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Best Vacation rentals and Airbnb offers in Kailua-Kona, HI
9.2 5 reviews
Kailua-Kona, HI
10/05 – 10/09
$663/nighttotal: $2652 (4 )
Oceanfront Lofted Penthouse!
1 5
apartment , Holualoa
This oceanfront Kona condo, part of the Kona Makai complex in Holualoa, boasts direct ocean access and is conveniently located 20 minutes from Kona International Airport. This fully remodeled (2022) two-bedroom, one-bathroom unit sleeps six, featuring a full kitchen, washer/dryer, private lanai with ocean views, and access to resort amenities including pools, a jacuzzi, tennis courts, a fitness center, and BBQs.
9.3 135 reviews
Kailua-Kona, HI
09/23 – 09/30
$242/nighttotal: $1694 (7 )
Beautiful Condo With A Stunning Ocean View! Kona Reef C-22
1 4
apartment , Kailua
This one-bedroom condo is located in the Kona Reef complex, just a short walk from downtown Kailua-Kona, making it easy to explore the area's shops, restaurants, and attractions. The apartment has received excellent ratings for location, cleanliness, and overall user experience. The condo offers 600 square feet of living space, comfortably accommodating up to four guests. Enjoy stunning ocean and pool views, a private lanai, a fully equipped kitchen, a washer and dryer, air conditioning, high-speed internet, and access to a saltwater pool, hot tub, covered outdoor eating area, gas grills, and a white sand beach right next door.
9.1 57 reviews
Kailua-Kona, HI
07/05 – 07/11
$410/nighttotal: $2460 (6 )
Kona Alii 512
2 6
apartment , Kailua
Kona Alii 512, a Kailua-Kona vacation rental, is located a short distance from popular beaches like Magic Sands and Honl's Beach, and is 1.1 miles from Old Kona Airport Beach Park and 4.3 miles from Kaloko-Honokohau National Historical Park. This 1,070-square-foot condo features a spacious layout with 2 bedrooms, 3 bathrooms, a living room with dining area, a fully equipped kitchen, a private entrance, free Wi-Fi, and parking; nearby activities include cycling and access to a swimming pool, spa, and tennis court.
9.0 61 reviews
Kailua-Kona, HI
07/20 – 07/25
$199/nighttotal: $995 (5 )
Kalani Kai#104 1st Floor, Remodeled Unit In Heart Of Kona Town! Best Location
1 3
apartment , Kailua
This Kailua Village condo is a short walk (under 10 minutes) from Hulihee Palace, Kailua Pier, Mokuaikaua Church, and Kona Brewing Company, offering easy access to historic sites and local attractions. This two-bedroom, one-bathroom unit sleeps four, features a fully equipped kitchen, in-unit laundry, a balcony, free WiFi, and access to a swimming pool, tennis court, and parking.
8.0 1 review
Kailua-Kona, HI
09/29 – 10/07
$317/nighttotal: $2536 (8 )
Kona Reef B7
1 3
house , Kailua
This one-bedroom vacation home, Kona Reef B7, is located in Kailua-Kona, offering proximity to Kaloko-Honokohau National Historic Park (4.7 miles) and Kealakekua Bay (13 miles), with Ellison Onizuka Kona International at Keāhole Airport 8.1 miles away. This air-conditioned rental includes a fully equipped kitchen with an oven and kettle, free WiFi, free private parking, and an on-site elevator, accommodating up to 7 guests with a 11:00 AM check-out.
9.3 162 reviews
Kailua-Kona, HI
08/14 – 08/23
$591/nighttotal: $5319 (9 )
Hale Pahukoa
3 6
house , Kailua
This beachfront vacation home in Kailua-Kona is located steps from Old Kona Airport Beach Park and a 10-minute walk from Ahu'Ena Heiau, placing it 3.5 miles from Kaloko-Honokohau National Historic Park. This family-friendly 1800-square-foot rental offers 3 bedrooms, a full kitchen, air conditioning, a swimming pool, a terrace, a garden, and spa services, with direct beach access and sightseeing tours available nearby.
9.7 7 reviews
Kailua-Kona, HI
07/05 – 07/11
$260/nighttotal: $1560 (6 )
Malia Kai#5: Beautiful Townhome In Heart Of Kona T
1 6
apartment , Kailua
This Kailua townhome, located in Kona, offers convenient access to shops, restaurants, and the ocean. The one-bedroom, one-bathroom unit sleeps up to six guests and features a fully equipped kitchen, in-unit laundry, two lanais, private parking, and access to a shared pool and fitness center.
9.6 166 reviews
Kailua-Kona, HI
11/12 – 11/19
$229/nighttotal: $1603 (7 )
Kailua Village#701
1 2
house , Kailua
This Kailua-Kona vacation home is located near Kailua Village, a seven-minute walk from Hulihee Palace and 0.6 miles from Ahu'ena Heiau, offering proximity to Magic Sands Beach, Kamakahonu Beach, and Honl’s Beach. This one-bedroom, one-bathroom rental boasts a 108-square-foot floor area, a private entrance, free Wi-Fi, private parking, a swimming pool, spa, fitness center, and tennis court, plus an elevator and on-site ATM and tour services.
10 15 reviews
Kailua-Kona, HI
10/02 – 10/12
$435/nighttotal: $4350 (10 )
Oceanview Clean Condo Close To Everything
1 2
apartment , Kailua
This Kailua-Kona condo offers a prime location, just steps from restaurants, shops, and beaches, with Kailua Pier a short two-block walk away and a supermarket next door. This one-bedroom condo accommodates two guests, featuring air conditioning, a kitchen with essential appliances, a swimming pool, and a reserved parking spot.
9.8 8 reviews
Kailua-Kona, HI
08/14 – 08/23
$317/nighttotal: $2853 (9 )
Kbr#4-306 Ac|pool & Hot Tub|walk To Aliʻi Dr
2 6
apartment , Kailua
This Kailua-Kona condo, located in Historic Kailua Village, is just one block from Kailua Bay beach and within walking distance of shops and restaurants. The two-bedroom, two-bathroom unit sleeps six guests and boasts ocean and mountain views from its top-floor, corner location, offering a fully equipped kitchen, in-unit laundry, high-speed Wi-Fi, air conditioning, and access to a shared pool, spa, and BBQ area.
9.0 69 reviews
Kailua-Kona, HI
09/04 – 09/12
$205/nighttotal: $1640 (8 )
Great Downtown 1-bedroom, Only A Block From The Ocean!
1 2
apartment , Kailua
This Kailua apartment is conveniently located in Historic Kailua Village, just a short walk from Kona Inn Shopping Village, Kailua Pier, Mokuaikaua Church and Hulihee Palace. The apartment has received very good ratings for cleanliness and user experience, and an excellent location rating. The apartment has one bedroom and one bathroom, accommodating up to two guests. Enjoy the private pool, modern kitchen, free Wi-Fi, and a balcony with views, all in a smoke-free environment.
Best Kailua-Kona, HI vacation rentals with a balcony
Kailua-Kona, HI
08/14 – 08/23
$536/nighttotal: $4824 (9 )
Experience Ocean Views In This Spacious Penthouse 2br Condo In Beautiful Kailua-kona.
2 6
apartment , Kailua
This penthouse condo is located in Historic Kailua Village, a short walk from Kailua Beach Park and close to Kailua-Kona Wharf. This 1300 sq ft ocean-view retreat offers 2 bedrooms, 3 bathrooms, and can accommodate up to 6 guests with amenities including a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a swimming pool, and parking.
9.2 63 reviews
Kailua-Kona, HI
07/02 – 07/11
$174/nighttotal: $1566 (9 )
Big Island Kona Islander By Coldwell Banker Island Vacations
1 2
apartment , Kailua
This Kailua-Kona apartment rental is a 3-minute walk from Magic Sands Beach, 4.2 miles from Kaloko-Honokohau National Historical Park, and 16 miles from Kealakekua Bay State Historical Park. This one-bedroom, one-bathroom condo offers a fully equipped kitchen, in-unit laundry, free private parking, a private balcony, access to a swimming pool, jacuzzi, fitness center, tennis court, and garden, plus free Wi-Fi and cable TV.
9.2 58 reviews
Kailua-Kona, HI
07/04 – 07/06
$846/nighttotal: $1692 (2 )
Oceanview Studio W/ Lanai Ac Kitchenette Pool Hot Tub And Beach Access!
3 5
studio , Holualoa
This Holualoa Village condo is less than a mile from Magic Sands Beach and Kailua-Kona beaches, and within two miles of the Sadie Seymour Botanical Garden and Honl's Beach, offering easy access to popular attractions. The smoke-free unit boasts a fully equipped kitchen, private balcony, access to a swimming pool, jacuzzi, tennis court, and free Wi-Fi, plus housekeeping is available upon request.
9.6 34 reviews
Kailua-Kona, HI
06/20 – 06/27
$163/nighttotal: $1141 (7 )
Cozy Kona Gem Near Downtown & Aliʻi Drive With King Bed & Full Kitchen | Kona
1 2
apartment , Kailua
This Kailua apartment is located in Historic Kailua Village, just a short walk from Honl's Beach and Kailua Pier, offering easy access to both the ocean and the bustling village atmosphere. It has received excellent guest ratings. This one-bedroom, one-bathroom apartment is 570 square feet and can comfortably accommodate up to four guests. Amenities include a swimming pool, fitness center, barbecue grills, a terrace, and a fully equipped kitchen with a refrigerator, oven, and microwave.
Search Family Vacation Rentals in Kailua-Kona, HI
These family-friendly vacation rentals in Kailua-Kona, HI offer plenty of room to spread out near local beaches.
9.7 110 reviews
Kailua-Kona, HI
08/10 – 08/13
$402/nighttotal: $1206 (3 )
️Direct Oceanfront Kona Condo | One Of The Best Views | Ac | Walk To Town
1 2
apartment , Kailua
This Kailua condo rental is conveniently located in Historic Kailua Village, less than a mile from Honl's Beach and Kailua Pier. The one-bedroom, one-bathroom unit sleeps two guests and boasts a fully equipped kitchen, private balcony, free WiFi, on-site amenities including a pool, jacuzzi, and concierge service.
Kailua-Kona, HI
11/12 – 11/19
$339/nighttotal: $2373 (7 )
Beach Haven At Malia Kai Prime Location Near Downtown, Incredible Views & Pool
1 2
apartment , Kailua
This tri-level townhouse condo is located in Historic Kailua Village, a short walk from Alii Drive's shops, restaurants, and Honl's Beach. This 800 sq. ft. condo accommodates up to 4 guests with a king bed and a Murphy bed, featuring a full kitchen, two private lanais, and access to a shared pool and barbecue area.
9.5 288 reviews
Kailua-Kona, HI
07/02 – 07/11
$352/nighttotal: $3168 (9 )
The Kona Billfisher
1 2
resort , Kailua
The Kona Billfisher resort in Kailua-Kona offers convenient access to Kaloko-Honokohau National Historical Park (4.3 miles) and Hulihee Palace (0.7 miles), with Kona International Airport just 8.8 miles away. This family-friendly property features fully equipped kitchens, ocean views from select units, a swimming pool, jacuzzi, fitness center, tennis court, and on-site amenities including barbecue facilities and table tennis.
Frequently Asked Questions about vacation rentals in Kailua-Kona, HI
What are some interesting places to visit in or near Kailua-Kona, HI?
Kailua-Kona is full of interesting places! You can visit the historic Kailua Pier, the Kona Coffee Belt, or the Puʻuhonua o Honaunau National Historical Park, which is about an hour drive south of Kailua-Kona. You can also check out the Keauhou Shopping Center for some local shopping.
What are the best Airbnb and vacation rentals in Kailua-Kona, HI?
Which walking or cycling routes are the best in Kailua-Kona, HI?
The Aliʻi Drive is a great place for a walk or bike ride along the ocean. You can also check out the Kealakekua Bay Trail, which is a paved path that goes along the shoreline. For a more challenging ride, you can try the Holualoa-Kailua-Kona Bike Route, which is about 12 miles long.
What are the most popular Airbnbs in Kailua-Kona, HI?
What sports or outdoor activites can visitors enjoy in and around Kailua-Kona, HI?
Kailua-Kona is a great place for snorkeling, diving, and fishing. You can also go kayaking, paddleboarding, or surfing. There are also plenty of hiking trails in the area, like the Kealakekua Bay Trail and the Manta Ray Night Dive, which is a popular activity.
What are the best vacation rentals with a pool in Kailua-Kona, HI?
What amenities are commonly available in vacation rentals in Kailua-Kona, HI?
Vacation rentals in Kailua-Kona usually have amenities like air conditioning, Wi-Fi, and a kitchen. Many also have a private lanai or patio with views of the ocean or mountains. Some rentals even have a swimming pool or hot tub.
What are the best rentals for families and kids in Kailua-Kona, HI?
What time of year is best to rent a vacation rental Kailua-Kona, HI?
The best time to visit Kailua-Kona is during the shoulder seasons, which are April-May and September-October. The weather is still pleasant, but the crowds are smaller and the prices are lower.
What are the best rentals or Airbnbs with a jacuzzi in Kailua-Kona, HI?
What are the local dishes in Kailua-Kona, HI region?
You have to try the poke, which is a Hawaiian dish made with raw fish marinated in soy sauce, sesame oil, and other seasonings. Another local favorite is kalua pig, which is cooked in an underground oven. You can also find plenty of fresh seafood dishes, like mahi-mahi and ono.
Destinations nearby
Best Kailua-Kona, HI vacation rentals with parking
9.8 34 reviews
Kailua-Kona, HI
07/04 – 07/06
$336/nighttotal: $672 (2 )
Ocean View Condo In The Heart Of Kona
1 5
apartment , Holualoa
This Holualoa Village condo is located within two miles of Honl's Beach and the Kona Inn Shopping Village, offering easy access to local attractions and churches. The two-bedroom, one-bathroom apartment sleeps five and features a fully equipped kitchen, in-unit laundry, a lanai, a smart TV, and access to an on-site pool, spa, and garden.
9.4 68 reviews
Kailua-Kona, HI
07/20 – 07/25
$199/nighttotal: $995 (5 )
Kalani Kai#109
1 3
house , Kailua
Kalani Kai #109, a Kailua-Kona vacation rental, is conveniently located a 4-minute walk from Ahu'ena Heiau and 500 yards from Hulihee Palace, offering easy access to historical sites and nearby beaches. This 108-square-foot (10 sq ft is unrealistic for a house, assuming a typo and converting to more realistic square footage based on the description) one-bedroom, one-bathroom condo features a fully equipped kitchen, private entrance, free Wi-Fi, and access to a swimming pool, spa, fitness center, and tennis court.
9.4 114 reviews
Kailua-Kona, HI
07/02 – 07/11
$186/nighttotal: $1674 (9 )
Walk To The Beach | Downtown Kona Condo With Pool Access
1 2
apartment , Kailua
This Kailua apartment is conveniently located in Historic Kailua Village, just a short walk from Hulihee Palace and Kailua Pier, offering easy access to the area's attractions and vibrant atmosphere. The apartment consistently receives excellent ratings for its location, cleanliness, and overall guest experience. This one-bedroom, one-bathroom unit comfortably accommodates two guests and features a modern kitchen, a relaxing balcony, and a private pool for your enjoyment. You'll also have access to amenities like free Wi-Fi, a washing machine, barbecue grills, and a peaceful garden.
Check Out Vacation Rentals with a Pool in Kailua-Kona, HI
Choose a vacation rental with a pool in Kailua-Kona, HI to perfectly complement your day of adventures.
9.7 13 reviews
Kailua-Kona, HI
08/14 – 08/23
$273/nighttotal: $2457 (9 )
Big Island Lunapule Condos 102a Condo
2 6
apartment , Kailua
Big Island Lunapule Condos 102A, a two-bedroom, two-bathroom condo in Kailua-Kona, offers convenient access to Kamakahonu Beach (1.5 miles), Kaloko-Honokohau National Historical Park (5.2 miles), and Kealakekua Bay (16 miles). This Kailua-Kona vacation rental boasts a fully equipped kitchen, private balcony, free Wi-Fi, on-site parking, and access to a swimming pool, spa, and tennis court.
9.6 62 reviews
Kailua-Kona, HI
09/19 – 09/28
$206/nighttotal: $1854 (9 )
Kona Mansions#301 Top Floor, Corner Unit W/ocean Views & Ac
2 2
apartment , Kailua
This Kailua condo is located in Historic Kailua Village, less than a mile from Honl's Beach and Kailua Pier, and within a 15-minute drive of Kona Inn Shopping Village and St. Michael the Archangel Church. This two-bedroom, one-bathroom unit sleeps three guests and offers a fully equipped kitchen, in-unit laundry, free Wi-Fi, air conditioning, a swimming pool, tennis court, and parking; enjoy nearby BBQ grills and explore Kailua's attractions.
9.7 38 reviews
Kailua-Kona, HI
10/21 – 10/23
$218/nighttotal: $436 (2 )
Zen Oasis In Heart Of Kona Town.
1 2
apartment , Kailua
This Kailua condo is conveniently located near Kailua Beach, with easy walking access to Kona Coffee Cafe and various restaurants. The one-bedroom, one-bathroom unit sleeps two, features a fully equipped kitchen with a fridge and dishwasher, designated parking, a shared pool, and a balcony offering an ocean view; self check-in via keypad is provided.
9.8 44 reviews
Kailua-Kona, HI
08/14 – 08/23
$381/nighttotal: $3429 (9 )
Ac Included | Beautifully Updated | Ocean Views!
2 6
apartment , Kailua
This Kailua-Kona condo is centrally located, within walking distance of Honl's Beach and Coconut Grove's shops and restaurants, a short stroll from historic Kailua-Kona village. This 2-bedroom, 3-bathroom vacation rental boasts a 260-square-foot lanai with ocean views, sleeps 6, includes a fully equipped kitchen, secure parking, and offers easy access to Kailua Bay for paddleboarding and Huggo's on the beach.
Find the Best Seaside Vacation Rentals in Kailua-Kona, HI
Enjoy a relaxing beach getaway with these coastal and seaside vacation rentals in Kailua-Kona, HI. Book your next shoreside stay today.
Kailua-Kona, HI
10/05 – 10/09
$560/nighttotal: $2240 (4 )
Kona Hawaiian 2br/2ba
1 5
apartment , Holualoa
Kailua-Kona, HI
08/14 – 08/23
$289/nighttotal: $2601 (9 )
Malia Kai#5
1 6
house , Kailua
Compare Luxury Vacation Rentals in Kailua-Kona, HI
Refined interiors and prime locations make these luxury waterfront vacation rentals in Kailua-Kona, HI the ideal choice for your stay.
9.0 29 reviews
Kailua-Kona, HI
09/29 – 10/07
$439/nighttotal: $3512 (8 )
Kona Alii#208 Beautiful 2nd Floor Unit W/elevators, Incredible Location & Ac!
1 3
apartment , Kailua
Discover Vacation Rentals with Saunas in Kailua-Kona, HI
Elevate your wellness routine with a vacation rental featuring a sauna in Kailua-Kona, HI , ideal for a restorative end to your day.
9.2 5025 reviews
Kailua-Kona, HI
08/14 – 08/23
$311/nighttotal: $2799 (9 )
Kona Coast Resort
1 6
resort , Kahaluu-Keauhou
9.7 272 reviews
Kailua-Kona, HI
08/14 – 08/23
$381/nighttotal: $3429 (9 )
White Sands Beach Condo #324. Big Patio!! Ocean And Mountains Across From Beach!
4 6
apartment , Kahaluu-Keauhou
8.4 66 reviews
Kailua-Kona, HI
09/29 – 10/07
$542/nighttotal: $4336 (8 )
Direct Oceanview Paradise In A Luxury Condo 2b2b,ac