Vacation Rentals in Kailua-Kona, Hawaii
Kailua-Kona, Hawaii Vacation Rentals and Tourism
Kailua-Kona is not only a favorite spot in Hawaii to visit, but it’s also a great place to live. The charming seaside town sits at the foot of the Hualalai Volcano and benefits from some of the island’s best weather! This is why Kailua-Kona vacation rentals are so popular – they are located in Western Hawaii’s center of tourism. Your Kailua-Kona oceanfront condo rental will make it easy to take a walk down the beach, go scuba diving, snorkeling, kayaking, river rafting, or lay underneath the sun and watch talented surfers conquer the waves. Whether you're interested in a romantic Kailua Kona bed and breakfast or a posh resort condo, we've got it all.
- What more help planning your vacation? Read our full Kailua-Kona Travel Guide!
But don’t forget about your many options – hikers will find the volcano an especially fun challenge, while others will enjoy a calmer stroll through the beautiful Sadie Seymour Botanical Garden. You can also take a tour of the area’s renowned coffee plantations! If you stay in a Kailua-Kona condominium resort, consider the following for your itinerary: Hulihee Palace, the Kaloko-Honokohau National Historic Park, the Hualalai Golf Club, and the famous Kona Marathon and Family Fun Run. There are also restaurants and shops galore; you will never run out of things to see and do. And thanks to the convenient location of your Kailua-Kona oceanfront condo rental, you likely will only need your legs to get to where you want to go.
Kailua Kona vacation rentals are the best place to hang your hat on your Hawaii trip. Whether you’re brand-new to the tropical paradise or a veteran, it doesn’t make much sense to choose a hotel over a Kailua-Kona beach vacation rental. After all, you have choices with Kailua Kona rentals. From Kailua Kona apartments to high-rise condos, your Hawaii experience can be whatever you want it to be.
A Kailua-Kona condominium resort is just waiting for you to call it home, so take a look through your many choices here and book a property right away. You’ll likely find the perfect Kailua-Kona beach vacation rental in no time.
Sights and tours to see
- Hualalai Volcano
- Sadie Seymour Botanical Garden
- Kaloko-Honokohau National Historic Park
- Hulihee Palace
- Hualalai Golf Club
- Kona Marathon and Family Fun Run
Kailua Kona Vacation Rental Deals
There is no better place to vacation than Kailua-Kona, where you can really leave stress behind you, relax, and just enjoy the sunsets. If you're planning the trip, or paying for it, you know vacations can sometimes be more stressful that you'd like. That's why discounted Kailua Kona property rentals offer good deals on luxurious, spacious town homes, beach houses and condos. You can still stay in nice, homey Kailua-Kona vacation rentals, but at an affordable price. Kailua-Kona vacation rental deals can accommodate any size budget or any size group, so we're confident you'll find the Kailua Kona rental home of your dreams!
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Check out more areas which feature homes, villas, cabins, cottages, or condos.
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10% off = $144 per night
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Free Wifi
($49)
- bedrooms 2
- community Alii Villas
- rental type Condo
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- sleeps 4
- baths 2
- rates (USD)
$150
- $160
/nt
$1,050 - $1,120 /wk
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1 Free Night-Stay 7 Pay 6
($150)
- bedrooms 1
- community Hale Kona Kai
- rental type Condo
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- sleeps 4
- baths 1
- rates (USD)
$89
- $185
/nt
-
15% off = $123 per night
-
Cleaning Fee Discount
($150)
- bedrooms 3
- community Kona Surf & Racquet
- rental type Condo
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- sleeps 7
- baths 3
- rates (USD)
$145
- $195
/nt
$1,015 - $1,365 /wk
$3,500 - $4,000 /mth
-
free night valued at USD $100
-
Housekeeping
($100)
- bedrooms 2
- community
- rental type House
- sleeps 6
- baths 1
- rates (USD)
$100
- $140
/nt
$510 - $980 /wk
$2,550 - $3,910 /mth
-
free night valued at USD $65
- bedrooms 0
- community
- rental type Studio
- sleeps 3
- baths 1
- rates (USD)
$65
- $69
/nt
$455 - $483 /wk
-
free night valued at USD $139
- bedrooms 2
- community
- rental type Condo
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- sleeps 9
- baths 2
- rates (USD)
$139
- $169
/nt
$973 - $1,183 /wk
-
free night valued at USD $249
- bedrooms 5
- community
- rental type House
- sleeps 14
- baths 3
- rates (USD)
$249
- $379
/nt
$1,743 - $2,653 /wk
-
free night valued at USD $139
- bedrooms 3
- community
- rental type House
- sleeps 8
- baths 2
- rates (USD)
$139
- $169
/nt
$973 - $1,111 /wk
-
free night valued at USD $219
- bedrooms 3
- community
- rental type House
- sleeps 10
- baths 2½
- rates (USD)
$219
- $239
/nt
$219 - $239 /wk
-
free night valued at USD $239
- bedrooms 3
- community
- rental type House
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- sleeps 8
- baths 3½
- rates (USD)
$239
- $299
/nt
$1,673 - $2,093 /wk
-
free night valued at USD $119
- bedrooms 2
- community
- rental type House
- sleeps 6
- baths 2
- rates (USD)
$119
- $129
/nt
$115 - $125 /wk
$2,400 - $2,400 /mth
-
free night valued at USD $575
- bedrooms 4
- community
- rental type House
- sleeps 8
- baths 3½
- rates (USD)
$575
- $750
/nt
$3,900 - $5,250 /wk
-
free night valued at USD $49
- bedrooms 1
- community
- rental type House
- sleeps 4
- baths 2
- rates (USD)
$49
- $49
/nt
-
free night valued at USD $85
- bedrooms 1
- community Keauhou Bay Resort
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$85
- $99
/nt
$595 - $623 /wk
-
free night valued at USD $179
- bedrooms 3
- community
- rental type House
- sleeps 10
- baths 3
- rates (USD)
$179
- $219
/nt
$1,253 - $1,533 /wk
-
free night valued at USD $139
- bedrooms 2
- community
- rental type House
- sleeps 6
- baths 2
- rates (USD)
$139
- $169
/nt
-
free night valued at USD $119
- bedrooms 2
- community
- rental type House
- sleeps 4
- baths 2
- rates (USD)
$119
- $149
/nt
$833 - $1,143 /wk
-
free night valued at USD $99
- bedrooms 1
- community
- rental type House
- sleeps 4
- baths 1
- rates (USD)
$99
- $119
/nt
$99 - $119 /wk
-
free night valued at USD $79
- bedrooms 1
- community Kona Pacific Condo
- rental type Condo
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- sleeps 5
- baths 2
- rates (USD)
$79
- $99
/nt
$75 - $89 /wk
-
free night valued at USD $99
- bedrooms 1
- community
- rental type House
- sleeps 6
- baths 1
- rates (USD)
$99
- $109
/nt
$623 - $763 /wk
-
free night valued at USD $99
- bedrooms 0
- community
- rental type Studio
- sleeps 4
- baths 1
- rates (USD)
$99
- $109
/nt
$623 - $763 /wk
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ONE FREE NIGHT
($160)
- bedrooms 2
- community Alii Villas
- rental type Condo
- sleeps 4
- baths 2
- rates (USD)
$140
- $170
/nt
-
free night valued at USD $250
- bedrooms 5
- community kona acres
- rental type House
- sleeps 10
- baths 3
- rates (USD)
$250
- $425
/nt
$1,750 - $2,975 /wk
- bedrooms 4
- community White Sands Beach
- rental type House
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- sleeps 10
- baths 3
- rates (USD)
$1,450
- $2,650
/wk
- bedrooms 3
- community
- rental type House
- sleeps 6
- baths 3
- rates (USD)
$395
- $428
/nt
$2,765 - $3,000 /wk
- bedrooms 1
- community Alii Villas
- rental type Condo
owner badge
- sleeps 4
- baths 1
- rates (USD)
$99
- $115
/nt
$693 - $805 /wk
$2,772 - $3,220 /mth
- bedrooms 2
- community Kona
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$109
- $135
/nt
$763 - $945 /wk
$2,834 - $3,780 /mth
- bedrooms 1
- community Alii Villas
- rental type Condo
- sleeps 5
- baths 1
- rates (USD)
$120
- $159
/nt
- bedrooms 6
- community
- rental type House
owner badge
- sleeps 16
- baths 6
- rates (USD)
$395
- $595
/nt
$2,765 - $4,165 /wk
$8,295 - $12,495 /mth
- bedrooms 1
- community Kona Bali Kai
- rental type Condo
owner badge
- sleeps 2
- baths 1
- rates (USD)
$200
- $225
/nt
$1,300 - $1,475 /wk
$4,500 - $5,100 /mth
- bedrooms 0
- community Kona Bali Kai
- rental type Studio
owner badge
- sleeps 2
- baths 1
- rates (USD)
$145
- $165
/nt
$915 - $1,055 /wk
$3,600 - $3,600 /mth
- bedrooms 2
- community Kahalu'u/Keauhou
- rental type House
owner badge
- sleeps 4
- baths 2
- rates (USD)
$2,400
- $3,200
/wk
- bedrooms 3
- community Paniolo Country
- rental type House
- sleeps 8
- baths 2
- rates (USD)
$175
- $175
/nt
$1,164 - $1,164 /wk
$4,165 - $4,165 /mth
- bedrooms 3
- community Sunset
- rental type House
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- sleeps 6
- baths 2
- rates (USD)
$150
- $350
/nt
- bedrooms 2
- community Sea Village
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$165
- $210
/nt
$1,150 - $1,470 /wk
- bedrooms 0
- community Royal Sea Cliff
- rental type Studio
- sleeps 3
- baths 1
- rates (USD)
$119
- $159
/nt
- bedrooms 6
- community
- rental type House
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- sleeps 16
- baths 4
- rates (USD)
$645
- $645
/nt
- bedrooms 1
- community Hale Kona Kai
- rental type Condo
- sleeps 3
- baths 1
- rates (USD)
$135
- $155
/nt
$945 - $1,085 /wk
- bedrooms 2
- community Kona Makai
- rental type Condo
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- sleeps 4
- baths 1
- rates (USD)
$110
- $110
/nt
$770 - $770 /wk
- bedrooms 2
- community Keauhou Kona
- rental type Condo
owner badge
- sleeps 4
- baths 2
- rates (USD)
$100
- $125
/nt
$650 - $750 /wk
$2,500 - $3,000 /mth
- bedrooms 1
- community Kona Reef Resort
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$115
- $155
/nt
$680 - $998 /wk
$2,600 - $2,998 /mth
- bedrooms 2
- community Keauhou
- rental type Condo
- sleeps 4
- baths 2
- rates (USD)
$180
- $200
/nt
$1,200 - $1,350 /wk
$3,600 - $4,000 /mth
- bedrooms 2
- community Malulani Gardens
- rental type House
- sleeps 6
- baths 2
- rates (USD)
$169
- $189
/nt
- bedrooms 1
- community Kona Alii
- rental type Condo
owner badge
- sleeps 4
- baths 2
- rates (USD)
$129
- $139
/nt
$875 - $925 /wk
$3,000 - $3,336 /mth
- bedrooms 2
- community Banyan Tree Condos
- rental type Condo
owner badge
- sleeps 5
- baths 2
- rates (USD)
$178
- $208
/nt
$1,225 - $1,450 /wk
$4,900 - $5,200 /mth
- bedrooms 1
- community Paniolo Country
- rental type House
- sleeps 4
- baths 1
- rates (USD)
$95
- $95
/nt
$632 - $632 /wk
$2,261 - $2,261 /mth
- bedrooms 1
- community Alii Villas
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$735
- $875
/wk
- bedrooms 3
- community Keauhou
- rental type Condo
owner badge
- sleeps 7
- baths 3
- rates (USD)
$114
- $136
/nt
$800 - $950 /wk
$2,400 - $3,300 /mth
- bedrooms 5
- community Paniolo Country
- rental type House
- sleeps 17
- baths 4
- rates (USD)
$300
- $300
/nt
$1,995 - $1,995 /wk
$7,140 - $7,140 /mth
- bedrooms 2
- community White Sands Village
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$89
- $109
/nt
$600 - $725 /wk
- bedrooms 5
- community
- rental type House
owner badge
- sleeps 16
- baths 5
- rates (USD)
$500
- $1,100
/nt
$3,500 - $7,700 /wk
- bedrooms 2
- community Kona Coast Resort
- rental type Condo
- sleeps 5
- baths 2
- rates (USD)
$135
- $185
/nt
$945 - $1,295 /wk
- bedrooms 2
- community Kona Coast Resort
- rental type Condo
owner badge
- sleeps 4
- baths 2
- rates (USD)
$750
- $850
/wk
- bedrooms 2
- community Sea Village
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$140
- $155
/nt
$910 - $1,085 /wk
- bedrooms 4
- community
- rental type House
- sleeps 6
- baths 3½
- rates (USD)
$475
- $775
/nt
$3,325 - $5,425 /wk
$11,400 - $18,600 /mth
- bedrooms 2
- community Alii Lani
- rental type Condo
- sleeps 7
- baths 2
- rates (USD) $1,850 - $1,850 /mth
- bedrooms 0
- community Kona Magic Sands
- rental type Studio
- sleeps 4
- baths 1
- rates (USD)
$120
- $145
/nt
$750 - $970 /wk
$2,880 - $3,880 /mth
- bedrooms 7
- community Kailua Kona
- rental type House
owner badge
- sleeps 16
- baths 4½
- rates (USD)
$495
- $595
/nt
$2,800 - $4,165 /wk
- bedrooms 5
- community Keauhou upper
- rental type House
owner badge
- sleeps 13
- baths 4½
- rates (USD)
$395
- $495
/nt
$1,400 - $3,465 /wk
- bedrooms 0
- community KWS Association
- rental type Studio
- sleeps 2
- baths 1
- rates (USD)
$490
- $525
/wk
- bedrooms 1
- community
- rental type Condo
owner badge
- sleeps 4
- baths 1
- rates (USD)
$128
- $175
/nt
$894 - $1,225 /wk
- bedrooms 4
- community
- rental type House
- sleeps 18
- baths 4
- rates (USD)
$299
- $379
/nt
$2,093 - $2,653 /wk
- bedrooms 2
- community Keauhou-Kona
- rental type Condo
owner badge
- sleeps 4
- baths 2
- rates (USD)
$91
- $106
/nt
$635 - $745 /wk
$1,850 - $2,200 /mth
- bedrooms 0
- community Kona West Condos
- rental type Studio
- sleeps 3
- baths 1
- rates (USD)
$65
- $75
/nt
$425 - $450 /wk
$950 - $1,100 /mth
- bedrooms 1
- community Kona Pacific
- rental type Condo
owner badge
- sleeps 4
- baths 2
- rates (USD)
$85
- $95
/nt
$525 - $665 /wk
- bedrooms 2
- community
- rental type House
- sleeps 4
- baths 1
- rates (USD)
$500
- $550
/wk
- bedrooms 3
- community
- rental type House
- sleeps 8
- baths 2½
- rates (USD)
$249
- $450
/nt
- bedrooms 3
- community Kona Acres
- rental type House
- sleeps 8
- baths 2½
- rates (USD)
$200
- $250
/nt
$1,400 - $1,750 /wk
$4,480 - $6,300 /mth
- bedrooms 2
- community Kona Bali Kai
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$175
- $200
/nt
$1,125 - $1,300 /wk
$3,900 - $4,400 /mth
- bedrooms 3
- community Kona
- rental type Condo
- sleeps 6
- baths 3
- rates (USD)
$135
- $159
/nt
$945 - $1,113 /wk
$3,500 - $4,452 /mth
- bedrooms 3
- community
- rental type House
- sleeps 8
- baths 3
- rates (USD)
$1,500
- $1,800
/wk
- bedrooms 1
- community Paniolo Country
- rental type House
- sleeps 3
- baths 1
- rates (USD)
$65
- $65
/nt
$433 - $433 /wk
$1,547 - $1,547 /mth
- bedrooms 3
- community
- rental type House
- sleeps 8
- baths 3
- rates (USD) $9,000 - $13,000 /mth
- bedrooms 3
- community Kona Bay Estates
- rental type House
- sleeps 8
- baths 3
- rates (USD)
$300
- $375
/nt
$2,100 - $2,625 /wk
$8,400 - $10,500 /mth
- bedrooms 2
- community
- rental type House
- sleeps 6
- baths 2
- rates (USD)
$350
- $350
/nt
$2,450 - $2,450 /wk
- bedrooms 2
- community Alii Villas
- rental type Condo
owner badge
- sleeps 8
- baths 2
- rates (USD)
$180
- $220
/nt
$1,200 - $1,540 /wk
$4,050 - $4,930 /mth
- bedrooms 1
- community Keauhou Resort
- rental type Townhome
- sleeps 4
- baths 1
- rates (USD)
$100
- $135
/nt
$700 - $945 /wk
- bedrooms 1
- community KonaMansionsV
- rental type Condo
- sleeps 2
- baths 1
- rates (USD)
$75
- $85
/nt
$490 - $595 /wk
$1,450 - $1,900 /mth
- bedrooms 1
- community Kona Pacific
- rental type Condo
- sleeps 5
- baths 2
- rates (USD)
$550
- $800
/wk
- bedrooms 2
- community Country Club Villas
- rental type Condo
owner badge
- sleeps 4
- baths 2
- rates (USD)
$109
- $165
/nt
$699 - $1,100 /wk
$2,500 - $3,400 /mth
- bedrooms 2
- community Kona Shores
- rental type Condo
- sleeps 6
- baths 1
- rates (USD)
$89
- $89
/nt
$599 - $599 /wk
- bedrooms 2
- community Royal Kahili
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$75
- $110
/nt
$550 - $980 /wk
$1,700 - $3,600 /mth
- bedrooms 3
- community Kailua Kona Area
- rental type House
- sleeps 6
- baths 2
- rates (USD)
$200
- $360
/nt
$2,300 - $3,000 /wk
$6,500 - $9,000 /mth
- bedrooms 1
- community Casa De Emdeko
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$750
- $850
/wk
- bedrooms 2
- community Casa de Emdeko
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$1,050
- $1,250
/wk
- bedrooms 1
- community
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$100
- $178
/nt
$700 - $1,246 /wk
- bedrooms 2
- community Kona Acres
- rental type House
- sleeps 6
- baths 1
- rates (USD)
$150
- $250
/nt
$700 - $1,000 /wk
$2,000 - $2,500 /mth
- bedrooms 3
- community
- rental type House
- sleeps 6
- baths 3
- rates (USD)
$220
- $220
/nt
$1,540 - $1,540 /wk
$3,500 - $3,500 /mth
- bedrooms 4
- community Pualani Estates
- rental type House
- sleeps 8
- baths 3
- rates (USD)
$125
- $325
/nt
$1,000 - $2,000 /wk
$1,400 - $2,500 /mth
