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, (1079)
"A bit tired but convenient and reasonably priced"
The price is CA $287
CA $590 total
includes taxes & fees
Jun 1 - Jun 2
Aston Kona by the Sea

Kona Bali Kai

2.0 star property
8.0 out of 10, Very good, (12)
"Great place to stay, close to the Main Street of Kona and close to the ocean!"
The price is CA $360
CA $520 total
includes taxes & fees
May 2 - May 3
Kona Bali Kai

Castle Hali'i Kai at Waikoloa

4.0 star property
9.0 out of 10, Wonderful, (682)
"Very nice property. Gated community with excellent staff. The pool area was very nice but there were no shaded areas unless you were using the dining services. Nice walking areas. Large 2- bedroom unit was a nice break from the small units we had at the large hotel chain facilities at the previous 3 islands that we stayed at. "
Castle Hali'i Kai at Waikoloa

Royal Sea Cliff Kona by OUTRIGGER

3.0 star property
8.6 out of 10, Excellent, (522)
"Very nice stay nice to have parking "
Royal Sea Cliff Kona by OUTRIGGER

Castle Kanaloa at Kona

3.0 star property
7.6 out of 10, Good, (437)
"Nice location and within walking distance to Keauhou beach."
Castle Kanaloa at Kona

Sea Village

2.5 star property
8.8 out of 10, Excellent, (81)
"We had a wonderful stay. Loved everything about it. Very clean. The staff was great! "
Sea Village

Kanaloa at Kona by OUTRIGGER

3.0 star property
8.4 out of 10, Very good, (508)
"Stayed for two weeks and was a great location and office and security was great, enjoyed our stay there and will definitely return "
Kanaloa at Kona by OUTRIGGER

Mauna Lani Point

4.0 star property
9.2 out of 10, Wonderful, (292)
"It was a great place to stay. The views were incredible and the accommodations were great."
Mauna Lani Point

Fairway Villas Waikoloa by OUTRIGGER

3.0 star property
8.8 out of 10, Excellent, (475)
"The property was in a fantastic location! We loved our stay and will definitely revisit!"
Fairway Villas Waikoloa by OUTRIGGER

Mauna Kea Residences

4.0 star property
10.0 out of 10, Exceptional, (34)
"We enjoyed our stay. The property is extremely quiet and comfortable. "
Mauna Kea Residences

Kona Reef, A Raintree Vacation Club Resort

3.0 star property
8.6 out of 10, Excellent, (416)
"Great place to stay, walking distance to many restaurants. Beautiful grounds and pool area."
Kona Reef, A Raintree Vacation Club Resort

The Flying Honu is located in the heart of Kona Town

9.8 out of 10, Exceptional, (59)
"Comfortable beds and friendly hosts! Thank you for the Aloha spirit!!"
The price is CA $193
CA $311 total
includes taxes & fees
May 14 - May 15
The Flying Honu is located in the heart of Kona Town

The Islands at Mauna Lani - CoralTree Residence Collection

4.0 star property
9.4 out of 10, Exceptional, (114)
"The property was really a home away from home: clean, spacious, quiet, well equipped. Checking in and out was super easy, help, if needed, a phone call away. Bikes, beach equipment, coolers available for use free of charge and stored in the garage. Overall seamless, very pleasant experience. "
The Islands at Mauna Lani - CoralTree Residence Collection

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

10.0 out of 10, Exceptional, (215)
"Just a nice clean, well stocked place in a great location and view. We would stay there again."
The price is CA $330
CA $677 total
includes taxes & fees
May 7 - May 8
Kona Reef Beachfront / Top Floor / Air Con / Free WiFi / Walk to Town

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

10.0 out of 10, Exceptional, (218)
"We enjoyed everything about our stay - the view was amazing!"
Oceanfront Penthouse - 50% Discount April 21-27, 2026 only. AC, Surfers, Sunsets

The Surf Hideaway is walking distance to everything Kona

9.4 out of 10, Exceptional, (57)
"This was a perfect place to crash when we arrived before we set off for the east side of the island. Comfy bed and super close to the airport and town. "
The price is CA $138
CA $240 total
includes taxes & fees
May 7 - May 8
The Surf Hideaway is walking distance to everything Kona

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

9.2 out of 10, Wonderful, (123)
"Outstanding location, easy drive to anything in Kona (restaurants, shore line, highway, etc). Great place for those on a budget with everything needed for a short or longer stay (we stayed 8 nights)."
The price is CA $150
CA $271 total
includes taxes & fees
May 27 - May 28
Cozy Hawaiian studio just minutes to the beach and town. No minimum stay

Hale Kona Kai by Casago Kona

3.5 star property
7.2 out of 10, Good, (7)
"The condo is conveniently located parking was easy people at the desk were friendly. The condo I rented, 207, could use a little updating. It was nice and clean. The view is spectacular. "
Hale Kona Kai by Casago Kona

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

9.6 out of 10, Exceptional, (44)
"perfect for what we needed"
Kona Mansions#301 Top Floor, Corner Unit w/Ocean views & AC

Kona Mansions#105 1st Floor, Remodeled Unit w/Ocean views & Air Conditioning

9.6 out of 10, Exceptional, (23)
"Ocean view, walkable distance to the beach, parking spot is super close to the room. Indoor washer are perfect to quick clean my swim suits."
Kona Mansions#105 1st Floor, Remodeled Unit w/Ocean views & Air Conditioning
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)
"Just incredible !!"
The price is CA $1,660
CA $1,969 total
includes taxes & fees
May 26 - May 27
Four Seasons Resort Hualalai

Kona Village, A Rosewood Resort

5.0 star property
9.4 out of 10, Exceptional, (52)
"Beautiful quiet area. Lots to do. Nice quiet rooms. Great views."
The price is CA $1,518
CA $1,913 total
includes taxes & fees
May 14 - May 15
Kona Village, A Rosewood Resort

Royal Kona Resort

3.5 star property
8.2 out of 10, Very good, (2555)
"Good location nice place to stay"
The price is CA $268
CA $357 total
includes taxes & fees
May 11 - May 12
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?

Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views: This vacation home rental near Kaupulehu offers a patio, a selection of games, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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.