Kaupulehu Holiday Rentals

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Holiday Rentals in Kaupulehu

Pool
Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.
10.0 out of 10, Exceptional, (134)
"We had an amazing time staying here. Close to everything. Quiet. We didn’t want to leave!! Can’t wait to come back and stay here again."
Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.
On the beach, white sand, beach cabanas, sun-loungers
Mauna Kea Residences
4.0 star property
10.0 out of 10, Exceptional, (27)
"The beach on the property was awesome. The guys on the ATV's on the beach need to minimize there trips past the chairs with umbrellas, they went back and forth too much. They also need to travel down the sides of the chairs not through the middle divide of the chairs. "
Mauna Kea Residences
Property grounds
Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10
10.0 out of 10, Exceptional, (4)
"We stayed here for our daughter’s wedding that was nearby. A good amount of space for the 10 of us that stayed. Overall, the house was great! Well finished, bright and beautiful. The ocean view from the decks was spectacular, and the decks were safe for our 18 month niece. The property was located a few mile out of town, the perfect balance of quiet and convenience. Thanks so much for letting us stay, we loved it!"
Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10
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Fridge, microwave, oven, stovetop
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
10.0 out of 10, Exceptional, (96)
"We had a fantastic stay! From the moment we arrived, everything was in perfect order. The place was impeccably clean, and the amenities provided were just as described. The location was a good launching point for our travels around the island. Would definitely recommend."
The price is NZ$661
includes taxes & fees
4 Jun - 5 Jun
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
Aerial view
Newly updated condo in the heart of downtown Kona. One block from the beach
9.8 out of 10, Exceptional, (13)
"Location is perfect! Totally enjoyed the apartment, very clean and relaxing. Nice quiet and the screened in balcony is a plus!"
Newly updated condo in the heart of downtown Kona. One block from the beach
Beach
Luxury condo in prestigious Hali'i Kai oceanfront community. Ocean bar and grill
9.8 out of 10, Exceptional, (129)
"This property is very good. Comfortably appointed and easy distant to shops and beaches although a car is very worthwhile"
Luxury condo in prestigious Hali'i Kai oceanfront community. Ocean bar and grill
Property grounds
Kona Alii#401 Beautiful 4th Flr corner condo w/ Elevators,INCREDIBLE LOCATION
9.8 out of 10, Exceptional, (19)
"It was wonderful"
Kona Alii#401 Beautiful 4th Flr corner condo w/ Elevators,INCREDIBLE LOCATION
On the beach, beach towels
Ocean View Studio, Walk to Magic Sands and Kahaluu -Free Wifi
9.8 out of 10, Exceptional, (87)
"I enjoyed my stay there!"
Ocean View Studio, Walk to Magic Sands and Kahaluu -Free Wifi
Property grounds
🌴Kona Bali Kai #305 is absolute oceanfront. Upgraded and overlooking Banyans surf spot.🌴
9.8 out of 10, Exceptional, (146)
"We were very comfortable with 5 guests. The sofa bed was surprisingly comfortable. The views are amazing-we saw whales, sea turtles, tons of fish and sea creatures. The pool is nice. The condo had a cooler, beach chairs and beach towels. There is a great surf break directly in front of the condos. Highly recommend!"
🌴Kona Bali Kai #305 is absolute oceanfront. Upgraded and overlooking Banyans surf spot.🌴
Aerial view
Kona Islander Inn Condo, fresh and new remodeled, on Ali'i Drive
9.6 out of 10, Exceptional, (162)
"The unit was very clean. It had everything needed for an awesome stay. Plenty of shopping and restaurants very close. Across the street from the ocean. Loved being on the ground floor. I would stay here again."
The price is NZ$453
includes taxes & fees
29 May - 30 May
Kona Islander Inn Condo, fresh and new remodeled, on Ali'i Drive
Beach
Kona Mansions#301 Top Floor, Corner Unit w/Ocean views & AC
9.6 out of 10, Exceptional, (31)
"Everything was great, from the cleanliness, to the prompt communication with the staff when any questions were had. It was a nice addition to have swim/snorkel accessories, such as the boogey boards, swim noodles, sun screen, etc. Definitely had a comfortable stay and would stay here again."
Kona Mansions#301 Top Floor, Corner Unit w/Ocean views & AC
Property grounds
Amazing Oceanfront Penthouse 🌊 with Stunning Views From The Lanai! 🏝️ Kona Bali Kai 419
9.6 out of 10, Exceptional, (86)
"Property was the best we have stayed at, right on the beach/water! You cannot ask for a better location. It's close to kona downtown, close to many larger beaches and gorgeous views. We'd stay here again for sure."
Amazing Oceanfront Penthouse 🌊 with Stunning Views From The Lanai! 🏝️ Kona Bali Kai 419
On the beach
Direct Oceanfront Condo on Private Beach Resort *Central AC *
9.6 out of 10, Exceptional, (147)
"na"
Direct Oceanfront Condo on Private Beach Resort *Central AC *
Beach/ocean view
Luxurious Oceanfront Penthouse Condo Air Conditioned.
9.6 out of 10, Exceptional, (230)
"This place is very spacious (being on the corner). It had everything we needed to visit the beach. Cooler, chairs, towels, etc. We only stayed a few nights, but the reserved parking space was very nice and the beach next door was perfect for afternoons. A major grocery store is just mins away via car. Lots of windows let you watch the ocean, and fish activity."
Luxurious Oceanfront Penthouse Condo Air Conditioned.
Sun-loungers, beach towels
Direct Oceanfront Condo! Sea Turtles & Beautiful Sunsets from the Lanai
9.6 out of 10, Exceptional, (118)
"My husband and I honeymooned here in early May 2024. The pictures on the listing are EXACTLY what to expect we were so excited to see the view in person. The building itself is a little dated, but as soon as we got to our room we completely forgot about it. When we first arrived we were nervous about the noise level we would hear from being so close to the street, however the waves themselves were so loud we couldn’t hear anything over them. Kitchen was perfect for our breakfasts and lunches,...
The price is NZ$760
includes taxes & fees
25 May - 26 May
Direct Oceanfront Condo! Sea Turtles & Beautiful Sunsets from the Lanai
On the beach, sun-loungers, beach towels
Ocean Front Top Floor Condo/Free WiFi & Parking/Pool/Jacuzzi/Grill/Beach Equipmt
9.6 out of 10, Exceptional, (151)
"What a perfect way to spend a vacation. We slept with the door open to the balcony and slept to the sound of the ocean. The condo was clean, comfortable and in a great location."
The price is NZ$1,126
includes taxes & fees
25 May - 26 May
Ocean Front Top Floor Condo/Free WiFi & Parking/Pool/Jacuzzi/Grill/Beach Equipmt
Sun-loungers
HO'OMAHA! *Well equipped, Cozy Condo* Steps from Ali'i drive, Kailua-Kona town
9.4 out of 10, Exceptional, (154)
"The condo is decorated nicely and located near restaurants and shopping area. The host answered us promptly with questions and addressing concern/issue. We met a nice "neighbor" on the same floor and had a pleasant visit with her and her dog. Kalalau beach is near by which provides nice snorkeling experience. We will come back and visit again."
HO'OMAHA! *Well equipped, Cozy Condo* Steps from Ali'i drive, Kailua-Kona town
Beach
Sea Village
2.5 star property
9.2 out of 10, Wonderful, (15)
"Check in was snow, the room guaranteed by 4:00 pm, I was there at 3:40pm and they won’t let us to the room till 4:00pm, this resort didn’t provide shampoo and conditioner, it is kind of weir."
The price is NZ$460
includes taxes & fees
22 May - 23 May
Sea Village
Exterior
Mauna Lani Point
4.0 star property
9.2 out of 10, Wonderful, (262)
"Comfortable, clean, quaint, well-equipped unit! Marvallee was wonderful with communication! Location is EXCELLENT!!!"
Mauna Lani Point
View from property
2BR/2BA Kona Reef Ocean & White Sand Beach From Every Room
9.2 out of 10, Wonderful, (179)
"We had a great trip! The condo was just as advertised. The location was great, just a short walk to town and THAT VIEW!"
2BR/2BA Kona Reef Ocean & White Sand Beach From Every Room
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Kaupulehu you may be interested in

7 outdoor pools, pool loungers
Four Seasons Resort Hualalai
5.0 star property
9.6 out of 10, Exceptional, (424)
"Very high end. Beautiful resort. Kept Hawaii traditional look throughout property. Landscape and buildings gorgeous. Everything very expensive though. Not the best beach. Windy and rocky. If you want high end and care about costs, it’s reanice"
The price is NZ$2,282
includes taxes & fees
30 May - 31 May
Four Seasons Resort Hualalai
3 outdoor pools, free pool cabanas, pool umbrellas
Kona Village, A Rosewood Resort
5.0 star property
9.0 out of 10, Wonderful, (18)
"Our stay was incredible. Lovely beaches and pools, impeccable service, and beautiful, spacious rooms. Facilities like the spa and gym were top notch, refined and stylish without being fussy. Would stay here again in a heartbeat, highly recommend for anyone looking for a quiet, stress free stay."
The price is NZ$2,158
includes taxes & fees
24 May - 25 May
Kona Village, A Rosewood Resort
Outdoor pool, pool cabanas (surcharge), pool umbrellas
Royal Kona Resort
3.5 star property
8.2 out of 10, Very good, (2531)
"The staff at the Front Desk have always been so cheery, helpful, courteous and efficient! I love my upgrade given to me, the view, the comfort, the dining - all fabulous! Mahalo!!"
The price is NZ$422
includes taxes & fees
22 May - 23 May
Royal Kona Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Kaupulehu holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Kaupulehu. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Kaupulehu. Seeing all the best attractions is bound to make you fall in love with Kaupulehu. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Kaupulehu short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Kaupulehu?

Yes, there are holiday rentals close to the most popular sights in Kaupulehu, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Kaupulehu is known for its spas and beaches. Make sure you have time to check out the golf courses while you're in the area.

What are some of the best holiday rentals that Kaupulehu has to offer?

Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.: This holiday home rental outside of Kaupulehu is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Kaupulehu?

Expedia has 35 holiday rentals for your stay in Kaupulehu.

What’s there to see and do in Kaupulehu?

Kailua-Kona Beaches and Manini'owali Beach are a couple of lovely local spots to get outside and enjoy nature. While here, Four Seasons Resort Hualalai Golf Course and Kua Bay are other places worth a visit.

What’s a holiday rental in Kaupulehu like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Kaupulehu. Holiday rentals offer extras such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for families.

Recent reviews of Kaupulehu properties
Expedia verified reviews