Waterfront holiday rentals in Kailua-Kona

A comfortable sleeping area features a spacious queen bed adorned with a white quilt. A cozy sitting area is visible with a light green couch and a small coffee table. Warm light from a lamp illuminates the room, complemented by tropical artwork on the walls.

4.99 out of 5 average rating, 371 reviews

Oceanfront/Hawaiian Charm W/Modern Amenities

Welcome to Hale Kani Moana (House of Ocean Sounds❤️)…the best location, city center on world famous Ali’i Drive. Cozy Hawaiian Charm w/ modern amenities. At your doorstep are the best restaurants, nightlife, and shopping. Stunning oceanfront unit w/sunset views (Fall/Winter). Listen to the ocean waves gently crash as you fall asleep. Fully stocked kitchenette, bathroom/shower, and all the beach equipment you’ll need. FREE Parking+FAST Wifi :-) Note: 3rd (Top Floor) stairs only, no elevators

An outdoor hot tub is positioned beside a well-maintained lawn, with lush green foliage nearby. Several lounge chairs face the ocean, providing a relaxing spot to enjoy views of the turquoise water and palm trees swaying gently in the breeze.

4.97 out of 5 average rating, 144 reviews

Kona Dolphin and Whale House. Rare Oceanfront. Spa

Beautiful Private Ocean Front Home On Lyman's Bay, one of Kona's most beautiful bays/ popular surf spots. Spectacular views. Ocean only 20' from private Lanai's. Everything you want and a Massage Chair and outdoor Hot Tub facing ocean &more. 3 Bedrooms have ocean views. Pocket Doors and Central AC with smart Alexa thermostat. Modern kitchen glass top cook top sub-zero fridge microwave and granite top counters. Secure coded front door lock. All Guests Bound By Rental Agreement in House Manual

A vibrant sunset casts rich orange and purple hues across the sky, reflecting on the ocean's surface. Palm trees frame the view, while soft outdoor lighting accentuates the lush landscaping below. The tranquil scene invites relaxation and contemplation.

4.95 out of 5 average rating, 224 reviews

Aloha Paradise! Remodeled with A/C & Ocean View!

Best unit at Kailua-Kona’s popular Sea Village and one of the only with A/C! Captivating ocean views, breezes, tropical sights and sounds greet you in this easily accessible ground floor unit. Start your day on the private lanai watching the spinner dolphins and end it with a glass of wine watching sunset over the ocean. This fully updated, turn-key condo boasts open concept living and is 5 minutes to downtown. An ideal base for an individual, couple or small families to explore the Big Island!

4.86 out of 5 average rating, 213 reviews

Right-On-Ocean, AC-Walk toTown-Quiet-Pool-Elevator

Direct-On-The-Ocean! Not a peekaboo--a full on view of the ocean in a quiet boutique complex IN town-but not on busy Ali'i Drive. Lanai ocean waves with surfers next door. Full KING bedroom ocean view. Central AC! NEW king bedroom w/luxury linens. Fully-stocked kitchen. All beach gear: cooler&ice, chairs, towels, umbrella, toys. Gated-saltwater oceanfront pool & lounges. Covered/reserved free parking. Elevator. THE best location with Honls Beach next door and Kona two blocks away-Konamazing!

4.96 out of 5 average rating, 111 reviews

Lush greenery surrounds a well-maintained lawn that leads to a vibrant blue ocean. Palm trees and tropical plants enhance the natural setting, with gentle waves seen in the distance. The scene captures the essence of a serene waterfront environment.

Guest house in Keauhou

Kona Ocean Front Cottage on Keauhou Bay

Waterfront cottage on private, gated 1 acre estate. Close as you can get to an over the water bungalow in Hawaii with direct ocean access to swim, surf, kayak, snorkel and watch dolphins. Walking distance to manta ray, snorkeling, kayak, whale and dolphin tours, golf, restaurants, movie theater, and outdoor art market. Two room suite. Queen bed. Living room with 50 in TV. Bathroom with large shower. Large covered deck with seating area, kitchenette, dining table, lounge chairs. Outdoor shower.

A spacious lanai overlooks the ocean, featuring two blue chairs and a woven lounge chair. Lush palm trees sway gently in the breeze, while waves crash against the shore in the background. A geometric-patterned rug adds a touch of comfort to the outdoor space.

4.97 out of 5 average rating, 117 reviews

Discounted KonaReef D33 OceanFront* AC* Park Free*

The Kona Reef is being renovated in 2026. Special construction rate of $295 per night! Reno hours 8a-5p Mon-Sat while you are out at the beaches, volcano etc. You’ll love this condo! Absolute Ocean Front. 5 minute walk to downtown. Free parking! Completely remodeled! Fresh, clean, stylish & comfortable. NEW Full A/C, Stocked Kitchen & Beach & Golf Equipment. ATTENTION GOLFERS! 2 sets of Callaway Clubs! Check out our 2 other Kona Reef condos A35 & B31 TA-109-936-6880-01 STVR-19-352037

4.95 out of 5 average rating, 240 reviews

Oceanfront Gem, Walk to Beach/Town, AC, Elevator

Right-on-the-ocean, newly renovated, spacious, upscale condo in a gated boutique complex. Unbelievable views from the lanai, living room and bedroom. Close to everything! 1-2 blocks to Honl's beach, farmers market, restaurants, bars, and shops in Kailua Village. New king bed and queen sleeper sofa with memory foam mattress for up to 4 guests. Heated, ocean-front salt water pool with outdoor shower and community BBQ. Quiet; no noise from Ali'i Drive. Reserved parking spot. A/C. Elevator.

An oceanfront sandy beach area is framed by palm trees, with lounge chairs arranged for relaxation. The ocean is visible in the background, with calm waves lapping at the shore. A gated pool area is nearby, enhancing the serene coastal setting.

4.96 out of 5 average rating, 156 reviews

Updated condo with ocean views & air conditioning

Kick back and relax at this renovated condo with partial ocean views, an oceanfront saltwater pool, and lusciously landscaped grounds. This air-conditioned unit boasts a central location just 1.3 miles from the heart of downtown Kona. Conveniently located between downtown Kona and the world-famous Magic Sands beach, this is the perfect home base to explore everything Hawaii Island has to offer. Enjoy the shared BBQs and private sandy beach area as you soak up Kona's sensational sunsets.

A vibrant tropical garden surrounds a modern villa, nestled within lush greenery and mature palm trees. A serene pool glimmers in the sunlight, creating a peaceful focal point amidst the rich landscaping. The sky above is bright with scattered clouds, enhancing the tranquil atmosphere.

4.97 out of 5 average rating, 116 reviews

Suite Magic Sands Beach

Save money & time! Ho'omalu located just off of Alii drive "Ironman Route" is only an 11 minute walk to magic sands beach and many more hot spots. In a private and tranquil gated community this modern day Villa awaits where sophistication meets relaxed Hawaiian living. The inviting pool enveloped with mature tropical landscaping is the centerpiece to this compound and features upscale finishes and flooring. The apartment is on the second level. Ask about our car rental fleet discounts.

A comfortable seating area is seen, featuring a light-colored sofa adorned with orange and white pillows. A wooden coffee table rests on a woven rug, while natural light filters through two large windows. A flat-screen TV is positioned on a wooden console nearby.

4.98 out of 5 average rating, 127 reviews

Alii Hale, AC, cozy 1 bedroom

Welcome to Hale Kai Hideaways, Bungalow A. Vacation at this cute apartment centrally located in Kona. Alii Garden's open-air marketplace is a five-minute walk, where you will find Shaka's tacos, local coffee & tons of souvenirs. Turtles Beach, a local favorite is across the street (and a short walk to the North over rocks). Stay here & you will be right in the middle of Kona in the heart of all the action. *Locally owned and operated by Hale Kai Hideaways* TA-023-449-1904-01

A spacious balcony offers expansive ocean views, featuring a comfortable seating area with a hanging chair and a small table. The serene waters and coastal scenery create a peaceful atmosphere, inviting relaxation and enjoyment of the surroundings.

4.94 out of 5 average rating, 100 reviews

Beautiful Ocean Views, Air Conditioning, Elevator

King bedroom condo located in the heart of Kailua-Kona. 5th floor with ocean views south to Royal Kona and north to the pier. Great eateries, free trolly, terrific views, swimming at the pier. You can walk to most activities and you are right where the activities are. Unit has air conditioning, washer/dryer, private parking, secured building, pool and so much more. You are in the center of our tourist district with many restaurants to choose from and many water sports to enjoy.

A modern living area is presented with a comfortable sofa and armchair, complemented by a light wooden coffee table. A large television is positioned opposite the seating. Floor-to-ceiling windows provide views of the ocean, allowing natural light to fill the space.

4.92 out of 5 average rating, 245 reviews

Blissful paradise with epic view- Hale Mahana

Serenity in Kona- with epic ocean views! Wake up with the ocean waves crashing below. Hang out on the lanai with some Kona coffee from the Green Flash cafe next door. You have a front row seat for whale watching during whale season. Or, hang out and enjoy the sunsets- at times with our local manta ray! We have a queen sofa bed, and AC. Close to town- an 18 minute walk. Quiet, very little road noise here. You can rent bikes too across the street.

Popular amenities for waterfront rentals in Kailua-Kona

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

A spacious living area features a large window offering unobstructed views of the ocean and coastline. A light-colored sofa is positioned beside a wooden coffee table. The serene blue water and distant palm trees are visible beyond the balcony.

5 out of 5 average rating, 43 reviews

Gorgeous Unit, Stunning Views!

5 out of 5 average rating, 7 reviews

AC 1bd 1 bath Ocean view kona shores cozy getaway

5 out of 5 average rating, 53 reviews

Luxury couple’s retreat w ocean view/AC/king bed

An aerial view captures the oceanfront condominiums nestled along the coastline, surrounded by palm trees and lush greenery. The ocean sparkles in various shades of blue, gently lapping against the rocky shore beneath the properties.

4.84 out of 5 average rating, 118 reviews

Luxury Oceanside Escape

4.97 out of 5 average rating, 58 reviews

OCEANFRONTsunsets! Crashing waves Beach!

A well-manicured lawn leads to the oceanfront, framed by vibrant tropical plants and palm trees. The view captures two condominium buildings facing the water, with a clear blue sky above, enhancing the serene coastal environment.

5 out of 5 average rating, 23 reviews

Kona Makai #5203 Oceanview Paradise.

A balcony features a wooden table surrounded by two chairs, with a ceiling fan above. In the background, the sun sets over the ocean, casting a warm glow on palm trees and rooftops. An inviting view of the serene horizon is presented.

4.96 out of 5 average rating, 28 reviews

Kona Getaway! Walkable, Washer/Dryer/Non-Smoking!

Tall palm trees sway gently against a clear blue sky, framing expansive ocean views. Lush greenery covers the foreground, transitioning to a serene beach area dotted with lounge chairs. The ocean glistens under the sunlight, reflecting shades of blue and turquoise.

5 out of 5 average rating, 23 reviews

Kona Isle Oceanfront #E2

Waterfront house rentals

4.91 out of 5 average rating, 221 reviews

A breathtaking view of a sunset over the ocean is captured, showcasing vibrant orange hues against a soft gradient of pink and purple in the sky. Silhouetted palm leaves add depth to the scene, blending naturally with the horizon.

Home in Captain Cook

Kona Paradise Sunset Homebase

Superhost

A dining table is set on a covered lanai, featuring woven chairs and a stone table. A colorful floral centerpiece adds a touch of nature. The ocean and sunset create a beautiful backdrop, with vibrant colors reflecting on the water.

Home in Keauhou

4.86 out of 5 average rating, 49 reviews

The Cottage: Kahalu'u Beaches Oceanfront Retreat w

Superhost

A spacious covered lanai extends towards the ocean, featuring comfortable seating arrangements and a dining area. Two glasses of beverages rest on a side table, while a soft blue blanket drapes over a lounge chair. A clear view of the ocean and sky complements the tranquil setting.

4.65 out of 5 average rating, 23 reviews

Charming Oceanfront Home on Ali'i Drive

4.96 out of 5 average rating, 45 reviews

Ocean, Sunset, Pool, King's Luxury experience

5 out of 5 average rating, 6 reviews

Home in Keauhou

Mollie's Big Family Paradise Resort Home & Pool

4.89 out of 5 average rating, 185 reviews

A spacious balcony features a round table adorned with a floral tablecloth, offering a clear view of the vibrant blue ocean and distant green hills. Lush greenery surrounds the scene, creating a serene atmosphere for relaxation.

Home in Captain Cook

Oceanfront Home, Kealakekua Bay-Hale Hoʻolana

Superhost

An aerial view captures the house nestled in a vibrant neighborhood, with palm trees lining the streets. The proximity of the ocean is evident, showcasing blue waters to one side and nearby homes. Solar panels are visible on the roof, emphasizing sustainability.

4.83 out of 5 average rating, 103 reviews

Luxury ocean house, walk to MAGIC SAND BEACH

A glass dining table is surrounded by wicker chairs, featuring a centerpiece of vibrant tropical flowers and a decorative bowl. The ocean's waves are visible in the background, framed by palm trees and a cloudy sky, enhancing the outdoor dining experience.

4.87 out of 5 average rating, 67 reviews

Private Oceanfront Home, Sleeps 10, fire pit, View

Waterfront apartment rentals

4.93 out of 5 average rating, 189 reviews

An aerial view captures the beachfront property, showcasing a poolside area with palm trees and lounge chairs. The sandy beach extends along the coastline, with sandy areas and ocean waves gently lapping at the shore, while beachgoers enjoy the water and surrounding greenery.

Apartment in Kailua

Magic Reef 306 Oceanfront

4.93 out of 5 average rating, 178 reviews

True Oceanfront, Top-Floor, Downtown, A/C, Parking

An oceanfront lanai offers seating and dining options, framed by palm trees. The view showcases a calm sea and rocky shoreline, enhancing the connection with the outdoors.

4.86 out of 5 average rating, 232 reviews

Gorgeous Oceanfront Condo - AC & Free WIFI/Parking

A sandy beach area is surrounded by palm trees and lounge chairs, offering a serene seaside escape. Tiki torches stand along the pathway, and colorful flowers add to the landscape, while a soft sunset glow reflects on the ocean.

4.86 out of 5 average rating, 333 reviews

O/F View, on ocean 1 Bdrm, Casa De Emdeko Ironman

4.93 out of 5 average rating, 154 reviews

A dining table is set for four, featuring elegant glassware filled with vibrant red drinks, dark napkins, and decorative flowers. The backdrop includes lush palm trees and an ocean view, enhancing the dining experience in an outdoor setting.

Apartment in Keauhou

Stunning Ocean View Beach Front Villa at Kahaluʻu

A sailing catamaran is silhouetted against a vibrant orange sunset over the ocean. The sun, large and bright, is positioned just above the horizon, surrounded by warm hues and soft clouds.

4.98 out of 5 average rating, 101 reviews

Unsurpassed sunset views!

An expansive view of the ocean features vibrant blue waters and gentle waves lapping against dark rocky formations. Lush palm trees sway in the breeze, framing the scene. The sky is clear, showcasing a bright and inviting atmosphere against the natural coastal landscape.

4.99 out of 5 average rating, 120 reviews

Exceptional Oceanfront Luxury Condo, Stunning View

A private lanai features a tropical-themed loveseat and a small dining table set for two, with glasses placed atop. Ocean views and palm trees are visible in the distance, where a colorful sunset casts warm hues across the sky.