Search Condos Rentals in Kailua from CA $194

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Kailua Condo Rentals

Beachfront ,Groundfloor, Oceanfront Corner unit 114 - Steps to the Beach!!!
Pool

Beachfront ,Groundfloor, Oceanfront Corner unit 114 - Steps to the Beach!!!

9.8 out of 10, Exceptional, (189)
"Comfortable room, cold AC and what an amazing view. Literally steps from the beach and pool."
The price is CA $300
CA $681 total
includes taxes & fees
Aug 26 - Aug 27
Beachfront ,Groundfloor, Oceanfront Corner unit 114 - Steps to the Beach!!!
1BR/1BA Peaceful , relaxing , affordable Tropical South Maui Condo.
Beach nearby, sun loungers, beach towels

1BR/1BA Peaceful , relaxing , affordable Tropical South Maui Condo.

9.4 out of 10, Exceptional, (113)
"I enjoyed how close of a walk it was to stores, restaurants and several beaches. "
1BR/1BA Peaceful , relaxing , affordable Tropical South Maui Condo.
Maui Sunset B120 Beachfront, Ground Floor, Ocean-View, Families! Amenities! Pool
On the beach, sun loungers, beach towels

Maui Sunset B120 Beachfront, Ground Floor, Ocean-View, Families! Amenities! Pool

10.0 out of 10, Exceptional, (71)
"Great condo. Great location. Could not have asked for a better place to stay with my family (two kids under 5). The grounds are well kept and staff are friendly. "
Maui Sunset B120 Beachfront, Ground Floor, Ocean-View, Families! Amenities! Pool
Chic & Elegant Oceanfront Vistas
Luxury Condo | Private kitchen

Chic & Elegant Oceanfront Vistas

4.0 star property
9.8 out of 10, Exceptional, (24)
"Pretty standard condos. Nice beaches and restaurants nearby. "
Chic & Elegant Oceanfront Vistas
Completely remodeled 2 bedroom King bed AC Kauhale Makai on the top floor
On the beach, sun loungers, beach towels

Completely remodeled 2 bedroom King bed AC Kauhale Makai on the top floor

10.0 out of 10, Exceptional, (82)
"Great location and the A/C was a must compared to other places we have stayed in Maui. "
Completely remodeled 2 bedroom King bed AC Kauhale Makai on the top floor
Beach Front Ocean View Penthouse Kealia Resort Condo - Sugar Beach
On the beach, sun loungers, beach towels

Beach Front Ocean View Penthouse Kealia Resort Condo - Sugar Beach

10.0 out of 10, Exceptional, (134)
"It was great, would come back and stay again!"
Beach Front Ocean View Penthouse Kealia Resort Condo - Sugar Beach
2B/2B across from BEACH, S. Kihei, close dining & shopping, Pacific Shores
Outdoor dining

2B/2B across from BEACH, S. Kihei, close dining & shopping, Pacific Shores

9.8 out of 10, Exceptional, (183)
"Had a wonderful experience staying here! A sweet, cozy and comfortable little getaway for our family and little one!"
The price is CA $243
CA $643 total
includes taxes & fees
Sep 16 - Sep 17
2B/2B across from BEACH, S. Kihei, close dining & shopping, Pacific Shores
Maui Sunset #B-417 Spacious, Renovated Unit, Oceanfront Complex, Full A/C
On the beach, beach towels

Maui Sunset #B-417 Spacious, Renovated Unit, Oceanfront Complex, Full A/C

9.8 out of 10, Exceptional, (74)
"It was a great location… easy access to lots of different restaurants, beaches and snorkeling "
Maui Sunset #B-417 Spacious, Renovated Unit, Oceanfront Complex, Full A/C
The Maui Moon Oceanfront Condo- Perfect for couples!
On the beach, sun loungers, beach towels

The Maui Moon Oceanfront Condo- Perfect for couples!

10.0 out of 10, Exceptional, (120)
"This condo is spectacular. The views are amazing and they have made sure to have everything you could possibly need for any day trips or excursions you take. Highly recommend staying here and hope to be back someday. "
The Maui Moon Oceanfront Condo- Perfect for couples!
Luxury Ocean Front Living -- 180 Degree Direct Ocean View -- Best in Kihei
Property grounds

Luxury Ocean Front Living -- 180 Degree Direct Ocean View -- Best in Kihei

9.8 out of 10, Exceptional, (97)
"Super fun place "
Luxury Ocean Front Living -- 180 Degree Direct Ocean View -- Best in Kihei
Unit 520 Ocean Front Condo "serene and affordable"
Outdoor pool, a heated pool

Unit 520 Ocean Front Condo "serene and affordable"

9.8 out of 10, Exceptional, (131)
"Everything was exactly as described. Perfect place to stay. Short travel distance to visit all areas throughout the island. No issues or concerns."
Unit 520 Ocean Front Condo "serene and affordable"
AMAZING HOTEL ZONED BEACH FRONT CONDO ON SUGAR BEACH. RESERVE WITH CONFIDENCE!
On the beach, sun loungers, beach towels

AMAZING HOTEL ZONED BEACH FRONT CONDO ON SUGAR BEACH. RESERVE WITH CONFIDENCE!

10.0 out of 10, Exceptional, (125)
"We enjoyed a lovely stay in this spacious condo overlooking the ocean. This is a great central location close to many hikung trails and Haleakala. Fully equipped with bareque grills , sparkling pool and right on the beach!"
AMAZING HOTEL ZONED BEACH FRONT CONDO ON SUGAR BEACH. RESERVE WITH CONFIDENCE!
Oceanfront, Split A/C, incredible sunsets, king bed, remodeled October 2023
Property grounds

Oceanfront, Split A/C, incredible sunsets, king bed, remodeled October 2023

10.0 out of 10, Exceptional, (75)
"Really enjoyed the condo and the great beach access!"
The price is CA $194
CA $606 total
includes taxes & fees
Aug 20 - Aug 21
Oceanfront, Split A/C, incredible sunsets, king bed, remodeled October 2023
Walk To Beach! Beautiful Ocean Views from Condo W/ Lanai, Pool & Hot Tub, BBQ
Outdoor dining

Walk To Beach! Beautiful Ocean Views from Condo W/ Lanai, Pool & Hot Tub, BBQ

9.6 out of 10, Exceptional, (63)
"We absolutely loved our stay! Full kitchen, incredible views and easy access to the entire island. We would definitely stay again!"
Walk To Beach! Beautiful Ocean Views from Condo W/ Lanai, Pool & Hot Tub, BBQ
Steps from the beach, Sunset from your balcony!
On the beach, beach towels

Steps from the beach, Sunset from your balcony!

9.6 out of 10, Exceptional, (75)
"Great unit across from pool and beach. The grills were great "
Steps from the beach, Sunset from your balcony!
Ocean Front Penthouse Best View Most Amenities Fully Stocked Feels like home
Outdoor dining

Ocean Front Penthouse Best View Most Amenities Fully Stocked Feels like home

10.0 out of 10, Exceptional, (199)
"Exactly as advertised. Comfortable, incredible ocean views, easy living…"
Ocean Front Penthouse Best View Most Amenities Fully Stocked Feels like home
DIRECT BEACHFRONT Condo at Sugar Beach Resort
Outdoor dining

DIRECT BEACHFRONT Condo at Sugar Beach Resort

9.6 out of 10, Exceptional, (69)
"Great condo and location to explore Maui. Definitely recommend!"
DIRECT BEACHFRONT Condo at Sugar Beach Resort
Maui Getaway - Summer Special: 10% off 7+ nights!
Beach nearby, sun loungers, beach towels

Maui Getaway - Summer Special: 10% off 7+ nights!

10.0 out of 10, Exceptional, (1)
"We had a lovely week at Alicia's condo in Kihei. The condo is very well stocked, extremely clean and has everything you need. Alicia was very responsive. We didn't have any issues, only a few questions, and they were addressed immediately.The condo is an easy walk to grocery stores and restaurants and to the beach. I would definitely stay at this property again. "
Maui Getaway - Summer Special: 10% off 7+ nights!
Luana Kai B212 Ocean View. South Maui Weather Relax...Steps to the Beach!
Outdoor dining

Luana Kai B212 Ocean View. South Maui Weather Relax...Steps to the Beach!

10.0 out of 10, Exceptional, (119)
"Very nice property, hosts were excellent! "
Luana Kai B212 Ocean View. South Maui Weather Relax...Steps to the Beach!
Shores of Maui - Ocean View- Top Floor Unit--Spacious! AC & WiFi
Beach nearby, sun loungers, beach towels

Shores of Maui - Ocean View- Top Floor Unit--Spacious! AC & WiFi

9.8 out of 10, Exceptional, (191)
"Very nice stay close to the beach!"
Shores of Maui - Ocean View- Top Floor Unit--Spacious! AC & WiFi
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

Top Kailua Hotel Reviews

Maui Seaside Hotel

Maui Seaside Hotel

10/10 Excellent
"Everything was great and very clean"
Justin 2-night trip
Posted 16 hours ago
Maui Seaside Hotel