Guesthouse vacation rentals in Kalaoa

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.

5 out of 5 average rating, 202 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!

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.

4.97 out of 5 average rating, 770 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

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.

4.94 out of 5 average rating, 392 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.

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.

4.93 out of 5 average rating, 468 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

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.

4.98 out of 5 average rating, 118 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.

Guesthouse in Captain Cook

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.

4.81 out of 5 average rating, 820 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 .

A well-equipped kitchenette features a stylish counter with a sink and modern faucet. A microwave and coffee maker are positioned below a shelf holding two mugs and a plant. The wall is adorned with neutral-toned tiles that complement the warm wood cabinetry.

4.98 out of 5 average rating, 137 reviews

The Banyan House

Offering a newly renovated & private 1 bed, 1 bath guest suite conveniently located in a friendly residential area in Kona, close to beaches and restaurants. You have your own separate entrance to the unit, although we do share a wall, as this Ohana is connected to the main house. Please note that there are stairs and a pathway coming up to the property, guest should be comfortable walking up the path with their belongings and bringing them up stairs.

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.

4.96 out of 5 average rating, 366 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!

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.

4.95 out of 5 average rating, 252 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

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.

4.94 out of 5 average rating, 139 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.

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.

4.84 out of 5 average rating, 161 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!

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.

4.89 out of 5 average rating, 271 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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

A modern kitchen space is highlighted, featuring a wooden island with three metal stools. Stainless steel appliances, including a refrigerator and microwave, complement the light wood cabinetry. Natural light fills the room through window views of the surrounding landscape.

4.89 out of 5 average rating, 157 reviews

Paniolo Place (taxes included)

5 out of 5 average rating, 5 reviews

Cozy Hawaiian studio just minutes from the beach

Guesthouse in Captain Cook

A vibrant blue house is surrounded by tropical greenery and colorful flowers. The home's two stories are highlighted by large windows and a staircase leading to the upper level. A modest stone wall frames the lush garden, showcasing the inviting tropical setting.

4.85 out of 5 average rating, 99 reviews

Walk 5 min. to see dolphins in Kealakekua Bay

A vibrant sunset casts warm orange and yellow hues across the sky, framed by dark silhouettes of palm trees and greenery. The ocean horizon is visible in the background, creating a serene and picturesque view from the property.

4.96 out of 5 average rating, 89 reviews

Kona Palms Heights

A serene outdoor area features an inviting pool illuminated in soft blue light, surrounded by tropical landscaping. The two-story home above showcases multiple windows, revealing warm interior lighting. The deck is enhanced with comfortable seating, creating an inviting atmosphere for relaxation.

The Sun, Moon & Stars at Konarado

Two tiki torches are positioned at the edge, with flames flickering against the backdrop of a sunset over the ocean. The sun is partially visible, casting a warm glow across the water, while gentle waves crash against the rocky shore.

5 out of 5 average rating, 14 reviews

Naniloa Studio by Magic Sand Bch

A cozy living area is featured, showcasing a floral-patterned couch and a wooden chair beside a light-colored table. A guitar rests against the wall, while a television is mounted above. Soft lighting is provided by a ceiling fan with three bulbs, enhancing the inviting ambiance.

5 out of 5 average rating, 22 reviews

Hale Kealakehe

Guesthouse in Waimea

New place to stay

Sunset Orchard, Upcountry / Beach!

Guest house rentals with a patio

A stylish living area showcases a leather sofa and a mustard-colored chair, complemented by a wooden coffee table. Natural light streams through large windows, creating a bright atmosphere. Decorative elements include a round mirror and wall art, enhancing the space's contemporary feel.

4.83 out of 5 average rating, 12 reviews

Lovely Kona Island Getaway (Gazebo, 2bed/1 bath)

The cottage is surrounded by lush greenery, featuring a covered lanai with wooden beams. A walkway leads to a seating area, bordered by tropical plants, providing an inviting outdoor space. The sky reveals soft clouds, enhancing the tranquil ambiance of the setting.

4.98 out of 5 average rating, 47 reviews

Tranquil Tropical Retreat

A panoramic view showcases lush greenery in the foreground, leading to expansive ocean vistas. The sky is filled with scattered clouds, reflecting a vibrant blue hue over the calm waters. The distant shoreline is visible, highlighting the natural beauty of the coastal landscape.

4.93 out of 5 average rating, 60 reviews

All About The View!

A spacious bedroom features a king-sized bed with minimalistic decor. Light tones and textured wall art create a serene ambiance. Large windows provide natural light, while greenery is visible outdoors. A ceiling fan and air conditioning unit offer comfort.

4.95 out of 5 average rating, 61 reviews

3-min walk to beach | King bed | Newly Renovated!

Guesthouse in Waikoloa Village

A private outdoor area is showcased with a clear swimming pool and a jacuzzi, both surrounded by a stone patio. A gazebo is positioned nearby, with comfortable seating visible. Lush greenery borders the space, and the sky is partially covered by clouds.

5 out of 5 average rating, 64 reviews

Ohana With Private Pool & Jacuzzi

A private lanai features a glass-topped table surrounded by four black wicker chairs. A suspended swinging chair adds a relaxed touch. Lush tropical foliage frames the space, creating a serene and green environment, with hints of palm trees visible beyond the railing.

4.99 out of 5 average rating, 89 reviews

Fresh & Bright Tropical Getaway- Ocean View

An outdoor dining area is featured on a private lanai, with a glass table and four black chairs. A blue decorative bottle sits at the center of the table. Scenic ocean views are visible in the background, complemented by clear skies and distant coastline.

4.99 out of 5 average rating, 131 reviews

Kona Guesthouse ❤ Ocean Views | Kitchen | Patio

A comfortable seating area is visible, featuring a light gray sofa positioned near large windows that provide panoramic ocean views. A small round table is placed beside the sofa, and a soft throw blanket is draped over a storage ottoman, complementing the serene atmosphere of the space.

5 out of 5 average rating, 12 reviews

New Guest Home in Kona with Ocean Views

Guest house rentals with a washer and dryer

4.95 out of 5 average rating, 148 reviews

A patio area features a small outdoor dining set with four metal chairs and a table, surrounded by lush greenery. A gas grill is positioned nearby, and large sliding glass doors provide access to the interior. Pebbles line the ground, adding to the natural appeal.

Guesthouse in Waimea

Mango Hale Cottage

A bright and airy room features a spacious bed and a secondary sleeping area. Natural light floods through the large windows, highlighting the neutral decor. A desk and chair are positioned near the window, while fresh towels are neatly arranged on both beds.

4.97 out of 5 average rating, 189 reviews

AC | 1 Gig | BBQ | Kitchen | Workspace | Hammock

4.96 out of 5 average rating, 153 reviews

An outdoor dining area is set with a table adorned with plates and glasses, surrounded by comfortable chairs. The blue walls frame the scene, and palm trees sway gently in the breeze, while a vibrant sunset paints the sky in warm hues over the ocean.

Guesthouse in Keauhou

Big Lanai w/ outdoor living! Ocean view & breezes!

The exterior of the rental house features a wide porch with comfortable seating and a well-maintained landscape. The one-story structure has a sloped roof and large windows providing natural light. A paved driveway offers easy access to the residence, surrounded by lush greenery.

4.96 out of 5 average rating, 187 reviews

Amazing Sunset / Ocean View, Beautiful New Home

A spacious bedroom features a large bed adorned with a patterned cover. A ceiling fan is mounted overhead. Natural light fills the room through a window with views of greenery. An accent chair and lamp complement the warm color palette of the walls.

4.95 out of 5 average rating, 170 reviews

Ka Hale O Maluhia

Guesthouse in Captain Cook

The image captures a serene sunset over the ocean, with silhouettes of palm trees framing the scene. The warm colors of the sunset reflect on the water's surface, creating a tranquil and picturesque atmosphere.

4.9 out of 5 average rating, 216 reviews

Look No Further Hale Nai'a Pink Cottage Kealakekua

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.

4.97 out of 5 average rating, 387 reviews

Spectacular Views of Kailua-Kona

A charming exterior of the country home is shown, featuring a small patio area with two chairs and a side table. Manicured grass and garden beds frame the entrance, providing access to the home. Two large windows allow natural light into the interior.