
Waterfront holiday rentals in Kailua-Kona
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Top-rated waterfront rentals in Kailua-Kona
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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

Spectacular View, Direct Oceanfront Kona,Top Floor
ALOHA, WE INVITE YOU TO RELAX AT SEA VILLAGE Our lovely top floor condo is perfect for you! Sit back and take in the spectacular view from the lanai as you watch dolphins and whales (in season) during the day and beautiful sunsets in the evening! Lose yourself in the never ending sound of waves throughout the condo. Enjoy a closet full of essentials for visiting gorgeous beaches on the island. Downtown Kailua-Kona is a short mile walk from the condo, or relax at the oceanfront pool and hot tub!

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!

Longboard Studio at Kona Magic Sands Beach
Welcome to LongBoard Studio – Kona’s premier direct oceanfront escape at Magic Sands Beach! This stylish, film-featured studio offers stunning ocean views, a brand-new lanai with teak furniture, and full-width NanaWall doors for seamless indoor-outdoor living. Enjoy a gourmet kitchen, AC, queen bed, in-unit laundry, and the sound of waves at your doorstep. Perfect for relaxing, writing, or watching dolphins & whales from your lanai. Steps to the beach, serenity, and aloha! TA-005-037-8752-01

True Oceanfront, Top-Floor, Downtown, A/C, Parking
Get away from it all right in the heart of Kona! Feel the ocean spray as you watch for turtles on the lanai, or gaze at the tropical paradise through your bedroom window. While only steps away from the active downtown, this top-floor unit is on the ocean side of a boutique complex, meaning no noise from the street or guests above. After a busy day at the beach and a night on the town, you'll appreciate the peace and quiet of your own space with only the sound of the ocean to lull you to sleep.

Ocean Views~by Honl's Beach~Heart of Kona~AC
ENJOY OCEAN VIEWS from a newly renovated Stylish condo in one of Kona's most desirable locations. Condo is an apx 6 to 8 min walk to a variety of Ocean Side Restaurants, entertainment and a quick walk to Honl's Beach. No rental car is needed as you are a short walk into town. The condo looks directly out to the Pacific Ocean and is on the ground floor so (no long stairs to climb). Free dedicated parking spot, which is so IMPORTANT in KONA now! 65" SMART TV, AC, the SOFA folds to a 2nd bed.

Right-on-Ocean; Renovated; Walk to Beach/Town, A/C
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.

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.

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.

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

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.

NEW! UNIQUE Top floor Oceanfront Magic Sands Beach
Aloha! Location, Location, Location! + NEWLY Remodelled interior & has A/C! This unique oceanfront is located on the TOP floor of Kona Magic Sands condominiums. It features A/C, brand NEW stainless steel appliances (Full kitchen & Dish Washer). The honest, elegant and minimal interior design of this space quietly invites in the majestic Pacific Ocean and its breathtaking sunset views. THE VIEW! THE DESIGN!
Popular amenities for waterfront rentals in Kailua-Kona
Waterfront apartment rentals

Gorgeous Unit, Stunning Views!

Unique Oceanfront Condo with Gorgeous Views

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

Luxury Oceanside Escape

Ocean view with central location tropical paradise

Oceanfront with AC @ Sea Village

OCEANFRONTsunsets! Crashing waves Beach!

Water's Edge Hale at Kona Reef D3
Waterfront house rentals

Kona Paradise Sunset Homebase

Charming Oceanfront Home on Ali'i Drive

The Mango Cottage on Keauhou Bay

Ocean, Sunset, Pool, King's Luxury experience

Big Island Koi Hale

Oceanfront Home, Kealakekua Bay - Hale Hoʻolana

Private Oceanfront Home, Sleeps 10, fire pit, View

Ocean, Sunset, Mountain & Celestial Views
Waterfront apartment rentals

Oceanfront Condo/Hawaiian Style. 1Bd, w/AC & Wifi

Gorgeous Oceanfront Condo - AC & Free WIFI/Parking

DT Kona Beach Plumeria Condo: Private, quiet

5 STAR Ocean Front Penthouse- 5 Star

Cozy Kona Condo on Ali'i drive Ocean View Pool

Stunning Ocean View Beach Front Villa at Kahaluʻu

OCEANFRONt 3+2.5 AC King Beds Pickelball On Site

☀ Live on the Ocean along Famous Ali'i Drive + ☀
When is the best time to visit Kailua-Kona?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $357 SGD | $364 SGD | $323 SGD | $302 SGD | $282 SGD | $285 SGD | $285 SGD | $251 SGD | $258 SGD | $297 SGD | $293 SGD | $323 SGD |
| Avg. temp | 6°C | 6°C | 6°C | 7°C | 9°C | 10°C | 9°C | 9°C | 9°C | 9°C | 7°C | 6°C |
Quick stats about waterfront rentals in Kailua-Kona

Total holiday rentals
Explore 470 holiday rentals in Kailua-Kona

Nightly prices starting at
Kailua-Kona holiday rentals start at $117 SGD per night before taxes and fees

Verified guest reviews
Over 26,420 verified reviews to help you choose

Family-friendly holiday rentals
240 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
430 properties feature pools

Rentals with dedicated workspaces
300 properties have a dedicated workspace

Wifi availability
470 of Kailua-Kona holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Kailua-Kona rentals

4.8 Average rating
Kailua-Kona stays are highly rated by guests – averaging 4.8 out of 5!
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- Hapuna Beach
- Pahoa Beach
- Kaunaoa Beach
- Mauna Kea Golf Course
- Kohanaiki Private Club Community
- Ke‘EI Beach
- Waikōloa Beach
- Mauna Lani Golf
- 49 Black Sand Beach
- Kuki’o Golf & Beach Club
- Volcano Golf and Country Club
- Waikoloa Beach Golf Course
- Kona Dog Beach
- Hapuna Golf Course
- Kona Country Club
- Makalawena Beach
- Kealakekua Bay State Historical Park
- Nanea Golf Club
- Mauumae Beach
- ʻAlula Beach
- Honokohau Beach
- Pololū Beach
- Mahaiʻula Beach
- Wawaloli Beach
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