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Check prices for these dates

Next weekend
14 Rab. I - 16 Rab. I
In two weeks
21 Rab. I - 23 Rab. I
In one month
4 Rab. II - 6 Rab. II
In two months
2 Jum. I - 4 Jum. I

Compare 43 Cottages in Kaupulehu with updated reviews, rates, and availability.

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, (123)
"This place is absolutely beautiful tucked up in the rainforest. You have a beautiful view the all the plants and friendly animals. The frogs will sing you a song each night and it's just a 15 minute drive to the ocean. "
Private Cottage In The Rain Forest TA065882726401
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
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, (194)
"This is a wonderful, quiet, clean, beautifully landscaped property. The cottage is accurately described and the host has thought of and provided for every possible need. Gale is warm and friendly, most knowledgable about the island and does a terrific job of making sure her guests are comfortable. We would stay again! The property is a great value!"
Stunning, Romantic Cottage on Slope of Hualalai
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, (128)
"It was great until the owner came by the last day around 9:00 asking us when we were leaving and I said the checkout time at 11:00. He said he has another person coming that day with an attitude. I did not say anything, but we paid to 11:00 and not my problem that he had another client coming in . It just messed up a great time and great place they have and they had been very nice up until then."
Holualoa Studio Cottage - GIANT OCEAN VIEW! Cool, private, near town
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!
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, (61)
"The perfect setting for a Kona Side stay! April, your host, is fantastic and this was the most well appointed vacation rental we've ever stayed at, she thought of everything. The sitting area is private, facing the undeveloped island flora, perfect for morning coffee or evening cocktail. A few short blocks and your at Magic Beach, and walking either way from there is more beaches in short distance. We could not recommend this rental more!"
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
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
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
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
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
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!
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!
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!
$170 off the normal nightly rate of $595 for 3/31-4/20 for new bookings
Pool

$170 off the normal nightly rate of $595 for 3/31-4/20 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! "
$170 off the normal nightly rate of $595 for 3/31-4/20 for new bookings
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
2 bedroom 1 bath cottage 10 minutes from beach
Interior

2 bedroom 1 bath cottage 10 minutes from beach

8.0 out of 10, Very Good, (3)
"Great communication, clean and organized home with the things needed to enjoy Hawaii."
2 bedroom 1 bath cottage 10 minutes from beach
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
8.4 out of 10, Very Good, (506)
"Our unit has excellent ocean view watched beautiful Kona sunset every day itself worth price of admission. Kitchen very well stocked, water kettle for tea would be real nice. Facility quite dated but very clean well kept n maintained. Staff mostly friendly helpful. Parking is an adventure each day entrance n exit quite challenging be careful if driving larger vehicle. Finding parking spot can be crap shoot. Good location minutes drive from everything in town. Would definiely stay again when back...
The price is SAR 1,064
SAR 2,684 total
includes taxes & fees
1 Apr - 2 Apr
Royal Sea Cliff Kona by OUTRIGGER
Aston Kona by the Sea
On the beach

Aston Kona by the Sea

4.0 star property
8.8 out of 10, Excellent, (1067)
"Awesome location "
The price is SAR 1,405
SAR 2,209 total
includes taxes & fees
11 Mar - 12 Mar
Aston Kona by the Sea
Castle Hali'i Kai at Waikoloa
Aerial view

Castle Hali'i Kai at Waikoloa

4.0 star property
9.0 out of 10, Wonderful, (677)
"The location, and overall surroundings. Plenty room for our family. However the carpeting was dirty, it didn't feel clean, with many spots in the entry hall"
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.

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