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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Kaupulehu Vacation Homes

Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
Enjoy cooking in this well-lit kitchen with a large window view and modern appliances.

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

10.0 out of 10, Exceptional, (153)
"Great stay. Great amenities. Be aware it is 2nd floor with only stair access. "
The price is CA $289
CA $613 total
includes taxes & fees
Aug 20 - Aug 21
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
Walk to White Sands Beach or Relax by Your Private Pool
Relax by the serene pool surrounded by lush greenery and palm trees.

Walk to White Sands Beach or Relax by Your Private Pool

9.6 out of 10, Exceptional, (239)
"This was an excellent place to stay. The location and view was as advertised. Communication with owner very good. "
Walk to White Sands Beach or Relax by Your Private Pool
Beach Club pass included! Fairways at Mauna Lani: Deluxe Island Getaway
Enjoy the serene beachfront and lush surroundings of this coastal resort.

Beach Club pass included! Fairways at Mauna Lani: Deluxe Island Getaway

10.0 out of 10, Exceptional, (173)
"We thoroughly enjoyed our stay and were pleasantly surprised at the availability of spices and seasonings for cooking! We had nearly everything we needed to make nice meals nightly - though we did thoroughly enjoy the local restaurants as well! We will be back!"
Beach Club pass included! Fairways at Mauna Lani: Deluxe Island Getaway
Rare BEACH FRONT Home at Kona Surf and Racquet Club. Accessible beach 🏖️
Guests can enjoy a beachside setting with a palm tree and ocean views.

Rare BEACH FRONT Home at Kona Surf and Racquet Club. Accessible beach 🏖️

9.8 out of 10, Exceptional, (94)
"We loved our stay at this oceanfront property! The sunsets were second to none here!"
The price is CA $201
CA $772 total
includes taxes & fees
Aug 8 - Aug 9
Rare BEACH FRONT Home at Kona Surf and Racquet Club. Accessible beach 🏖️
Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero
Relax in this ocean-view space with a table and chairs, perfect for dining or unwinding.

Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero

10.0 out of 10, Exceptional, (46)
"Excellent communication by/with property manager."
Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero
BBQ, New Air Conditioning and upgrades!
Relax by the serene pool surrounded by lush greenery and tropical plants, with a stone pathway leading to a seating area with sun loungers.

BBQ, New Air Conditioning and upgrades!

9.6 out of 10, Exceptional, (85)
"Nice place to stay in the big island. The unit feels well updated. Very short walking distance to some shops, restaurants, and grocery store. Beaches nearby, too! "
BBQ, New Air Conditioning and upgrades!
Newly Renovated-new furnishings and new paint. 2101 Waikoloa Colony Villas
Relax by the pool surrounded by lush greenery and palm trees, with lounge chairs available for your comfort.

Newly Renovated-new furnishings and new paint. 2101 Waikoloa Colony Villas

9.6 out of 10, Exceptional, (4)
"The condo is "
Newly Renovated-new furnishings and new paint. 2101 Waikoloa Colony Villas
Spacious 4-bedroom house plus bunk room with WiFi and AC in charming Kailua-Kona
Relax by the ocean with a refreshing swim or sunbathe on the poolside lounge chairs.

Spacious 4-bedroom house plus bunk room with WiFi and AC in charming Kailua-Kona

10.0 out of 10, Exceptional, (4)
"We really enjoyed our stay at this house. The location was great for teens with an easy walk to town, parks and beaches. Open floor plan was great for relaxing by the pool and enjoying the ocean view. Ample private space for the adults and the home was well stocked. Would stay again for certain. "
Spacious 4-bedroom house plus bunk room with WiFi and AC in charming Kailua-Kona
Serene PUAKO BEACHFRONT ESTATE. All Oceanview bedrooms, Large Courtyard Pool.
Enjoy a comfortable outdoor space with a patio, deck, and barbecue grill.

Serene PUAKO BEACHFRONT ESTATE. All Oceanview bedrooms, Large Courtyard Pool.

10.0 out of 10, Exceptional, (132)
"This is our third time staying at the Hula Moon. As soon as you enter you are greeted with an unbelievable view of the ocean, we saw whales and turtles everyday during our 2 week visit. There is plenty of space for everyone to gather as well as having individual privacy. I can’t wait to plan our next visit..I miss the sound of the ocean lulling me to sleep each night. Thank you Gail and Niki for another amazing family vacation."
Serene PUAKO BEACHFRONT ESTATE. All Oceanview bedrooms, Large Courtyard Pool.
2 bedroom home minutes to world class beaches, surf, scuba, snorkeling & golf!
Enjoy a serene beach setting with a clear view of the sea and a sandy shore, framed by lush green pine trees.

2 bedroom home minutes to world class beaches, surf, scuba, snorkeling & golf!

2.0 star property
10.0 out of 10, Exceptional, (19)
"Absolutely loved our stay! Wonderful hosts who have created a comfortable and stylish accommodation in paradise. Kyla is a warm, kind, responsive host and we are very grateful!! With much Aloha!"
2 bedroom home minutes to world class beaches, surf, scuba, snorkeling & golf!
20% Off Sept 5-14 - EPIC Location-SPECTACULAR Sunset, Ocean Views-Infinity Pool
Relax by the well-maintained pool surrounded by tropical plants and comfortable lounge chairs.

20% Off Sept 5-14 - EPIC Location-SPECTACULAR Sunset, Ocean Views-Infinity Pool

10.0 out of 10, Exceptional, (71)
"Wonderful house for extended family with a small child who stayed in den off master bedroom by parents, fantastic view, great location , good pool and hot tub and kitchen. Easy to get to from airport"
20% Off Sept 5-14 - EPIC Location-SPECTACULAR Sunset, Ocean Views-Infinity Pool
Direct Oceanfront Condo on Private Beach Resort *Central AC *
Enjoy a scenic ocean view from this outdoor picnic table, situated on a platform surrounded by volcanic rocks and lush greenery.

Direct Oceanfront Condo on Private Beach Resort *Central AC *

9.6 out of 10, Exceptional, (170)
"Great location and had everything you needed. "
Direct Oceanfront Condo on Private Beach Resort *Central AC *
'My Favorite Place on Earth'
Relax in a serene outdoor setting surrounded by lush greenery and palm trees overlooking a tranquil beach with clear waters.

'My Favorite Place on Earth'

10.0 out of 10, Exceptional, (87)
"Off the beaten track but worth the drive."
'My Favorite Place on Earth'
Oceanfront Kona Beach House
Relax on the deck with a hot tub overlooking the ocean, surrounded by comfortable seating and a secure railing.

Oceanfront Kona Beach House

10.0 out of 10, Exceptional, (78)
"This home is just lovely-clean, very well equipped and right on the ocean. We certainly would stay here again. "
Oceanfront Kona Beach House
Remodeled Kona Home w/Panoramic Ocean Views & Vibrant Sunsets
Enjoy breathtaking views of the surrounding landscape from this balcony, featuring a hammock and a tree-lined view.

Remodeled Kona Home w/Panoramic Ocean Views & Vibrant Sunsets

10.0 out of 10, Exceptional, (4)
" Nice place, will visit again. "
Remodeled Kona Home w/Panoramic Ocean Views & Vibrant Sunsets
Don`t miss out on This Amazing Home for your vacation.
Relax by the serene pool surrounded by lush tropical plants and palm trees.

Don`t miss out on This Amazing Home for your vacation.

9.8 out of 10, Exceptional, (131)
"As local Hawai’i residents we were stoked with Annie’s house in Kailua-Kona! It was close to stores and restaurants and the pool was a huge plus! We cannot wait to return for our next girls trip 😍"
Don`t miss out on This Amazing Home for your vacation.
Outrigger Paradise Hale Wa a Pale with Private Pool!
Pool

Outrigger Paradise Hale Wa a Pale with Private Pool!

9.4 out of 10, Exceptional, (43)
"The house is kind of a funky lay out, but it worked perfect for our group of three different house holds. Beautiful viewed, beautiful pool, and large, comfortable space."
Outrigger Paradise Hale Wa a Pale with Private Pool!
UPPER UNIT -1500 sq/ ft - 30 + days !
Relax in a serene outdoor space surrounded by lush greenery and tropical plants.

UPPER UNIT -1500 sq/ ft - 30 + days !

9.8 out of 10, Exceptional, (13)
"Was perfect. No issues. "
UPPER UNIT -1500 sq/ ft - 30 + days !
Sunset House
Guests can enjoy ocean views from this outdoor seating area featuring a table and two chairs with cushions.

Sunset House

9.8 out of 10, Exceptional, (58)
"Clean, comfortable and roomy for our group. We went all over the island and this was a great location for our “home base”. "
Sunset House
Beachside Cottage surrounded by coffee trees but minutes from the beaches
Cozy lounge area with a fireplace, TV, and comfortable seating.

Beachside Cottage surrounded by coffee trees but minutes from the beaches

9.4 out of 10, Exceptional, (18)
"Nice cottage in a quiet neighborhood."
Beachside Cottage surrounded by coffee trees but minutes from the beaches
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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Top Kaupulehu Hotel Reviews

OUTRIGGER Kona Resort and Spa

OUTRIGGER Kona Resort and Spa

10/10 Excellent
"This is probably the nicest place in Kona. Sure if you go all the out to Waikoloa you get 5 star. But the Outrigger has been redone and is quite nice and very spacious. "
Robby 1-night trip
Posted 13 hours ago
OUTRIGGER Kona Resort and Spa