Private Luxury Estate w/Pool, Jacuzzi, AC & Ocean Views: Ohana Le'ale'aFrom $704/night · Sleeps 10
Alii Drive And Kona Sunsets
Kailua Kona Vacation Rentals
Kailua Kona Vacation Rentals Near the Water, Dining and Sunsets
Kailua Kona vacation rentals are a natural choice when you want west Big Island sunshine, ocean views, walkable dining and easy access to beaches. Many condos are set along or near Alii Drive, with lanais, pools, barbecue areas and sunset views that make the area feel relaxed without being far from restaurants, shops and Kailua Pier.
This part of Kona is especially convenient if you want a mix of beach time, boat tours, snorkeling and casual evenings in town. You can spend the morning near the water, head out for a Big Island activity in the afternoon, and still be close to dinner without a long return drive.
Why Choose Kailua Kona
Kailua Kona is one of the Big Island’s most popular vacation rental areas because it keeps beaches, dining, shopping and ocean tours close together. Vacation rentals here range from simple one-bedroom condos to larger oceanfront homes, so the area can fit couples, families and longer visits.
The setting also gives you a lot of flexibility. Choose a condo close to town if you want to walk to restaurants and Kailua Pier, or look farther south along Alii Drive for quieter condo communities near surf spots, small beaches and sunset viewpoints.
Beaches, Snorkeling and Places to Visit
South of town, Kahaluu Beach Park is one of the best-known snorkeling beaches in the Kailua Kona area. Families often like this side of town because beaches, surf schools, grocery stops and condo communities are all close by.
Closer to the village, Kamakahonu Beach, Hulihee Palace and Ahuena Heiau add history and an easy waterfront walk to a Kona vacation. For ocean activities, related options include Big Island snorkeling tours, manta ray snorkel tours and Big Island boat tours.
Finding the Right Kailua Kona Rental
Look closely at location before booking. Some Kailua Kona rentals are close to shops and restaurants, while others are farther south near beaches and quieter condo communities. Oceanfront does not always mean swimmable water directly in front, so check the map, photos and beach access if swimming is a priority.
If you want more choices beyond town, browse other Big Island vacation rentals or compare nearby areas such as Keauhou vacation rentals and Kona Coast vacation rentals.
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Kailua Kona Vacation Rentals Listings
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Kailua Kona Vacation Rentals Map
Private Luxury Estate w/Pool, Jacuzzi, AC & Ocean Views: Ohana Le'ale'aFrom $704/night · Sleeps 10
Hualalai Palm Villa130A ~ Stunning Sunset Views~Signature Garden ShowerFrom $2,154/night · Sleeps 6
AMAZING OCEAN VIEW Popular White Sands Village Steps To The Beach!!!From $252/night · Sleeps 6
🌹Kona Rose's Hideaway at Kona Plaza at the heart of Kailua-KonaFrom $263/night · Sleeps 4
Ohana Retreat - The Real Hawaiian ExperienceFrom $2,214/night · Sleeps 18
NEW!!! DIRECT OCEANFRONT SUNSETS and crashing waves!Newly remodeled! GORGEOUSFrom $278/night · Sleeps 2
Beach House: Oversized Lanai with Indoor/Outdoor Flow. EZ Stroll to Magic Sands!From $293/night · Sleeps 5
Newly Renovated Condo with SUP Paddle Boards and Golf Clubs IncludedFrom $305/night · Sleeps 4
Great Location - Snorkel, Surf & Sunsets!From $315/night · Sleeps 5
Keauhou Hale Keauhou M5 | 2BR/2BA Ocean View | Pool, Hot TubFrom $399/night · Sleeps 6
Bright & Airy Beach House w/ Oceanfront ViewsFrom $455/night · Sleeps 6
🌴Luxurious Oceanfront Home on Golf Course - Paradise Awaits - Holua Kai 7061🌴From $606/night · Sleeps 6
Kona Plaza#302: Third Floor, Ocean View in Heart of Kona Town, Ac & ElevatorsFrom $125/night · Sleeps 4
Kona Garden Studio Ohana - Private sunset lanai & garden views!From $140/night · Sleeps 2
Charming 2-bedroom Oceanfront Condo in Kailua-Kona with AC, WiFiFrom $255/night · Sleeps 4
Private Pool | Central AC | Fairway Views | vrKCVFrom $566/night · Sleeps 8
Includes Beach Gear! Kanaloa 303From $198/night · Sleeps 6
Summer Deal Oceanfront Kona 3BR Home with Pool and Hot TubFrom $260/night · Sleeps 6
Seaside Splendor: Immerse Yourself in Luxury with this Stunning Oceanview Condo!From $451/night · Sleeps 6
Breezy Pool Oasis 5BR AC Ocean Views 5min to BeachFrom $700/night · Sleeps 16
OCEANFRONT. Amazing views of dolphins and sunsets. Newly renovated. No stairs.From $268/night · Sleeps 4
Ocean views w/ breezes! Large Lanai, Kitchen, 2 bedroom - beautiful neighborhoodFrom $277/night · Sleeps 5
Kona Palm House 3 Bed/2.5 Ba with PoolFrom $450/night · Sleeps 8
Spacious 4-bedroom house plus bunk room with WiFi and AC in charming Kailua-KonaFrom $1,704/night · Sleeps 10
Relaxing and Romantic Kona Getaway with Ocean Views + 5 min Walk to the BeachFrom $162/night · Sleeps 2
Banyan Tree 301: DIRECT OCEANFRONT 2/2 REMODELED WITH AIR CONDITIONING!From $240/night · Sleeps 4
Hualalai Fairway Villa 104D - overlooking the 15th teeFrom $1,450/night · Sleeps 4
Hualalai Golf Villa 4202 - Oceanfront + Prime Location + Room ServiceFrom $1,880/night · Sleeps 6
OHANA means FAMILY! Stay at the beautiful Ohana Beach Retreat in Keauhou!From $276/night · Sleeps 6
Manta Ray Manor - Oceanfront Gated Community, short walk to beach and town.From $1,010/night · Sleeps 6
Aloha Condos, Keauhou Resort, Condo 108, Ocean View, ACFrom $169/night · Sleeps 2
Relax & Enjoy the Warmth of Hawaii in a 2 BR/2 BA. Great Rates for Long Stays!From $200/night · Sleeps 4
Keauhou Punahele #B108: Grnd-floor 2-bed, 2-bath + garden views and outdoor BBQFrom $219/night · Sleeps 4
From $704/night
Private Luxury Estate w/Pool, Jacuzzi, AC & Ocean Views: Ohana Le'ale'a
Step into the beauty of island life at Ohana le'ale'a, a newly built 3-bedroom, 3.5-bath luxury estate in Kona that blends expansive indoor-outdoor...
From $2,154/night
Hualalai Palm Villa130A ~ Stunning Sunset Views~Signature Garden Shower
One of the largest floor plans of any villa at Hualalai, this spacious and centrally located 3 bedroom, 3 bath villa is ideal for your Hawaii...
From $252/night
AMAZING OCEAN VIEW Popular White Sands Village Steps To The Beach!!!
Hale Lihi LaniOcean View Vacation Rental at White Sands Village. We are located 4 miles south of charming Kailua-Kona Village and directly across...
From $263/night
🌹Kona Rose's Hideaway at Kona Plaza at the heart of Kailua-Kona
Welcome to Kona Rose's Hideaway in Kona Plaza #318, your ideal getaway nestled in the vibrant heart of Kailua-Kona! This charming...
From $2,214/night
Ohana Retreat - The Real Hawaiian Experience
Ohana Retreat is the ultimate Hawaiian getaway for large families or groups seeking relaxation and adventure. This spacious island-style home...
From $278/night
NEW!!! DIRECT OCEANFRONT SUNSETS and crashing waves!Newly remodeled! GORGEOUS
**Boutique Beachfront Condo in Kona - Top Floor Studio**Welcome to the only beachfront condo complex in Kona! Renovated 11/2023 This top-floor studio...
From $293/night
Beach House: Oversized Lanai with Indoor/Outdoor Flow. EZ Stroll to Magic Sands!
Check out this drone video showing the home, neighborhood and proximity to the ocean: https://youtu.be/4d2V5HbQ1cYUpgrade your Vacation at our Magic...
From $305/night
Newly Renovated Condo with SUP Paddle Boards and Golf Clubs Included
Newly renovated luxury short term vacation rental for up to 29 nights 2 bedroom, 2 bathroom en suit condo inthe greater Keauhou Resort area. Quiet...
From $315/night
Great Location - Snorkel, Surf & Sunsets!
Beach Villas at Kahalu’u is right across the street from the best snorkeling beach on the Big Island! See green turtles and reef fish! The ground...
From $399/night
Keauhou Hale Keauhou M5 | 2BR/2BA Ocean View | Pool, Hot Tub
Luxurious ocean-view retreat in Keauhou, Hale Keauhou M5 pairs tropical privacy with resort-style comfort near beaches, boating, snorkeling,...
From $455/night
Bright & Airy Beach House w/ Oceanfront Views
Balmy days and breezy nights await at this 2-bedroom, 2-bath vacation rental in Kailua-Kona. With the Pacific Ocean as your backyard, you won't have...
From $606/night
🌴Luxurious Oceanfront Home on Golf Course - Paradise Awaits - Holua Kai 7061🌴
Set right on the golf course and ocean, this coastal style residence provides an idyllic setting for your ultimate Hawaii vacation. The 3 bed, 2.5...
From $125/night
Kona Plaza#302: Third Floor, Ocean View in Heart of Kona Town, Ac & Elevators
Knutson & Associates Property Management is proud to be representing Kona Plaza#302.Its amazing location puts you right in immediate walking distance...
From $140/night
Kona Garden Studio Ohana - Private sunset lanai & garden views!
Take a break and unwind at this peaceful oasis. Enjoy beautiful views of the Kona coast from your private lanai, with plenty of fruits and herbs in...
From $255/night
Charming 2-bedroom Oceanfront Condo in Kailua-Kona with AC, WiFi
Enjoy a peaceful stay at this charming oceanfront 2-bedroom condo at the Kona Bali Kai in Kailua-Kona. This tremendous property offers all the...
From $566/night
Private Pool | Central AC | Fairway Views | vrKCV
Private pool. Walk to pickleball. Two primary suites.Welcome to Holua Kai 2 – Nā Hoʻolaʻa, a beautifully designed private home in gated Holua Kai...
From $198/night
Includes Beach Gear! Kanaloa 303
Kanaloa #303 at Keauhou on the Big IslandEscape to paradise in this stunning 3-bedroom, 2-bath condo at Kanaloa at Kona. With access to the pool,...
From $260/night
Summer Deal Oceanfront Kona 3BR Home with Pool and Hot Tub
The Hawaiian Islands are a true paradise on earth, with their stunning natural beauty and unique cultural heritage. Experience the tranquility of...
From $451/night
Seaside Splendor: Immerse Yourself in Luxury with this Stunning Oceanview Condo!
Oceanview bliss awaits! This condo not only boasts mesmerizing ocean views but also pampers you with luxury amenities. Enjoy a fully-equipped...
From $700/night
Breezy Pool Oasis 5BR AC Ocean Views 5min to Beach
Welcome to your tropical paradise getaway! This resort-like 5 bedroom home with swimming pool, hot tub, waterfalls, and stream is ideally located in...
From $268/night
OCEANFRONT. Amazing views of dolphins and sunsets. Newly renovated. No stairs.
RIGHT ON THE WATER in one of Kailua-Kona's most sought after complexes! This open and spacious, 2-bedroom condo has a spectacular, 180-degree, Kona...
From $277/night
Ocean views w/ breezes! Large Lanai, Kitchen, 2 bedroom - beautiful neighborhood
Newly renovated Fully equipped Kitchen – new refrigerator, range, dishwasher and microwave. Many amenities. Hawaiian style outdoor living and dining...
From $450/night
Kona Palm House 3 Bed/2.5 Ba with Pool
The Kona Palm House has a total of 3 bedrooms and 2.5 bathrooms. The Master with Cal King bed is located upstairs with an en suite bathroom and walk...
From $1,704/night
Spacious 4-bedroom house plus bunk room with WiFi and AC in charming Kailua-Kona
Introducing Akela Ka Hale Kai, affectionately known as Lucky 42 at Kona Bay Estates.Experience unmatched relaxation with our special spring rate...
From $162/night
Relaxing and Romantic Kona Getaway with Ocean Views + 5 min Walk to the Beach
Wake up to ocean views and tropical breezes in this bright, island-style condo in Kailua-Kona. Perfect for couples or solo travelers, this cozy...
From $240/night
Banyan Tree 301: DIRECT OCEANFRONT 2/2 REMODELED WITH AIR CONDITIONING!
WOW! That's what you'll say when walking into Banyan Tree, Unit#301, a third floor fully remodeled condo in a secure and private building with an...
From $1,450/night
Hualalai Fairway Villa 104D - overlooking the 15th tee
Upper level 2-bedroom, 2-bath villa overlooking the 15th tee of the Hualalai Golf Course with stunning Mauna Kea, Island of Maui and horizon views of...
From $1,880/night
Hualalai Golf Villa 4202 - Oceanfront + Prime Location + Room Service
Whale watch while listening to the breaking waves from the shoreline from the Primary bedroom's private lanai with unobstructed ocean views! This...
From $276/night
OHANA means FAMILY! Stay at the beautiful Ohana Beach Retreat in Keauhou!
Please read listing description for full details on this lovely property! We also have another listing at the Keauhou Surf and Racquet Club if this...
From $1,010/night
Manta Ray Manor - Oceanfront Gated Community, short walk to beach and town.
Location, location, location. Manta Ray Manor is a vibrant, 3 bedroom/3 ensuite baths, ocean view 2500 square foot home set on the Kona coast in a...
From $169/night
Aloha Condos, Keauhou Resort, Condo 108, Ocean View, AC
Experience perfection at Keauhou Resort Condo 108! This immaculate, renovated condo offers stunning ocean views, breathtaking sunsets, and stellar...
From $200/night
Relax & Enjoy the Warmth of Hawaii in a 2 BR/2 BA. Great Rates for Long Stays!
Keauhou Punahele is located at the very south end of Ali'i Highway, a 5 minute walk to Keauhou Bay and the Outrigger. We are close to shops,...
From $219/night
Keauhou Punahele #B108: Grnd-floor 2-bed, 2-bath + garden views and outdoor BBQ
Escape to Keauhou Punahele B108, a spacious two-bedroom, two-bath Kona vacation rental near Keauhou Bay and Keauhou Shopping Center. This...