Holiday Homes in Hawaiian Islands

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Top-rated Holiday Homes in Hawaiian Islands

Guests agree: These holiday homes are highly rated for location, cleanliness and more.

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Guest favourite

A breathtaking view from the lanai, showcasing expansive ocean waters and vibrant coastline. Lush greenery frames the scene, while distant hills provide depth against a clear blue sky. The shoreline features gentle curves, inviting exploration of the natural beauty surrounding the condo.

Holiday home in Princeville

Oceanfront & Views: Corner Penthouse- Sealodge D9

On the Northshore, and perched atop a dramatic bluff within Princeville community, is Sealodge D9... a real gem and rare hideaway. An oceanfront simple, clean top floor and a corner private unit. Enjoy direct and unobstructed views of the Kilauea Lighthouse, Moku'aeae Island, Anini Beach coastline and the largest reef in the Hawaiian islands. Exceptional ocean, mountain, coastline/mountain vistas from the living, dining, and bedroom windows, as well as from the lanai. Enjoy a romantic getaway.

LocationValueGetting around

4.92 out of 5 average rating, 186 reviews

Superhost

A two-story Balinese-style house is framed by lush tropical gardens and palm trees. The red roofs contrast with the greenery, while the gated entrance provides privacy. Dual covered patios extend from the upper level, and parked vehicles are visible near the entrance.

Holiday home in Puna

Oceanfront Balinese House @ Kehena beach

Aloha Unwind at this Authentic Balinese House located less than 150 ft. from Kehena clothing optional Black Sand Beach! Enjoy the stunning ocean views from every room and has unobstructed Oceanfront Views, home to Spinner dolphins and Humpback whales. Break away from the Hustle and Bustle of your routine and lose yourself in the serenity of Big Island and all it has to offer. Just minutes away from Pahoa, Hilo and Volcano National Park. Book you stay today, we cannot wait to Host you!

FamilyLocationCheck-in

4.85 out of 5 average rating, 124 reviews

Top Guest favourite

Holiday home in Waikiki

KAI BEACH: Pool +Hot tub +Parking +1Block to Beach

Aloha, welcome to Kai Beach. This stylish luxury condo is the ultimate vacation retreat! You know you have arrived in paradise with the amazing views and boho vibe. This elegant large 1BR is very spacious & cozy. Ultimate beach kit w/ snorkeling gear, premium coffee station, large kitchen w/ marble island are some of the perks of living the good life. Building has (Brand new) recreation deck, heated pool/hot tub/BBQ, & play castle! This suite has everything for your special trip. Paradise awaits

LocationValueView

4.97 out of 5 average rating, 108 reviews

Superhost

A spacious living area features a large sectional sofa centered around a mounted flat-screen TV. High ceilings with wooden planks and a ceiling fan create an airy ambiance. Large glass sliding doors lead to an open lanai, offering views of the surrounding greenery.

Holiday home in Princeville

Fresh & modern 4-bedroom home ~ North Shore Kauai

On a bluff above Hanalei Bay, enjoy the beauty and peacefulness of Kauai's North Shore in this spacious and serene 4 bedroom / 4 bath home. With magnificent views of towering Kauai pine trees, a fresh & modern interior, full kitchen amenities, and the tranquility of a private residential neighborhood, Hale Maluhia (Peaceful Home) offers superb comfort and quiet retreat. And with easy access to many of Kauai's treasured wonders, you can adventure, explore, and enjoy your vacation to the fullest.

LocationFamilyLaundry

4.86 out of 5 average rating, 93 reviews

Top Guest favourite

A serene coastal view features vibrant blue waters meeting a sandy beach, framed by lush greenery. Two cups are placed on a wooden ledge, inviting a peaceful moment while taking in the expansive landscape under a partly cloudy sky.

Holiday home in Wailua

Beautiful OCEANFRONT Kauai Condo with beach access

Aloha, and welcome, to our Wailua Bay View condo, located on the East shore of Kauai in the Coconut Coast town of Kapa'a. Spectacular panoramic ocean views of the expansive sandy beach of Wailua Bay awaits you. Our 740 sqft. fully equipped ground floor condo features a spacious one bedroom and one bath, a fully equipped kitchen, a washer and dryer, an outdoor swimming pool/ BBQ area.A comfortable living area with a queen sofa/sleeper. We are centrally located to dining and shopping. Wi-Fi, tv.

LocationFamilyHeating

4.93 out of 5 average rating, 162 reviews

Top Guest favourite

A spacious living area features a blue sofa and a gray leather couch, complemented by a wooden coffee table. Natural light floods the room through sliding glass doors leading to a private balcony with mountain views. Art prints adorn the walls, enhancing the decor.

Holiday home in Waikiki

Modern 2 BR parking, beach, king bed, pool & view!

PARKING INCLUDED! 2 blocks from Waikiki Beach! High Speed Internet Cable Netflix Recliner chair Central Air Conditioning Heated Pool Desk + Monitor Baby gear: pack and play, baby tub, high chair Full kitchen + cookware Gas outdoor grills Gym on site Mini-mart on site Laundry machines next door to unit 24 hour security Many Oahu AirBnB listings are not legally allowed to be rented less than 90 days. We are able to legally host short term stays under a nonconforming use permit: NUC: 90/TVU-1193

FamilyLocationLaundry

4.98 out of 5 average rating, 126 reviews

Superhost

A panoramic view of a calm ocean scene, showcasing clear turquoise waters gently washing over dark volcanic rock formations. Lush greenery outlines the distant shoreline, with clouds casting soft shadows across the sky. The image captures the tranquility of Hawaii's coastal environment.

Holiday home in Keaukaha

Eccentric Historic Mansion steps to beach with AC

Pre-statehood mansion designed by renowned Japanese architect Frank Arakawa, architect for many iconic buildings in downtown Hilo, this unique island home with tropical garden is a testament to olde Hawaii craftsmanship. Minutes walk to a rejuvenating swim or snorkel at Carlsmith Beach Park, this historical home is ideal for family reunions & group trips. Fits up to 14 people comfortably. Enjoy modern amenities such as high-speed internet, air conditioning, and TV/Netflix. TA-165-212-8256-01

LocationValueNearby

4.84 out of 5 average rating, 87 reviews

Top Guest favourite

A serene bedroom features a spacious bed with light-colored bedding. Large windows surround the room, offering views of the ocean and greenery. Natural light filters through bamboo blinds. A ceiling fan and air conditioning unit provide comfort, with wooden accents adding warmth to the space.

Holiday home in Lihue

Amazing Views from this Oceanfront Home

Enjoy amazing views & soothing ocean sounds from this cliff side home by popular Kalapaki Beach. 2 bedrooms, both with AC plus great ocean & mountain views. Master with en suite has a king bed. 2nd bd has a queen. 2nd bath, washer & dryer in hallway off living room, which has amazing views as well. Fully stocked kitchen. Balcony lanai with table & chairs for outdoor dining. Free parking in this gated community. Nearby elevator takes you to the beach with restaurants and shops nearby.

FamilyValueCheckout

4.89 out of 5 average rating, 213 reviews

Superhost

A spacious living area featuring a soft gray sofa adorned with decorative pillows is complemented by a wooden coffee table. A dining area is visible in the background, illuminated by a hanging light fixture. Plants and artwork enhance the inviting atmosphere.

Holiday home in Kailua-Kona

Cozy Ocean Breeze Townhouse on Ali’i drive

Our Mstr 1 BDRM 1.5 bath (Large bedroom divided by shoji door, sleeps 6) tri-level townhouse style condo is few yards away from Kailua village yet it gives you a peaceful, serene private vacation home. Just across Royal Kona Resort, our condo offers free private covered carport right next to your entrance door. Enjoy your morning coffee with the pool view and peek a boo ocean view from our 2 lanais on each floor. Our condo offers full amenities that beats any hotel in downtown Big Island!

LocationFamilyGetting around

4.8 out of 5 average rating, 144 reviews

Guest favourite

Holiday home in Captain Cook

Pineapple Palace~Stunning Ocean Views~Private Pool

The Pineapple Palace is located on one acre in the quiet rural area of Milolii. The home is near City of Refuge, Punalu'u Bakery, South Point, Pu'uhonua O' Honaunau, The Coffee Belt, and is on the way to Volcanoes National Park. You’ll love my place because of the comfy beds, the high ceilings, the views, the Private Pool, the well stocked kitchen. My place is good for families (with kids) and big groups. NEW FIBER OPTIC HIGH SPEED INTERNET 600 MBPS INSTALLED APRIL 2024.

LocationFamilyAmenities

4.9 out of 5 average rating, 181 reviews

Top Guest favourite

A two-story home is surrounded by lush tropical greenery, with vibrant plants and palm trees framing the property. Sunlight illuminates the exterior, highlighting the wrap-around lanai and large windows that invite natural light into the space.

Holiday home in Puna

Breathe in Beauty, Peace and Light

A place for solitude, rest and relaxation, from which to enjoy the wonders of Puna and the east side of the Big Island. Come experience the raw beauty of a lava eruption. The land has been transformed. Fissure 8 and the hardened lava flow is a 10- minute walk from our home. This is destruction & creation; We and the surrounding community of Puna have been transformed by this experience Our guests leave restored and in awe of the magic of this area.

ValueFamilyView

4.98 out of 5 average rating, 663 reviews

Top Guest favourite

A welcoming exterior of a house is depicted, featuring a corrugated red roof and a wooden front door. Lush tropical plants line the front steps, while palm trees provide shade over the grassy yard. The clear blue sky adds to the serene neighborhood atmosphere.

Holiday home in Kilauea

Kilauea Coconut House: TA-167-610-7776-01 TVNC1130

Three bedrooms (1 king, 1 queen, 1 double) all downstairs, and 2 full bathrooms in the heart of Kilauea town. (There is a fourth bedroom with a king size bed upstairs, and you are welcome to use it. I don't count it as a bedroom, because it is a loft bedroom, open on one side.) Drive to white sand beaches in minutes, or walk to restaurants, bakery, and shopping. Rural beauty on the scenic north shore.

FamilyLocationBiking

4.87 out of 5 average rating, 100 reviews