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

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.

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

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.

*Oceanfront Penthouse in Kona with AC!*
What better way to enjoy Hawaii than having an unobstructed 180 degree view in an oceanfront penthouse? Watch surfers cutting through the waves, turtles gliding in the shallows or whales spouting (in season) from the privacy of your own lanai. With views from both the living and master bedroom, you can relax your days away from the couch or bed. Imagine waking up to the lull of ocean waves at your feet and enjoying sunset dinners on the water’s edge. Truly paradise on the Big Island.

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

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.

Lovely 1 Bedroom Condo with Ocean Views, AC, Pool!
Aloha from Hale Malina! We invite you to enjoy a piece of paradise, which has been recently updated to help you have a relaxing and enjoyable stay on the Big Island. PLEASE NOTE: We take pride in maintaining our listing as owner-operated and DO NOT charge additional service fees. UPDATE: We have recently installed new countertops and a dual zone mini-split air conditioner! In addition to the living room space, it will also allow the bedroom to be cooled separately!!

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
Waterfront apartment rentals

Gorgeous Unit, Stunning Views!

AC 1bd 1 bath Ocean view kona shores cozy getaway

Luxury Oceanside Escape

Ocean view with central location tropical paradise

Oceanfront with AC @ Sea Village

OCEANFRONTsunsets! Crashing waves Beach!

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

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

The Cottage: Kahalu'u Beaches Oceanfront Retreat w

Charming Oceanfront Home on Ali'i Drive

Kona Magic Sands#213

Ocean, Sunset, Pool, King's Luxury experience

Mollie's Big Family Paradise Resort Home & Pool

Luxury ocean house, walk to MAGIC SAND BEACH

Oceanfront Home, Kealakekua Bay-Hale Hoʻolana

Ocean, Sunset, Mountain & Celestial Views
Waterfront apartment rentals

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

Magic Reef 306 Oceanfront

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

Gorgeous Oceanfront Condo - AC & Free WIFI/Parking

DT Kona Beach Plumeria Grove: Private, quiet

Stunning Ocean View Beach Front Villa at Kahaluʻu

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

Unsurpassed sunset views!
When is the best time to visit Kailua-Kona?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £201 | £205 | £181 | £170 | £159 | £160 | £160 | £141 | £145 | £167 | £165 | £181 |
| 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 £88 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
- Waikoloa Beach
- Waikōloa Beach
- Kohanaiki Private Club Community
- Kona Country Club
- Makalawena
- Mauna Kea
- Kilauea
- Mauna Lani Beach Club
- Kua Bay
- Big Island Retreat
- Captain James Cook Monument
- Spencer Beach Park
- Waialea Beach
- Magic Sands Beach Park
- Manini'owali Beach
- Punaluu Black Sand Beach
- Puʻuhonua o Hōnaunau National Historical Park
- Sea Village
- Hapuna Beach State Recreation Area
- Kona Farmer's Market
- Pololū Valley Lookout
- Kaloko-Honokohau Nat'l Hist Park
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