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Compare 109 Vacation Homes in Kailua with updated reviews, rates, and availability.

Kaiholo Hale

3.0 star property
9.4 out of 10, Exceptional, (186)
"A bit dated but honestly was part of its charm. Spotless & utterly comfortable. Great location. Managed well. "
Kaiholo Hale

Fisher's Hana Bay Hale, Across from Hana Bay

9.6 out of 10, Exceptional, (335)
"Well first off Hana is absolutely beautiful and a shame most people just drive out for the day. Staying in this lovely VRBO rental was really a charm. Cute place in a very quiet secluded area. Just a wonderful stay. Next time book for longer. "
The price is SAR 732
SAR 1,498 total
includes taxes & fees
28 Nov - 29 Nov
Fisher's Hana Bay Hale, Across from Hana Bay

STHA-2017/0002 Across from Hana Bay

9.6 out of 10, Exceptional, (328)
"This was our second time staying here. It’s in a perfect location— very close to all of the beaches and activities.. The house has everything you need and very clean. I highly suggest that you make your coffee and take the very short walk down to Hana Bay to watch the sunrise every morning. Also sleeping on the bed in the screened in porch is pretty amazing as well! We enjoyed talking with the nice lady who cleans the home. She’s very kind and does such a wonderful job. Highly recommend!"
The price is SAR 653
SAR 1,333 total
includes taxes & fees
28 Nov - 29 Nov
STHA-2017/0002 Across from Hana Bay

Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b

9.2 out of 10, Wonderful, (135)
"Hana is a sleepy town ...but friendly ...everything is in walking distance...need more vacation time!"
Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b

Beautiful Home in paradise!

9.6 out of 10, Exceptional, (156)
"Beautiful view, great front deck for breakfast! Appreciated the Kona coffee provided. Could use a few more mugs as we are all coffee drinkers! Nice to have beach towels, chairs and boogie boards. The master bath was roomy and beautiful. Price was very reasonable. Thank you for the wonderful stay "
The price is SAR 1,483
SAR 2,720 total
includes taxes & fees
26 Dec - 27 Dec
Beautiful Home in paradise!

Beautiful Maui Beachfront Townhouse! Great Views! 200+ Five Star Reviews !!!

10.0 out of 10, Exceptional, (160)
"We loved our stay here - the home is cozy and the views are amazing. We enjoyed paddleboarding with turtles and seeing them not only on the beach and in the water but from the house as well. The owner and property manager were great and responsive, the home is older, but very well kept and clean. Absolutely would stay here again! No AC, but open windows and fans cooled the place down nicely, especially at night. Would highly recommend!"
Beautiful Maui Beachfront Townhouse! Great Views! 200+ Five Star Reviews !!!

Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

9.8 out of 10, Exceptional, (205)
"This is our 3rd time booking this property and every time has been amazing! The house is perfect for our family of four. It has always been very clean, quiet and relaxing. The property is so gorgeous and we enjoy our time out on the patio. 1000000000 X would recommend! If this is your first time to Hana, I recommend bringing or buying bug spray as it is the jungle and there are lots of bugs outside. You’ll be totally fine if you have some though. See you next year Hana!"
The price is SAR 1,126
SAR 2,367 total
includes taxes & fees
1 Dec - 2 Dec
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

Mountain to Ocean Views Pole House @ Maui Adventure Villa

9.8 out of 10, Exceptional, (206)
"We were amazed at the warmth and decor and incredible views from this beautiful home We would not hesitate to return. Jeff and Beth"
Mountain to Ocean Views Pole House @ Maui Adventure Villa

Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!

10.0 out of 10, Exceptional, (28)
"Very clean… all the amenities. Loved the pool, deck and movie room. Kurt was an amazing host! Would definitely be back. "
Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!

Modern 3 Bedroom Family Friendly Kihei Home Near Beach

9.8 out of 10, Exceptional, (138)
"Wonderful location with plenty of amenities to make for a great Maui vacation. In-laws booked the 2nd unit next door and we had a wonderful time hanging out on the large deck. Would absolutely book again."
Modern 3 Bedroom Family Friendly Kihei Home Near Beach

Spacious Maui Beach House, Private Pool, AC, Sleeps 6

10.0 out of 10, Exceptional, (42)
"The place was Amazing! Super close to the ocean, to food & restaurants- Perfect place to stay! Best Family Vacation Ever!!!"
Spacious Maui Beach House, Private Pool, AC, Sleeps 6

3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

9.8 out of 10, Exceptional, (68)
"We had a very relaxing time at this property! Such a beautiful place. We will definitely stay again. "
The price is SAR 3,041
SAR 5,039 total
includes taxes & fees
27 Nov - 28 Nov
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

Spacious Hawaiian home 50 steps from Sugar Beach!

8.8 out of 10, Excellent, (63)
"Fabulous spot for a family with kids (3, in our case). Quiet neighborhood just a few minutes away from great food and stores. Plenty of space in the house and a cute backyard to boot. Incredibly easy to walk to the beach (crosswalk and access path). Good spot for day trips north and west. A+"
Spacious Hawaiian home 50 steps from Sugar Beach!

BEACHFRONT MAUI KIHEI HOUSE

9.8 out of 10, Exceptional, (150)
"Great home for 7 adults and 2 children. Central location right on the beach. Great views. Loved the Turtles that came right up on the beach. Great hosts with great communication. Would recommend!"
BEACHFRONT MAUI KIHEI HOUSE

Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre

9.8 out of 10, Exceptional, (188)
"Great location, central to everything on the island, beautiful property, well maintained. Owner was very accommodating & easy to work with. Great outdoor living spaces including a lovely pool. Plenty of beach & pool accessories"
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre

Stunning Beach Front Townhouse

10.0 out of 10, Exceptional, (84)
"This property was a dream! We loved the easy accessibility to the beach, pool, restaurants, the best shaved ice, and the activities we had booked."
Stunning Beach Front Townhouse

Fantastic Hana Bay Oceanfront Location! 5-Minute Walk to Hana town & beaches!

10.0 out of 10, Exceptional, (10)
"We were beyond pleased with our stay. The home had everything we needed, and the views were magnificent. The short stroll down to the black sand beach was absolutely gorgeous. Loved it!"
Fantastic Hana Bay Oceanfront Location! 5-Minute Walk to Hana town & beaches!

Stunning Beachfront Private Home! Perfect for Families, Great Location!

9.8 out of 10, Exceptional, (92)
"The property is beautiful with lots of space inside and out! It is within walking distance of stores and restaurants. Stayed with a family group of 6 adults and 2 small children. The view of the beach with the grassy area and palms trees was outstanding! We played many rounds of bocce ball on the grass and the kids spent a great deal of time playing there too. Plenty of beach chairs and towels are provided as well as some sand toys for the kids. The house is a little older and dated and could...
Stunning Beachfront Private Home! Perfect for Families, Great Location!

2 Private Homes for 1! Pool & Waterslide - Cove Hale

10.0 out of 10, Exceptional, (21)
"We had an amazing stay here. Most of us were here for a week, and it was a week of bliss. The houses were clean and had everything we needed. The pool and hottub were fantastic and Sherwin made sure we had everything we needed! We loved the location and the entire experience ! I am already looking forward to another stau here in the future!"
2 Private Homes for 1! Pool & Waterslide - Cove Hale

PRIVATE HOME-NEWLY REMODELED-AC-HOT TUB-METICULOUS CLEANING

9.8 out of 10, Exceptional, (56)
"Great location, house suited all of our needs and was very nice. Really appreciated the chairs, wagon, etc for the beach. Hot tub was an extra bonus! "
PRIVATE HOME-NEWLY REMODELED-AC-HOT TUB-METICULOUS CLEANING
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 Kailua

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very Good, (699)
"Great!"
Maui Beach Vacation Club

Maui Schooner Resort

3.5 star property
9.2 out of 10, Wonderful, (424)
"This was our first time in Maui, we had an amazing time! Everything about this resort is A ."
Maui Schooner Resort

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1022)
"The beach was in your backyard. I’ve seen multiple turtles. There’s a cute delicious deli on the property. Away from the busy areas but close enough for a short drive. Just a perfect getaway "
Sugar Beach 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.