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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 51 Cottages in Kaupulehu with updated reviews, rates, and availability.

Stunning, Romantic Cottage on Slope of Hualalai
1 bedroom, in-room safe, iron/ironing board, WiFi

Stunning, Romantic Cottage on Slope of Hualalai

10.0 out of 10, Exceptional, (195)
"The property is beautiful and the hostess is extraordinarily attentive to detail."
Stunning, Romantic Cottage on Slope of Hualalai
Cozy Private Ohana with Sunset/Ocean Views and Private Entrance
Fridge, microwave, stovetop, coffee/tea maker

Cozy Private Ohana with Sunset/Ocean Views and Private Entrance

2.0 star property
9.6 out of 10, Exceptional, (4)
"My wife and I stayed here for a week while we explored Big Island. It was conveniently located so that we could explore most of the island without too much driving. The host Katie is very responsive and communicative. Her place comes with some extra nice to haves (laundry, beach towels/chairs, sunblock, etc). Would recommend staying here."
Cozy Private Ohana with Sunset/Ocean Views and Private Entrance
Private Cottage In The Rain Forest TA065882726401
Fridge, microwave, stovetop, coffee/tea maker

Private Cottage In The Rain Forest TA065882726401

10.0 out of 10, Exceptional, (127)
"This cabin has everything you could ask for, including a lanai with a flock of Hawaiian pheasants nearby. It is, however, difficult to find in the dark (a common experience if you've just come from The Mainland). Written directions were not sufficient and assumed that the visitor had access to GPS. So, there was some fumbling around on our part that made us totally miss a spectacular sunset. Other than that initial experience, everything was fine. Stores and restaurants are near, but not...
Private Cottage In The Rain Forest TA065882726401
1 Mile to Magic Sands Beach: Kailua-Kona Cottage
Beach nearby

1 Mile to Magic Sands Beach: Kailua-Kona Cottage

10.0 out of 10, Exceptional, (62)
"It was very cute and clean. The location was amazing walking distance to the beach and restaurants. The hosts were also so friendly and kind. "
1 Mile to Magic Sands Beach: Kailua-Kona Cottage
PUAKO 1940's Vintage Beach Cottage - Now with Air Conditioning
Outdoor dining

PUAKO 1940's Vintage Beach Cottage - Now with Air Conditioning

10.0 out of 10, Exceptional, (221)
"Everything about the house and hosts were just the best of the many places we've stayed. We didn't want to leave. They do a great job, and the kitchen is great for cooking, the location beautiful, and on and on. It is a special placeWe are seniors, and it was a comfortable place for us, and the ocean and wildlife were magical there. ."
PUAKO 1940's Vintage Beach Cottage - Now with Air Conditioning
Welcome to Mango Cottage
Sun loungers, beach towels

Welcome to Mango Cottage

9.8 out of 10, Exceptional, (120)
"Mango Cottage instantly had me on Island time. "
Welcome to Mango Cottage
Charming Kailua-Kona Apartment Near Hiking & Golf!
Fridge, microwave, stovetop, coffee/tea maker

Charming Kailua-Kona Apartment Near Hiking & Golf!

9.6 out of 10, Exceptional, (11)
"Cozy space. Easy access to Kona and roads around the island. Suited our purpose."
Charming Kailua-Kona Apartment Near Hiking & Golf!
Charming Oceanfront Cottage in Beautiful Historic Kailua-Kona Village
Property grounds

Charming Oceanfront Cottage in Beautiful Historic Kailua-Kona Village

9.4 out of 10, Exceptional, (39)
"The property is at a beautiful spot"
Charming Oceanfront Cottage in Beautiful Historic Kailua-Kona Village
Breezy Kailua-kona Bungalow w/ Lanai & Ocean View!
Outdoor dining

Breezy Kailua-kona Bungalow w/ Lanai & Ocean View!

3.0 star property
9.0 out of 10, Wonderful, (2)
"朝はニワトリに起こされ、夜はカエルの鳴き声が響き、空を見上げれば満天の星！自然の中にいるみたいで素敵でした。"
Breezy Kailua-kona Bungalow w/ Lanai & Ocean View!
Waimea/Kawaihae dry side with breathtaking ocean view and sunset.
Dining

Waimea/Kawaihae dry side with breathtaking ocean view and sunset.

9.6 out of 10, Exceptional, (7)
"The "cottage" really is an octagon! The decks with views of the ocean and views of the beautiful hills behind were just wonderful. We grilled one night, ate breakfast outside, and absolutely loved star gazing. The bed was comfortable, the kitchen had everything we needed (including a blender), and the bathroom was clean and nicely designed.Yumi was a great host: always easy to communicate with and had quick answers to questions.The Pu'ukohola Heiau National Historic Site was an amazing place to...
Waimea/Kawaihae dry side with breathtaking ocean view and sunset.
Kailua-kona House w/ Balcony & Ocean Views!
House (3 Bedrooms) | Interior

Kailua-kona House w/ Balcony & Ocean Views!

3.0 star property
10.0 out of 10, Exceptional, (1)
Kailua-kona House w/ Balcony & Ocean Views!
Holualoa Studio Cottage - GIANT OCEAN VIEW! Cool, private, near town

Holualoa Studio Cottage - GIANT OCEAN VIEW! Cool, private, near town

10.0 out of 10, Exceptional, (131)
"This property was lovely. Everything I needed was there and in an easy to find place. It is a pristine cottage that perfectly met my needs!"
Holualoa Studio Cottage - GIANT OCEAN VIEW! Cool, private, near town
Charming Kailua-kona Apartment Near Hiking & Golf!
Cottage (1 Bedroom) | Interior

Charming Kailua-kona Apartment Near Hiking & Golf!

3.0 star property
8.4 out of 10, Very Good, (6)
"Power outage 3 times. Cookware was vintage but stained. Parking was most challenging on a gravel driveway. Rental car kept getting stuck; thank goodness for nice neighbors. Rental was centrally located, i. e. close to Walmart, Costco, Target and laundromat. "
Charming Kailua-kona Apartment Near Hiking & Golf!
Lovely Kailua-kona Home ~ 2 Mi to Town & Beach!
House (3 Bedrooms) | Interior

Lovely Kailua-kona Home ~ 2 Mi to Town & Beach!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Lovely place to stay. 1 really tall bed was an adventure to jump into but was fun being so high up off of the ground. The home was really clean and it was a really nice touch with the gift pack. The balcony is really lovely spot early mornings and evenings to chill out on too. "
Lovely Kailua-kona Home ~ 2 Mi to Town & Beach!
Craftsman Cottage on 6 forested acres
Outdoor dining

Craftsman Cottage on 6 forested acres

9.8 out of 10, Exceptional, (81)
"Loved this place - was quiet, secluded, and safe, and nearly 3000' above Kona. Good communication - would definitely stay here again. Looks for the signs to Ohia Rental! "
Craftsman Cottage on 6 forested acres
BIG ISLAND BLUE MAKAI, Oceanfront 2BR in Puako! Beautiful sunsets in paradise
Property grounds

BIG ISLAND BLUE MAKAI, Oceanfront 2BR in Puako! Beautiful sunsets in paradise

9.8 out of 10, Exceptional, (63)
"We stayed over Christmas break 2024. We arrived and immediately checked out the beach. Saw the tide pools and turtles right away. We were sold. The water was not too rough because of the coral reef break. We usually stay on North shore of Oahu and water is not conducive to all ages and skill levels. This beach accommodated our youngest (9 yr old) to our oldest (70 yr old) and us in between, too!Turtles everyday, fish everyday, an eel on occasion… and whales almost everyday. The beds were...
BIG ISLAND BLUE MAKAI, Oceanfront 2BR in Puako! Beautiful sunsets in paradise
BIG ISLAND HALE MELE MELE, Lovely Cottage in Magical Puako!
Beach

BIG ISLAND HALE MELE MELE, Lovely Cottage in Magical Puako!

10.0 out of 10, Exceptional, (53)
"This home was absolutely perfect for us. The location. The customer service. Perfect. I can’t wait to go back!"
BIG ISLAND HALE MELE MELE, Lovely Cottage in Magical Puako!
$200 off the normal nightly rate of $595 for 3/31-4/6 for new bookings
Pool

$200 off the normal nightly rate of $595 for 3/31-4/6 for new bookings

9.8 out of 10, Exceptional, (80)
"I could write a long list of beautiful little comforts that Mary and her team provided me with. Instead I'll just say that I prepaid my next vacation here before leaving the island! "
$200 off the normal nightly rate of $595 for 3/31-4/6 for new bookings
BIG ISLAND PLUMERIA COTTAGE New AC! Ideal Couples Getaway in Magical Puako!
Beach

BIG ISLAND PLUMERIA COTTAGE New AC! Ideal Couples Getaway in Magical Puako!

10.0 out of 10, Exceptional, (94)
"Loved everything about this place! The location is great. We walked across the street to watch the sunset every evening, always a stunning show. The house was easy to live in, equipped with everything we needed. We spent a lot of time on the lanai which looks toward the ocean. There’s beach equipment, and the beaches are a very short drive from the house. There’s also a park at the end of the street where you can get in the water if you’re on the more adventurous side. The property managers are...
BIG ISLAND PLUMERIA COTTAGE New AC! Ideal Couples Getaway in Magical Puako!
Spectacular Oceanfront Puako Cottage
Aerial view

Spectacular Oceanfront Puako Cottage

10.0 out of 10, Exceptional, (4)
"Fantastic old Hawaiian cottage right on the water. Walked to the Puako general store. Good spot for snorkeling."
Spectacular Oceanfront Puako Cottage
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

Royal Sea Cliff Kona by OUTRIGGER
2 outdoor pools

Royal Sea Cliff Kona by OUTRIGGER

3.0 star property
8.6 out of 10, Excellent, (511)
"Great place for a family. Property was well stocked with everything we needed to make meals or go to the beach. Although the place may be a little dated/needs upgrading, it was very clean. I wouldn’t say it’s walking distance to shops/restaurants for people with young children. It was about a half hour walk and hot) We made it work. The workers at the resort were really nice and accommodating. They even had little activities at the resort that were either complimentary or very cheap. Would...
Royal Sea Cliff Kona by OUTRIGGER
Kona Bali Kai
Beach

Kona Bali Kai

2.0 star property
7.6 out of 10, Good, (5)
"no ac"
The price is AED 893
AED 1,289 total
includes taxes & fees
7 Apr - 8 Apr
Kona Bali Kai
Aston Kona by the Sea
On the beach

Aston Kona by the Sea

4.0 star property
8.8 out of 10, Excellent, (1071)
"Beautiful room, wonderful amenities impeccable hospitality! A slice of paradise."
The price is AED 1,013
AED 1,744 total
includes taxes & fees
12 Apr - 13 Apr
Aston Kona by the Sea
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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