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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 2673 Condo Rentals in Kalaheo with updated reviews, rates, and availability.

Castle Kaha Lani Resort
2 Bedrooms, 2 Bath Oceanfront | In-room safe, iron/ironing board, rollaway beds, free WiFi

Castle Kaha Lani Resort

3.0 star property
8.4 out of 10, Very Good, (747)
"Loved my stay!"
Castle Kaha Lani Resort
Makai Club Resort
Outdoor pool

Makai Club Resort

3.5 star property
9.0 out of 10, Wonderful, (331)
"Loved our stay this resort. Very spacious rooms with lots of amenities. "
Makai Club Resort
BEST PRICE/VALUE in Princeville! Cute and cozy studio!
Beach nearby, sun loungers, beach towels

BEST PRICE/VALUE in Princeville! Cute and cozy studio!

9.0 out of 10, Wonderful, (207)
"This was a great property. The location was perfect and the hot tub helped after long days of hiking. Close to amazing food and beaches. Recommend for a stay in Princeville. "
BEST PRICE/VALUE in Princeville! Cute and cozy studio!
Elegant Princeville Condo with Cozy Loft Bedroom
Pool

Elegant Princeville Condo with Cozy Loft Bedroom

9.4 out of 10, Exceptional, (70)
"Enjoyed our stay. Location and facilities were great, property listing was accurate, easy check in/out process, and good communication "
The price is $360
includes taxes & fees
$309 per night
May 1 - May 2
Elegant Princeville Condo with Cozy Loft Bedroom
D3, BREATHTAKING views from ALL windows!! Private End Unit on Corner of Bluff!
On the beach, sun loungers, beach towels

D3, BREATHTAKING views from ALL windows!! Private End Unit on Corner of Bluff!

9.6 out of 10, Exceptional, (274)
"Loved it! Walking in and seeing the view once you slide back the curtains is just the best feeling! We had a wonderful time staying here. The host was wonderful and the condo was supplied with everything we needed and more! "
The price is $502
includes taxes & fees
$431 per night
May 2 - May 3
D3, BREATHTAKING views from ALL windows!! Private End Unit on Corner of Bluff!
Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6
Pool

Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6

2.0 star property
9.8 out of 10, Exceptional, (29)
"Spacious and clean condo with all the modern conveniences. So nice to be able to cook and do laundry! Enjoyed using the boogie boards. Quiet and safe location, our family of 4 loved it! Make sure you check out the turtles and monk seals at Poipu Beach (wear adequate water shoe/flippers as the rocks can be sharp). Thank you for a lovely stay! Mahalo! 💞"
The price is $612
includes taxes & fees
$526 per night
May 6 - May 7
Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6
AC OCEANFRONT END-CORNER UNIT NOTHING BUT OCEAN AND TURTLES, B201
Terrace/patio

AC OCEANFRONT END-CORNER UNIT NOTHING BUT OCEAN AND TURTLES, B201

9.8 out of 10, Exceptional, (134)
"10 year anniversary trip, winter get away"
AC OCEANFRONT END-CORNER UNIT NOTHING BUT OCEAN AND TURTLES, B201
BEST Ocean View on Property 2 Queen beds Beachfront Resort, restaurant's on site
Outdoor pool

BEST Ocean View on Property 2 Queen beds Beachfront Resort, restaurant's on site

9.4 out of 10, Exceptional, (46)
"Loved this property and the resort. This unit is ocean facing with a great view from the lanai. We loved having our coffee out there in the mornings. The pools are beautiful and the location of the property is perfect. Loved the beach items for use as well!"
BEST Ocean View on Property 2 Queen beds Beachfront Resort, restaurant's on site
Princeville Delight! COLD A/C, Sleeps 4, Pool & Jacuzzi, Private Lanai & Space
Beach nearby, sun loungers, beach towels

Princeville Delight! COLD A/C, Sleeps 4, Pool & Jacuzzi, Private Lanai & Space

10.0 out of 10, Exceptional, (7)
"Wonderful place to stay! We loved that they provided everything we needed for beach days and we didn’t have to rent things! The bed was super comfortable, the neighborhood was quiet and walkable to hideaway beach (just over a mile). We also loved that we were able to cook some of our meals. Host was extremely accommodating and responsive! Would book again!"
The price is $421
includes taxes & fees
$362 per night
May 22 - May 23
Princeville Delight! COLD A/C, Sleeps 4, Pool & Jacuzzi, Private Lanai & Space
Recently Updated Beachfront Oceanfront Condo! Walk to Old Town Kapa'a
On the beach, sun loungers, beach towels

Recently Updated Beachfront Oceanfront Condo! Walk to Old Town Kapa'a

10.0 out of 10, Exceptional, (107)
"Great place to stay with a great view. Highly recommended. "
Recently Updated Beachfront Oceanfront Condo! Walk to Old Town Kapa'a
Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!
1 bedroom, iron/ironing board, free WiFi, bed sheets

Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!

9.8 out of 10, Exceptional, (112)
"Wonderful property, amazing location, everything was smooth and made for an amazing trip to Kauai. "
Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!
New Remodel & Rare Find #35 w/ Oceanview, AC, and corner unit! Look no further!
On the beach, sun loungers, beach towels

New Remodel & Rare Find #35 w/ Oceanview, AC, and corner unit! Look no further!

10.0 out of 10, Exceptional, (94)
"The place and owners were awesome!! Definitely the go to spot on kauai"
The price is $720
includes taxes & fees
$619 per night
May 10 - May 11
New Remodel & Rare Find #35 w/ Oceanview, AC, and corner unit! Look no further!
Pono Kai A-201 .. Air conditioned Oceanfront Condo on the Coconut Coast
Golf

Pono Kai A-201 .. Air conditioned Oceanfront Condo on the Coconut Coast

8.6 out of 10, Excellent, (57)
"Wonderful set up for us to vacation with adult children! View of the ocean, lots of space and light, well furnished.A great place to stay."
Pono Kai A-201 .. Air conditioned Oceanfront Condo on the Coconut Coast
Fresh & Clean, Air Conditioned Second Floor Condo in Princeville
Pool

Fresh & Clean, Air Conditioned Second Floor Condo in Princeville

9.8 out of 10, Exceptional, (233)
"Mahalo Mike!"
Fresh & Clean, Air Conditioned Second Floor Condo in Princeville
Right ON the beach, sleep to the sound of the surf!
On the beach

Right ON the beach, sleep to the sound of the surf!

9.2 out of 10, Wonderful, (36)
"Well kept property with dining onsite. Its was quite and peaceful. I've visited here before and will do so again. Mahalo"
Right ON the beach, sleep to the sound of the surf!
Prince Kuhio #205, Ocean View, sunny south shore Poipu area
Beach nearby, sun loungers, beach towels

Prince Kuhio #205, Ocean View, sunny south shore Poipu area

9.6 out of 10, Exceptional, (183)
"Nice quiet complex with walking distance to three small quiet beaches. Owner very accessible for any assistance. 20 minutes from the airport and a low traffic area. "
Prince Kuhio #205, Ocean View, sunny south shore Poipu area
Full Ocean View, Great For Whale Watching
Beach

Full Ocean View, Great For Whale Watching

10.0 out of 10, Exceptional, (119)
"This was a great location and beautiful view. We enjoyed the chairs overlooking the ocean on the lawn as well. "
Full Ocean View, Great For Whale Watching
PRIVATE CORNER UNIT WITH SPECTACULAR OCEAN FRONT VIEWS
Outdoor dining

PRIVATE CORNER UNIT WITH SPECTACULAR OCEAN FRONT VIEWS

10.0 out of 10, Exceptional, (170)
"We had a great time. We already want to plan a return trip."
PRIVATE CORNER UNIT WITH SPECTACULAR OCEAN FRONT VIEWS
MOST STUNNING Oceanfront Views, A/c, Washer/Dryer, Kitchen, Elevator, Beach 0.5m
Outdoor pool

MOST STUNNING Oceanfront Views, A/c, Washer/Dryer, Kitchen, Elevator, Beach 0.5m

10.0 out of 10, Exceptional, (130)
"We love staying at Poipu Shires the views cannot be beat."
MOST STUNNING Oceanfront Views, A/c, Washer/Dryer, Kitchen, Elevator, Beach 0.5m
Top Floor corner unit in main building !
A heated pool

Top Floor corner unit in main building !

9.8 out of 10, Exceptional, (228)
"Perfect location near food and shopping. Easy access and just as described. Ideal for older kids or large families using the space for gathering and extra amenities "
Top Floor corner unit in main building !
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 Kalaheo

Castle Kaha Lani Resort
2 Bedrooms, 2 Bath Oceanfront | In-room safe, iron/ironing board, rollaway beds, free WiFi

Castle Kaha Lani Resort

3.0 star property
8.4 out of 10, Very Good, (747)
"Loved my stay!"
Castle Kaha Lani Resort
Plantation Hale Suites
Aerial view

Plantation Hale Suites

3.0 star property
8.0 out of 10, Very Good, (1606)
"We had a great time. Would stay again"
The price is $319
includes taxes & fees
$271 per night
May 14 - May 15
Plantation Hale Suites
Makai Club Resort
Outdoor pool

Makai Club Resort

3.5 star property
9.0 out of 10, Wonderful, (331)
"Loved our stay this resort. Very spacious rooms with lots of amenities. "
Makai Club Resort
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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