Search Cottages in Kalaheo

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 35 Cottages in Kalaheo with updated reviews, rates, and availability.

Fern Grotto Inn
Coco Cottage Unit D | Egyptian cotton sheets, premium bedding, pillowtop beds

Fern Grotto Inn

3.5 star property
9.8 out of 10, Exceptional, (52)
"My wife and I spent a week for our honeymoon, nice little cottage for a quick getaway, close to main towns with shops and beaches. Overall had a good time. "
Fern Grotto Inn
New Custom Hawaiian Cottage - Poipu Beach- Koloa, Hi
Fridge, microwave, oven, stovetop

New Custom Hawaiian Cottage - Poipu Beach- Koloa, Hi

10.0 out of 10, Exceptional, (208)
"Wonderful cottage. Everything one could want on a beach vacation!"
New Custom Hawaiian Cottage - Poipu Beach- Koloa, Hi
Free standing cottage, providing a lot of privacy. Low traffic around property.
TV, DVD player, books

Free standing cottage, providing a lot of privacy. Low traffic around property.

9.8 out of 10, Exceptional, (18)
"Great place, we were easily able to cook breakfast and dinner. Nice location."
Free standing cottage, providing a lot of privacy. Low traffic around property.
Wailua Riverside Cottage - TVNC #1293 AC and Kayaks!
Property grounds

Wailua Riverside Cottage - TVNC #1293 AC and Kayaks!

9.6 out of 10, Exceptional, (124)
"Cozy quiet getaway."
Wailua Riverside Cottage - TVNC #1293 AC and Kayaks!
Coco Cottage at Poipu Beach - 2BR/2BA, Luxury Home
Sport court

Coco Cottage at Poipu Beach - 2BR/2BA, Luxury Home

10.0 out of 10, Exceptional, (232)
"Everything you need for a lovely vacation, easy walking distance to Brenneke and Poipu Beach."
The price is AED 1,781
AED 3,697 total
includes taxes & fees
13 Jun - 14 Jun
Coco Cottage at Poipu Beach - 2BR/2BA, Luxury Home
Oceanfront Beach Home w/ Hot Tub, EV Charger – Steps to Poipu Beach Park!
Terrace/patio

Oceanfront Beach Home w/ Hot Tub, EV Charger – Steps to Poipu Beach Park!

10.0 out of 10, Exceptional, (89)
"Had a wonderful stay!"
Oceanfront Beach Home w/ Hot Tub, EV Charger – Steps to Poipu Beach Park!
Poipu Beach Plantation Style Cottage
Sun loungers, beach towels

Poipu Beach Plantation Style Cottage

10.0 out of 10, Exceptional, (227)
"Everything about our stay was perfect! The owners were always responsive, helpful and solved/answered any issues. The cottage was well furnished with everything we needed to make a relaxing vacation and the location was wonderful."
Poipu Beach Plantation Style Cottage
Entire Cottage w/ Private Plunge Pool, A/C, BBQ
Miscellaneous

Entire Cottage w/ Private Plunge Pool, A/C, BBQ

10.0 out of 10, Exceptional, (4)
"The cottage we rented was adorable! Our stay was made amazing by the clean, spacious house and Princeville offered many great activities. The private pool overlooking the lush rainforest really was the cherry on top."
Entire Cottage w/ Private Plunge Pool, A/C, BBQ
Quaint stand-alone cottage - 2 bedroom 2 bath
Pool

Quaint stand-alone cottage - 2 bedroom 2 bath

9.2 out of 10, Wonderful, (43)
"Had a wonderful time!"
Quaint stand-alone cottage - 2 bedroom 2 bath
Perfect South Shore Island Getaway, Walk to Beach!
Pool

Perfect South Shore Island Getaway, Walk to Beach!

8.2 out of 10, Very Good, (14)
"Poipu crater was so magnificent, walking distance to the pool and beach. Condo was a little out dated, but hey you’re in Kaua’i what more could you need! The condo was perfect for 2 couples! Or even for a family. Was a great place to spend our vacation. The only negative thing was that the HOA president and his wife are very rude, accusatory, and snooty."
Perfect South Shore Island Getaway, Walk to Beach!
Entire Cottage Ocean View 12 Minutes from Poipu Beach TVNC#1242
Interior

Entire Cottage Ocean View 12 Minutes from Poipu Beach TVNC#1242

9.6 out of 10, Exceptional, (56)
"This space fits our needs and likes perfectly. "
Entire Cottage Ocean View 12 Minutes from Poipu Beach TVNC#1242
Honeymoon-View Sea Turtles From Your Deck-AC-Outdoor Shower-Free Access to Gym
Sun loungers, beach towels

Honeymoon-View Sea Turtles From Your Deck-AC-Outdoor Shower-Free Access to Gym

9.4 out of 10, Exceptional, (3)
"Not everyday you can wake up, walk onto the back patio and watch endangered green sea turtles lounging in a cove. Really amazing - we counted 13 at one point. Magical location.The house was really comfortable. The kitchen was well-equipped and there was a great farmer's market (on Saturday) just blocks away. The outdoor shower was super. For those interested, there is a clean, newer walking mall with restaurants, ice cream and shopping within a short walk. For those wanting a more local...
Honeymoon-View Sea Turtles From Your Deck-AC-Outdoor Shower-Free Access to Gym
Charming Hanalei Bungalow A/C Walk to Town and Hanalei Bay Beach! TVNC-5096
Beach nearby, sun loungers, beach towels

Charming Hanalei Bungalow A/C Walk to Town and Hanalei Bay Beach! TVNC-5096

10.0 out of 10, Exceptional, (27)
"Excellent in all respects."
Charming Hanalei Bungalow A/C Walk to Town and Hanalei Bay Beach! TVNC-5096
Gilligan's-secluded air-conditioned Cottage Near Gorgeous Beach--TVNC-4189
Beach nearby, sun loungers, beach towels

Gilligan's-secluded air-conditioned Cottage Near Gorgeous Beach--TVNC-4189

9.8 out of 10, Exceptional, (99)
"We loved this cottage and the location. It was perfect for us! "
Gilligan's-secluded air-conditioned Cottage Near Gorgeous Beach--TVNC-4189
Private Handcrafted Cottage, Walk to Secluded Beach, Hot Tub, Tandem Kayak, WiFi
Sun loungers, beach towels

Private Handcrafted Cottage, Walk to Secluded Beach, Hot Tub, Tandem Kayak, WiFi

10.0 out of 10, Exceptional, (81)
"Beautiful, pristine property close to incredible places to explore on Kauai's coast. "
Private Handcrafted Cottage, Walk to Secluded Beach, Hot Tub, Tandem Kayak, WiFi
Tiki Hut Cottage - Lush Tropical Garden, ;Walk to Tunnels Beach TVNCU#5161
Terrace/patio

Tiki Hut Cottage - Lush Tropical Garden, ;Walk to Tunnels Beach TVNCU#5161

10.0 out of 10, Exceptional, (140)
"The property is incredible with a tropical garden feel throughout.The location is outstanding with a short walk to Tunnels Beach.This is our second time we have stayed at the Tiki Hut and we are already planning for our next stay."
Tiki Hut Cottage - Lush Tropical Garden, ;Walk to Tunnels Beach TVNCU#5161
Updated Poipu Home: Large Deck w/ Scenic View
House (3 Bedrooms) | Interior

Updated Poipu Home: Large Deck w/ Scenic View

3.0 star property
Updated Poipu Home: Large Deck w/ Scenic View
Poipu Beach Cottage AC, 1 BR, Sleeps 4
Sun loungers

Poipu Beach Cottage AC, 1 BR, Sleeps 4

10.0 out of 10, Exceptional, (2)
"The unit was very spacious and looked just like the pictures. It is located in a great location in Poipu which made it really easy to get around the south side of the island. Please note, check out is 10am (which means the cleaners will be there waiting at 9:50) despite the checkout time on VRBO stating 11am."
Poipu Beach Cottage AC, 1 BR, Sleeps 4
Charming Hanalei Beach Cottage Walk to town & the Beach! A/C TVNC-1091
Beach

Charming Hanalei Beach Cottage Walk to town & the Beach! A/C TVNC-1091

10.0 out of 10, Exceptional, (27)
"Close to the Hanalei pier, beach and town. Fantastic location. This is a perfect rental for relaxation."
Charming Hanalei Beach Cottage Walk to town & the Beach! A/C TVNC-1091
Charming, Romantic Beach Cottage at Anini Beach! TVNC 1361
Beach nearby, sun loungers, beach towels

Charming, Romantic Beach Cottage at Anini Beach! TVNC 1361

2.0 star property
10.0 out of 10, Exceptional, (41)
"A lovely place. Wonderful hosts. Just so beautiful. A short walk to a very swimmable beach. Paradise!!!"
Charming, Romantic Beach Cottage at Anini Beach! TVNC 1361
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

Why book your cottage in Kalaheo with Expedia?
Booking a cottage in Kalaheo is as easy as working out your travel dates and choosing an ideal place for outdoor fun and relaxation. From luxurious retreats to budget-friendly stays and cottages that include perks like a pool, Expedia has something for all styles. As for terrific deals? We’ve got them too!
How can I find cheap cottages in Kalaheo?
Expedia can help you easily track down cheap cottages in Kalaheo. To find your perfect stay in a few quick keystrokes, use our convenient filter tool to tailor your search results by star rating, budget and amenities.