We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Holiday 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.

0 of 0 items showing

1 of 3 pages

Apartment

4.88 out of 5 average rating, 104 reviews

Downtown Kona Condo / Vintage Hawaii / Fast WiFi

The sweet golden era of Hawaii – that’s what awaits you in this stylish centrally located condo. Nestled in the heart of Kona town, literally a coconuts-fall from world-famous All’i Drive, just walking distance to beaches, oceanfront bars/restaurants, and shops (but don’t forget our farmers market, shave ice or local breweries!). Or maybe stay-in, play our vintage Hawaiian vinyl records, enjoy the lanai catching a peek-a-boo oceanview. Practical too: excellent WiFi, smart TV, and a full kitchen.

Guest favourite

Apartment

4.93 out of 5 average rating, 183 reviews

Aloha Paradise! Remodeled with A/C & Ocean View!

Best unit at Kailua-Kona’s popular Sea Village and one of the only with A/C! Captivating ocean views, breezes, tropical sights and sounds greet you in this easily accessible ground floor unit. Start your day on the private lanai watching the spinner dolphins and end it with a glass of wine watching sunset over the ocean. This fully updated, turn-key condo boasts open concept living and is 5 minutes to downtown. An ideal base for an individual, couple or small families to explore the Big Island!

Guest favourite

Guest suite

4.95 out of 5 average rating, 128 reviews

Cozy Bungalow With Extraordinary Ocean & Pool View

Your home away from home after exploring the island’s many beaches, coffee farms, snorkeling/diving spots, downtown Kailua-Kona, etc. Sun-kissed ocean & pool views await you in this cozy, stylish space. A perfect budget-friendly, clean, cool place to rest between your island adventures. Located near downtown Kailua-Kona and 500 ft above sea level, this property offers cooler temperatures and breezes that delight guests. This suite best fits solo travelers or couples who like to be cozy.

Guest favourite

Apartment

4.97 out of 5 average rating, 203 reviews

Ocean Front Kona Reef A35! It doesn't get better!

Absolute Ocean Front Condo just a couple minute walk to Kona Town. Amazing views. Beachfront. Amazing pool! Our condo is completely remodeled! You will love the fresh, clean updated style & comfort of this fabulous condo! NEW Full A/C, Stainless Appliances, Completely Stocked Kitchen & Beach & Golf Equipment. ATTENTION GOLFERS! 2 sets of Callaway Clubs! Ready for you to take on the course and enjoy 18 holes! Check out our 2 other Kona Reef condos D33 and B31! TA-109-936-6880-01 STVR-19-352037

Guest favourite

Apartment

4.91 out of 5 average rating, 117 reviews

True Oceanfront, Top-Floor, Downtown, A/C, Parking

Get away from it all right in the heart of Kona! Feel the ocean spray as you watch for turtles on the lanai, or gaze at the tropical paradise through your bedroom window. While only steps away from the active downtown, this top-floor unit is on the ocean side of a boutique complex, meaning no noise from the street or guests above. After a busy day at the beach and a night on the town, you'll appreciate the peace and quiet of your own space with only the sound of the ocean to lull you to sleep.

Guest favourite

Guest suite

4.91 out of 5 average rating, 355 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.

Guest favourite

Home

4.94 out of 5 average rating, 103 reviews

Tropical Private Oasis, Heated Pool & OceanView!

3 bedroom/2.5 bath, Sleeps 8 with Private Solar Heated Pool with Waterfall, Lanai, Gazebo with Ocean View, Tropical Yard. 5 min to downtown Kona along the water. This "model home" sits in a gated community of Kahakai with breathtaking views. It has all upgrades throughout the house for ultimate luxury. A pathway on this 1/2 acre plus property leads to an elevated private gazebo for that amazing romantic evening dinner or relaxing with your special one while looking at an amazing ocean view.

Guest favourite

Rental unit

4.94 out of 5 average rating, 256 reviews

Ocean View Pool Home. Kona Tropical Oasis.

READ THIS BEFORE YOU SEND A MESSAGE / REQUEST TO BOOK. Welcome to Ka-Iwi-Pele, the backbone of Pele. This is a hosted location - we live on site. NO INFANTS/TRAVELERS UNDER 30 accepted. Apartment is not a walk out to pool patio. It is 14 steps from your door to pool. We do not accept more than two travelers. Rate does not include HI St taxes or Airbnb fees charged to traveler which we do not control. DO NOT request an exception to our minimum age or total head count or pet/smoking policy.

Apartment

4.82 out of 5 average rating, 103 reviews

Kailua Kona Downtown Condo Walk to Pier & Beaches

In the center of Kailua Kona Village, a new wall to wall renovation has succeeded in bringing beautiful accommodations at a reasonable price to the heart of Kailua Kona Village. This top floor [2nd] air-co unit located in the historic Kona Kai complex has a peek-a-boo view of the coastline. Inspired by the Hawaiian Paniolo, there are unique one-of-a-kind features, and a gentle country-like appearance. Two blocks to beautiful beaches around the Kailua Pier and access to many ocean activities!

Guest favourite

Home

4.99 out of 5 average rating, 109 reviews

Stunning Serene Bali Retreat [Pool/AC/Ocean View]

Experience true island living! This 2,000 sq ft home features indoor/outdoor living, Thai and Balinese architecture, and ornate, hand-carved wood. Floor-to-ceiling windows and skylights showcase the beauty of the Big Island. The kitchen and living rooms connect to spacious bedrooms with a covered dining lanai stretching back to the private pool. Perched on a hill with 180º ocean views, this secluded retreat enjoys a cooler breeze than busy downtown while not being far from the action.

Guest favourite

Home

4.95 out of 5 average rating, 152 reviews

Private Pool - 180° Ocean View - Minutes to Beach

This is real Hawaii (except we have fast reliable Wi Fi). Located at 900 ft. elevation, 4 miles to the center of town where there are many restaurants to choose from and just minutes to the nearest beach where the sea turtles are sunning themselves on the shore. This is on one acre in Kona's safest and most desirable neighborhoods. It is the downstairs of a large home where I live quietly upstairs. You share nothing, the pool and spa are yours exclusively while you are here.

Guest favourite

Apartment

4.9 out of 5 average rating, 409 reviews

Plantation Hale

Step back in time to old Hawai'i at our Plantation Hale, located just steps from the beautiful beaches and shoreline of Ali’i drive where you'll discover all the best restaurants and shopping in Kona. Ever wonder what it might have been like to live back in the days when sugarcane was king, and everybody had a ukulele? Not only will you be delighted inside, but the atmosphere at Kona Islander, with all of its beautiful landscaping and meandering pathways, is just as enchanting.

Holiday rentals for every style

Get the amount of space that is right for you

Flats

Convenient locations with everyday essentials

Houses

A space that's all yours, with room for everyone

Hotels

Stylish accommodation and amenities

Popular amenities for Holualoa rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home

5 out of 5 average rating, 75 reviews

Mollie’s Paradise Resort Home - No Cleaning Fee!

Guest favourite

Home

4.94 out of 5 average rating, 16 reviews

Kona hale

Guest favourite

Home

4.95 out of 5 average rating, 85 reviews

Kahaluu Bay Get-Away

Guest favourite

Home

4.99 out of 5 average rating, 71 reviews

Kini Kini Pua – Private Retreat in Paradise!

Guest favourite

Home

4.9 out of 5 average rating, 135 reviews

Tropical Oasis Home with Pool and Steps to Beach

Home

4.89 out of 5 average rating, 89 reviews

Honu Kai Hale - Oceanfront home

Guest favourite

Home

4.97 out of 5 average rating, 175 reviews

Tiny House Hawaii

Guest favourite

Home

4.96 out of 5 average rating, 70 reviews

HAVEN: Poolside Sanctuary with Heavenly Views

Apartment rentals with a pool

Apartment

4.85 out of 5 average rating, 164 reviews

Beautiful Sea Village Condo

Guest favourite

Apartment

4.92 out of 5 average rating, 112 reviews

Oceanfront Condo/Hawaiian Style. 1Bd, w/AC & Wifi

Guest favourite

Apartment

4.98 out of 5 average rating, 226 reviews

Inna's Downtown-Walk to Beach and to Supermarket!

Guest favourite

Apartment

4.92 out of 5 average rating, 213 reviews

Magic Sands Beach - Direct Oceanfront!

Guest favourite

Apartment

4.99 out of 5 average rating, 108 reviews

Modern condo in Kona- Close to the ocean & dining

Apartment

4.81 out of 5 average rating, 249 reviews

Downtown Kona Condo with Hot Tub, Pool & Beach!

Apartment

4.82 out of 5 average rating, 189 reviews

Cozy Kona Condo on Ali'i drive Ocean View Pool

Apartment

4.82 out of 5 average rating, 115 reviews

Hale Wiki Downtown Kailua Kona Steps to Ocean

Quick stats about holiday rentals with a pool in Holualoa

Total rentals
1.8K properties
Nightly prices starting at
£40 before taxes and fees
Total number of reviews
58K reviews
Family-friendly rentals
860 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
1K properties have a dedicated workspace

Destinations to explore