Waterfront vacation rentals in Kailua-Kona

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Top-rated waterfront accommodations in Kailua-Kona

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Guest favourite

Condo in Kailua-Kona

4.99 out of 5 average rating, 227 reviews

Best Location 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 Floor unit…stairs only…no elevators

Mar. 20 – 27

$371 CAD per night

Guest favourite

Apartment in Kailua-Kona

4.89 out of 5 average rating, 377 reviews

SWEET ESCAPE Kona Ocean Condo

Everything you want for a 'sweet escape' to Kailua Kona, with a 3rd floor spacious 1 bedroom/1 bathroom condo with a killer ocean view. Only minutes walking distance to town with restaurants, beaches and shops, you'll find the freedom of a quaint town at your fingertips. all amenities such as flat screen tv with Roku, IN UNIT washer/dryer, fully stocked kitchen with GAS STOVE! You'll have your own designated parking space near by. The complex has it's own pool with BBQ area. Ta-207-621-3248-01

Jun. 9 – 16

$258 CAD per night

Guest favourite

Home in Kailua-Kona

4.96 out of 5 average rating, 112 reviews

Kona Dolphin and Whale House. Alii Drive

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

Apr. 29 – May 6

$1,386 CAD per night

Guest favourite

Condo in Kailua-Kona

4.93 out of 5 average rating, 156 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!

Apr. 25 – May 2

$364 CAD per night

Superhost

Condo in Kailua-Kona

4.88 out of 5 average rating, 101 reviews

Downtown Kona with ocean feet away

Completely private studio with ocean view from 1st floor lanai. The Islander Inn has the best grounds and location is bar none. Queen size bed. Desk and chair for working. Walk across the street to sand beach, restaurants and shops! Pool, hot tub and BBQ are the shared areas. Minimal cooking. Full size refrigerator for cool drinks and leftovers from all the great restaurants you can walk to. Best location possible! IRONMAN IS A MIN 14 NIGHT STAY. Pest control 1st Thurs. Jan, Apr, Jul and Oct.

Dec. 28 – Jan. 4

$285 CAD per night

Superhost

Condo in Kailua-Kona

4.82 out of 5 average rating, 117 reviews

Beautiful Kona Condo in the middle of Ali'i Drive.

Walk Everywhere! Kona Farmer's Market, shops, restaurants, ABC stores are all in walking distance. The ocean is across the street. The pool and hot tub are just outside the back door of our condo. You can watch the sun set everynight over the ocean, and have a one minute walk back. The laundry room is right outside of the front door for you. The grills and tables are inside the pool area, again, just outside the back door. This is a very clean, cozy, updated condo!! We hope you love it!

Mar. 5 – 12

$239 CAD per night

Guest favourite

Condo in Kailua-Kona

4.96 out of 5 average rating, 166 reviews

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.

Mar. 1 – 8

$906 CAD per night

Superhost

Home in Kailua-Kona

4.98 out of 5 average rating, 120 reviews

Little Piece of Heaven- Oceanfront/Private Home

*LITTLE PIECE OF HEAVEN'* -WOW! You will love this Heavenly gated private oceanfront beach house- * incredible ocean views steps to water*Turtles sleep /play steps outside* 72' Flat Screen TV!* WIFI 400Mgb * Ceiling Fans & A/C* Full Size Washer/Dryer in Laundry /clothesline* FABULOUS OUTDOOR Kitchen/BBQ and Dining/Living * kayak, stand up paddle board, snorkeling, fishing, sailing, jet ski, canoeing, swimming, scuba diving. *Minutes to Beaches* 2 Large outdoor benches for napping

Sep. 4 – 11

$1,778 CAD per night

Superhost

Condo in Kailua-Kona

4.89 out of 5 average rating, 121 reviews

Hawaiian Theme Condo with Hot Tub, Pool & Beach!

Immerse yourself in the enchanting allure of Hawaii with our meticulously designed Hawaiian themed condo. Awaken your senses to the Hawaiian vibe that graces every corner of this oasis, while indulging in the luxury of a bubbling hot tub and refreshing pool. With direct beach access just steps away, your dream vacation becomes a reality as you bask in the sun-kissed shores and return to your own haven of relaxation. Come experience the magic of Hawaii and the Spirit of Aloha!

Jul. 19 – 26

$257 CAD per night

Guest favourite

Condo in Kailua-Kona

4.92 out of 5 average rating, 149 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.

Apr. 19 – 26

$491 CAD per night

Guest favourite

Condo in Kailua-Kona

5.0 out of 5 average rating, 113 reviews

NEW! UNIQUE Top floor Oceanfront Magic Sands Beach

Aloha! Location, Location, Location! + NEWLY Remodelled interior & has A/C! Full remodeling finished in Jan 2022. 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!

Feb. 11 – 18

$913 CAD per night

Guest favourite

Condo in Kailua-Kona

4.9 out of 5 average rating, 166 reviews

Gorgeous Oceanfront Condo - AC & Free WIFI/Parking

Located on Kona's main strip, Alii drive, this unit gives you a million dollar view in a luxurious, well-appointed setting. Take in the magic of the island, all from your oceanfront lanai. Watch sea turtles sun bathe in the tidal pool below or look out for whales and dolphins (in season) dancing in the turquoise water. Watch the surfers on the world-famous Banyans Surf break during the day and enjoy stunning sunsets at dusk.

Apr. 16 – 23

$737 CAD per night