
Holiday rentals with a pool in Keauhou Bay
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Top-rated rentals with a pool in Keauhou Bay
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Kahaluu Bay Get-Away
Kahalulu Bay Get-Away is your perfect choice for an authentic, comfortable Hawaiian stay. Perched gently above Kahalulu Bay, you'll enjoy tropical tradewinds, Kona sunsets, the sounds of the surf and the songs of nature. The setting is totally private with ocean views, rock walls, large trees, lush greenery, an archeological site from the 12th century and a pool that is all-day worthy. Come. Relax. Enjoy. You’re in for a treat. Family built, enjoyed for decades and now shared with you...Aloha :)

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 of your life unfold. Tranquility, privacy, and stunning beauty await you. A masterclass of design in harmony with nature, this exquisite and inspired 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.

The Olena at Keauhou Bay
Discover the calm of The Olena, a contemporary 1-bedroom ground floor apartment with A/C, nestled in a quiet complex at the heart of Keauhou in Kailua-Kona. Designed with natural accents and thoughtful details, it is an ideal getaway for 2 guests to enjoy easy walking access to Keauhou Bay and the shops at Keauhou Shopping Center. Enjoy a shared pool, savor sunsets on the expansive lanai with a picturesque view of the Kona Country Club, and immerse yourself in the laid back lifestyle of Hawaii.

Peaceful Keauhou Condo. A/C. All Taxes included.
Imagine ocean breezes, the sounds of birds singing, magnificent private garden views and the ocean just steps away! What if this peaceful airconditioned one-bedroom/one bath condo located in Keauhou Bay was your personal retreat for your vacation, honeymoon, etc.? You will have access to two saltwater pools, be right next door to the Kona Country Club, around the corner from Keauhou Shopping Center and minutes from the best beaches. The condo is decorated with the most up-to-date finishes.

5 STAR Ocean Front Penthouse- 5 Star
- Ocean front - 5 Star - Ocean front pool and spa - Fast WIFi -18 Acers of private vacation Condos - White sand beaches, Dolphins, Surfing, Fishing, Manta Rays, Snorkeling, Paddle Boarding, Bogie Boarding, Waterfalls, Volcanos, Scuba Diving, Art, amazing dining, and so much more Kona has to offer! - 2 Bedroom 2 luxury bathrooms -Sleeps 6 - Full Washer and Dryer - Air Conditioning -Full size Kitchen - Epic out door Lani with dining - Smart TV's, Netflix, Prime Video, & cable - Tennis Courts

Bungalow Bliss Ocean & Pool View
Your home away from home after exploring the island’s many beaches, coffee farms, snorkeling/diving spots, & downtown Kailua-Kona! 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!

Tropical Oasis Home with Pool and Steps to Beach
Experience this tropical oasis, conveniently located in Keauhou. With a 2 minute walk to the ocean - watch the breathtaking sunset, stargaze at night , and fall asleep to the ocean waves crashing into Heeia Bay! Awake to the wild song birds as you sip on your Kona coffee, and plan your Big Island adventure. Enjoy an afternoon cocktail by the pool, perfect for yoga, reading a book, or cooling off. Walk 5 minutes to nearby delicious restaurants, or a 10 minute drive to downtown Kona.

Suite Magic Sands Beach
Save money & time! Ho'omalu located just off of Alii drive "Ironman Route" is only an 11 minute walk to magic sands beach and many more hot spots. In a private and tranquil gated community this modern day Villa awaits where sophistication meets relaxed Hawaiian living. The inviting pool enveloped with mature tropical landscaping is the centerpiece to this compound and features upscale finishes and flooring. The apartment is on the second level. Ask about our car rental fleet discounts.

Keauhou Garden - Ocean view - Walk to Harbor
Stunning ocean views, walking distance to the harbor and shopping center. Keauhou Garden is a clean and cozy stay at the heart of Keauhou, one of the best neighborhoods to stay on Big Island. Peaceful and quiet place, yet just a short drive from Kona downtown. A perfect place to unwind and relax while admiring beautiful views of the ocean and the golf course. Keauhou Resort is nestled next to the Kona Country Club, a spectacular public golf course with breath-taking ocean views.

Kona Getaway at Kahalu'u Bay 2 Bed 2 Bath Condo
Welcome to our little piece of paradise in Kona. Begin your day with a cup of Kona coffee on your private lanai, or stroll to the pool area, where breathtaking views of the waves and surfers await. Enjoy the tranquil atmosphere and start your day off right in a relaxing, peaceful way. A/C addl. $20 per day. Rates listed INCLUDE 18.67% State of Hawaii occupancy taxes as of January 1, 2026. State of Hawaii tax ID GE/TA ( NUMBER HIDDEN) STVR REGISTRATION # STVR 19-363707

OCEANFRONt 3+2.5 AC King Beds Pickelball On Site
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.

Hale Kapena (Captain's House)
Hale Kapena (Captain's House) is a cute golf course frontage condo with peekaboo ocean views. This cozy unit features one full bedroom and a convertible second sleeping area in the living room area. Great for visiting guests or children. This ground floor unit offers easy access with a reserved parking place. Also early check-in or late check-out, if available, can be requested for additional fees.
Popular amenities for Keauhou Bay rentals with a pool
House rentals with a pool

Luxe Manukai Hale: Boho Charm, Pool & Golf Views

Exceptional Oceanview Home - Pool & Stunning View

Ocean View House Near Outrigger Kona Resort & Spa

Island Time-Luxury Golf Front Home with Pool/Spa

Private Pool - 180° Ocean View - Minutes to Beach

New, Stunning, 3 Bedroom Condo; A/C/Pools/ Hottub

Ocean view home with pool and waterslide!

Tiny House Hawaii
Condo rentals with a pool

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

Direct Oceanfront - Magic Sands Beach!

Spectacular View, Direct Oceanfront Kona,Top Floor

Stunning Ocean View Beach Front Villa at Kahaluʻu

Huge Place! King Beds*AC*Pool*Tennis*Pickleball

Oceanfront/Hawaiian Charm W/Modern Amenities

Deluxe Oceanfront Studio Condo@The Kona Bali Kai

Seaside Chic OceanFront @ Kona's Sea Village
Other holiday rentals with a pool

Relax! Surf & Racquet Club 5-201

Tropical Living in Oceanfront Resort 31

Brand NEW Oceanfront Retreat! Steps to Beach!

Stunning Oceanfront Beach Condo!

Newly Updated Corner Unit w/ Ocean and Golf Views!

Kona Ocean-View Retreat w/ A/C & Private Lanais

Brand new Luxury Oceanfront Living in Kona with AC

Oceanfront resort, Kanaloa at Kona, Sleeps 6
Destinations to explore
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- Hapuna Beach
- Mahana Beach
- Pahoa Beach
- Kaunaoa Beach
- Mauna Kea Golf Course
- Kohanaiki Private Club Community
- Ke‘EI Beach
- Waikōloa Beach
- Papakolea Beach
- Mauna Lani Golf
- 49 Black Sand Beach
- Waikoloa Beach Golf Course
- Kuki’o Golf & Beach Club
- Volcano Golf and Country Club
- Kona Dog Beach
- Hapuna Golf Course
- Kona Country Club
- Makalawena Beach
- Kealakekua Bay State Historical Park
- Nanea Golf Club
- Mauumae Beach
- ʻAlula Beach
- Honokohau Beach
- Pololū Beach




