
Waterfront holiday rentals in Kailua-Kona
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Kailua-Kona
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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

Ocean-front penthouse, sunsets, whales, surfers!
*Gorgeous views from oceanfront lanai *See whales, surfers, turtles from lanai *Beach/snorkel/surf right outside *4th Floor Penthouse w/ A/C *Stocked kitchen incl air fryer *Covered parking *Oceanfront Gas grill *Da Poke Shack in complex *Pack 'N Play/High Chair *Shared Pool w/ hot tub *Completely remodeled w/ split air unit & double vanity in master

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.

Oceanfront 2 bed, 2 bath, kitchen with full AC!
Ocean front 2 bed/2 bath condo with beautiful sunsets from the lanai. On Ali'i drive, only 1 mile to shopping, bars & restaurants. Bike rentals across the street. Boogie boards, snorkel sets, beach chairs, coolers, beach towels &umbrellas for your use. Washer/dryer , TV in living room and free WIFI. BBQ area with pool and hot tub. Top floor (3rd story) condo, no elevators. Bathroom remodel 10/23. New paint 10/23. Mini Split AC in all rooms 4/23. New bedroom furniture 1/23. New flooring 9/22.

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.

Exceptional Oceanfront Luxury Condo, Stunning View
🌊Absolute direct oceanfront top floor, two-bedroom condo located in the heart of Kailua-Kona, Hawaii. Step inside to stunning ocean views from floor-to-ceiling windows and your private oceanfront balcony — welcome to paradise! 🌴 🌬AC in all spaces, elevator access (zero steps!), fully updated with high-quality furnishings throughout. From the balcony, watch sea turtles in the tide pools below, spot dolphins just offshore, and enjoy spectacular sunsets — all just steps from the ocean.

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, Sunset, Mountain & Celestial Views
Enjoy stunning ocean, mountain, sunset, and starry views from nearly every room in this cozy, family-friendly three-bedroom, two-bathroom Waikoloa Village, Hawaii home. The house includes everything you'll need on your paradise escape including a fully equipped kitchen, beach gear such as boogie boards, snorkels, coolers, umbrellas, towels and Wi-Fi. We also provide bath towels, bed linens, soaps/shampoos, coffee, children's toys, and a barbecue grill.
Popular amenities for waterfront rentals in Kailua-Kona
Waterfront apartment rentals

Gorgeous Unit, Stunning Views!

Kona Nate's Ocean Front Photography Escape

AC 1bd 1 bath Ocean view kona shores cozy getaway

Luxury Oceanside Escape

Ocean view with central location tropical paradise

Beautiful Ocean Views, Air Conditioning, Elevator

Oceanfront with AC @ Sea Village

Kona Makai #5203 Oceanview Paradise.
Waterfront house rentals

Charming Oceanfront Home on Ali'i Drive

Pool & Ocean View Villa: 3BD | Sunset Kona Side

Mollie's Big Family Paradise Resort Home & Pool

Oceanfront Home, Kealakekua Bay-Hale Hoʻolana

Luxury ocean house, walk to MAGIC SAND BEACH

Blue Hawaiian Beach House

Hale Kahakai ~ 2 BR ~ Oceanfront - Puako

Kona Surf Snorkel Paradise, Beachfront, Hot Tub
Waterfront apartment rentals

RARE FIND - Spacious 2BR, Steps from Ali’i Dr.

Ocean Views~Heart of Kona~by Honl's Beach~AC

Right-On-Ocean, AC-Walkable-Boutique-Pool-Elevator

Ocean Front Million Dollar View Home. Sea Village

Ali'i Dr w/ Ocean Sunsets next to Farmer's Market

*Oceanfront Penthouse in Kona with AC!*

Stunning Ocean View Beach Front Villa at Kahaluʻu

Beach Paradise
When is the best time to visit Kailua-Kona?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £208 | £212 | £188 | £176 | £165 | £166 | £166 | £146 | £150 | £171 | £158 | £190 |
| 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 480 holiday rentals in Kailua-Kona

Nightly prices starting at
Kailua-Kona holiday rentals start at £91 per night before taxes and fees

Verified guest reviews
Over 26,560 verified reviews to help you choose

Family-friendly holiday rentals
250 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
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!
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- Hapuna Beach
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- Kohanaiki Private Club Community
- Kona Country Club
- Mauna Lani Beach Club
- Manini'owali Beach
- Makalawena
- Mauna Kea
- Kilauea
- Big Island Retreat
- Spencer Beach Park
- Puʻuhonua o Hōnaunau National Historical Park
- Hapuna Beach State Recreation Area
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- Punaluu Black Sand Beach
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