Loft Style Completely Remodeled CondoFrom $228/night · Sleeps 2
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
Loft Style Completely Remodeled CondoFrom $228/night · Sleeps 2
Direct Oceanfront - Magic Sands Beach!From $324/night · Sleeps 3
Trivett Oceanfront Estate: 5BR Luxury Retreat in Kailua-KonaFrom $1,796/night · Sleeps 12
Recently Remodeled, Modern, Nice Condo in a Great LocationFrom $169/night · Sleeps 2
Country Club Villas#326 Top Fl Corner, Incredible Oceanview,Spacious Lanai,ACFrom $350/night · Sleeps 8
🏖️Ocean Front | AC | Private Pool | Unbelievable View! | vrKCVFrom $935/night · Sleeps 6
Beautiful conveniently located 2-bedroom ocean view home in Kailua-Kona.From $239/night · Sleeps 4
Ocean View, Beach Front, Dream Vacation Villa, at Kahalu’u Snorkel & Surf Beach.From $270/night · Sleeps 4
🏖️AC Thruout | Beautiful Ocean & Golf Views | 2 Bedrooms w/ Loft | vrKCVFrom $325/night · Sleeps 6
New Upscale Kona Retreat, Ocean Views, Pool, BBQFrom $358/night · Sleeps 8
NEW! 3/BR Coffee Estate with Hot Tub and Ocean View in Kona townFrom $575/night · Sleeps 6
Newley remodeled and beautifully furnished downtown Kailua-Kona condo.From $136/night · Sleeps 4
Golf Course Views | AC & Shared Pool |vrKCVFrom $379/night · Sleeps 6
Fabulous, Spacious Oceanview 3 Bedroom Condo with A/C!From $453/night · Sleeps 6
Ali'i Point #12: Oceanfront Getaway w/ Hot Tub, AC, Lanai & Shared PoolFrom $696/night · Sleeps 9
Kona Blue at Holua Kai: Luxurious Home w/ Private Pool, Spa, AC & Stunning ViewsFrom $714/night · Sleeps 6
Holua Moana Hale: Spectacular Oceanfront Home with Private Pool & SpaFrom $1,130/night · Sleeps 6
Beautiful 2-BR Villa at Four Seasons HualalaiFrom $1,188/night · Sleeps 4
Hale Kunu | Stunning ViewsFrom $177/night · Sleeps 6
Waikoloa Fairways #A310: Top Floor,Breathtaking Lake, Golf Course&Ocean ViewsFrom $240/night · Sleeps 4
Private Luxury House POOL/ SPA -AIR CON - Amazing LifeFrom $421/night · Sleeps 6
Fairway Villa 120A: Charming w/Shared Pool, AC, 2 Golf Carts & Lanai Ocean ViewsFrom $1,191/night · Sleeps 6
Kahikole Villa: Hualalai Resort Remodeled Villa with Pool & SpaFrom $3,250/night · Sleeps 8
Kona Islander Inn - #316 - Located in beachfront town of Kailua Kona Hawaii.From $115/night · Sleeps 2
White Sands Village#206: Beachfront, Ocean Views, Elevator, No Stairs!From $225/night · Sleeps 6
Aloha Style! End Corner Unit w/ Ocean and Fairway Views! Kanaloa at Kona 1402From $370/night · Sleeps 6
Hualalai Fairway Villa 116C - NEWLY Renovated, 2 golf carts, BEST LOCATION.From $1,100/night · Sleeps 6
Serene 3BR Golf Villa 3101 at Hualalai – Ocean/Golf Course Views & Hot TubFrom $1,808/night · Sleeps 6
Kona Islander Hawaiian Style PoolsideFrom $145/night · Sleeps 2
Includes Beach Gear! F1 Na Hale o KeauhouFrom $343/night · Sleeps 6
Live Aloha! Pacific View, Lanai and Laundry-KanaloaFrom $366/night · Sleeps 4
Aloha Condos, Kanaloa at Kona, Condo 1701, Oceanfront, AC, RenovatedFrom $499/night · Sleeps 5
Breathtaking View on Beautiful Sandy Beach OceanfrontFrom $405/night · Sleeps 4
From $228/night
Loft Style Completely Remodeled Condo
** JUNE 3RD TO JUNE 11TH POSSIBLE CONSTRUCTION NOISE AND DISRUPTION DURING THE DAYTIME HOURS - DISCOUNTED RATES FOR THIS TIME***This stunning condo...
From $324/night
Direct Oceanfront - Magic Sands Beach!
Unit recently remodeled - new portable air conditioner, appliances, flooring, furniture, linen, towels, and full size hot water heater!This gem is...
From $1,796/night
Trivett Oceanfront Estate: 5BR Luxury Retreat in Kailua-Kona
Trivett Oceanfront Estate is a 7,000 square foot 5-bedroom, 5.5-bath luxury retreat set on the northern edge of a gated community in Kailua-Kona,...
From $169/night
Recently Remodeled, Modern, Nice Condo in a Great Location
One bedroom, one bath condo with a great walk in shower. Nice kitchen to save money and prepare your meals. Large tv, fast wireless internet, full...
From $350/night
Country Club Villas#326 Top Fl Corner, Incredible Oceanview,Spacious Lanai,AC
Country Club Villas, Unit#326 is a phenomenal new addition to the Vacation Rental Market that Knutson & Associates Property Management is proud to...
From $935/night
🏖️Ocean Front | AC | Private Pool | Unbelievable View! | vrKCV
Oceanfront Holua Kai Home | A/C + Walk to PickleballWake up to unobstructed ocean views, spend your days relaxing by the plunge pool, and enjoy...
From $239/night
Beautiful conveniently located 2-bedroom ocean view home in Kailua-Kona.
Beautiful and peaceful two bedroom home with an ocean view and convenient location. Located 7 minutes from the airport and 5 miles from town. Easy...
From $270/night
Ocean View, Beach Front, Dream Vacation Villa, at Kahalu’u Snorkel & Surf Beach.
Our luxurious condo is located in Kailua-Kona at Beach Villas at Kahalu’u (BVK). This is your home away from home with 2 bedrooms and 2 full...
From $325/night
🏖️AC Thruout | Beautiful Ocean & Golf Views | 2 Bedrooms w/ Loft | vrKCV
vrKCV - Country Club Villas 315, Professionally Managed by Kona Coast VacationsTop-Floor Kona Condo | Ocean Views + AC | Golf Course FrontWake up to...
From $358/night
New Upscale Kona Retreat, Ocean Views, Pool, BBQ
Welcome to paradise in Kailua-Kona, Hawaii! 🌴 Escape to this stunning 3-bedroom, 2-bathroom oasis boasting breathtaking ocean views and a private...
From $575/night
NEW! 3/BR Coffee Estate with Hot Tub and Ocean View in Kona town
Aloha!! We are new to VRBO but have 25+ 5 star reviews on another popular vacation rental platform. This is truly a unique property and I have no...
From $136/night
Newley remodeled and beautifully furnished downtown Kailua-Kona condo.
Located on the ground floor at Kona Plaza Condominiums, Unit 107 is newly remodeled & just steps away from downtown Kailua Historic Village & the...
From $379/night
Golf Course Views | AC & Shared Pool |vrKCV
Keauhou Golf Course Home | Walk to Pickleball & Pool | AC | Holua Kai 6Enjoy relaxed Kona living in this single-level 3-bedroom home in gated Holua...
From $453/night
Fabulous, Spacious Oceanview 3 Bedroom Condo with A/C!
Welcome to Ola Loa Hale!!! (Long Life House) This large three-bedroom, two-bathroom condo is the perfect choice for family and friends traveling...
From $696/night
Ali'i Point #12: Oceanfront Getaway w/ Hot Tub, AC, Lanai & Shared Pool
Set along the lava rock shoreline of Kailua-Kona’s Aliʻi Drive, Aliʻi Point #12 is a private oceanfront sanctuary within an exclusive gated enclave...
From $714/night
Kona Blue at Holua Kai: Luxurious Home w/ Private Pool, Spa, AC & Stunning Views
Kona Blue Vacations Holua Kai is a refined single-level retreat tucked within the private gates of Holua Kai in Kailua-Kona, perched along the...
From $1,130/night
Holua Moana Hale: Spectacular Oceanfront Home with Private Pool & Spa
Nestled within the private, gated community of Holua Kai in Kailua Kona, Holua Moana Hale offers a seamless blend of modern comfort and barefoot...
From $1,188/night
Beautiful 2-BR Villa at Four Seasons Hualalai
**Please note that the Chairman's Club Event takes place each year at Four Seasons Resort at Hualalai from Approximate dates for 2026: Monday,...
From $177/night
Hale Kunu | Stunning Views
Summary:Say aloha to your Big Island vacation rental! Hale Kunu is nestled in the oceanfront condo complex White Sands Village, located in the...
From $240/night
Waikoloa Fairways #A310: Top Floor,Breathtaking Lake, Golf Course&Ocean Views
VIEWS, VIEWS, VIEWS!! This gorgeous condominium has the WOW Factor when you go to the Lanai. Absolutely Breathtaking views over the Golf Course that...
From $421/night
Private Luxury House POOL/ SPA -AIR CON - Amazing Life
LIVE YOUR DREAM IN PARADISE ! 3 LOVELY BEDROOMS - EACH WITH THEIR OWN BEAUTIFUL VIEW... AMAZING PRIVATE POOL - WITH TURTLES ETCHED INTO THE FLOOR...
From $1,191/night
Fairway Villa 120A: Charming w/Shared Pool, AC, 2 Golf Carts & Lanai Ocean Views
Fairways Villa 120A places you right at the edge of the 15th hole of the Jack Nicklaus Signature Course, with wide-open ocean views, generous outdoor...
From $3,250/night
Kahikole Villa: Hualalai Resort Remodeled Villa with Pool & Spa
Kahikole Villa is a newly remodeled 4-bedroom luxury retreat on the 8th fairway of Hualalai's Nicklaus-designed golf course, offering ocean and...
From $115/night
Kona Islander Inn - #316 - Located in beachfront town of Kailua Kona Hawaii.
Experience the convenience of being close to popular beaches, shops, restaurants, and historic landmarks with this delightful and cozy retreat. Ideal...
From $225/night
White Sands Village#206: Beachfront, Ocean Views, Elevator, No Stairs!
White Sands Village#206 is a spectacular addition to Knutson & Associates Vacation Rental Inventory. Welcome to the best location you can rent that's...
From $370/night
Aloha Style! End Corner Unit w/ Ocean and Fairway Views! Kanaloa at Kona 1402
NEWLY UPDATED UNIT!! Welcome to your luxury Hawaiian getaway, we are excited to share our ocean view home with you! This spacious 2-bedroom,...
From $1,100/night
Hualalai Fairway Villa 116C - NEWLY Renovated, 2 golf carts, BEST LOCATION.
Newly renovated villa from top to bottom. A 3 bedroom, 3.5 bath luxury villa conveniently located in the heart of Hualalai Resort overlooking the...
From $1,808/night
Serene 3BR Golf Villa 3101 at Hualalai – Ocean/Golf Course Views & Hot Tub
Important Resort Notices• Please note that the annual Chairman's Club Event will take place at the Four Seasons Resort at Hualalai from Monday,...
From $145/night
Kona Islander Hawaiian Style Poolside
Fun and functional, this studio apartment has everything you need for an enjoyable downtown Kona vacation experience. Unique design and attention to...
From $343/night
Includes Beach Gear! F1 Na Hale o Keauhou
Na Hale O Keauhou #F1 on the Big IslandExperience paradise at F1 Na Hale O Keauhou, a luxurious 3-bedroom, 3-bathroom condo nestled in the heart of...
From $366/night
Live Aloha! Pacific View, Lanai and Laundry-Kanaloa
Kanaloa at Kona #2203: Inside, you’ll find a bright living area with generous seating and a large flat screen television, perfect for entertaining...
From $499/night
Aloha Condos, Kanaloa at Kona, Condo 1701, Oceanfront, AC, Renovated
Condo 1701 in Kanaloa at Kona is a beautiful two-bedroom, two bathroom, groundfloor oceanfront condo with a fully equipped kitchen, TV in three...
From $405/night
Breathtaking View on Beautiful Sandy Beach Oceanfront
This Oceanfront Condo has an amazing view. It has a gorgeous Great Room and a beautiful fully equipped kitchen. With the roar of the ocean just a few...