Guesthouse vacation rentals in Holualoa

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Top-rated guesthouse rentals in Holualoa

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
Lush greenery surrounds a well-maintained lawn that leads to a vibrant blue ocean. Palm trees and tropical plants enhance the natural setting, with gentle waves seen in the distance. The scene captures the essence of a serene waterfront environment.
Guesthouse in Keauhou
4.98 out of 5 average rating, 101 reviews

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.

Top guest favorite
A spacious living area features large windows with stained glass accents, allowing natural light to fill the room. A comfortable seating area is situated beside a wooden coffee table, and a staircase leads to the upper level. Sliding glass doors provide access to the outdoor environment.
Guesthouse in Kailua-Kona
5 out of 5 average rating, 209 reviews

Romantic Cabin Treehouse in Hawaii Cloud Forest

Stay in a unique cloud forest at a 2500 foot elevation, yet minutes to airport, beaches, restaurants, bars and shops. Extraordinary lodging, perfect for a honeymoon, writers retreat or meditation vacation. Surrounded by native forest, with tree fern and Hawaiian song birds. Afternoon rains end in grand sunsets. Nights are cool for sleeping with windows open. State forest hiking trails are at your doorstep. Great bird watching, including a local flock of cockatoos that visit in the morning!

Top guest favorite
A private lanai is enclosed by a decorative railing, offering expansive views of the ocean and vibrant tropical plants. Wicker seating is arranged for relaxation, complementing the serene outdoor setting bathed in natural light.
Guesthouse in Kailua-Kona
4.97 out of 5 average rating, 779 reviews

Private Kona Oceanview Retreat with parking

Escape to a private oceanview retreat in North Kona! This cozy guesthouse offers breathtaking views from your private deck, surrounded by lush tropical plants. Enjoy your morning coffee while soaking in the serene ocean scenery, and unwind in a tastefully decorated interior with all essentials, a well-equipped kitchen, modern bathroom with a luxurious shower, and convenient laundry facilities. Perfect for couples or solo travelers and easy access to Kona’s attractions! Tax ID W01822068-01

Guest favorite
The cozy bedroom features a spacious bed with crisp white linens, complemented by soft pillows. Two large windows provide ample natural light and views of the greenery outside. A comfortable armchair and ottoman invite relaxation, while a ceiling fan enhances airflow in the room.
Guesthouse in Holualoa
4.93 out of 5 average rating, 396 reviews

Holualoa Ekahi -Country guest house,Taxes included

Aloha! Holualoa Ekahi is close to Holualoa Village, Kailua-Kona town, the ocean and beaches, airport, shopping and restaurants. We love the quaint, cool and country atmosphere here in Holualoa. This is a cozy home with comfy king bed and furnishings, spacious walk-in shower, large covered lanai to enjoy the outdoors, smart TV, Wifi, washer & dryer and amenities. Ideal for singles or couples, with a sofa sleeper for a third guest if needed. Come experience the island charm of Holualoa Ekahi.

Top guest favorite
A view overlooking the Pacific Ocean, framed by lush palm trees. A cruise ship is visible in the distance, gliding across the vibrant blue water. The scene captures the tranquility of the coastline under a bright sky.
Guesthouse in Holualoa
4.93 out of 5 average rating, 474 reviews

Cozy Coastal Hideaway | King Bed + Coastal Views

Ocean View - King Bed✨ Self Checkin and Out Private Entry and Private Lanai ✨For the Island Dreamer 🛏️ King Bed w/ Plush 4” Topper 🚪 Private Entry + Peaceful Lanai 🛁 Outdoor Shower w/ Hot H2O 📶 STARLINK Satellite WiFi 🧼 Bath + Beach Towels Provided 🧴 Bathing Essentials Included ☕ Organic Coffee + Tea 🏡 A serene, light-filled retreat — simply perfect for 1–2 🚫 Not set up for children/infants ⚠️ Inclined Street Parking & Pathway 👣 Mobility required 💬 Message with questions anytime

Guest favorite
A view from the property showcases lush grass leading to a path. Beyond the neatly trimmed hedges, the ocean sparkles in the distance under a clear blue sky, complemented by scattered clouds and greenery along the hillside.
Guesthouse in Kailua-Kona
4.97 out of 5 average rating, 394 reviews

Spectacular Views of Kailua-Kona

Aloha and e komo mai to our Ohia Guest House in beautiful Kailua-Kona. Ohia Guest House is your well equipped home away from home, it has everything you will need for a comfortable holiday on The Big Island. We live at a cooler elevation of 1000 feet with pleasant tropical breezes. Our property is on 1.5 acres of tropical landscaping. Ocean views abound, perfect for sunset watching and seeing real-time surf conditions. In the evenings enjoy stargazing and the sounds of the tropics.

Guest favorite
The cottage is surrounded by lush greenery, set against a clear blue sky. A welcoming porch features white railings, while vibrant plants adorn the exterior. The spacious lawn invites exploration and relaxation, framed by the native Hawaiian forest.
Guesthouse in Kailua-Kona
4.96 out of 5 average rating, 654 reviews

Charming Cottage

This quaint & private little cottage is in the Kaloko native Hawaiian forest of Kailua-Kona on the Big Island of Hawai’i. Less than 15 minutes from Kona Airport & less than 15 minutes from town (6.7 miles). Not located in town. Elevation is approx. 2200 ft above sea level. Great if you are looking to experience a tropical forest. Due to severe allergies we are unable to host any animals. Not suitable for children. Must use phone navigation to locate as we are in a rural area :)

Top guest favorite
The studio cottage is nestled at an elevation, featuring a green exterior with red trim. A wide covered lanai is accessible via steps, offering a shaded space for relaxation. Large windows provide ample natural light, enhancing the cottage's welcoming appearance among surrounding greenery.
Guesthouse in Holualoa
5 out of 5 average rating, 266 reviews

Holualoa Studio Cottage - Incredible Ocean Views!!

BETTER THAN THE REST!!! Our adorable studio cottage is located on the side of Hualalai Mountain in Holualoa, Kona Coffee growing country. We are just above Kailua-Kona town, and only about 12-15 minutes to shopping, and about 15 minutes to the closest beach and only 20 minutes to the airport. You will LOVE our panoramic ocean and coastline view, plus on clear days you can see Mount Hualalai right behind us, plus a beautiful coffee farm too. Read our reviews!

Top guest favorite
The living area features a sleek, modern design with a comfortable sofa bed and a wooden coffee table. A small dining bar with two stools complements the compact kitchen, which is equipped with essential appliances. Light walls and decorative plants enhance the bright, inviting ambiance.
Guesthouse in Kailua-Kona
5 out of 5 average rating, 107 reviews

Hale Kamalei in Kailua Kona

Enjoy all the comforts of home in this stylish guesthouse in the heart of Kailua Kona. This detached one bedroom ohana is centrally located - just minutes from the airport, shops, restaurants and some of the best beaches on Hawai'i Island. Experience Hawaii away from the hustle and bustle of resorts and overcrowded condominiums and stay where the locals live! The designated parking space is just steps from the front door. Private, clean, and convenient.

Guest favorite
A charming blue studio is set amongst lush greenery, featuring a welcoming porch with white railings. The open entrance reveals large windows that let in natural light. Surrounding ferns and tropical plants create a serene environment, enhancing the overall peaceful setting.
Guesthouse in Keauhou
4.9 out of 5 average rating, 120 reviews

“Pineapple Cottage” your true Hawaiian getaway

This cozy Holualoa studio offers comfortable accommodations, up-to-date amenities, and a private deck that overlooks the small Kona Coffee farm that resides on the property! While relaxing, relish the lush gardens, sounds of the local wildlife, and ocean views. When you're ready for adventure, head out the door to Kahalua Beach or enjoy a tour of Hula Daddy Kona Coffee. This is the perfect spot for a romantic getaway or a solo trip to the Big Island.

Top guest favorite
The cottage is seen nestled among a vibrant flower garden, featuring a variety of colorful blooms including sunflowers. Lush greenery surrounds the area, enhancing the natural setting and providing a serene atmosphere.
Guesthouse in Kailua-Kona
4.96 out of 5 average rating, 370 reviews

Cottage with Ocean and Sunset view

Situated on the island's western side at a cool 1300ft elevation, this small cottage is suitable for two people. Privacy is the keyword. This is a quiet, clean, peaceful place with A/C. It is near the airport, town, and beautiful beaches, located in a safe, affluent neighborhood. After the lava eruption on the other side of the island in 2018 subsided, we are now thrilled to have the best air quality and blue skies since 2007!

Top guest favorite
The exterior of the unit is shown, featuring a covered porch, two entrances, and large windows for natural light. A parking spot is conveniently located nearby. Lush greenery surrounds the building, enhancing the tropical setting. Outdoor seating is visible on the porch.
Guesthouse in Kailua-Kona
4.95 out of 5 average rating, 256 reviews

Our Hawaii Hale: Detached 2 bed ohana with parking

Our Hawaii Hale sits at 1500’ elevation and is 10 minutes from the airport, beaches and downtown Kona allowing for easy access to everything the island has to offer! Our unit features 2 full beds, a kitchenette and large bathroom with walk-in shower. Enjoy parking right outside of unit, beach gear & shared laundry! We are in a residential neighborhood with roosters and coqui frogs. TA-106-058-1888-01

Popular amenities for Holualoa guesthouse rentals

When is the best time to visit Holualoa?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$32,556 GYDG$34,017 GYDG$32,138 GYDG$29,634 GYDG$31,512 GYDG$31,095 GYDG$29,008 GYDG$26,504 GYDG$26,504 GYDG$32,138 GYDG$31,721 GYDG$32,138 GYD
Avg. temp6°C6°C6°C7°C9°C10°C9°C9°C9°C9°C7°C6°C

Quick stats about guesthouse rentals in Holualoa

  • Total vacation rentals

    Explore 30 vacation rentals in Holualoa

  • Nightly prices starting at

    Holualoa vacation rentals start at G$20,869 GYD per night before taxes and fees

  • Verified guest reviews

    Over 4,680 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Holualoa vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Holualoa rentals

  • 4.9 Average rating

    Holualoa stays are highly rated by guests—averaging 4.9 out of 5!

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