Search Vacation Homes in Kailua

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Compare 106 Vacation Homes in Kailua with updated reviews, rates, and availability.

STHA-2017/0002 Across from Hana Bay
9.6 out of 10, Exceptional, 292 reviews
"Amazing. thank you. "
STHA-2017/0002 Across from Hana Bay
Fisher's Hana Bay Hale, Across from Hana Bay
9.6 out of 10, Exceptional, 308 reviews
"We loved this place! Very homey and cute. Very easy to walk into town with beautiful views. The property has gorgeous landscaping and is well taken care of."
The price is $195
$397 total
includes taxes & fees
Jun 28 - Jun 29
Fisher's Hana Bay Hale, Across from Hana Bay
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
9.8 out of 10, Exceptional, 193 reviews
"We had a wonderful experience."
The price is $300
$598 total
includes taxes & fees
Jun 18 - Jun 19
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
Spacious Hawaiian home 50 steps from Sugar Beach!
8.8 out of 10, Excellent, 58 reviews
"Thai is a fabulous location. Truth about how close to beach! Our only issue was there was no table to sit at inside. No table for cards or coffee. Outside wasn’t always appropriate. Major construction going on next door was an eyesore…"
Spacious Hawaiian home 50 steps from Sugar Beach!
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
10.0 out of 10, Exceptional, 199 reviews
"We were a large family but there was plenty of room for us all (10 and babies). The location was perfect for anywhere you wanted to go on the island and the house met the highest standards. We had everything we needed for cooking, for washing and for the beach. One hiccup was we lost air condenser the first day but the owner resolved it right away. Not a problem most would ever encounter. Oh, and we laughed at the goats, cows, and birds interacting next door. A calf was born the first day. And...
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
PRIVATE RESORT near Cove Park in Kihei. Sleeps up to 18 in TWO separate houses!
9.8 out of 10, Exceptional, 14 reviews
"This place was perfect for our family of 13. Kihei was the perfect place to stay at on Maui - it was close to everything, and Kihei itself was beautiful and had plenty of amazing food options. Our host was so friendly and accommodating. We didn’t need much from him because we had everything we could possibly need when we arrived. I wish we didn’t have to leave we could have stayed there forever!"
PRIVATE RESORT near Cove Park in Kihei. Sleeps up to 18 in TWO separate houses!
Beautiful Home in paradise!
9.6 out of 10, Exceptional, 150 reviews
"Beyond expectations! Beautiful property,"
Beautiful Home in paradise!
Upcountry Kula - Private House On The Slopes Of Haleakala - Multi-Island View
10.0 out of 10, Exceptional, 151 reviews
"Amazing property!!! Hosts are super welcoming and our 2 kids very much enjoyed the chickens. The location in Upcountry is relaxing and the views are stunning. Easy access to all Maui had to offer. Property came with everything listed along with fresh eggs, juice, milk, and a fresh loaf of bread. We'll be returning to Maui and most likely staying here again. Cannot say how much we enjoyed our stay. It was like our home away from home."
Upcountry Kula - Private House On The Slopes Of Haleakala - Multi-Island View
Sugar Beach Resort condo with ocean view, AC - surf, bike & golf
8.8 out of 10, Excellent, 38 reviews
"Things we really enjoyed: fantastic location only 15 mins from airport; ocean view from our patio door; literally steps from the beach (loved our walks on the beach in the early morning ); updated kitchen with large island, nice parking spot , air conditioning and very quiet area. Things to improve the stay: screen door would not fully close and because of the little flies we always had to keep patio door always closed; need for a dresser or luggage rack to place suitcase. Didn’t mind the bed or...
Sugar Beach Resort condo with ocean view, AC - surf, bike & golf
Haiku Hale - 3 Bedroom Maui Getaway!
10.0 out of 10, Exceptional, 3 reviews
"Our family of five (all adults) couldn't have been more pleased with this property! The house was clean, well supplied/equipped, and very comfortable. The landscaping was beautiful. Having the grill available made for great outdoor meals. We took advantage of the short walk into town at least a couple times daily, and the distance to beaches and other activities was quite convenient. We're hoping this property will be available for our next trip to Maui! Thank you, Jorma, for helping us to...
The price is $495
$990 total
includes taxes & fees
Jun 21 - Jun 22
Haiku Hale - 3 Bedroom Maui Getaway!
North Shore Ocean View Cottage
10.0 out of 10, Exceptional, 130 reviews
"The owners of this beautiful cottage take great pride and lengths to make your stay comfortable. The views are amazing, the cleanliness is a 10+, and has all the amenities one could need. The welcoming basket of fresh fruit, nuts, and coffee is over the top! I can’t wait to return."
North Shore Ocean View Cottage
HOUSE.. ON THE BEACH MAUI
9.8 out of 10, Exceptional, 141 reviews
"This property was just as listed and even better! Great communication with our host Brian, great location to access community and restaurants and even greater natural environment! One night we counted 36 turtles on the beach...mornings on the deck were glorious. The house is stocked with more than we expected and plenty of room for all of us. We couldn't have picked a better place."
HOUSE.. ON THE BEACH MAUI
Hana Bay Oceanfront Cottage
10.0 out of 10, Exceptional, 6 reviews
"My husband and I spent two weeks in Maui for his birthday and to get some R&R. Staying in Hana was at the top of our vacation list, and we spent quite a bit of time looking for top-notch lodging. This cottage was absolutely spectacular! The unobstructed views of the beach, the sounds of the surf, and the quiet neighborhood were beyond our expectations! We spent a lot of time on the lanai just watching the waves crash on the beach, reading our books, eating homemage meals.... it was so...
Hana Bay Oceanfront Cottage
Modern 3 Bedroom Tropical Kihei Home Near Beach
9.8 out of 10, Exceptional, 133 reviews
"Lovely home in Kihei, well appointed, modern and comfortable. Easy walking distance to beaches, restaurants and the food trucks at South Maui Gardens!"
Modern 3 Bedroom Tropical Kihei Home Near Beach
Spacious Maui Beach House, Private Pool, AC, Sleeps 6
10.0 out of 10, Exceptional, 38 reviews
"We absolutely loved our stay! The house was spacious and comfortable - perfect for our family of 5. There are gorgeous views from the front (where you can see and hear the ocean!) and the back (where you can enjoy sunrises over the mountain). The beach is even closer than I had realized, and we loved walking there every evening to watch the sunset and the turtles that come to shore. The pool area is beautiful as well. All in all, this was the perfect place for our family’s Maui vacation!"
Spacious Maui Beach House, Private Pool, AC, Sleeps 6
Charming Direct Oceanfront North Shore Beach House
8.8 out of 10, Excellent, 25 reviews
"Great communication, amazing yard, close to stores"
The price is $769
$948 total
includes taxes & fees
Jun 23 - Jun 24
Charming Direct Oceanfront North Shore Beach House
Beautiful Maui Beachfront Townhouse! Great Views! 200+ Five Star Reviews !!!
10.0 out of 10, Exceptional, 157 reviews
"I highly recommend this VRBO!! It is absolutely magical!! We absolutely loved our stay! The home is exactly as described in the listing. When you're on the property, it feels like you're in a cabin on a private beach. It's so quiet and comfortable that even an extreme type A like me couldn't help but relax. The beach is at the end of the backyard and while the beach is public, it is not crowded. We were able to set up the chairs and umbrella available at the house everyday with lots of room...
Beautiful Maui Beachfront Townhouse! Great Views! 200+ Five Star Reviews !!!
Hana Bay View 3 BR/2 BA house sleeps 6 comfortably with 2 patios.
9.4 out of 10, Exceptional, 19 reviews
"The decks and lanai should be hosed down. Base boards and windows cleaned. Better cooking pans. I wasted some food because of one of the pans. Phone number left for manager not avail. The closet downstairs that is locked. Not for guests. The light was on the whole time. I tried emailing because I could not get the manager’s number. No response. I put a pillow over the door at the bottom so I could sleep. The stay was awesome great location. Comfortable. I’m not sure if I ever received the local...
Hana Bay View 3 BR/2 BA house sleeps 6 comfortably with 2 patios.
Hale Kai O Kihei Condo w/ Shared Pool, Ocean View-Beaches Await
9.6 out of 10, Exceptional, 42 reviews
"Great location, the view was great. Easy access to restaurants and grocery stores."
Hale Kai O Kihei Condo w/ Shared Pool, Ocean View-Beaches Await
Cove park - Beautiful 2 Bedroom / 1 Bath. Close to beaches/restaurants/nightlife
8.8 out of 10, Excellent, 6 reviews
"I don't usually leave long reviews on VRBO, but I feel compelled to this time because I don't believe the photos in this post are entirely accurate. Issues we had with the unit: --The decor and unit itself are both very dated. Some of the furniture just looks extremely worn/used to the point that pieces are flaking off (coffee table). Rugs in the hallway are totally frayed and in one case had a huge hole. Everything just looks very old and used. --The bathroom is extremely bare bones. Tub and...
Cove park - Beautiful 2 Bedroom / 1 Bath. Close to beaches/restaurants/nightlife
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See all available properties in Kailua
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.

Other property types in Kailua

Maui Beach Vacation Club
2.5 star property
8.2 out of 10, Very Good, 627 reviews
"Great staff, great room. We will stay here again"
Maui Beach Vacation Club
Sugar Beach Resort
3.0 star property
8.6 out of 10, Excellent, 986 reviews
"decent place to stay"
Sugar Beach Resort
Maui Schooner Resort
3.5 star property
9.2 out of 10, Wonderful, 372 reviews
"The staff were friendly and sweet. The room was clean and had everything we needed for our stay."
Maui Schooner 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.

Kailua Vacation Homes information

Number of reviews
1,871
Accommodation
106 Vacation Homes
Lowest Price
$195
Highest Price
$769

Recent reviews of Kailua hotels
Expedia verified reviews