Guesthouse vacation rentals in Kalaoa

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Top-rated guesthouse rentals in Kalaoa

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Guest favorite
A vibrant green cottage is surrounded by lush tropical vegetation. Steps lead up to a covered porch with white railings, offering access to the main entrance. The exterior reflects a charming, rustic style, set within a serene garden brimming with diverse plants.
Guesthouse in Captain Cook
4.92 out of 5 average rating, 172 reviews

Garden Cottage Ohana

Welcome to your small slice of paradise! Newly redone kitchen, LR, and bathroom! The garden cottage is surrounded on three sides by dense forest. Enjoy coffee and sunsets on your private porch overlooking our tropical fruit farm, the ocean, and stargazing skies. Birds singing, a chorus of frogs, and a wild rooster’s crow are just some of the “sounds of the jungle” that will surround you. The cottage sits between two beautiful bays that host some of the best snorkeling of the Hawaiian Islands.

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, 208 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, 777 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

Top guest favorite
The exterior of the cottage is illuminated by string lights, creating a soft glow in the evening. A spacious porch with a lattice railing leads to the entrance, and well-maintained landscaping surrounds the home, highlighting the welcoming atmosphere.
Guesthouse in Kailua-Kona
4.98 out of 5 average rating, 121 reviews

KoKo Cottage: Adorable 2-Bedroom Ocean View/Lanai

Enjoy our beautiful cottage all to yourself at a cool and breezy 1400' elevation just 10 minutes from town and minutes up the mountain from the Kona International Airport. Relax at the end of a fun day of adventure with a glass of wine on the spacious lanai while you watch the sunset. Our cottage is a perfect base for exploring, whether you want to have fun in beautiful Kailua-Kona or head north to some of the world's most spectacular beaches we're located conveniently between the two.

Superhost
A charming cottage constructed with intricate antique Bali panels is surrounded by lush greenery. The outdoor living area features seating arrangements under a partially covered roof, with soft lighting highlighting the unique decor and inviting atmosphere.
Guesthouse in Captain Cook
4.81 out of 5 average rating, 825 reviews

Kealakekua Bay Bali Cottage -steps from Bay

This hidden jewel is at Kealakekua Bay. Private setting in our lower backyard. Walk to nearby Manini Beach. We are located 4 miles down at the bottom of Napoopoo Rd Fully equipped outdoor kitchen. Gas stove, under counter refrigerator/freezer. Living/Dining area and bedroom/vanity area enclosed with open area at roofline where a large ficus tree limb goes through. Outdoor shower/ wc area. Very Private. Daily pricing includes Hawaili State taxes, 10.25% TAT and 4.25% GE .

Guest favorite
A spacious room features a large bed adorned with a blue floral quilt. Natural light enters through sliding doors, leading to a private balcony. A flat-screen TV is positioned on a wooden stand across from the bed, and a decorative mirror enhances the room's openness.
Guesthouse in Kailua-Kona
4.87 out of 5 average rating, 426 reviews

Plumeria Studio; Garden Balcony, Close to Airport

Kailana Cottage includes two separate rental units that share a hallway. These units are freshly remodeled, super clean, fresh and new. This unit is called Plumeria, it is set up like a hotel room; spacious room with King sized bed, large bright bathroom, TV, and kitchenette on the screened in balcony to enjoy tropical sunsets and breezes. The kitchenette has a hot plate, microwave, coffee press, tea/coffee, mini fridge along with utensils, plates, pans, etc.

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, 265 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 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, 369 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

Guest favorite
A bright living area features turquoise walls complemented by a pink sofa and a natural wood coffee table. A mounted flat-screen TV is positioned against the wall. Natural light streams through a window covered by wooden blinds, and a decorative fan hangs from the ceiling.
Guesthouse in Kailua-Kona
4.94 out of 5 average rating, 143 reviews

Cozy Vintage Inspired Hawaiian Guest Cottage

7 minutes from the airport and 9 miles from downtown Kona, this stylish, cheerful guest cottage is perfectly situated for exploring all this island has to offer! The vintage art/decor nod to a paradise of yesteryear with both mid-century flare and old Hawaii charm. It has a kitchen, queen bed, 55” smart tv, private patio and shared bbq. Come and make where you stay as memorable as the places you go.

Superhost
The exterior of the guest house features a white facade with a warm terracotta roof. A sliding barn door provides access, complemented by two decorative planters under the window. Lush greenery and stone accents create an inviting atmosphere, enhancing the tranquil setting.
Guesthouse in Kailua-Kona
4.84 out of 5 average rating, 166 reviews

Lavender Lane

Escape to Lavender Lane, a serene guest house nestled in a tranquil setting. Ideal for solo retreats or getaways, this cozy hideaway features a comfortable bed, a well-equipped kitchenette, and a private entrance. Explore nearby attractions or unwind amidst blooming lavender and fragrant herbs. Experience peace and relaxation at Lavender Lane—your perfect getaway awaits!

Top guest favorite
An outdoor sitting area is set on a covered lanai, featuring a table and two chairs. A gas grill is positioned nearby, with potted plants adding natural elements. The lush green lawn surrounds the cozy space, providing a tranquil spot for relaxation.
Guesthouse in Kailua-Kona
4.89 out of 5 average rating, 274 reviews

Carries Cottage

Carries Cottage Aloha and Welcome to Carries Cottage. Located at the base of an Ohia Forest on the slopes of Hualalai on the Big Island of Hawaii, Carries Cottage offers warm sunny days and cool nights in a green, lush, tropical setting. Come experience why the Kaloko area is one of the most desirable locations on the Big Island.

Popular amenities for Kalaoa guesthouse rentals

When is the best time to visit Kalaoa?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$30,250 GYDG$29,625 GYDG$26,913 GYDG$24,618 GYDG$25,661 GYDG$23,366 GYDG$23,157 GYDG$23,783 GYDG$24,618 GYDG$24,618 GYDG$25,661 GYDG$26,913 GYD
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Quick stats about guesthouse rentals in Kalaoa

  • Total vacation rentals

    Explore 20 vacation rentals in Kalaoa

  • Nightly prices starting at

    Kalaoa vacation rentals start at G$18,776 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,950 verified reviews to help you choose

  • Wi-Fi availability

    20 of Kalaoa vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Kalaoa rentals

  • 4.9 Average rating

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

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