Lodging Image

Search Vacation Homes in Kalaheo

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Kalaheo vacation homes

A tropical resort pool with a water slide, surrounded by lush greenery and palm trees.

1. *NEW Poipu 2BR Retreat|Pool|AC & Athletic Club

*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club
Poipu
10.0 out of 10, Exceptional, (23 reviews)
"The house was beautiful, the location was great! And getting to go to the athletic club was such a wonderful bonus. Would absolutely stay here again!!!"
United States
Camille H.
The price is ￥34,119
￥102,256 total
includes taxes & fees
Sep 28 - Sep 29
*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club
A swimming pool with a tiled edge, surrounded by lounge chairs and palm trees.

2. An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.4 out of 10, Exceptional, (83 reviews)
"Property was comfortable, clean, and easy to find. Would stay here again. Host provided lots of extra amenities."
United States
Melissa C.
The price is ￥27,781
￥76,154 total
includes taxes & fees
Oct 15 - Oct 16
An Affordable Alternative to Expensive Accommodations in Poipu
A swimming pool with a mosaic tile design, surrounded by lounge chairs and a palm tree.

3. An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.2 out of 10, Wonderful, (114 reviews)
"Had a great stay! We really liked the unit and the location. Everything was clean and comfy, and the host was super friendly. Would definitely stay here again."
United States
Myranda S.
The price is ￥32,147
￥77,683 total
includes taxes & fees
Sep 26 - Sep 27
An Affordable Alternative to Expensive Accommodations in Poipu
A tropical resort pool with a water slide, surrounded by lush greenery and palm trees.

4. *NEW 2BD Luxe Beach Cottage |Pool PickleB Gym| AC

*NEW 2BD Luxe Beach Cottage |Pool PickleB Gym| AC
Poipu
6.0 out of 10, (1 review)
The price is ￥34,119
￥112,924 total
includes taxes & fees
Sep 26 - Sep 27
*NEW 2BD Luxe Beach Cottage |Pool PickleB Gym| AC
A beach with clear turquoise water, a sandy shore, and lush green mountains in the background.

5. Hale Minoaka | Private Cottage w/ A/C & Bikes in Poipu Beach Estates

Hale Minoaka | Private Cottage w/ A/C & Bikes in Poipu Beach Estates
Poipu
9.8 out of 10, Exceptional, (151 reviews)
"Quiet, private, clean home! Have stayed here twice now and recommend it to anyone going to the island. Has everything you need for a comfy stay."
United States
Madison H.
The price is ￥44,291
￥92,757 total
includes taxes & fees
Oct 11 - Oct 12
Hale Minoaka | Private Cottage w/ A/C & Bikes in Poipu Beach Estates
A tropical resort pool with a water slide, surrounded by lush greenery and palm trees.

6. *NEW Estate 5BR Retreat|Pool|AC & PickleBall

*NEW Estate 5BR Retreat|Pool|AC & PickleBall
Poipu
10.0 out of 10, Exceptional, (7 reviews)
"We loved this place. It was a wonderful place for all seven of us. The club house was a great place to end our day being lazy around the pool."
United States
Margaret G.
The price is ￥85,554
￥250,678 total
includes taxes & fees
Sep 26 - Sep 27
*NEW Estate 5BR Retreat|Pool|AC & PickleBall
A modern outdoor lounge area with a pool, seating, and a view of the ocean.

7. Kauai Oasis Luxe Ocean View, Pool SPA AC Sleep22

Kauai Oasis Luxe Ocean View, Pool SPA AC Sleep22
Poipu
10.0 out of 10, Exceptional, (5 reviews)
"Everything as advertised and more! Beautiful house with beautiful views. Property manager and owner were both very helpful and accommodating! "
United States
Aaron B.
The price is ￥392,003
￥999,220 total
includes taxes & fees
Oct 14 - Oct 15
Kauai Oasis Luxe Ocean View, Pool SPA AC Sleep22
A coastal sunset view with palm trees and a beach.

8. Unaffected by Hurricane-Private 4 BR Luxury Home in Poipu - Sleeps 10 TVNC#1194

Unaffected by Hurricane-Private 4 BR Luxury Home in Poipu - Sleeps 10 TVNC#1194
Poipu
9.8 out of 10, Exceptional, (119 reviews)
"Location was great "
United States
Karen G.
The price is ￥119,063
￥259,563 total
includes taxes & fees
Sep 26 - Sep 27
Unaffected by Hurricane-Private 4 BR Luxury Home in Poipu - Sleeps 10 TVNC#1194
A pool with a water slide, surrounded by rocks and tropical plants.

9. 🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠

🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠
Poipu
9.4 out of 10, Exceptional, (34 reviews)
"The property is very quiet and a good place to stay. We enjoyed the beach, the athletic club, hiking and snorkeling within walking distance of the home. Kalapaki Joe's is highly recommended for lunch and supper. The feral chickens are delightful. The common are was great for watching a movie in the evening."
United States
Mary M.
The price is ￥51,753
￥110,597 total
includes taxes & fees
Oct 19 - Oct 20
🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠
A spacious living room with wicker furniture, a flat-screen TV, and large windows offering a view of the outdoors.

10. Ocean 500 Feet

Ocean 500 Feet
Poipu
8.0 out of 10, Very good, (3 reviews)
"the property was very clean and quiet. walk distance to the beautiful beach. "
United States
Yuxia H.
The price is ￥71,438
￥164,340 total
includes taxes & fees
Sep 26 - Sep 27
Ocean 500 Feet
A beach with a sunset, palm trees, and a calm sea.

11. Great news! Our three bedroom now has air conditioning!

Great news! Our three bedroom now has air conditioning!
Poipu
9.6 out of 10, Exceptional, (128 reviews)
"Really loved our stay. Great location, nice, spacious house. Would definitely recommend. "
United States
Ryan N.
The price is ￥69,512
￥172,201 total
includes taxes & fees
Sep 28 - Sep 29
Great news! Our three bedroom now has air conditioning!
A beach with waves, a sunset, and a rocky outcrop.

12. Luxurious 4BR/3.5BA House: AC, Short Walk To Beach

Luxurious 4BR/3.5BA House: AC, Short Walk To Beach
Poipu
10.0 out of 10, Exceptional, (41 reviews)
"We loved our stay. Great location and great home. "
United States
Tyler and Kim A.
The price is ￥82,487
￥223,849 total
includes taxes & fees
Oct 4 - Oct 5
Luxurious 4BR/3.5BA House: AC, Short Walk To Beach
A residential area with a pond, lush greenery, and houses with sloped roofs.

13. *New* Fall Deal Princeville 2BR Retreat with Pool, Hot Tub and Lanai

*New* Fall Deal Princeville 2BR Retreat with Pool, Hot Tub and Lanai
Princeville
*New* Fall Deal Princeville 2BR Retreat with Pool, Hot Tub and Lanai
A room with a bed, a small table with a chair, a balcony with a view of the landscape, and a lamp.

14. Stunning 270° Hapuʻu Mtn Views • Walk to Beach • Pool • A/C • Sleeps 12 • Ocean

Stunning 270° Hapuʻu Mtn Views • Walk to Beach • Pool • A/C • Sleeps 12 • Ocean
Poipu
10.0 out of 10, Exceptional, (3 reviews)
"It was a beautiful, well maintained property and we couldn’t have asked for more. "
United States
Karey K.
Stunning 270° Hapuʻu Mtn Views • Walk to Beach • Pool • A/C • Sleeps 12 • Ocean
A tropical resort pool with a water slide, surrounded by lush greenery and palm trees.

15. *NEW 3BD Luxe Beach Estate |Pool, PickleB, Gym| AC

*NEW 3BD Luxe Beach Estate |Pool, PickleB, Gym| AC
Poipu
The price is ￥56,407
￥176,128 total
includes taxes & fees
Oct 5 - Oct 6
*NEW 3BD Luxe Beach Estate |Pool, PickleB, Gym| AC
A rocky shoreline with clear water, palm trees, and a distant view of the ocean.

16. Island Vibes! / 2BR 2BA Princeville Townhouse / Walk to Beach / Fast WiFi

Island Vibes! / 2BR 2BA Princeville Townhouse / Walk to Beach / Fast WiFi
Princeville
9.4 out of 10, Exceptional, (132 reviews)
"This is a great place to stay, in a great area on the island. The condo had everything we needed, and is decorated nicely with Hawaiian charm. "
United States
Kevin M.
The price is ￥30,012
￥92,882 total
includes taxes & fees
Sep 26 - Sep 27
Island Vibes! / 2BR 2BA Princeville Townhouse / Walk to Beach / Fast WiFi
A covered outdoor area with a wooden deck, a sliding glass door leading to a patio, and lush greenery in the background.

17. Peaceful Hawaiian Hideout Minutes to Hanalei town!

Peaceful Hawaiian Hideout Minutes to Hanalei town!
Princeville
10.0 out of 10, Exceptional, (4 reviews)
"Thalia was a lovely home. Beautifully renovated and everything was nice, new and clean. Great location for north shore exploration. Close to Hanalei and Princeville. Communication and courtesy were great. Would stay again!"
United States
Bobette N.
The price is ￥28,432
￥86,849 total
includes taxes & fees
Sep 27 - Sep 28
Peaceful Hawaiian Hideout Minutes to Hanalei town!
A bedroom with a large window overlooking the ocean, a balcony with a table and chairs, and a wooden floor.

18. B10: 1 bedroom, 3rd floor, oceanview

B10: 1 bedroom, 3rd floor, oceanview
Princeville
8.8 out of 10, Excellent, (66 reviews)
"View of the ocean from the deck and inside daybed by window are what truly make this unit stand out. The nearby Foodland has excellent food choices prepared or to cook at home, which was nice because it rained often during our stay. "
United States
David W.
The price is ￥39,434
￥99,243 total
includes taxes & fees
Sep 26 - Sep 27
B10: 1 bedroom, 3rd floor, oceanview
A two-story house with a balcony, a patio with outdoor furniture, and a well-lit interior.

19. 🏝Princeville Bliss, Huge Lanai - 3 bedroom, 4 queens, sleeps 10 🐠

🏝Princeville Bliss, Huge Lanai - 3 bedroom, 4 queens, sleeps 10 🐠
Princeville
9.4 out of 10, Exceptional, (16 reviews)
"Family friendly"
United States
Cindy W.
The price is ￥39,742
￥106,082 total
includes taxes & fees
Oct 8 - Oct 9
🏝Princeville Bliss, Huge Lanai - 3 bedroom, 4 queens, sleeps 10 🐠
A tropical resort pool with a water slide, surrounded by lush greenery and palm trees.

20. *NEW 5BD Luxe Beach Estate |Pool, PickleB, Gym| AC

*NEW 5BD Luxe Beach Estate |Pool, PickleB, Gym| AC
Poipu
9.8 out of 10, Exceptional, (9 reviews)
"Great stay , close to beach with in walking distance or drive. Very clean would stay again."
United States
Brad G.
The price is ￥122,174
￥308,537 total
includes taxes & fees
Oct 6 - Oct 7
*NEW 5BD Luxe Beach Estate |Pool, PickleB, Gym| AC
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kalaheo Hotel Reviews

Kauai Inn

Kauai Inn

10/10 Excellent
"This was a last minute booking literally! When we arrived we were greeted by Chris & Philip who were both kind & funny. Chris & his very silly jokes made us giggle and we actually went back for another joke upon checking out. And I even got a beautiful bottle of wine when we arrived! Thank you Philip. Superb BTW! This property is older & historic. John Wayne shot a movie & stayed there. Who knew!!!! Rooms were small charming & quaint. Bed very comfortable! Great shower pressure too! Lovely Hawaiian music playing in the courtyard and bummed we had no time for the pool. And there were a few adorable cats, the roosters of course and a beautiful peacock greeted us am. I’d def stay here again 💕. Dana"
Dana 1-night trip
Posted 23 hours ago
Kauai Inn

Find out more about Kalaheo

Kalaheo Vacation Homes information

Number of reviews
801
Accommodation
1021 Vacation Homes
Lowest Price
￥76,154
Highest Price
￥999,220

Explore a world of travel with Expedia