Holiday homes in Island of Hawai'i

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Top-rated holiday homes in Island of Hawai'i

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Guest favourite

Condo in Kailua-Kona

4.96 out of 5 average rating, 108 reviews

Oceanfront + Oceanview +Tropical Garden KonaMakai

Crashing waves lull you to sleep in our OCEANVIEW Spacious 687sf condo. Steps to the water at the tropical Ocean Front Kona Makai. Our 2nd floor condo sleeps 4 with a King bed in the bedroom + Queen pullout sofabed in the living room. 2 A/C's + fans in each room to keep you cool. W/D in Condo and Full kitchen. Pool & Spa. Beautiful garden view. Gorgeous Oceanview from the Kitchen & Lanai to enjoy the Kona sunset or step down to the lava cliffs for bbq sunset dining! Photos don't do it justice!

Guest favourite

Condo in Kailua-Kona

4.93 out of 5 average rating, 161 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!

Superhost

Condo in Kailua-Kona

4.84 out of 5 average rating, 540 reviews

Kona Islander Inn #135

Our studio condo is in the heart of Kona town, on Ali'i Drive, right across the street from the ocean. An easy location if you are looking to walk to many of Kona's best restaurants, snorkel at the nearby pier, or join a manta ray night dive and only 15 minutes from the airport. Our place has great ambiance, the outdoor area, pool and hot tub are stunning, surrounded by tiki torches every evening. Our place is good for couples and small families. One queen bed and a queen pull out sofa-bed.

Superhost

Condo in Kailua-Kona

4.82 out of 5 average rating, 230 reviews

Paradise Garden Condo with Hot Tub, Pool & Beach!

Experience a haven of serenity in our meticulously crafted paradise garden condo. Nestled within lush surroundings, this exquisite retreat offers the perfect blend of elegance and relaxation. Unwind in your private bubbling hot tub, take a refreshing dip in the pool, or simply step across the street and find yourself on a beautiful sandy beach just a few steps away. Whether you seek rejuvenation or adventure, our garden condo provides the ideal sanctuary and is the epitome of tranquility.

Superhost

Condo in Pahala

4.9 out of 5 average rating, 423 reviews

'Âlani Punalu'u Black Sand Beach oceanview retreat

Serene, remote, zen retreat in one of Hawaii's most scenic places: K’au region at Punalu'u Black Sand Beach. It’s a short 1/3 mile walk to the beach, crashing waves, palm trees & flowers, amazing mountain and ocean views, in the countryside of macademia nut & coffee farms. Incredible dark sky with countless stars. A gorgeous 30 minute drive to Volcanoes National Park. Far removed from the hustle of city life, welcome to the most remote inhabited place on the edge of the universe.

Superhost

Condo in Kailua-Kona

4.89 out of 5 average rating, 388 reviews

Plantation Hale

Step back in time to old Hawai'i at our Plantation Hale, located just steps from the beautiful beaches and shoreline of Ali’i drive where you'll discover all the best restaurants and shopping in Kona. Ever wonder what it might have been like to live back in the days when sugarcane was king, and everybody had a ukulele? Not only will you be delighted inside, but the atmosphere at Kona Islander, with all of its beautiful landscaping and meandering pathways, is just as enchanting.

Guest favourite

Condo in Kailua-Kona

4.86 out of 5 average rating, 102 reviews

Hale Kapena (Captain's House)

Hale Kapena (Captain's House) is a cute golf course frontage condo with peekaboo ocean views. This cozy unit features one full bedroom and a convertible second sleeping area in the living room area. Great for visiting guests or children. This ground floor unit offers easy access with a reserved parking place. Hawaii accommodation taxes of 2023 should be be included in quotes. Also early check-in or late check-out, if available, can be requested for additional fees.

Guest favourite

Condo in Waikoloa Village

4.9 out of 5 average rating, 144 reviews

Entire Condo -Spacious 2b/2b full kitchen Waikoloa

This vacation condo has a bright and open floor plan with a laid back, 'don't rush me, I'm on vacation' feel. Sliding panels between the living room and master bedroom. Sliding glass doors along the entire lanai. Beach towels, boogie boards, folding chairs and backpack style cooler for your beach outings. Complete kitchen, Cable TV, WiFi, Smart TV allows for login to Netflix, Amazon Prime, etc. Minutes away from the beautiful Kona coast beaches, shopping and fine dining.

Guest favourite

Condo in Kailua-Kona

4.88 out of 5 average rating, 195 reviews

Kona Hideaway > Pool > Ocean View > AC > Fast Wifi

Hawaii is about views - and this space offers lucky eyes the vast Pacific ocean straight ahead and lush fruit and greenery to the left and right. Under your breath you whisper "I could get used to this", planning your next trip back already in your mind. The bedroom is pointed directly at the view, a pool, an avocado tree and starfruit tree, and a glorious island paradise lanai. Practical too: laundry, excellent wifi, smart TV, and a full kitchen.

Guest favourite

Condo in Kailua-Kona

5.0 out of 5 average rating, 116 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!

Superhost

Condo in Kailua-Kona

4.84 out of 5 average rating, 166 reviews

Heart of town and beach walk

This BEAUTIFUL AND STUNNING 1bed 1bath Condo (modern decoration) is walking distance to all the amenities. The condo has everything you need for a memorable vacation, and it begins with a salt water pool, BBQ grills, A/C, free parking, Nutribullet Pro, & more! Perfect location for the IronMan triathlete or vacationers. Stroll 5 minutes walkto the ocean & go for a morning or sunset swim. Rental beach equipment of all kinds at the beach.

Guest favourite

Condo in Waikoloa Village

4.98 out of 5 average rating, 103 reviews

ONE OF A KIND STUDIO!~ON THE FAIRWAY~OCEAN VIEWS!

ONE OF A KIND!! CORNER STUDIO ~ ON THE FAIRWAY ~ WITH OCEAN, MOUNTAIN, AND COASTLINE VIEWS! Unit provides excellent privacy, while at the same time giving 180 degree views and a birds-eye view over the 2nd, 3rd and 4th Fairway. Over looking the fairway, the complex offers a BBQ / picnic area and is perfectly located on a cul-de-sac directly across the street from the Golf Clubhouse/restaurant, swimming pool, and tennis courts.