Kona Oasis: Ocean Views, Chill Pool, AC, Beautiful 4 bedroom home in KonaFrom $425/night · Sleeps 9
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
Map View · Page 9
Kailua Kona Vacation Rentals Map
Kona Oasis: Ocean Views, Chill Pool, AC, Beautiful 4 bedroom home in KonaFrom $425/night · Sleeps 9
Na Hale O Keauhou | Beach Views, Hot Tub & PoolFrom $479/night · Sleeps 6
Oceanfront Living at Luxurious Mermaid Manor in Kailua-Kona, HawaiiFrom $879/night · Sleeps 10
Alii Cove G3 Beautiful Ground Floor Spacious 2 Bedroom with ACFrom $190/night · Sleeps 6
Ocean Front! Stunning Remodel in 2024! 102 Kona RivieraFrom $191/night · Sleeps 4
Kailua-Kona Condo w/ Resort Amenities Access!From $224/night · Sleeps 4
Aloha Condos, Na Hale O Keauhou, Townhome L-6, Ocean View, ACFrom $239/night · Sleeps 6
Kona By The Sea 323 - Exceptional Kona SunsetsFrom $242/night · Sleeps 3
Aloha Condos, Na Hale O Keauhou, Townhome E-2, Ocean View, ACFrom $399/night · Sleeps 6
Beautiful Oceanview HomeFrom $433/night · Sleeps 11
Upscale Kona home in peaceful setting, ready for family gatherings.From $599/night · Sleeps 10
Aloha Condos, Kanaloa at Kona, Condo 3103, Oceanfront, ACFrom $819/night · Sleeps 6
HOKU'EA HALE Oceanfront Private Home with Hot TubFrom $995/night · Sleeps 10
View of Mauna Kea in Gated Community across from Golf CourseFrom $120/night · Sleeps 3
3 bedroom amazing location ACN4From $177/night · Sleeps 6
🌴Immaculate, ocean view townhome offers quiet island living, located in Na Hale O Keauhou🌴From $278/night · Sleeps 6
🏖️Ocean & Golf Course Views | 2 Bdrm with Loft | AC | vrKCVFrom $286/night · Sleeps 6
Right On the Water, Stunning Ocean views and Sunsets, AC, Elevator, PoolFrom $318/night · Sleeps 6
Pineapple House: Ocean View Home in Keauhou Estates w/ Private Hot Tub, BBQ & ACFrom $333/night · Sleeps 6
Private Oceanfront Top Floor Condo - Kona Reef D34From $409/night · Sleeps 2
Hualalai Hillside Villa 3101 - Prime Location~Ocean Views!From $1,845/night · Sleeps 6
Kona Alii#407: Stunning Corner Unit in the Heart of KonaFrom $95/night · Sleeps 4
Alii Villas#116 Ground Floor, No Stairs, Remodeled unit to sleep 4!From $130/night · Sleeps 4
KBR#4-306 AC|Pool & Hot Tub|Walk to Aliʻi DrFrom $175/night · Sleeps 6
Kksr#1203: Direct Oceanfront, 2nd Floor, Remodeled, Stunning LocationFrom $190/night · Sleeps 6
Charming 1-bedroom condo in downtown Kailua-Kona just 2 blocks from the beachFrom $193/night · Sleeps 4
Kailua Village#705 Top Floor, Gorgeous Remodeled 2 bedroom, in Heart of TownFrom $200/night · Sleeps 6
Island Glow Kailua Village, AC and ocean views in the heart of Kailua KonaFrom $232/night · Sleeps 2
Oceanfront Penthouse at Kona Reef King Bed fast WiFi AC Free parkingFrom $255/night · Sleeps 4
Alii Cove J-4 - Beautiful upgraded Townhome at the top of Alii Cove overlooking the ocean.From $300/night · Sleeps 6
free parking - walk to Honl beach & Downtown KonaFrom $408/night · Sleeps 5
Steps to Beaches, 2 King Suites, Private Pool, AC!From $460/night · Sleeps 7
Once you’re here - you wont want to leave! Exquisitely appointed. Views galoreFrom $649/night · Sleeps 6
From $425/night
Kona Oasis: Ocean Views, Chill Pool, AC, Beautiful 4 bedroom home in Kona
Welcome to your tranquil getaway, Kona Oasis Hale! This home is Big Island Paradise Living: your dream getaway nestled on the stunning coastline of...
From $479/night
Na Hale O Keauhou | Beach Views, Hot Tub & Pool
Summary:Welcome to Na Hale O Keauhou #I1! Located in one of Keauhou’s newer neighborhoods, this one is a delightful Hawaiian getaway home. Enjoy...
From $879/night
Oceanfront Living at Luxurious Mermaid Manor in Kailua-Kona, Hawaii
Mermaid Manor – Oceanfront Island Home with Tidepools & Signature Indoor/Outdoor Mermaid ShowerWelcome to Mermaid Manor, your private oceanfront...
From $190/night
Alii Cove G3 Beautiful Ground Floor Spacious 2 Bedroom with AC
Alii Cove#G-3 is an excellent beautifully furnished option for your Vacation. This spacious 2 bedroom, 2 bath unit has fantastic features that many...
From $191/night
Ocean Front! Stunning Remodel in 2024! 102 Kona Riviera
Ocean Front Stunning Remodel in 2024Kona Riviera #102Dive into a slice of paradise at the 102 Kona Riviera, a stunning ocean-front 1BR condo nestled...
From $224/night
Kailua-Kona Condo w/ Resort Amenities Access!
Pack your bags for a trip to paradise at this Kailua-Kona vacation rental! This 1-bedroom, 2-bathroom penthouse unit boasts vaulted ceilings and...
From $239/night
Aloha Condos, Na Hale O Keauhou, Townhome L-6, Ocean View, AC
Welcome to Aloha!! Listen to the crashing surf from gorgeous Na Hale O Keauhou L-6. Spacious 2-story luxury air-conditioned Townhome with Panoramic...
From $242/night
Kona By The Sea 323 - Exceptional Kona Sunsets
Unit 323 is the perfect vacation rental for those seeking a longer stay. With its super-fast Wi-Fi, it's an ideal choice for remote workers,...
From $399/night
Aloha Condos, Na Hale O Keauhou, Townhome E-2, Ocean View, AC
Located in the highly desirable Na Hale Community, this beautiful well-appointed 2-bedroom, 2.5-bathroomtownhome offers spectacular ocean views and...
From $433/night
Beautiful Oceanview Home
Welcome to paradise.This is a private entire house rental with an operator residing on the building site, If any problems arise we are here 24/7 to...
From $599/night
Upscale Kona home in peaceful setting, ready for family gatherings.
This beautiful new home is perfect for larger families. The home boasts a huge kitchen with new stainless steel appliances and granite countertops....
From $819/night
Aloha Condos, Kanaloa at Kona, Condo 3103, Oceanfront, AC
Kanaloa at Kona Condo 3103 is a wonderful place to stay in Hawaii. Located next to the ocean, it offers stunning views and is fully furnished with...
From $995/night
HOKU'EA HALE Oceanfront Private Home with Hot Tub
Welcome to Hoku'Ea Hale, a very private oceanfront residence featuring spectacular ocean views, ocean entry and abundance of covered outdoor living...
From $120/night
View of Mauna Kea in Gated Community across from Golf Course
Quiet & Private 1 King bed/1 Twin daybed/1 bath kitchenette (attached to main house) w/ separate entrance & patio ~600 sqft in secluded & gated...
From $177/night
3 bedroom amazing location ACN4
TA: 208-146-2272-01TMK: 750180080080Welcome to our beautiful Alii Cove Townhome! This gated community is located on Alii Drive, just across...
From $278/night
🌴Immaculate, ocean view townhome offers quiet island living, located in Na Hale O Keauhou🌴
Immaculate ocean view townhome!Enjoy free late checkouts on bookings made by December 15th 2025! Ocean views, epic sunsets and poolside afternoons:...
From $286/night
🏖️Ocean & Golf Course Views | 2 Bdrm with Loft | AC | vrKCV
vrKCV - Country Club Villas 334, Professionally Managed by Kona Coast VacationsOcean View Golf Front Condo w/ AC | 2BR + Loft | Kona Country ClubWake...
From $318/night
Right On the Water, Stunning Ocean views and Sunsets, AC, Elevator, Pool
Hale Kai a 2 bedroom condo at the oceans edge overlooking two amazing surf spots our condo is breathtaking for relaxing and listing to the ocean...
From $333/night
Pineapple House: Ocean View Home in Keauhou Estates w/ Private Hot Tub, BBQ & AC
This elegant 3-bedroom, 2-bath home in the gated Keauhou Estates blends spacious island living with serene privacy. Set on the ground level with...
From $409/night
Private Oceanfront Top Floor Condo - Kona Reef D34
PLEASE NOTE THAT REPAIR PROJECT IS OCCURRING AT KONA REEF BETWEEN JANUARY 2026 AND JULY 2027. PLEASE CONTACT OWNER FOR UPDATES AS TO WORK ACTIVITIES...
From $1,845/night
Hualalai Hillside Villa 3101 - Prime Location~Ocean Views!
This fabulous 3 bedroom, 2.5 bath luxury villa is a short distance to the Four Seasons Resort Hualalai - truly one of the worlds' great resorts....
From $95/night
Kona Alii#407: Stunning Corner Unit in the Heart of Kona
Welcome to your perfect getaway at Kona Ali’i, located in the vibrant heart of Kona town. This newly furnished 1-bedroom, 2-full bathrooms (yes, 2...
From $130/night
Alii Villas#116 Ground Floor, No Stairs, Remodeled unit to sleep 4!
Unit#116 at Alii Villas is a newly remodeled beautiful unit. This adorable condo offers an inviting blend of modern updates and island living....
From $175/night
KBR#4-306 AC|Pool & Hot Tub|Walk to Aliʻi Dr
Located in the heart of downtown Kailua Kona, this top floor (third floor), 2-bedroom, 2-bathroom end corner unit condo features ocean & mountain...
From $190/night
Kksr#1203: Direct Oceanfront, 2nd Floor, Remodeled, Stunning Location
Keauhou Kona Surf & Racquet Club#1-203 DIRECT OCEANFRONT, INCREDIBLE 2ND FLOOR FULLY REMODELED UNIT!Welcome to unit #1-203 at the Keauhou Kona Surf &...
From $193/night
Charming 1-bedroom condo in downtown Kailua-Kona just 2 blocks from the beach
Welcome to your perfect island getaway in Kailua-Kona! This beautifully updated condo is just 2 blocks from the beach and 1 block from the vibrant...
From $200/night
Kailua Village#705 Top Floor, Gorgeous Remodeled 2 bedroom, in Heart of Town
Experience Paradise in This One of a Kind Stunning Two-Bedroom Penthouse in Downtown Kailua Kona, at the Famous Kailua Village. Escape to tropical...
From $232/night
Island Glow Kailua Village, AC and ocean views in the heart of Kailua Kona
See whales, dolphins, Ironman Village and Ali’i drive from your very own lanai! Island Glow in Kailua Village is a beautifully remodeled 1 bed 1 bath...
From $255/night
Oceanfront Penthouse at Kona Reef King Bed fast WiFi AC Free parking
Oceanfront Kona Reef Penthouse – Stunning Kailua Bay Views & Prime Location! Watch Sunsets and surfers from the lanai. This air-conditioned 1BR/1BA...
From $300/night
Alii Cove J-4 - Beautiful upgraded Townhome at the top of Alii Cove overlooking the ocean.
Alii Cove unit J-4 is located at the top of the complex in historic Kailua Village and offers the best Kona Coast ocean views you can get from Alii...
From $408/night
free parking - walk to Honl beach & Downtown Kona
BLUE BEACH BUNGALOW is your personal oasis in the heart of the most desirable place in Hawai'i. Perfect for everyone to enjoy the Aloha spirit and...
From $460/night
Steps to Beaches, 2 King Suites, Private Pool, AC!
Spacious villa in Keauhou Resort just one block from He'eia Bay and two blocks from Keauhou Bay. Walk to Kona Country Club's ocean golf course, with...
From $649/night
Once you’re here - you wont want to leave! Exquisitely appointed. Views galore
Walls of glass sliders disapear creating indoor/outdoor living. Huge covered patio plus sunbathing deck around the 15' x 30' private pool just...