Vacation rentals with a pool in Captain Cook

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.

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.

Tropical villa: Heated pool, hot tub & ocean views

Beautifully updated home nestled on a private corner lot in an upscale gated community, just minutes away from the town of Kona. Immerse yourself in the resort-style backyard w/ a heated pool, a cascading waterfall, a relaxing hot tub, and lush tropical landscaping. Comfortably sleeps 8, perfect for families. Enjoy fast Wi-Fi, smart TVs, luxurious linens, updated bathrooms, a well-stocked kitchen, and plenty of beach and pool gear to make your stay truly memorable. Fully licensed: STVR-19-365351

Exceptional Oceanview Home - Pool & Stunning View

Exceptional quality, unobstructed panoramic Oceanview, three-bedroom home with AC and a heated pool located in Kailua-Kona. As you walk through the door and see the deep blue ocean, you have arrived in Hawaiian paradise! The home features wide pocket doors that seamlessly expand the living space out to a large balcony (lanai). Relax in your own private oasis swimming pool, lounge in the shade under a poolside gazebo, unwind in your own hot tub! All just minutes from restaurants & shopping.

Ocean & Sunset Views + Island Aloha

"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.

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.

HAVEN: Poolside Sanctuary with Heavenly Views

HAVEN Where the changing colors of the heavens melt into the sea. This is a place where dreams are born and special moments unfold. Tranquility, privacy, and beauty await you. A masterclass of design in harmony with nature, this exquisite home beckons you; a salve for body and soul. Whether you are submerged in the saltwater pool or lounging inside one your deluxe bedroom suites, the views will enchant you, providing an ever-changing patina of color & light. Tax ID # TA-110-823-1680-01

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.

Romantic Keauhou Retreat | Pool + Tropical Lanai!

🌴Escape to paradise in this bright, tropical retreat in beautiful Keauhou Bay. Perfect for couples on their honeymoon/anniversary or solo travelers looking to relax, this stylish condo blends resort-style relaxation with island charm. Discounts available for longer stays—perfect for a more relaxed Kona getaway. Spend your days lounging by the stunning pool, enjoying coffee on the spacious lanai, snorkeling nearby beaches, or watching sunsets surrounded by palms and tropical breezes.

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.

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.

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.