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Top Holiday Rentals in Kaupulehu

KBM Resorts | FREE CAR | Islands at Mauna Lani | 2-Bedroom Condo with Multiple Lanais! IML-D3

The price is £1,462
includes taxes & fees
18 Jul - 19 Jul
KBM Resorts | FREE CAR | Islands at Mauna Lani | 2-Bedroom Condo with Multiple Lanais! IML-D3

KBM Resorts | Spacious 5-Bedroom Colony Villas at Waikoloa Collection | Multi Unit Listing | Garden Views | 2 Free Rental Cars! CVW-305/06

The price is £3,377
includes taxes & fees
7 Jul - 8 Jul
KBM Resorts | Spacious 5-Bedroom Colony Villas at Waikoloa Collection | Multi Unit Listing | Garden Views | 2 Free Rental Cars! CVW-305/06

Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet

8.8 out of 10, Excellent, (15)
"Easy to access"
The price is £185
includes taxes & fees
10 Jul - 11 Jul
Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet

Charming Pu'ukala Sunset - Near Hiking And Golf 1 Bedroom Home by RedAwning

3.0 star property
The price is £301
includes taxes & fees
27 Jun - 28 Jun
Charming Pu'ukala Sunset - Near Hiking And Golf 1 Bedroom Home by RedAwning

Cozy Sunset Views W/ Lanai - Close To Beach 1 Bedroom Home by RedAwning

3.0 star property
10.0 out of 10, Exceptional, (1)
The price is £301
includes taxes & fees
2 Jul - 3 Jul
Cozy Sunset Views W/ Lanai - Close To Beach 1 Bedroom Home by RedAwning

Cozy Sunset Views w/ Lanai - Close to Beach by RedAwning

The price is £316
includes taxes & fees
3 Jul - 4 Jul
Cozy Sunset Views w/ Lanai - Close to Beach by RedAwning

Charming Pu'ukala Sunset - Near Hiking and Golf by RedAwning

The price is £313
includes taxes & fees
27 Jun - 28 Jun
Charming Pu'ukala Sunset - Near Hiking and Golf by RedAwning

Charming townhome with WiFi in Kailua-Kona

2.0 star property
9.4 out of 10, Exceptional, (6)
"We had guests stay at this wonderful place. Tobiah was very accommodating and willing to work with guests arrival. He had great communication with us during the whole stay. "
The price is £404
includes taxes & fees
25 Jun - 26 Jun
Charming townhome with WiFi in Kailua-Kona

Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

10.0 out of 10, Exceptional, (147)
"Great stay. Great amenities. Be aware it is 2nd floor with only stair access. "
The price is £305
includes taxes & fees
15 Jul - 16 Jul
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

We have it all! Cozy and comfy 1 bdroom with everything you could possibly need!

10.0 out of 10, Exceptional, (1)
"We had a fantastic stay at this charming Kona condo! From the moment we walked in, the place felt incredibly clean, cozy, and homey—like a true home away from home. The owners really went above and beyond with the amenities. The kitchen had absolutely everything you could need and more!One of the highlights for us was the snorkeling gear - perfect for our self-guided excursion to kealakekua Bay and Honaunau Bay. We also loved how close the condo was to restaurants and shops along Ali'i Drive. It...
The price is £201
includes taxes & fees
1 Jul - 2 Jul
We have it all! Cozy and comfy 1 bdroom with everything you could possibly need!

20% new listing discount, 2 bedroom condo in charming Kailua-Kona with AC

The price is £363
includes taxes & fees
27 Jun - 28 Jun
20% new listing discount, 2 bedroom condo in charming Kailua-Kona with AC

Kimo's Getaway

10.0 out of 10, Exceptional, (69)
"Lovely unit with great views. Convenient location. Would definitely stay here again!!!!"
The price is £296
includes taxes & fees
6 Jul - 7 Jul
Kimo's Getaway

Located minutes away from Historic Holualoa village and Kailua-Kona and beaches.

9.0 out of 10, Wonderful, (77)
"Good a little out of the way to shopping areas"
The price is £200
includes taxes & fees
25 Jun - 26 Jun
Located minutes away from Historic Holualoa village and Kailua-Kona and beaches.

Bungalow 1 with large kitchen, outdoor private shower and 1/2 bath.

9.2 out of 10, Wonderful, (29)
"Everything was wonderful!"
The price is £235
includes taxes & fees
25 Jun - 26 Jun
Bungalow 1 with large kitchen, outdoor private shower and 1/2 bath.

The Kumu House

9.6 out of 10, Exceptional, (7)
"Nice place! Clean and cute! Good location, close to everything. Could have used a rice cooker!"
The price is £568
includes taxes & fees
29 Jun - 30 Jun
The Kumu House

Earthy Modern Beach House

10.0 out of 10, Exceptional, (1)
"Great location. Great house. Wish we could have stayed longer."
The price is £568
includes taxes & fees
8 Jul - 9 Jul
Earthy Modern Beach House

Kumu Compound (2 Individual Homes - Sleeps 12)

The price is £1,519
includes taxes & fees
8 Jul - 9 Jul
Kumu Compound (2 Individual Homes - Sleeps 12)

The Surf Shack at Kona Bali Kai 151

The price is £335
includes taxes & fees
26 Jun - 27 Jun
The Surf Shack at Kona Bali Kai 151

Newly Upgraded 1BR Unit Near Beach Max 5 Guests

9.4 out of 10, Exceptional, (36)
"Very clean and close to the ocean."
The price is £349
includes taxes & fees
25 Jun - 26 Jun
Newly Upgraded 1BR Unit Near Beach Max 5 Guests

A/C 2 bed Comfortable Bungalow Alii drive

The price is £446
includes taxes & fees
30 Jun - 1 Jul
A/C 2 bed Comfortable Bungalow Alii drive
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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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?

Big August 2025 discount! Rare BEACH FRONT Home at Kona Surf and Racquet Club: This holiday home rental outside of Kaupulehu is located on the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Kaupulehu?

Expedia has 60 holiday 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 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.