
Waterfront holiday rentals in Kailua-Kona
Find and book unique waterfront rentals on Airbnb
Quick stats about waterfront rentals in Kailua-Kona

Total holiday rentals
Explore 480 holiday rentals in Kailua-Kona

Nightly prices starting at
Kailua-Kona holiday rentals start at $128 SGD per night before taxes and fees

Verified guest reviews
Over 27,680 verified reviews to help you choose

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

Holiday rentals with a pool
420 properties feature pools

Rentals with dedicated workspaces
310 properties have a dedicated workspace

Wifi availability
480 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!
Top-rated waterfront rentals in Kailua-Kona
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

Reefside Suite at Seaspray Ocean View
Treat yourself to a fabulous ocean view suite. A great place to start your day of adventures on the Big Island. Come home to a dip in the pool and a relaxing night with the sound of waves from Kahaluu Beach Park. Prepare a meal in this fantastic new kitchen with fusion granite that looks like artwork. Enjoy the beach, snorkeling and surfing just across the street or just relax from your lanai & watch surfers catch the waves. YOU'RE COMING TO HAWAII,,,, Choose the Reefside Suite w/Ocean views.

Spectacular View, NEW A/C Oceanfront, 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.

The Mango Cottage on Keauhou Bay
Cottage on private, gated, 1 acre waterfront estate. Swim, surf, kayak, and snorkel from yard. Watch dolphins and boats in the bay. Walking distance to manta ray, snorkeling, kayak, whale and dolphin tours, golf, restaurants, movie theater, and outdoor art market. Two room suite. King bed. Living room. Full kitchen. Bathroom with large shower. Covered deck with partial ocean views. Use of kayaks and stand-up paddle boards. Book alone or with Ocean Cottage. Couples and single travellers only.

Discounted A35 Kona Reef Oceanfront AC Park Free
The Kona Reef is being renovated in 2026. Check out our special construction rates. 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 D33 & B31 TA-109-938-6880-01 STVR-19-352037

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.

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.

Kona Paradise Sunset Homebase
Enjoy epic sunset views over the ocean while surrounded by lush jungle foliage. The scent of plumeria and the gentle calls of tropical birds will never let you forget you're in paradise. While you're here you'll be a stone's throw from many wonderful places to snorkel, as well as Place of Refuge National Park. This is a terrific base camp to explore Volcanoes National Park, Mauna Kea Observatories, the most southern point of the U.S., a black sand Beach and much more!

Ocean Views, Family-Friendly, WiFi, Kitchen, W/D
Aloha Friends and Welcome to KONA LANDING Located on iconic Ali'i Drive, our modern oasis offers ocean views from the lanai, a sparkling pool, and gas BBQs just downstairs. Steps from top restaurants, bars, and the ocean, you can sip Mai Tais while watching the sunset and feeling the ocean breeze. We provide a full beach setup with chairs, snorkeling gear, and towels, along with family-friendly amenities for a comfortable stay. Book now to enjoy the best of Kona!
Popular amenities for waterfront rentals in Kailua-Kona
Waterfront apartment rentals

Gorgeous Unit, Stunning Views!

Oceanfront Penthouse, Best Views in Kanaloa

Kona Nate's Ocean Front Photography Escape

Bungalow A • Cozy 1‑Bedroom • with A/C

Top-Floor Kona Retreat | Ocean Views | Pool+HotTub

Luxury Oceanside Escape

Beautiful Ocean Views, Air Conditioning, Elevator

Kona Makai #5203 Oceanview Paradise.
Waterfront house rentals

Charming Oceanfront Home on Ali'i Drive

Oceanfront Escape in Kanaloa at Kona – Keauhou

Big Island Koi Hale

Mollie's Big Family Paradise Resort Home & Pool

Oceanfront Home, Kealakekua Bay-Hale Hoʻolana

Luxury ocean house, walk to MAGIC SAND BEACH

Private Oceanfront Home, Sleeps 10, fire pit, View

*New* Luxury | 2bed 2bath Ocean View + Resort + AC
Waterfront apartment rentals

Oceanfront living - Floor to Ceiling wall of glass

Downtown Hawaiian Condo w/ Hot Tub, Pool & Beach!

Casa Chilin-Waikoloa Beach Resort

Ocean Front Million Dollar View Home. Sea Village

Lovely 1 Bedroom Condo with Ocean Views, AC, Pool!

OCEANFRONt 3+2.5 FREE AC BeachGear

☀ Live on the Ocean along Famous Ali'i Drive + ☀

Oceanfront 2 bed, 2 bath, kitchen with full AC!
When is the best time to visit Kailua-Kona?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $340 SGD | $342 SGD | $317 SGD | $297 SGD | $278 SGD | $280 SGD | $280 SGD | $247 SGD | $253 SGD | $289 SGD | $268 SGD | $320 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 |
Destinations to explore
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- Hapuna Beach
- Waikoloa Beach
- Waikōloa Beach
- Mauna Lani Beach Club
- Mauna Kea
- Makalawena
- Manini'owali Beach
- Spencer Beach Park
- Puʻuhonua o Hōnaunau National Historical Park
- Kilauea
- Pololū Valley Lookout
- Big Island Retreat
- Kaloko-Honokohau Nat'l Hist Park
- Waialea Beach
- Sea Village
- Punaluu Black Sand Beach
- Kona Farmer's Market
- Kua Bay
- Magic Sands Beach Park
- 49 Black Sand Beach
- Hapuna Beach State Recreation Area
- Kealakekua Bay State Historical Park
- Captain James Cook Monument
- Kekaha Kai State Park
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