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Compare 944 Vacation Homes in Kaupulehu with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (118)
"We stayed in the house at the end of our trip. We loved the decks in front and back of the house. The house has good space and nicely decorated. Host were responsive and helpful."
The price is AED 657
AED 1,483 total
includes taxes & fees
20 Jan - 21 January 2025
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views

10.0 out of 10, Exceptional, (24)
"We had a wonderful stay and would highly recommend."
Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views

Paradise Found

9.8 out of 10, Exceptional, (18)
"Wonder home and has everything you would want. Great place for a family with kids. "
Paradise Found

Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10

10.0 out of 10, Exceptional, (24)
"Such a great property! Beautiful home, nicer than the pictures show online. Extremely well equipped! This home has anything and everything you can imagine! Gorgeous views! "
Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10

Direct Oceanfront Condo on Private Beach Resort *Central AC *

9.6 out of 10, Exceptional, (160)
"The stay was outstanding, the first morning we were treated by spinner dolphins cavorting while we watched from the lanai. We were able to catch all but one sunset from the comfortable lanai. It’s funny, but we started arranging our excursions and dinners to make sure that we could have an adult beverage and watch the sunset. There are beach chairs and umbrellas to use. The condo had everything we needed and/or wanted. The condo was very clean. The hosts were responsive and friendly and had good...
Direct Oceanfront Condo on Private Beach Resort *Central AC *

Beautiful Pool with Stunning Ocean and Sunset Views

9.6 out of 10, Exceptional, (51)
"Great location good house the host was a good communicator "
Beautiful Pool with Stunning Ocean and Sunset Views

Luxurious Hali'i Kai Townhome with fabulous Ocean views and Private Ocean Club

10.0 out of 10, Exceptional, (92)
"We had so much fun at this location. Great to visit so many close amazing places. The pool and bistro at the resort is awesome! We highly recommend:)"
Luxurious Hali'i Kai Townhome with fabulous Ocean views and Private Ocean Club

Oceanfront, 5 STAR, Home 3 BR/3 BA, wonderful lanai and Jacuzzi -Sleeps 8

9.8 out of 10, Exceptional, (156)
"You can not find a property any closer to the ocean than this! Watch the Yellow Tangs up against the lava rocks every morning and if you’re lucky you also see spinning dolphins (we saw them twice around 7:15 am, as well as 2 years ago). I love to snorkel and you can walk 10 mins to Kahalu’u for the biggest variety of fish you will see anywhere on the island (2 steps is a 30 min drive, which I recommend, but not as varied). The house is well taken care of and cleaned impeccably. You will find...
Oceanfront, 5 STAR, Home 3 BR/3 BA, wonderful lanai and Jacuzzi -Sleeps 8

Cozy Island Retreat!

9.0 out of 10, Wonderful, (8)
"The property was amazing. Very clean and well kept. No a/c = no problem. Open window and patio slider offered wonderful breezes throughout the day and night. On site amenities: grills, pool and workout area were also kept up nicely. Well done!"
Cozy Island Retreat!

Three Palms

9.8 out of 10, Exceptional, (38)
"This is our third time at Three Palms and it's always a pleasure. Steve and Ying are always accommodating, friendly hosts whom we've come to look forward to seeing when in Kona"
Three Palms

Beachside Cottage surrounded by coffee trees but minutes from the beaches

9.6 out of 10, Exceptional, (9)
"My daughter and I had a great time. Two items: 1. hot tub listed in the description, but none was available 2. didn't know about the noise from the frogs (didn't bother me) but my daughter needed to get some ear plugs. Other than that, we truly enjoyed our stay at the cottage. The host Ruth and her dog Buddy were very friendly and pleasant. Would stay there again."
Beachside Cottage surrounded by coffee trees but minutes from the beaches

🌺Luxury In Paradise! Includes Hilton Pool Pass, Golf Discounts & Beach Gear

10.0 out of 10, Exceptional, (168)
"Beautiful Condo 8n ideal location."
🌺Luxury In Paradise! Includes Hilton Pool Pass, Golf Discounts & Beach Gear

Oceanview House near Best Beaches on Big Island, Massage Chair!

10.0 out of 10, Exceptional, (37)
"The property was near some of the best beaches in the island. The owners were super attentive. Nick and Nicole sent us a fresh loaf of raisin bread, which we enjoyed with a fresh a cup of coffee every morning,which was also provided. The house had all the amenities we needed. The kitchen was fully stocked. The house was pretty clean. The owners even had a folder with recommendations of places to eat and things to do in the island. Nick and Nicole were very responsive to our inquiries. We' ve...
Oceanview House near Best Beaches on Big Island, Massage Chair!

Modern 1-bedroom house in tranquil Kealakekua with AC, WiFi

Modern 1-bedroom house in tranquil Kealakekua with AC, WiFi

Dolphin Manor: Stunning Oceanfront Home w/Pool, Spa, A/C, Private Lanai

9.2 out of 10, Wonderful, (16)
"This beautiful home a little over 1 mile to downtown Kailua Kona was chosen for our annual family gathering- this year 12 of us. Pros: It was perfect for walks to the beach (Kailua Bay) and town, running along Ali’i drive, and picking up groceries. The 5 bedrooms and 6 bathrooms provided great private space. The views oceanfront were gorgeous, ocean sounds, sunsets, sighting spinner dolphins. Our family enjoyed searching the tidal pools. Kitchen was roomy and we had yummy meals. Cons: the...
Dolphin Manor: Stunning Oceanfront Home w/Pool, Spa, A/C, Private Lanai

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

10.0 out of 10, Exceptional, (35)
"Excellent communication by/with property manager."
Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero

Awesome View, Best Snorkel Beach, Big Lanais, Private Home

9.4 out of 10, Exceptional, (80)
"House was in excellent repair. Everthing was clean and working properly. Host communication was quick and welcoming. Thanks for letting us use your home, we had a great visit!"
Awesome View, Best Snorkel Beach, Big Lanais, Private Home

Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC

9.0 out of 10, Wonderful, (23)
"The house had plenty of room to accommodate our party of 15 adults. The views off the back lanais are indescribable. Dolphins were a giving us some morning entertainment on one of our mornings there. We drove a little way down to Hapuna Beach and saw sea turtles. Magic Sands Beach was just a mile down the road and a great little spot. It was never crowded when we went or drove by on our way to our next adventure. This stay has actually gotten my family and me Looking into moving there. The...
Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC

🏖️Ocean View Home with Pool Walking Distance to Ocean and Beach | vrKCV

9.6 out of 10, Exceptional, (78)
"We loved staying in this home and it fit the seven of us (4 adults and three kids) perfectly. So centrally located, great cook’s kitchen, short walk to the beach and the Old Airport beach. Very quiet neighborhood and minutes from downtown Kailua-Kona. We look forward to renting thus home again. Mahalo!"
🏖️Ocean View Home with Pool Walking Distance to Ocean and Beach | vrKCV

Breathtaking Luxurious Pacific Island Home

9.8 out of 10, Exceptional, (111)
"Plenty of space and great location. Highly recommend"
Breathtaking Luxurious Pacific Island Home
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 property types in Kaupulehu

Aston Kona by the Sea

4.0 star property
8.8 out of 10, Excellent, (1042)
"Loved the view and the pool. Would definitely stay again if I'm back in Kona."
The price is AED 1,160
AED 1,908 total
includes taxes & fees
26 Jan - 27 January 2025
Aston Kona by the Sea

Sea Village

2.5 star property
8.6 out of 10, Excellent, (59)
"VI Resorts is "top drawer service & quality". I will ALWAYS recommend these guys first. Having been a local to the island, and having stayed at almost every hotel on the island since I was a kid growing up.... you CANNOT BEAT the value and quality of staying here at Sea Village. The only "complaint" is figuring out where and how to check in. ONCE you got that figured out, the stay is a dream."
The price is AED 1,025
AED 1,209 total
includes taxes & fees
2 Jan - 3 January 2025
Sea Village

Castle Hali'i Kai at Waikoloa

4.0 star property
9.0 out of 10, Wonderful, (665)
"Hali’i Kai a quiet resort tucked into the Waikolo area. Its townhomes stretch from oceanfront, back to golf views. Watch for whales from its beautiful, family-friendly pool. Food and drink options, as well as a small gym are also located there. Our units furnishings were somewhat dated, but clean and comfortable. A beach cooler, sand toys, and boogie boards were available for our use. If you’re looking for a smaller, more private resort, I’d definitely recommend Hali’i Kai"
Castle Hali'i Kai at Waikoloa
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.