Kaupulehu Vacation Rentals

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Vacation Rentals in Kaupulehu

Pool
Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.
10.0 out of 10, Exceptional, (135)
"We had an amazing stay at this property. Exceeded our expectations from the pictures online. We loved being able to hang out in the several lounging spots at the house, being able to walk the beach and tidepools directly in front of the home and easily walk to town. We didn't feel like we needed to leave the property it was so great. Mei, the property manager helped us immediately and gave recommendations. We would absolutely book 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, (5)
"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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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
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
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
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 CA $148
CA $361 total
includes taxes & fees
May 29 - May 30
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
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 CA $280
CA $636 total
includes taxes & fees
May 24 - May 25
Direct Oceanfront Condo! Sea Turtles & Beautiful Sunsets from the Lanai
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 *
Property grounds
Amazing Oceanfront Penthouse 🌊 with Stunning Views From The Lanai! 🏝️ Kona Bali Kai 419
9.6 out of 10, Exceptional, (87)
"Nice place. Would stay there again"
Amazing Oceanfront Penthouse 🌊 with Stunning Views From The Lanai! 🏝️ Kona Bali Kai 419
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
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
Pool
Fresh tropical stay with pool and hot tub access, large lanai, W/D - golf nearby
9.4 out of 10, Exceptional, (8)
"We enjoyed our stay at the condo. Very comfortable and walking distance from grocery store and eateries. Thank you for providing the welcome goodies! We woo love to stay again."
Fresh tropical stay with pool and hot tub access, large lanai, W/D - golf nearby
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 CA $326
CA $385 total
includes taxes & fees
May 23 - May 24
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, (180)
"This VRBO was exceptional clean. The views were exceptional. We all enjoyed watching the surfers - and they definitely were very good. the waves were 10 to 20 feet at times. We were on the beach next door a lot. We enjoyed the two bedrooms and the full kitchen. Couldn't quite figure how to operate the tv but that was OK since it made us get outside and enjoy the area. Restaurants downtown are all within walking distance and the are realy exceptional. very friendly area."
2BR/2BA Kona Reef Ocean & White Sand Beach From Every Room
Aerial view
Castle Hali'i Kai at Waikoloa
4.0 star property
9.0 out of 10, Wonderful, (628)
"Love love loved staying here. Perfect for a family of 5. We made many great memories. The one feedback we would give is wish the hot tub was open past 8 pm. Mahalo!"
Castle Hali'i Kai at Waikoloa
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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, sun loungers
Four Seasons Resort Hualalai
5.0 star property
9.6 out of 10, Exceptional, (424)
"Best resort in all of HI, maybe the U.S. "
The price is CA $1,610
CA $1,910 total
includes taxes & fees
May 30 - May 31
Four Seasons Resort Hualalai
3 outdoor pools, free 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 CA $1,526
CA $1,801 total
includes taxes & fees
Jun 3 - Jun 4
Kona Village, A Rosewood Resort
Outdoor pool, cabanas (surcharge), pool umbrellas
Royal Kona Resort
3.5 star property
8.2 out of 10, Very good, (2530)
"Good location, lot of restaurants and bars in walking distance. The only thing to complain is there is no sand beach nearby, we have to drive to the beaches. "
The price is CA $265
CA $353 total
includes taxes & fees
Jun 3 - Jun 4
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 vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Kaupulehu?

Yes, you can find vacation rentals near the most popular sights in Kaupulehu, or you can go with a 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 vacation home rentals that Kaupulehu has to offer?

Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.: This vacation home rental near Kaupulehu is located on the beach and has an outdoor pool, a balcony, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a selection of games, and a spa tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Kaupulehu?

Expedia has 35 vacation 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 vacation rental in Kaupulehu like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Kaupulehu. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a family trip.

Recent reviews of Kaupulehu properties
Expedia verified reviews