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Vacation rentals with a pool in Holualoa

Find and book unique homes with a pool on Airbnb

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Popular amenities for Holualoa rentals with a pool

House rentals with a pool

Top guest favourite
Home in Keauhou
5 out of 5 average rating, 87 reviews

Mollieā€™s Paradise Resort Home - No Cleaning Fee!

DavidRating, 5 stars4 weeks ago
Mollies home was amazing. The open concept layout, from the kitchen to the pool, was a dream. Mollie was super communicative and genuinely wanted us to enjoy our vacation. I canā€™t recommend this place moreā€¦ I think itā€™s my favorite Airbnb experience of all time.
Superhost
Home in Keauhou
5 out of 5 average rating, 5 reviews

Make Your Memories Here 5 bedroom, 5 bath

BrandyRating, 5 stars1 month ago
This house was great for multiple families sharing a home, with separate living spaces it was ideal for our three families. Large spaces and rooms, dining table for 10 and multiple living rooms/lounge spaces also made it ideal for our large group. The inclusion of beach towels, chairs, umbrellas and some snorkel equipment was beyond appreciated.
Superhost
Home in Kailua-Kona
4.8 out of 5 average rating, 15 reviews

Big House with ocean view and private pool in Kona

MattRating, 5 stars1 month ago
This house indeed has a magic lanai, with amazing sunset views and a beautifully private feeling. The lanai had a breeze if you were hot, and the pool was nestled calmly in trees and was a wonderful mid-afternoon reprieve, and great for the kids. The home itself is smartly designed to cool off quickly at night. Large space with easy flow. Chelsea and Rudi are very helpful When the washing machine broke (such is the randomness of life) it was easily arranged for us to be able to do the laundry next door. Loved the neighbourhood. Away from the busy Ali'i drive, but close enough to walk down to enjoy, or take a short drive. Private and quiet, this was a great home in which to unwind.
Top guest favourite
Home in Kailua-Kona
4.95 out of 5 average rating, 155 reviews

Private Pool - 180Ā° Ocean View - Minutes to Beach

KarlRating, 5 stars1 month ago
Sandra's place brings healing. It is beautiful, quiet, and serene. The views are lovely of ocean below, and the wind blows quietly through bows of citrus, avocado, and palms. There are likely multiple Walden Ponds on the Big Island of Hawaii, but this is one of them. Tranquility reins at this property.
Top guest favourite
Home in Captain Cook
4.97 out of 5 average rating, 182 reviews

Tiny House Hawaii

CassandraRating, 5 stars2 weeks ago
This tiny house was a dream for our 10 night stay in Kona to celebrate our anniversary. It has everything you would need and more for cooking, and relaxing. Amazing host that went above and beyond for us multiple times during our stay, and we are so grateful to have experienced our best airbnb in our favorite place, Kona. This unit is near the best snorkeling on the island (in our opinion) and is near many great food options. Plenty of things to use for the beach and in the kitchen to prepare meals. We would absolutely recommend this place to friends, family, and go again ourselves, after such a flawless, and peaceful experience. The property is downright gorgeous. All around spot on.
Guest favourite
Home in Kailua-Kona
4.95 out of 5 average rating, 85 reviews

HAVEN: Poolside Sanctuary with Heavenly Views

AnnetteRating, 5 stars1 week ago
We loved our stay. The hosts were great, accommodating and helpful! Our family of 5 with kids (7-10) loved our stay! the pool and view were unparalleled. The space was clean and perfect, the parents were in the main apartment while the kids enjoyed the side unit. We had run y with the air mattress and with the couch bed for any kids that wanted to stay with us. We had an amazing first trip to Kona and can't wait to return! MahalošŸŒŗ
Superhost
Home in Kailua-Kona
5 out of 5 average rating, 4 reviews

Walua Oasis 2/2 Private Pool

StephanieRating, 5 stars2 weeks ago
Beautiful place! Great location. All the amenities you could need inside: shampoo/conditioner, laundry detergent, silverware/plates. Also all you could need for the beach including beach towels, umbrella, chairs, and a cooler. Perfect for a long stay. No AC but it cools down at night and we didn't mind. Would definitely recommend and stay again!
Top guest favourite
Home in Kailua-Kona
4.97 out of 5 average rating, 190 reviews

Halia Hale

DerekRating, 5 stars3 weeks ago
We have never felt as at home is such a short period of time as we did at Nicki's beautiful place. Nicki herself is welcoming, friendly, and informative and the house is outstanding. The views, the cleanliness, and having everything you need at hand is simply top notch. it is very peaceful and secure but still close enough to everything. Highly recommended and would absolutely stay again (and again).

Condo rentals with a pool

Guest favourite
Condo in Kailua-Kona
4.94 out of 5 average rating, 54 reviews

Kona by the Ocean

ElizabethRating, 5 stars3 months ago
A beautiful clean condo. Great location. Loved the pool and hot tub and the ocean views from the grounds
Top guest favourite
Condo in Kailua-Kona
4.95 out of 5 average rating, 107 reviews

Royal Kahili Condo with Lanai Ocean View

PattiRating, 5 stars1 month ago
This condo came highly recommended by friends and it did not disappoint! The condo is well equipped and very clean. It is completely updated and has a spa like master bathroom. The beds were so comfortable!! The unit has central air-conditioning which was greatly appreciated! Excellent locationā€¦an easy walk to a convenience store and several markets. Great snorkelling is also available close by. Brenda is lovely! She provided helpful information to ensure a comfortable stay and a great island experience. The private balcony with an ocean view was amazing. We were able to walk across the street to see the sunset every night! The ocean waves also allowed us to watch surfers throughout the day. We would stay at this specific condo again when we return to the island!
Superhost
Condo in Kailua-Kona
4.79 out of 5 average rating, 103 reviews

Stylish Condo with pool-10 minute walk to ocean

RyanRating, 5 stars2 weeks ago
Condo is located right in Kailua-Kona and is really convenient to grocery stores, restaurants, downtown and the beach. Complex is quiet at night which makes it great for a relaxing getaway. We also really appreciated having some beach and kitchen amenities such as beach chairs, snorkels, umbrellas and in the kitchen there was coffee, some seasonings and cooking oil.
Top guest favourite
Condo in Kailua-Kona
4.95 out of 5 average rating, 81 reviews

Oceanfront complex at Casa de Emdeko unit #102

BrianRating, 5 stars1 week ago
Fantastic stay here! Great place and location, close to so much in Kona but still peaceful and relaxed. Rony was exceptional host: proactive, friendly, and flexible.
Superhost
Condo in Kailua-Kona
4.81 out of 5 average rating, 199 reviews

Cozy Kona Condo on Ali'i drive Ocean View Pool

JaclynRating, 5 stars2 weeks ago
We had a great stay! Clean and in walking distance to many shops and restaurants. Responsive and friendly host!
Superhost
Condo in Kailua-Kona
4.78 out of 5 average rating, 124 reviews

Beach Paradise

GeorgeRating, 5 stars1 month ago
What a great find!!! Marcoā€™s condo is everything as advertised & more! Beautiful view, quiet, clean, great new appliances. Location is easily walkable to all of Aliā€™i Drive. We ate breakfast on the lanai every morning, watching the paddlers, parasailers, and surfers. Complex has a fantastic pool & hot tub that are immaculately maintained. We miss it already!
Guest favourite
Condo in Kailua-Kona
4.95 out of 5 average rating, 82 reviews

Oceanfront 2 bed, 2 bath, kitchen with full AC!

RaneyRating, 5 stars1 week ago
This Kona property was a perfect launchpad for our Big Island adventures vacation, and an even better crash pad to recover in between outings! It is exactly as described, in a great location, very well provisioned with linens, beach gear, and a full kitchen with everything you need. Beds are comfortable and A/C and fans are great. Leonard is friendly and hospitable with great local advice. Very easy access to all things Kona and Big Island. Highly recommend for your EatSleepPlay Kona vacation!
Guest favourite
Condo in Kailua-Kona
4.97 out of 5 average rating, 136 reviews

On-the-Ocean; Stunning Corner Unit, Spacious, A/C!

ShashankRating, 5 stars1 week ago
If you are looking for a place in Kailua-Kona, this is the place. I can get wordy, but there is no need. We loved this place and would stay there again without hesitation. Ineke was very helpful from initial inquiry to after check-in. You have to drive to the hotspot/market, but parking was not difficult, and merchants validated parking. Beaches and dining were nearby. Book it and enjoy!

Quick stats about vacation rentals with a pool in Holualoa

  • Total rentals

    1.7K properties

  • Nightly prices starting at

    $71Ā CAD before taxes and fees

  • Total number of reviews

    62K reviews

  • Family-friendly rentals

    840 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    980 properties have a dedicated workspace

Destinations to explore

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  5. Holualoa
  6. Rentals with pools