An aerial view of a coastal town with clear turquoise waters, two prominent islands, and lush green hills.

Search and Rent Kailua Condos

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Kailua condo rentals

Beach

1. A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Kuau
9.4 out of 10, Exceptional, (224 reviews)
"Great location for our last night. Walk to the beach and close enough to the airport for an early flight."
United States
jeff s.
$378 nightly
The price is $443
Oct 17 - Oct 18
Total with taxes and fees
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
A beach with palm trees, clear blue water, and rocky shoreline.

2. Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi

Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi
Paia
9.8 out of 10, Exceptional, (99 reviews)
"Close walk to a beach. Owner took care of maintenance problem quickly."
United States
David
$364 nightly
The price is $426
Oct 18 - Oct 19
Total with taxes and fees
Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi
A beach with clear blue water, rocky shore, and palm trees.

3. Condo w/ Lanai at Beginning of Road to Hana!

Condo w/ Lanai at Beginning of Road to Hana!
Paia
9.2 out of 10, Wonderful, (45 reviews)
"The property was very clean and well-appointed. It was a great location that allowed us to walk in to Mama's Fish House. The host was extremely helpful and proactive and checked to make sure we had everything we needed. If you are looking for a place to stay in Paia, this is it."
United States
Martin S.
$360 nightly
The price is $421
Oct 18 - Oct 19
Total with taxes and fees
Condo w/ Lanai at Beginning of Road to Hana!
A modern kitchen with a wooden island, stainless steel appliances, and built-in shelves.

4. Paia 2 Bedroom 2 Bathroom

Paia 2 Bedroom 2 Bathroom
Paia
8.8 out of 10, Excellent, (18 reviews)
"The Condo was perfect for our stay! Two bedrooms and two bathrooms! Plenty of space and very clean and nicely furnished. The kitchen had everything we needed and more. The location was located in a great area. Our host was wonderful with tips and recommendations! We would definitely stay here again!"
United States
Sherri W.
$518 nightly
The price is $606
Oct 18 - Oct 19
Total with taxes and fees
Paia 2 Bedroom 2 Bathroom
A hotel with a pool, a lawn, and a view of the ocean.

5. Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access

Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access
Hana Town Center
9.6 out of 10, Exceptional, (120 reviews)
"Beautiful place to stay in Hana and super nice people. "
United States
Tanya L.
$384 nightly
The price is $449
Oct 21 - Oct 22
Total with taxes and fees
Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access
A balcony with a round wooden table and chairs, a view of the ocean, and a kitchen area with a coffee maker.

6. Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access, no steps, Great View!

Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access, no steps, Great View!
Hana Town Center
9.4 out of 10, Exceptional, (82 reviews)
"Hana Kai is very convenient place to stay. Lanai is big and great place to hang out."
United States
Ann E.
$332 nightly
The price is $389
Oct 18 - Oct 19
Total with taxes and fees
Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access, no steps, Great View!
A table with a bottle and glasses on a red mat, surrounded by red chairs on a balcony with a view of palm trees and a tennis court.

7. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
9.8 out of 10, Exceptional, (280 reviews)
"Absolutely perfect stay! Kevin was very kind and very communicative. I highly recommend staying here when visiting Kīhei."
United States
Sylvia
$342 nightly
The price is $399
Oct 22 - Oct 23
Total with taxes and fees
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
A living room with a sofa, coffee table, and a large mirror. There is a sliding glass door leading to an outdoor area with a table and chairs.

8. Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View

Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View
North Kihei
10.0 out of 10, Exceptional, (47 reviews)
"Had lots of great and useful amenities "
United States
Rochelle P.
$371 nightly
The price is $434
Oct 22 - Oct 23
Total with taxes and fees
Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View
A balcony with a table set for two, featuring a bottle of wine and two glasses.

9. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
9.8 out of 10, Exceptional, (308 reviews)
"Awesome stay, all you need around there, very quiet place, good neighbors, excellent Host and amazing commons area."
United States
pablo
$347 nightly
The price is $406
Oct 28 - Oct 29
Total with taxes and fees
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
A resort with multiple buildings, a swimming pool, and a view of the ocean and mountains.

10. 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
North Kihei
10.0 out of 10, Exceptional, (321 reviews)
"Clean and comfortable base for our vacation. Convenient location with easy parking."
United States
Luukia R.
$352 nightly
The price is $412
Oct 24 - Oct 25
Total with taxes and fees
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
A beach with clear blue water, a sandy shore, and a distant mountain.

11. Oceanside condo, full kitchen, ocean view. Fully renovated 2023

Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Central Kihei
9.6 out of 10, Exceptional, (89 reviews)
"Awesome spot for our honeymoon. Would recommend."
United States
Jack
$295 nightly
The price is $345
Oct 18 - Oct 19
Total with taxes and fees
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
A spacious bedroom with a large bed, a TV, a sofa, and a desk.

12. Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly

Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly
North Kihei
9.0 out of 10, Wonderful, (12 reviews)
"Great booking"
United States
Sri K.
$343 nightly
The price is $401
Nov 1 - Nov 2
Total with taxes and fees
Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly
A hotel with a pool area, beach view, and palm trees.

13. SUMMER RATES- Popular Ground Floor Unit at OCEANFRONT RESORT.

SUMMER RATES- Popular Ground Floor Unit at OCEANFRONT RESORT.
North Kihei
9.4 out of 10, Exceptional, (78 reviews)
"Excellent ground floor condo with easy access to the pool and beach. Clean, cozy, and comfortable with everything we needed including a washer and dryer, lots of beach chairs and beach towels and really nice staff. The grounds at the resort are beautiful and we loved the hot dry sauna and the jacuzzi! We will definitely stay here again!"
United States
Jodelle F.
$393 nightly
The price is $460
Oct 17 - Oct 18
Total with taxes and fees
SUMMER RATES- Popular Ground Floor Unit at OCEANFRONT RESORT.
A beach with a visible rainbow, palm trees, and a building in the background.

14. Oceanfront Condo on magic Sugar Beach - Ocean View

Oceanfront Condo on magic Sugar Beach - Ocean View
North Kihei
10.0 out of 10, Exceptional, (25 reviews)
"Nice view from lanai!"
United States
Elisha B.
$410 nightly
The price is $446
Oct 30 - Oct 31
Total with taxes and fees
Oceanfront Condo on magic Sugar Beach - Ocean View
A beachside resort with palm trees, lounge chairs, and umbrellas.

15. Top Floor Beachfront Condo with Ocean view

Top Floor Beachfront Condo with Ocean view
North Kihei
9.6 out of 10, Exceptional, (64 reviews)
"It was a beautiful place and very cozy"
United States
Stephanie T.
$386 nightly
The price is $452
Oct 18 - Oct 19
Total with taxes and fees
Top Floor Beachfront Condo with Ocean view
A resort with a pool, lounge chairs, and a beach view.

16. Tracy's Tropical Treasure #3 earned "Best in Kihei" four times and “#1 in Maui”

Tracy's Tropical Treasure #3 earned "Best in Kihei" four times and “#1 in Maui”
North Kihei
10.0 out of 10, Exceptional, (7 reviews)
"Enjoyed the room and ease of access getting in. Parking was not an issue at all, room was clean and fully stocked. Communication was a breeze too. "
United States
Kari
$381 nightly
The price is $446
Oct 28 - Oct 29
Total with taxes and fees
Tracy's Tropical Treasure #3 earned "Best in Kihei" four times and “#1 in Maui”
A beach with boats, a sign about green turtles, and a clear view of the ocean.

17. Steps to the Beach, Affordable w/Free Parking

Steps to the Beach, Affordable w/Free Parking
North Kihei
9.6 out of 10, Exceptional, (175 reviews)
"Clean, across the street from beach and whale center. Great location to get to other places on the island. "
Canada
wayneiversonphotosk
$369 nightly
The price is $432
Oct 18 - Oct 19
Total with taxes and fees
Steps to the Beach, Affordable w/Free Parking
A beach with a sandy shore, ocean waves, and a clear sky with clouds.

18. Ocean View 2-bedroom condo with pool and AC in wonderful Kihei

Ocean View 2-bedroom condo with pool and AC in wonderful Kihei
North Kihei
9.8 out of 10, Exceptional, (34 reviews)
"Beach view and very clean. Happy with our stay. "
United States
Shannon T.
$393 nightly
The price is $461
Oct 17 - Oct 18
Total with taxes and fees
Ocean View 2-bedroom condo with pool and AC in wonderful Kihei
A beach with palm trees and a clear blue sky.

19. Ocean Views, Steps from the Beach, with New Central AC, Pool, Jacuzzi, & BBQ.

Ocean Views, Steps from the Beach, with New Central AC, Pool, Jacuzzi, & BBQ.
North Kihei
9.8 out of 10, Exceptional, (21 reviews)
"Perfect ocean views for morning coffee. Close to all the restaurants and good beaches "
United States
Michael A.
$342 nightly
The price is $401
Oct 19 - Oct 20
Total with taxes and fees
Ocean Views, Steps from the Beach, with New Central AC, Pool, Jacuzzi, & BBQ.
A balcony with a wooden table and chairs, overlooking a beach with palm trees and the ocean.

20. Exceptionally Remodeled Oceanfront, Sunsets, A/C, King bed Hale Kai O Kihei

Exceptionally Remodeled Oceanfront, Sunsets, A/C, King bed Hale Kai O Kihei
Central Kihei
10.0 out of 10, Exceptional, (181 reviews)
"AMAZING location!! Great beach and close to everything you need in Kihei. Would absolutely stay again!"
United States
Kendall P.
Exceptionally Remodeled Oceanfront, Sunsets, A/C, King bed Hale Kai O Kihei
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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Top Kailua Hotel Reviews

Hana-Maui Resort, a Destination by Hyatt Residence

Hana-Maui Resort, a Destination by Hyatt Residence

10/10 Excellent
"Room was very large and slightly dated but clean and comfortable. Lyman was courteous, helpful, friendly and went out of his way to accommodate our stay. Chelsea also was extremely friendly, accommodating and always smiling! Breakfast was delicious, the fruit plate especially!"
Terry 1-night trip
Posted 3 hours ago
Hana-Maui Resort, a Destination by Hyatt Residence

Find out more about Kailua

Kailua Condo Rentals information

Number of reviews
2,098
Accommodation
1895 Condo Rentals
Lowest Price
$345
Highest Price
$606

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