Once you’re here - you wont want to leave! Exquisitely appointed. Views galoreFrom $649/night · Sleeps 6
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
Once you’re here - you wont want to leave! Exquisitely appointed. Views galoreFrom $649/night · Sleeps 6
Hualalai Palm Villa 126A - Perfect location along the15th Fairway!From $1,795/night · Sleeps 6
Kona Isle B3 No Stairs, Fully Remodeled, Beautifully Decorated: True Gem!From $100/night · Sleeps 4
5 Star Location! Downtown Hawaiian Paradise Condo w/ Hot Tub, Pool & BeachFrom $164/night · Sleeps 2
Keauhou Punahele B-308 Top Floor, Ocean Views, 3 bedrooms, 3 Bathroom!From $225/night · Sleeps 6
Fabulous central location! Walk to restaurants, grocery store, and many beaches.From $343/night · Sleeps 2
Sunset Hale: Spectacular Oceanview Home w/Private Pool & Spa, AC & LanaiFrom $373/night · Sleeps 6
STVR Home-Hawaiian Living Oasis 4Bed/4Bath/Sleep 12/AC/New PoolFrom $990/night · Sleeps 12
Hale Joli: Historic Typical Hawaiian Home w/Ocean Views, Lanai & BBQ AreaFrom $1,033/night · Sleeps 8
Elegant 3BR Ka 'Ulu Villa 131C at Hualalai – Golf, Garden & Ocean ViewsFrom $1,463/night · Sleeps 6
Hualalai Haliipua Villa 104 - Spectacular Sunset Views + Newly Renovated 2023From $2,154/night · Sleeps 6
Cozy 2-bedroom apartment in amazing Kailua-Kona with WiFi, ACFrom $215/night · Sleeps 6
CheCa Hale: Gorgeous Top Floor Corner Unit, With ACFrom $225/night · Sleeps 6
NEW PROMO! Ocean & Golf Views | AC | LanaiFrom $235/night · Sleeps 4
Private Home in Holualoa | 2+Bedroom | Stunning Views, Kona HIFrom $245/night · Sleeps 6
New Listing! Beautifully remodeled!From $250/night · Sleeps 4
Exceptional Kona Reef Condo: Full AC, Oceanfront, Easy Walking Distance to TownFrom $269/night · Sleeps 2
Spectacular View, Direct Oceanfront Kona, Top Floor, Brand New A/CFrom $290/night · Sleeps 2
Oceanfront, remodeled penthouse, sunsets, whales/dolphins, surfers! Free parkingFrom $305/night · Sleeps 6
Kona Isle B34 - Ocean View, Top Floor with full AC. Peaceful Oceanfront Complex.From $314/night · Sleeps 3
Magic Sands Light Hawaii Oasis: Steps to Beach, ACFrom $350/night · Sleeps 7
🏖️Updated Townhome | Ocean View | vrKCV🏖️From $488/night · Sleeps 6
Puuwai Alii Estate: Stunning Luxury Home with Pool, Hot Tub & Ocean Views,AC!From $696/night · Sleeps 8
Sky Villa Estate: Luxury Gated Kona Retreat with Ocean ViewsFrom $1,449/night · Sleeps 8
Ocean Views* Luxury and Location at Hualalai Resort ** TWO Golf Carts**From $1,617/night · Sleeps 6
Uluhala Place – 6BR Ultra Luxurious New Home at HualalaiFrom $8,343/night · Sleeps 14
Downtown condo walking distance to the beach, prime locationFrom $146/night · Sleeps 4
Summer Deal Updated 2BR Kona Condo Near Ocean and Downtown KonaFrom $219/night · Sleeps 4
Kona Reef: B-15: Direct Beachfront, Pool/Hot Tub, Air Conditioning, ElevatorsFrom $220/night · Sleeps 2
Stunning Ocean Sunset Views From Your Private LanaiFrom $250/night · Sleeps 4
Kailua-Kona 3-bedroom, 2-bath single-family home Ocean & Sunset ViewFrom $298/night · Sleeps 9
Large 3-bedroom condo in Kona Coast Resort with AC, WiFi, fitness room - NEW!From $400/night · Sleeps 6
Malia Kai #12 condo in Kailua-Kona Town!From $109/night · Sleeps 4
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...
From $1,795/night
Hualalai Palm Villa 126A - Perfect location along the15th Fairway!
This well appointed Palm Villa rental, at the Four Seasons Resort Hualalai, overlooks the 15th Fairway of the beautiful Jack Nicklaus Signature golf...
From $100/night
Kona Isle B3 No Stairs, Fully Remodeled, Beautifully Decorated: True Gem!
Kona Isle, Unit#B3 is a fantastic addition to Knutson & Associates Property Management! We're proud to represent this beautiful fully remodeled,...
From $164/night
5 Star Location! Downtown Hawaiian Paradise Condo w/ Hot Tub, Pool & Beach
Stay in the heart of Kailua-Kona on Ali‘i Drive—just steps from the beach, dining, shops, and tours. The prime downtown location and amenities are...
From $225/night
Keauhou Punahele B-308 Top Floor, Ocean Views, 3 bedrooms, 3 Bathroom!
A True Beauty at Keauhou Punahele: New Rental in 2024! Keauhou Punahele#B-308 is a gorgeous top floor rarely available 3 bedroom, 3 bathroom condo...
From $343/night
Fabulous central location! Walk to restaurants, grocery store, and many beaches.
FABULOUS CENTRAL LOCATION! This condo is newly remodeled and is walking distance to the Kailua pier, beaches, restaurants and we are right next to a...
From $373/night
Sunset Hale: Spectacular Oceanview Home w/Private Pool & Spa, AC & Lanai
Sunset Hale by Gather | Private Kona Retreat w/ Ocean Views, Pool & Lanai – 30-Night MinimumSunset Hale welcomes you to elevated island living on the...
From $990/night
STVR Home-Hawaiian Living Oasis 4Bed/4Bath/Sleep 12/AC/New Pool
New pool completed in November 2025Welcome to your dream getaway in Kona! Nestled in a prime spot, you're just 10 minutes away from Kona's best...
From $1,033/night
Hale Joli: Historic Typical Hawaiian Home w/Ocean Views, Lanai & BBQ Area
Welcome to Hale Joli, a private hillside retreat in Kailua-Kona where panoramic ocean views, warm wood architecture, and the natural beauty of the...
From $1,463/night
Elegant 3BR Ka 'Ulu Villa 131C at Hualalai – Golf, Garden & Ocean Views
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 $2,154/night
Hualalai Haliipua Villa 104 - Spectacular Sunset Views + Newly Renovated 2023
Haliipua Villas are the newest generation of multi-family villas at Hualalai offering an array of designer finishes throughout the home. Special...
From $215/night
Cozy 2-bedroom apartment in amazing Kailua-Kona with WiFi, AC
Walk to the Beach! This peaceful 2-bedroom Kona Shores condo offers the ideal blend of location and comfort. Stroll to Honl’s Beach and enjoy the...
From $225/night
CheCa Hale: Gorgeous Top Floor Corner Unit, With AC
Hopu i ka la ("catch the sun") at CheCa Hale! This airy, air conditioned, two-bedroom, two-bathroom corner penthouse is the perfect choice for family...
From $235/night
NEW PROMO! Ocean & Golf Views | AC | Lanai
Welcome to Living on Island Time — your private retreat on the Kona Country Club Golf Course with sweeping ocean and fairway views. Watch sunsets...
From $245/night
Private Home in Holualoa | 2+Bedroom | Stunning Views, Kona HI
Nestled on the slopes of Hualalai mountain on the Big Island of Hawai'i lies this gem of a property, boasting views of the Pacific Ocean from its...
From $250/night
New Listing! Beautifully remodeled!
The Kona Makai complex is right on the beautiful Kona coast! Kona Makai provides an ocean-side swimming pool, hot tub, minimal fitness center,...
From $269/night
Exceptional Kona Reef Condo: Full AC, Oceanfront, Easy Walking Distance to Town
*New Listing* Oceanfront, fully updated one-bedroom condo in the Kona Reef Resort. AC throughout the entire unit.Perfectly located just a 5-minute...
From $290/night
Spectacular View, Direct Oceanfront Kona, Top Floor, Brand New A/C
ALOHA, WE INVITE YOU TO RELAX AT SEA VILLAGE, New A/COur lovely top floor condo is perfect for you! Sit back and take in the spectacular view from...
From $305/night
Oceanfront, remodeled penthouse, sunsets, whales/dolphins, surfers! Free parking
*Gorgeous views from oceanfront lanai *See whales, surfers, dolphins from lanai *Beach/snorkel/surf right outside *4th Floor Penthouse w/ A/C*Stocked...
From $314/night
Kona Isle B34 - Ocean View, Top Floor with full AC. Peaceful Oceanfront Complex.
NEW: In an effort to provide you with outstanding accommodations, we have upgraded to a dual-air conditioning unit that allows for whole-unit AC....
From $350/night
Magic Sands Light Hawaii Oasis: Steps to Beach, AC
High in Demand & Highly Rated, this beautiful 3 bedroom / 2 bathroom duplex home is only a 3 min walk from Magic Sands Beach. Remodeled &...
From $488/night
🏖️Updated Townhome | Ocean View | vrKCV🏖️
vrKCV - Na Hale O Keauhou D3, Professionally Managed by Kona Coast VacationsNa Hale O Keauhou D3 | Ocean Views Near Kahalu'u BeachExperience the...
From $696/night
Puuwai Alii Estate: Stunning Luxury Home with Pool, Hot Tub & Ocean Views,AC!
Absolutely amazing property! A one of a kind 5-bedroom, 6-bathroom property that is built to impress with gorgeous high end materials and is one of...
From $1,449/night
Sky Villa Estate: Luxury Gated Kona Retreat with Ocean Views
Sky Villa Estate is a private 3-bedroom luxury retreat perched above Kailua Bay on Hawaii's Big Island. Set on 5 gated acres, this oceanview estate...
From $1,617/night
Ocean Views* Luxury and Location at Hualalai Resort ** TWO Golf Carts**
Located in the Award Winning Resort Community of Hualalai Four Seasons.Enjoy the sounds of the ocean serenade, the magic of sunsets, and whale...
From $8,343/night
Uluhala Place – 6BR Ultra Luxurious New Home at Hualalai
Uluhala Place is a brand new 6-bedroom, 6.5-bath luxury estate at the Four Seasons Hualalai Resort, offering 6,000 square feet of refined...
From $146/night
Downtown condo walking distance to the beach, prime location
Aloha!My condo is located in the heart of Kailua Kona, just two blocks from famous Alii Drive with tons of restaurants and souvenir shops. It’s...
From $219/night
Summer Deal Updated 2BR Kona Condo Near Ocean and Downtown Kona
Kona Plaza 301! Your Ideal Hawaiian Getaway! Welcome to Kona Plaza 301, where modern comfort meets tropical paradise! This beautifully updated condo...
From $220/night
Kona Reef: B-15: Direct Beachfront, Pool/Hot Tub, Air Conditioning, Elevators
*This unit will not have Lanai Access during 1/2/2026 - 2/2/2026 for Spalling Repairs, The rates for this time are being discounted by 50% for this...
From $250/night
Stunning Ocean Sunset Views From Your Private Lanai
Relax and recharge while sitting in your private lanai enjoying the gentle trade winds and ocean views. * Bedroom with king size bed* Queen size...
From $298/night
Kailua-Kona 3-bedroom, 2-bath single-family home Ocean & Sunset View
Immerse yourself in the enchanting allure of Kailua-Kona at our 3-bedroom, 2-bath single-family haven, offering you panoramic views of the endless...
From $400/night
Large 3-bedroom condo in Kona Coast Resort with AC, WiFi, fitness room - NEW!
Kona Coast Resort #1-301 is a 3 bedroom, 2 bath condo with fantastic ocean views and all of the amazing amenities of a 5-Star Resort! Enjoy two...
From $109/night
Malia Kai #12 condo in Kailua-Kona Town!
Three story townhome corner unit located in Malia Kai condominiums w/private carport walking distance from just about anywhere in Kona! Share our...