7 reviews)
Hale Iki - A lovely Little House on the beautiful Big Island
Kailua-Kona, HI
5% off
Price is NZ$6,122
NZ$6,122
NZ$875 per night
includes taxes & fees
Image gallery for Breathtaking Luxurious Pacific Island Home

9.89.8 out of 10 rating
Exceptional
(120 reviews)
Breathtaking Luxurious Pacific Island Home
Kamuela, HI
7% off
Price is NZ$11,808
NZ$11,808
NZ$1,687 per night
includes taxes & fees
Image gallery for Craftsman Cottage on 6 forested acres

9.89.8 out of 10 rating
Exceptional
(81 reviews)
Craftsman Cottage on 6 forested acres
Kailua-Kona, Hi
7% off
Price is NZ$4,303
NZ$4,303
NZ$615 per night
includes taxes & fees
Image gallery for Beauty and Luxury Meets Oceanfront Paradise

1010 out of 10 rating
Exceptional
(34 reviews)
Beauty and Luxury Meets Oceanfront Paradise
Kailua-Kona, HI
7% off
Price is NZ$43,970
NZ$43,970
NZ$6,281 per night
includes taxes & fees
Image gallery for King Palm, July Low rates beach, Ocean views walk to Magics Kahalu'u Free HSWIFI

9.69.6 out of 10 rating
Exceptional
(70 reviews)
King Palm, July Low rates beach, Ocean views walk to Magics Kahalu'u Free HSWIFI
Kailua-Kona, HI
7% off
Price is NZ$3,288
NZ$3,288
NZ$470 per night
includes taxes & fees
Image gallery for Kona coffee farm retreat, with full ocean views near Kailua Kona!

1010 out of 10 rating
Exceptional
(28 reviews)
Kona coffee farm retreat, with full ocean views near Kailua Kona!
Honalo, HI
11% off
Price is NZ$7,244
NZ$7,244
NZ$1,035 per night
includes taxes & fees
Image gallery for Spectacular luxury golf course view home in the heart of the Mauna Lani resort

9.89.8 out of 10 rating
Exceptional
(40 reviews)
Spectacular luxury golf course view home in the heart of the Mauna Lani resort
Kamuela, HI
7% off
Price is NZ$17,736
NZ$17,736
NZ$2,534 per night
includes taxes & fees
Image gallery for The “Promise Tree” is a great family gathering place in Kailua Kona!

1010 out of 10 rating
Exceptional
(146 reviews)
The “Promise Tree” is a great family gathering place in Kailua Kona!
Kailua-Kona, HI
7% off
Price is NZ$20,971
NZ$20,971
NZ$2,996 per night
includes taxes & fees
Image gallery for Panoramic Ocean Views! Luxury Estate - Pool, Hot Tub, Jacuzzi & Air Conditioning

9.69.6 out of 10 rating
Exceptional
(69 reviews)
Panoramic Ocean Views! Luxury Estate - Pool, Hot Tub, Jacuzzi & Air Conditioning
Kailua-Kona, HI
7% off
Price is NZ$14,445
NZ$14,445
NZ$2,064 per night
includes taxes & fees
Image gallery for Hualalai Resort: Ground Level Villa by the Ocean

1010 out of 10 rating
Exceptional
(69 reviews)
Hualalai Resort: Ground Level Villa by the Ocean
Kailua-Kona, HI
8% off
Price is NZ$23,570
NZ$23,570
NZ$3,367 per night
includes taxes & fees
Image gallery for Luxury Home in Mauna Lani☀️🌴

1010 out of 10 rating
Exceptional
(36 reviews)
Luxury Home in Mauna Lani☀️🌴
Kamuela, HI
7% off
Price is NZ$23,806
NZ$23,806
NZ$3,401 per night
includes taxes & fees
Image gallery for Manta Ray Manor - Oceanfront Gated Community, short walk to beach and town.

1010 out of 10 rating
Exceptional
(19 reviews)
Manta Ray Manor - Oceanfront Gated Community, short walk to beach and town.
Kailua-Kona, HI
7% off
Price is NZ$15,224
NZ$15,224
NZ$2,175 per night
includes taxes & fees
Image gallery for Ultra private oceanfront gated compound with pool & spa just minutes from town.

1010 out of 10 rating
Exceptional
(50 reviews)
Ultra private oceanfront gated compound with pool & spa just minutes from town.
Kailua-Kona, HI
7% off
Price is NZ$45,185
NZ$45,185
NZ$6,455 per night
includes taxes & fees
Image gallery for Big 3BR / 4BA (3056sq ft) Kona Home with Pool/Jacuzzi, OceanView (Sleeps 16 max)

1010 out of 10 rating
Exceptional
(87 reviews)
Big 3BR / 4BA (3056sq ft) Kona Home with Pool/Jacuzzi, OceanView (Sleeps 16 max)
Kailua-Kona, HI
6% off
Price is NZ$7,537
NZ$7,537
NZ$1,077 per night
includes taxes & fees
Image gallery for The Sand- Cozy condo in the heart of Kona

9.69.6 out of 10 rating
Exceptional
(8 reviews)
The Sand- Cozy condo in the heart of Kona
Kailua-Kona, HI
5% off
Price is NZ$3,242
NZ$3,242
NZ$463 per night
includes taxes & fees
Image gallery for Kona Condo with all the comforts of home

9.29.2 out of 10 rating
Wonderful
(79 reviews)
Kona Condo with all the comforts of home
Kailua-Kona, HI
7% off
Price is NZ$2,498
NZ$2,498
NZ$357 per night
includes taxes & fees
Image gallery for Charming Kaloko Mountain Cottage with hot tub - private,secluded and cozy!!

9.89.8 out of 10 rating
Exceptional
(79 reviews)
Charming Kaloko Mountain Cottage with hot tub - private,secluded and cozy!!
Kailua-Kona, HI
7% off
Price is NZ$2,640
NZ$2,640
NZ$377 per night
includes taxes & fees
Image gallery for Tropical Paradise Awaits: Stunning Hawaii Condo with Ocean Views!

1010 out of 10 rating
Exceptional
(98 reviews)
Tropical Paradise Awaits: Stunning Hawaii Condo with Ocean Views!
Kailua-Kona, HI
7% off
Price is NZ$3,767
NZ$3,767
NZ$538 per night
includes taxes & fees
Image gallery for Access to Mauna Lani Spa/Tennis/Pickleball/Gym/Lap Pool included with booking

1010 out of 10 rating
Exceptional
(36 reviews)
Access to Mauna Lani Spa/Tennis/Pickleball/Gym/Lap Pool included with booking
Kamuela, HI
7% off
Price is NZ$11,630
NZ$11,630
NZ$1,661 per night
includes taxes & fees
Image gallery for Immaculate; Air Cond; Ocean/Garden views;GIG WiFi6 S

1010 out of 10 rating
Exceptional
(80 reviews)
Immaculate; Air Cond; Ocean/Garden views;GIG WiFi6 S
Kailua-Kona, HI
7% off
Price is NZ$2,477
NZ$2,477
NZ$354 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Kailua-Kona
Spacious, Luxurious, Tropical Townhouse Style Condo For A Truly Aloha Vacation
Sleeps 6 · 2 bedrooms · 2+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
191 reviews(191 reviews)
Ocean Front Pool, Private and Newly Renovated Top Corner Unit
Sleeps 2 · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
254 reviews(254 reviews)
Hale Kona Kai by Casago Kona
Sleeps 3 · 1 bedroom
7.47.4 out of 10
Goodgood
9 reviews(9 reviews)
Cozy studio with WiFi and AC that is within walking distance of Magic Sands Bch
Sleeps 2 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
Big Island Vacation Home With Two Masters And Room For The Whole Family
Sleeps 10 · 4 bedrooms · 3+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
73 reviews(73 reviews)
Stunning Ocean Views + Designer Designed Kona Home
Sleeps 4 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
95 reviews(95 reviews)
Top rated rentals - Kailua-Kona
Absolute paradise
1010 out of 10
Exceptionalexceptional
98 reviews(98 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value