
Vacation rentals with a pool in Captain Cook
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Captain Cook

Total vacation rentals
Explore 10 vacation rentals in Captain Cook

Nightly prices starting at
Captain Cook vacation rentals start at €139 per night before taxes and fees

Verified guest reviews
Over 820 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Captain Cook vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Captain Cook rentals

4.8 Average rating
Captain Cook stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Captain Cook
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Tiny House Hawaii
The Tiny House is ready to welcome you to a drop of heaven on the Big Island!🌴 Please be my guest for an exquisite experience in beauty, peace, and tranquility! The Tiny House is a separate guest quarters attached to the main house by only a breezeway. It has its own private entrance, covered lanai, and private yard. Everything you need for an amazing stay is included--- all cooking amenities, beach towels and chairs. The main house has a solar heated pool which is available for Tiny House guests, and a large deck with magnificant ocean and sunset views. Contact us at hitinyhouse@gmail.com for more information or to inquire about booking a stay.
4.97 out of 5 average rating, 210 reviews
Seahorse Luxury Suite at Seaspray Ocean View
A private oasis across from the desirable Kahaluʻu Beach Park. This two bedroom luxury suite is bright & airy with a private lanai & your own KOI pond. A private guest only pool deck includes a barbecue and dining area for outside entertainment. The living room is a great place to relax with ocean views and the sounds of ocean waves. The chef of the family will appreciate a fully stocked modern kitchen. The whole group will enjoy everything Kona has to offer from this centrally located Oasis.
4.92 out of 5 average rating, 131 reviews
Private Pool - 180° Ocean View - Minutes to Beach
WOW! That’s what guests always say when they arrive at Kona Heavens Hideaway — Surrounded by lush tropical gardens, exotic fruit trees, and vibrant birds, this 1-acre property offers total privacy, stunning 180° ocean views, and comfortable breezes at 900 ft elevation. Just 4 miles from Kona town and close to beaches, it's the perfect blend of quiet country living and convenient access to everything you need. Spacious, serene, truly special — with reallyFast WiFi Hawaii Tax ID: W01435344-01
4.96 out of 5 average rating, 174 reviews
180 degree ocean view, private pool
Family friendly, NON SMOKING PROPERTY has a cottage with a 180 degree ocean view & beautiful pool. Enjoy incredible sunsets from the large deck, outdoor showers in the ginger garden & relaxing evenings in the hot tub. We welcome guests of all Races, religions, and sexual orientation! THERE IS NO LIFEGUARD ON DUTY NO DIVING IN THE POOL PLEASE THE SLIDE IS FEET FIRST ONLY! WE INVITE YOU TO PLEASE READ THROUGH THE FOLLOWING SECTION AS THERE IS OTHER PERTINENT INFORMATION FOR YOU AND YOUR FAMILY
4.88 out of 5 average rating, 163 reviews
Tropical Oasis: Pool, Spa, Waterfall, Ocean View
Welcome to Nakukui Hale, your own private Hawaiian sanctuary — a beautifully designed estate for up to 8 guests in a gated community. A resort-style waterfall spills over lava rock into a blue-tiled heated pool. Wander the lush landscape, listen to colorful birds sing, and unwind in the spa or relax in the private gazebo as the sun sets over the Pacific. Just minutes from Ali'i Drive, Magic Sands Beach, Ironman Pier and the best restaurants in Kona. This is Hawaii living at its absolute finest.
4.96 out of 5 average rating, 160 reviews
Paradise + Aloha + Expansive Ocean View
"The photos don't do this view justice!" That is the most common guest comment. This is a top 5% Airbnb home on the Big Island — and guests keep coming back for the views, the beds, and the aloha spirit Tracy and JD bring to every stay. Wake up to sweeping ocean views with nothing on the agenda but deciding which beach to visit. This beautiful ground-floor suite in Kailua-Kona is your personal slice of Hawaii — breezy, bright, and designed for guests who want comfort without compromise.
4.98 out of 5 average rating, 174 reviews
Stunning Serene Bali Retreat [Pool/AC/Ocean View]
Experience true island living! This 2,000 sq ft home features indoor/outdoor living, Thai/Balinese architecture, hand-carved wood everywhere, and ample windows/skylights that showcase the beauty of the Big Island. The kitchen/living rooms connect to the owner's retreat via covered dining lanai stretching back to the private pool. Perched on a hill with 180º ocean views, this secluded retreat enjoys a quiet atmosphere and cooler temps than busy downtown while not being far from the action.
4.98 out of 5 average rating, 201 reviews
Huge Kona Home • Ocean View • Pool • 4 bdrms • AC
Bringing the whole crew—or two families? This breezy 4BR, 3BA Kona home is built for fun and flexibility. Two stories mean plenty of space to gather—or sneak off for quiet time. With two kitchens, two living rooms, A/C, smart TVs, and indoor laundry, everyone gets room to relax. Take in an almost 180° ocean view of Kona bay, lounge on breezy lanais, fire up the BBQ, or float in the pool. Pick fresh mangoes and starfruit on-site. Just 5 mins to Kona town—your perfect island escape awaits.
4.94 out of 5 average rating, 284 reviews
Pineapple Palace~Stunning Ocean Views~Private Pool
The Pineapple Palace is located on one acre in the quiet rural area of Milolii. The home is near City of Refuge, Punalu'u Bakery, South Point, Pu'uhonua O' Honaunau, The Coffee Belt, and is on the way to Volcanoes National Park. You’ll love my place because of the comfy beds, the high ceilings, the views, the Private Pool, the well stocked kitchen. My place is good for families (with kids) and big groups. NEW FIBER OPTIC HIGH SPEED INTERNET 600 MBPS INSTALLED APRIL 2024.
4.9 out of 5 average rating, 182 reviews
OCEANFRONt 3+2.5 FREE AC BeachGear
OCEANFRONT Kanaloa 3Br 2+1/2 Ba AC SPACIOUS 2000 sq ft. FREE Parking. FREE Resort Fees. FREE AC. Enjoy Meals Out on your Oceanfront Lanai. King Beds. Twins avail. Walk to Keauhou Harbor (Snorkel Tours, Manta Ray Boats), Secret Cove (Hee'eia), Movies, Market, Restaurants 5 min drive to Kahaluu 3 Pools, Hot Tubs, BBQs, Clubhouse, Oceanfront walkway, 16 Acres of tropical grounds. 15 Stairs 2 night min $298 cleaning & 17.96% Hawaii tax is shown on your Airbnb quote.
4.88 out of 5 average rating, 157 reviews
Papa Belle 3.5 Acre Estate w/Pool, Spa, Epic Views
Relax and enjoy 3.5 acres of tropical paradise with epic ocean views, complete privacy, and pure natural surroundings. You'll be far from traffic, crowds, and noise. Just sunsets and total relaxation enjoyed from the spacious lanais, pool deck, or hot tub. The views and setting are unmatched. This is a peaceful, rural retreat away from commercial areas. The distance from town is intentional and is ideal for guests who value tranquility and space over convenience.
4.99 out of 5 average rating, 100 reviews
Milolii Whale House With Ocean Views and Pool!
The Whale House is a great home to watch the whales migrate down the Kona Coast in season! The house has 3 private bedrooms and 2 1/2 baths on two levels. The upper (primary level) includes a full service kitchen, two master bedrooms and 1 & 1/2 bathrooms. The lower living area is separate from the main living space, is handicap accessible (See Accessibility Notes) and has a private master bedroom and master bath. The house is perfect for couples or families.
4.97 out of 5 average rating, 185 reviewsPopular amenities for Captain Cook rentals with a pool
House rentals with a pool

Exceptional Oceanview Home - Pool & Stunning View
4.99 out of 5 average rating, 113 reviews
Pool, 6 mins to Beach, Ocean View, H7
4.94 out of 5 average rating, 114 reviews
HAVEN: Poolside Sanctuary with Heavenly Views
4.94 out of 5 average rating, 135 reviews
Romantic Keauhou Retreat | Pool + Tropical Lanai!
4.96 out of 5 average rating, 105 reviews
Tropical Oasis Home with Pool and Walk to Beach
4.92 out of 5 average rating, 179 reviews
Fully Equipped Lush Kona Home • AC • Pool • Lanai
4.96 out of 5 average rating, 102 reviews
Kahaluu Bay Get-Away
4.94 out of 5 average rating, 125 reviews
Tranquil Hawaiian Pineapple Poolhouse with A/C
5.0 out of 5 average rating, 107 reviewsCondo rentals with a pool

Stunning Ocean Sunset View Grnd Flr Private Lanai
4.93 out of 5 average rating, 187 reviews
Just A Few Steps To The Beach
4.91 out of 5 average rating, 160 reviews
Updated condo with ocean views & air conditioning
4.96 out of 5 average rating, 185 reviews
☀ Live on the Ocean along Famous Ali'i Drive + ☀
4.88 out of 5 average rating, 484 reviews
Oceanivew Condo | 2 Decks | AC | Keauhou Bay, Kona
4.98 out of 5 average rating, 123 reviews
Blissful paradise with epic view- Hale Mahana
4.91 out of 5 average rating, 278 reviews
Kona Rose's Hideaway at Kona Plaza, center of town
4.97 out of 5 average rating, 122 reviews
Kanaloa at Kona 1606: Oceanview Condo /Shared Pool
4.82 out of 5 average rating, 106 reviewsOther vacation rentals with a pool

High-End Ocean Sanctuary with Upgraded Interiors
4.97 out of 5 average rating, 107 reviews
Country Cottage
4.96 out of 5 average rating, 410 reviews
Family-Friendly Retreat Guest Suite-Pool & Lanai!
4.97 out of 5 average rating, 318 reviews
Hawaiian Getaway Brand New Pool coming 9/15/26
4.99 out of 5 average rating, 160 reviews
Gorgeous Ocean View Condo at Magic Sands Beach!
4.82 out of 5 average rating, 344 reviews
Kona Landing | Ocean Views, BBQ, Pool, Beach Gear
4.86 out of 5 average rating, 211 reviews
A bit of Hawai'i Paradise steps from the ocean!
4.92 out of 5 average rating, 186 reviews
Cozy jungle 2-bedroom cabin (TA-154-746-2656-01)
5.0 out of 5 average rating, 37 reviewsDestinations to explore
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