Vacation rentals with a pool in Holualoa

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Holualoa

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Guest suite in Kailua-Kona

4.94 out of 5 average rating, 118 reviews

Hale Hapu'u Island Getaway

Welcome to beautiful Kona. Our home is surrounded by beautiful Hapu'u ferns and natural Hawaiian fauna. Relax in the heated salt water pool, take in the beautiful sunsets, or catch up on sleep in your comfortable king sized bed. The perfect location, ten min from the airport, ten min to downtown Kona, and ten to twenty min from half a dozen beautiful beaches. State of Hawaii requires to collect a 17.25% tax on your room. After booking, we will send you a separate Airbnb request for this tax.

Oct 6 – 13

G$26,373 GYD per night

Guest favorite

Apartment in Kailua-Kona

4.89 out of 5 average rating, 379 reviews

SWEET ESCAPE Kona Ocean Condo

Everything you want for a 'sweet escape' to Kailua Kona, with a 3rd floor spacious 1 bedroom/1 bathroom condo with a killer ocean view. Only minutes walking distance to town with restaurants, beaches and shops, you'll find the freedom of a quaint town at your fingertips. all amenities such as flat screen tv with Roku, IN UNIT washer/dryer, fully stocked kitchen with GAS STOVE! You'll have your own designated parking space near by. The complex has it's own pool with BBQ area. Ta-207-621-3248-01

May 19 – 26

G$29,626 GYD per night

Guest favorite

Guest suite in Hōlualoa

4.9 out of 5 average rating, 336 reviews

Monkey Pod Villa- Guest Suite w/ Pool & Patio

Perched on the cool hillside above Kona, escape to this private retreat on a country estate. Located off the beaten path and away from tourist areas but a 7 mile scenic drive to town & pristine beaches. Awaken from a peaceful night’s sleep to a symphony of the island’s delightful birds. Enjoy a cup of coffee on the garden patio under the shade of a majestic monkey pod tree. After a day of Big Island adventures, unwind with a dip in the sparkling pool and savor the breathtaking Hawaiian sunset.

Jul 25 – Aug 1

G$34,462 GYD per night

Superhost

Condo in Kailua-Kona

4.89 out of 5 average rating, 124 reviews

Incredible Downtown Kona /Renovated/New Dual AC

Enjoy this wonderful getaway condo located in the heart of Kailua-Kona. Just steps from Alii Drive, the ocean, Kailua-Kona Pier, grocery stores, farmers markets, restaurants, and coffee stores. Fully renovated. Brand new dual AC (in both living and bedroom). In-unit washer/dryer. High speed wifi. One assigned parking space. Beach gears (snorkeling gears, beach chairs, boogie boards, and beach towels) are ready for you to use. And enjoy the saltwater pool that comes with a grill/picnic deck.

Sep 2 – 9

G$33,438 GYD per night

Superhost

Apartment in Kailua-Kona

4.87 out of 5 average rating, 271 reviews

Ali'i Tiki Hale in the Heart of Kona!

Beautiful 2nd floor condo in 12 unit complex near town. Pool, BBQ, great location on Ali'i Drive across from Banyans surf beach. 10 minutes drive from Magic Sands, Kahalu'u Beach and Downtown Kona. 1 bdrm, washer/dryer/dishwasher. A/C, kitchen, bathroom, shower. Wi-fi, cable/smart TV. King Bed, sofa bed, snorkel gear. Price includes 17.5% hotel/STVR tax. We have all permits to operate as vacation rental including those required by Bill 108. Pls note Pool will not be available April/May 2024

Mar 14 – 21

G$39,829 GYD per night

Superhost

Condo in Kailua-Kona

4.84 out of 5 average rating, 538 reviews

Kona Islander Inn #135

Our studio condo is in the heart of Kona town, on Ali'i Drive, right across the street from the ocean. An easy location if you are looking to walk to many of Kona's best restaurants, snorkel at the nearby pier, or join a manta ray night dive and only 15 minutes from the airport. Our place has great ambiance, the outdoor area, pool and hot tub are stunning, surrounded by tiki torches every evening. Our place is good for couples and small families. One queen bed and a queen pull out sofa-bed.

Jun 27 – Jul 4

G$33,679 GYD per night

Guest favorite

Guest suite in Kailua-Kona

4.98 out of 5 average rating, 227 reviews

Poolside Studio🤙🏻Ocean View / AC / King🛌10min➡️Beach

A gorgeous remodeled studio featuring an ocean view lanai with a pool right outside. The lanai has a huge umbrella and bbq, and is a fully enclosed dining area with a self-closing gate to keep your kids safely away from the pool. The interior is all freshly renovated in 2020 with stylish and comfortable furniture. Covered parking is steps from the entry and plenty of quality beach gear is available for you to use anytime. Ice-cold A/C and Apple TV make relaxing inside just as nice.

Sep 14 – 21

G$42,917 GYD per night

Guest favorite

Condo in Kailua-Kona

4.88 out of 5 average rating, 193 reviews

Kona Hideaway > Pool > Ocean View > AC > Fast Wifi

Hawaii is about views - and this space offers lucky eyes the vast Pacific ocean straight ahead and lush fruit and greenery to the left and right. Under your breath you whisper "I could get used to this", planning your next trip back already in your mind. The bedroom is pointed directly at the view, a pool, an avocado tree and starfruit tree, and a glorious island paradise lanai. Practical too: laundry, excellent wifi, smart TV, and a full kitchen.

Jun 15 – 22

G$29,998 GYD per night

Guest favorite

Condo in Kailua-Kona

5.0 out of 5 average rating, 114 reviews

NEW! UNIQUE Top floor Oceanfront Magic Sands Beach

Aloha! Location, Location, Location! + NEWLY Remodelled interior & has A/C! Full remodeling finished in Jan 2022. This unique oceanfront is located on the TOP floor of Kona Magic Sands condominiums. It features A/C, brand NEW stainless steel appliances (Full kitchen & Dish Washer). The honest, elegant and minimal interior design of this space quietly invites in the majestic Pacific Ocean and its breathtaking sunset views. THE VIEW! THE DESIGN!

Feb 24 – Mar 3

G$114,956 GYD per night

Guest favorite

Condo in Kailua-Kona

4.9 out of 5 average rating, 166 reviews

Gorgeous Oceanfront Condo - AC & Free WIFI/Parking

Located on Kona's main strip, Alii drive, this unit gives you a million dollar view in a luxurious, well-appointed setting. Take in the magic of the island, all from your oceanfront lanai. Watch sea turtles sun bathe in the tidal pool below or look out for whales and dolphins (in season) dancing in the turquoise water. Watch the surfers on the world-famous Banyans Surf break during the day and enjoy stunning sunsets at dusk.

Dec 5 – 12

G$78,272 GYD per night

Guest favorite

Home in Kailua-Kona

4.96 out of 5 average rating, 167 reviews

Halia Hale

It's the perfect getaway for couples or friends visiting Kailua-Kona. Gated and fenced, this home is surrounded by a tropical landscape and more than 500 mature Kona coffee trees, along with, when in season a few fruit trees such as banana, papaya, mango, tangerine, orange, avocado and more! In addition, this home has a large lap pool with a commercial grade sauna. . A great health and wellness retreat!

Sep 28 – Oct 5

G$108,292 GYD per night

Superhost

Condo in Kailua-Kona

4.86 out of 5 average rating, 136 reviews

Luxury in the Heart of Kona

We are located in the heart of Kona town. You can walk to yummy restaurants, the farmer's market, 2 beaches, great island shopping and fun island activities. Our condo has been remodeled with tile floors, granite countertops, an added kitchenette, and beautiful all wood furniture. We recently replaced the mattress as well. Our unit overlooks the pool and the beautiful Islander Inn tropical gardens.

Sep 13 – 20

G$29,626 GYD per night