Vacation rentals with a pool in Kahaluu-Keauhou

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Top-rated rentals with a pool in Kahaluu-Keauhou

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Guest favorite

Condo in Kailua-Kona

4.93 out of 5 average rating, 106 reviews

Stunning Ocean View Beach Front Villa and Kahaluʻu

Enjoy this resort quality 2 bed 2 bath Penthouse condo with exceptional ocean views across the street from Kona's famous Kahalu'u Beach. Relax in the sand, learn to surf, snorkel with the turtles and tropical fish. All this is just steps away - Beautiful ocean view kitchen - Best location in the complex with postcard views - Large lanai (view surfers, whales and dolphins) - Central AC, brand new unit - Beautiful ocean view bbq, swimming pool and jacuzzi - Stores, restaurants and golfing nearby

Dec 18 – 25

G$94,254 GYD per night

Guest favorite

Guesthouse in Kailua-Kona

4.87 out of 5 average rating, 127 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

Sep 5 – 12

G$43,560 GYD per night

Guest favorite

Condo in Kailua-Kona

4.87 out of 5 average rating, 171 reviews

Amazing Gardens in Oceanfront Resort 8202

Cool and breezy second story, two bedroom two bath resort condo. Spectacular garden and golf course views, huge lanai, central A/C with wonderful tropical furnishings and 16 acres of oceanfront grounds to enjoy. Secluded beach and a great pool , pickleball and tennis complex included. No resort or use fees. The resort is right in the middle of the Keauhou Hawai’ian Heritage Corridor, surrounded by authentic Hawaiian history and scenery. Yes we have upgraded ultra wifi and great cell coverage!

Mar 29 – Apr 5

G$70,918 GYD per night

Guest favorite

Condo in Kailua-Kona

4.97 out of 5 average rating, 101 reviews

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.

Mar 29 – Apr 5

G$48,091 GYD per night

Guest favorite

Home in Kailua-Kona

4.9 out of 5 average rating, 118 reviews

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.

Jun 9 – 16

G$85,789 GYD per night

Guest favorite

Condo in Kailua-Kona

4.94 out of 5 average rating, 113 reviews

Spectacular Ocean View 2/2 Condo with A/C! # 204

**NO POOL STARTING IN MAY FOR 6 WEEKS-DISCOUNTED RENT** Imagine - warm tropical climate, palm trees swaying in the breeze, panoramic views of the ocean, and the perfect accommodations - Is there any other way to experience Hawaii? This two bedroom, two-bath condo gives you all of that and more! Updated nicely throughout, but now with an option to cool off with new mini split AC, (No separate blowers in bedrooms) this unit is now a prime destination for an absolutely blissful vacation!

Jun 9 – 16

G$47,299 GYD per night

Guest favorite

Guest suite in Kailua-Kona

4.98 out of 5 average rating, 227 reviews

Poolside Studio🤙🏻Ocean View / AC / King🛌10min➡️Beach

A gorgeous remodeled studio featuring an ocean view lanai with a pool right outside. The lanai has a huge umbrella and bbq, and is a fully enclosed dining area with a self-closing gate to keep your kids safely away from the pool. The interior is all freshly renovated in 2020 with stylish and comfortable furniture. Covered parking is steps from the entry and plenty of quality beach gear is available for you to use anytime. Ice-cold A/C and Apple TV make relaxing inside just as nice.

Sep 14 – 21

G$43,273 GYD per night

Guest favorite

Apartment in Kailua-Kona

4.87 out of 5 average rating, 187 reviews

Jack's Place Keauhou-Kona - Pickle Ball Courts!

Jack's place is ideal for singles and couples. This is an oceanfront complex and though we don't sit on the water, you are still just steps from our semi- private beach and the water's edge. Save on waterfront pricing and still enjoy all the amenities. Relax in Paradise. Pickle Ball is a new amenity! *PLEASE MAKE NOTE THAT WE, AS THE OWNERS, ABSORB THE HAWAII BED TAXES AND OUR PRICES HAVE INCREASED SLIGHTLY DUE TO THEIR INCREASE. YOU WILL NOT BE RESPONSIBLE FOR PAYING THIS.

Sep 23 – 30

G$40,855 GYD per night

Guest favorite

Condo in Kailua-Kona

4.86 out of 5 average rating, 101 reviews

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. Hawaii accommodation taxes of 2023 should be be included in quotes. Also early check-in or late check-out, if available, can be requested for additional fees.

Mar 30 – Apr 6

G$30,829 GYD per night

Guest favorite

Condo in Kailua-Kona

4.88 out of 5 average rating, 193 reviews

Kona Hideaway > Pool > Ocean View > AC > Fast Wifi

Hawaii is about views - and this space offers lucky eyes the vast Pacific ocean straight ahead and lush fruit and greenery to the left and right. Under your breath you whisper "I could get used to this", planning your next trip back already in your mind. The bedroom is pointed directly at the view, a pool, an avocado tree and starfruit tree, and a glorious island paradise lanai. Practical too: laundry, excellent wifi, smart TV, and a full kitchen.

Sep 25 – Oct 2

G$27,658 GYD per night

Guest favorite

Condo in Kailua-Kona

5.0 out of 5 average rating, 114 reviews

NEW! UNIQUE Top floor Oceanfront Magic Sands Beach

Aloha! Location, Location, Location! + NEWLY Remodelled interior & has A/C! Full remodeling finished in Jan 2022. This unique oceanfront is located on the TOP floor of Kona Magic Sands condominiums. It features A/C, brand NEW stainless steel appliances (Full kitchen & Dish Washer). The honest, elegant and minimal interior design of this space quietly invites in the majestic Pacific Ocean and its breathtaking sunset views. THE VIEW! THE DESIGN!

Aug 3 – 10

G$89,764 GYD per night

Guest favorite

Townhouse in Kailua Kona

4.94 out of 5 average rating, 154 reviews

Tiki Hale Lua, a tropical paradise steps to ocean!

PLEASE NOTE- Pool will be closed from April 15- May 3rd. Prices for those dates reflect a reduced nightly rate. Mahalo Beautifully updated 2 BR / 2 BA/ 2 story Townhouse with AIR CONDITIONING at Keauhou Kona Surf & Racquet Club. Our townhouse, in this oceanfront complex, exudes pride of ownership with items for beach use and the Aloha spirit in every room creating a home designed for comfort and relaxation.

Sep 30 – Oct 7

G$54,102 GYD per night