Kaupulehu Vacation Rentals

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Vacation Rentals in Kaupulehu

Aston Kona by the Sea

4.0 star property
8.8 out of 10, Excellent, (1075)
"This was an amazing property and experience! Thank you so much for everything. We’d definitely come again."
The price is CA $354
CA $640 total
includes taxes & fees
May 17 - May 18
Aston Kona by the Sea

Royal Sea Cliff Kona by OUTRIGGER

3.0 star property
8.4 out of 10, Very good, (520)
"Great condo, big, ocean view, great pool, everything you need ; ability to do late check out was a plus ! Love it !"
Royal Sea Cliff Kona by OUTRIGGER

Kona Bali Kai

2.0 star property
7.8 out of 10, Good, (6)
"no ac"
The price is CA $323
CA $467 total
includes taxes & fees
Apr 20 - Apr 21
Kona Bali Kai

Castle Kanaloa at Kona

3.0 star property
7.6 out of 10, Good, (436)
"I love everything about this property. It is so close to grocery store, beach, and what the property has to offer. I can't believe how close we are to the manta ray activities. we were also able to see the whale from our patio. It is nice and clean and spacious. "
Castle Kanaloa at Kona

Castle Hali'i Kai at Waikoloa

4.0 star property
9.0 out of 10, Wonderful, (681)
"The property is immaculate. Top notch landscaping. The pool and private restaurant was fantastic. It is beautiful, especially at sunset. I wanted a better view at our unit and be able to hear the waves but this unit worked out fine for us since we were all over the island. The unit was clean and the bed was perfect for us."
Castle Hali'i Kai at Waikoloa

Sea Village

2.5 star property
8.6 out of 10, Excellent, (80)
"Right on the ocean"
Sea Village

Kanaloa at Kona by OUTRIGGER

3.0 star property
8.4 out of 10, Very good, (507)
"This was sour 3rd time staying at this property. We love it here. It’s spacious, clean, quiet, tranquil, and great for families. We’ve enjoyed all the beautiful sunsets from our oceanfront condo. We look forward to coming back. "
Kanaloa at Kona by OUTRIGGER

Mauna Lani Point

4.0 star property
9.2 out of 10, Wonderful, (290)
" Great!"
Mauna Lani Point

Fairway Villas Waikoloa by OUTRIGGER

3.0 star property
8.8 out of 10, Excellent, (474)
"It was wonderful."
Fairway Villas Waikoloa by OUTRIGGER

Mauna Kea Residences

4.0 star property
10.0 out of 10, Exceptional, (34)
"Beautiful luxury stay with amazing amenities and views. King size beds in both masters were so comfortable with great pillows too! Best sleep in years! Kitchen equipped with everything you would ever need "
Mauna Kea Residences

Kona Reef, A Raintree Vacation Club Resort

3.0 star property
8.6 out of 10, Excellent, (412)
"Internet broke and they didn't fix it but other then that was great"
Kona Reef, A Raintree Vacation Club Resort

The Flying Honu is located in the heart of Kona Town

9.8 out of 10, Exceptional, (56)
"Comfortable beds and friendly hosts! Thank you for the Aloha spirit!!"
The price is CA $195
CA $315 total
includes taxes & fees
Apr 22 - Apr 23
The Flying Honu is located in the heart of Kona Town

Kohala Coast Vacation Rental by OUTRIGGER

3.5 star property
8.8 out of 10, Excellent, (28)
"This place is 15-20 minutes up the hill from any beach. Do not let that stop you from staying here. Worth the drive. The condo is on hole 3 of the golf course. Great views. The pool is 100ft away. Everything is clean and well stocked. The communication with the management company was exceptional. Check in and out was easy."
Kohala Coast Vacation Rental by OUTRIGGER

The Islands at Mauna Lani - CoralTree Residence Collection

4.0 star property
9.4 out of 10, Exceptional, (113)
"Excellent customer service! Great location as well. "
The Islands at Mauna Lani - CoralTree Residence Collection

Contemporary Studio 1 minute to the Ocean!

8.6 out of 10, Excellent, (71)
"Parking in the area was very limited but we were able to check in early just to get a spot. Extremely close to restaurants and shops. Studio was clean and compact the only downside was no good location to plug in my CPAP. Minor, since I slept well without it. Would use again."
The price is CA $132
CA $315 total
includes taxes & fees
Apr 24 - Apr 25
Contemporary Studio 1 minute to the Ocean!

Kona Reef Beachfront / Top Floor / Air Con / Free WiFi / Walk to Town

10.0 out of 10, Exceptional, (216)
"This is the third year my boyfriend and I have stayed in this place and it has been wonderful every year and this year was no different.The location is perfect, close enough to walk downtown and far enough to be quiet. Comes with everything you need for a comfortable stay."
Kona Reef Beachfront / Top Floor / Air Con / Free WiFi / Walk to Town

Lea Casa at Casa de Emdeko

3.5 star property
9.0 out of 10, Wonderful, (48)
" Beautiful view of the ocean, easy check in process. The saltwater pool was nice. The only downside is that it is older and shows signs of it. "
Lea Casa at Casa de Emdeko

Cozy Hawaiian studio just minutes to the beach and town. No minimum stay

9.0 out of 10, Wonderful, (122)
"Nicely appointed studio with private lanai. Has all amenities one needs including stuff for fun at the beach. "
The price is CA $151
CA $276 total
includes taxes & fees
Apr 27 - Apr 28
Cozy Hawaiian studio just minutes to the beach and town. No minimum stay

Oceanfront Penthouse - 50% Discount April 21-27, 2026 only. AC, Surfers, Sunsets

10.0 out of 10, Exceptional, (216)
"There were five of us staying in the condo. It is very nicely furnished and equipped. We got off to a shaky start when the office was unexpectedly closed, so a wheelchair was not available. My husband has walking problems, but we managed to get him upstairs to the unit. Thankfully after a call to the owner, someone appeared with a wheelchair for our use the remainder of the stay. That was much appreciated. We spent hours on the lanai watching the tides and sunsets come and go. Our family...
Oceanfront Penthouse - 50% Discount April 21-27, 2026 only. AC, Surfers, Sunsets

Kona Mansions#301 Top Floor, Corner Unit w/Ocean views & AC

9.6 out of 10, Exceptional, (44)
"Great location and walking to restaurants and shopping all within 15 to 20 minutes. Nice beach close by. "
Kona Mansions#301 Top Floor, Corner Unit w/Ocean views & AC
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.
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Other types of properties in Kaupulehu you may be interested in

Four Seasons Resort Hualalai

5.0 star property
9.6 out of 10, Exceptional, (459)
"i wish they would not shine service cart headlights into rooms at night. So annoying!"
The price is CA $1,702
CA $2,019 total
includes taxes & fees
May 4 - May 5
Four Seasons Resort Hualalai

Kona Village, A Rosewood Resort

5.0 star property
9.4 out of 10, Exceptional, (50)
"Food was outstanding! "
The price is CA $1,530
CA $1,928 total
includes taxes & fees
May 10 - May 11
Kona Village, A Rosewood Resort

Royal Kona Resort

3.5 star property
8.2 out of 10, Very good, (2557)
"A blast from the past being reinvented. We loved it."
The price is CA $272
CA $362 total
includes taxes & fees
Apr 29 - Apr 30
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.

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?

Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC: This vacation home near Kaupulehu is located by the ocean and has a balcony, a hot tub, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Kaupulehu?

Expedia has 57 vacation rentals for your stay in Kaupulehu.

What’s there to see and do in Kaupulehu?

Kailua-Kona Beaches and Kua Bay are a couple of lovely local spots to get outside and enjoy nature. While here, Four Seasons Resort Hualalai Golf Course and Kikaua Point Beach Park 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.