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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Guest favorite

Guesthouse in Kailua

4.92 out of 5 average rating, 373 reviews

A Piece of Paradise with Ocean Views in Kona

We'd love to share our small piece of paradise with you. Our private studio with ocean views is comfortable, clean and conveniently located. It's decorated with a beach theme to make you feel right at home in Hawaii. The studio is located just above the Wailua Trail in the higher elevation. We get cool nights and ocean breezes but are still only 5minutes to the beach or town. The yard is full of lush tropical vegetation and fruit producing plants such as mangos, avocados, tangerines and lemons.

Nov 21 – 28

G$29,067 GYD per night

Guest favorite

Guesthouse in Kailua-Kona

4.96 out of 5 average rating, 146 reviews

Tiny House in Kona - 5 Minute Walk to the Beach!

Mahalo nui for your Interest! After a year-long break, I am happy to be back hosting this wonderful space ~ Click my profile to check my 1000+ 5-Star Reviews and book with Confidence! This is a real Tiny House on Wheels with an additional connected open air and fully screened kitchen for dining and relaxing. You'll love this "rustic" and private experience in an upscale neighborhood just 4 miles south of downtown Kona! And, you are only a 5 Minute Walk to Magic Sands - the best beach in town!

Aug 6 – 13

G$31,738 GYD per night

Guest favorite

Guesthouse in Holualoa

4.95 out of 5 average rating, 154 reviews

The Light House~King

For The Island Adventurer Or Romantic Getaway for Two AMAZING Ocean Views+Star Gazing *KING Bed Facing the Ocean view *Self Checkin/Checkout *Private Entry & Private Lanai *Full bath with Soaking Tub *WiFi - Spectrum 5G *Beach/Bath Towels provided *Organic Coffee + tea Enjoy Fantastic Sunsets & Sunrises Overlooking the vast Pacific Ocean & Kailua-Kona Bay *Not yet safely set up for children/ infants *Mobility is a must *Parking & Pathway are on an incline Message me any questions :)

Mar 16 – 23

G$57,020 GYD per night

Guest favorite

Guesthouse in Kailua-Kona

4.98 out of 5 average rating, 321 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.

Sep 11 – 18

G$36,062 GYD per night

Guest favorite

Guesthouse in Kailua-Kona

4.97 out of 5 average rating, 278 reviews

Cool & Cozy - AC & Wi-Fi - 4 Blocks from Ocean

Our enchanting private guest house is just 4 blocks from the ocean. Sparkling clean & cool. 5 minute drive to beautiful Magic Sands Beach or Kona Town featuring food, shopping & entertainment. Newly built. Air Conditioning & fast fiber optic WiFi. Cool down after a warm day at the beach. Need a rental car? Ask us about our cars available through Turo. A private haven after exploring the many wonders of Hawai’i Island. We are very proud of our reviews & how happy our guests are.

Jul 6 – 13

G$35,824 GYD per night

Guest favorite

Guesthouse in Holualoa

4.94 out of 5 average rating, 359 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 queen bed and furnishings, spacious walk-in shower, large covered lanai to enjoy the outdoors, smart TV, Wifi, washer & dryer and amenities. Most comfortable for singles or couples. If traveling with a 3rd person there is a sofa sleeper in the living area.

Jun 14 – 21

G$36,830 GYD per night

Guest favorite

Guesthouse in Kailua-Kona

4.99 out of 5 average rating, 143 reviews

Elegant & Peaceful Studio

Tucked away in a friendly, family neighborhood at a cool elevation, this island jewel will provide you with a relaxing place to come home to after a satisfying day of adventures to anywhere on the Big Island. Hale Moa studio is situated next to our family home in a small cul-de-sac. Come enjoy spectacular views of the sun setting over the ocean out front, or relax and fire up the grill in the backyard on your own private patio. We love this spot and hope you will too!

Apr 16 – 23

G$30,339 GYD per night

Guest favorite

Guesthouse in Kailua-Kona

4.97 out of 5 average rating, 524 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. 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 :)

Apr 9 – 16

G$32,207 GYD per night

Guest favorite

Guesthouse in Kailua-Kona

4.85 out of 5 average rating, 253 reviews

Plumeria; Spacious, Partial Ocean view, Clean

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.

Apr 11 – 18

G$23,449 GYD per night

Guest favorite

Guesthouse in Holualoa

5.0 out of 5 average rating, 218 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!

Aug 22 – 29

G$38,312 GYD per night

Guest favorite

Guesthouse in Kailua-Kona

4.93 out of 5 average rating, 441 reviews

Treehouse Ohana

The Ohana in a tropical jungle setting will be your home while visiting the Big Island. We are located at 1000ft elevation, and it's a nice few degrees cooler than downtown Kona. In 10 minutes you can get to the closest beaches by car. Start your day with a freshly brewed cup of James Bean Coffee from our farm. You have your own private entrance to the Ohana and free parking for 1 car. Enjoy the jungle & animal sounds and ocean view. No A/C.

Aug 22 – 29

G$43,895 GYD per night

Guest favorite

Guesthouse in Kailua-Kona

4.95 out of 5 average rating, 317 reviews

Cottage with Ocean and Sunset view

Situated on the western side of the island at a cool 1300ft elevation, this is a small cottage suitable for two people. Privacy is the key word. This is a quiet, clean, peaceful place with A/C, near the airport, town + 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!

Oct 8 – 15

G$23,286 GYD per night