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Compare 161 Vacation Homes in Kahoolawe with updated reviews, rates, and availability.

105-1 Puamana Spacious Townhome Near Ocean.

9.4 out of 10, Exceptional, (52)
"We checked out of this beautiful condo three days before the Maui fires. It was one of those places where we for sure will come back to. As far as I can tell, it is still standing, but the clubhouse and some surrounding buildings did burn. This is the most amazing location on the island. Will definitely be back hopefully to help rebuild, and for sure to enjoy the beauty."
105-1 Puamana Spacious Townhome Near Ocean.

Location, Location.... Just Steps Away from the Ocean!

9.6 out of 10, Exceptional, (135)
"Location is amazing! Walked to the ocean each morning for a swim. Evening view from balcony is breathtaking. Had coffee and breakfast on the patio and listened to the waves and birds. Communication with property manager was efficient and questions were answered promptly. Check in and check out process was easy. Highly recommend this property. "
Location, Location.... Just Steps Away from the Ocean!

DISCOUNTED Spring Break Oceanfront Private Home

9.8 out of 10, Exceptional, (99)
"We spent a blissful week in this beautiful home and the views cannot be beat! We saw whales practically every time we looked out at the ocean and the magical sunset views make this property a must stay. The beach is just steps away while also having the luxury of your own private plunge pool. The house is fully stocked and Janna was a fabulous host. We can’t wait to come back! :)"
DISCOUNTED Spring Break Oceanfront Private Home

CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview. Many Amenities, Very Clean, Legal

9.8 out of 10, Exceptional, (74)
"Great property with perfect location, very relaxing. It was a short driving distance to beaches, restaurants, shops- less than five minutes. Pool is not heated but warms up in the afternoon (during winter). "
CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview. Many Amenities, Very Clean, Legal

Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A

9.6 out of 10, Exceptional, (96)
"Enjoyed our stay, the pool and hot tub as well. Centrally located, so it was easy to find our way around."
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A

Gorgeous Home Across from Beach - 5 BR + Opt. Cottage / 4 Bath / AC

10.0 out of 10, Exceptional, (116)
"Close to Beaches, Shopping, Awesome Restaurants, we had a blast!"
Gorgeous Home Across from Beach - 5 BR + Opt. Cottage / 4 Bath / AC

Spectacular Oceanfront 4 Bedroom

8.0 out of 10, Very Good, (26)
"It’s a little ‘tired’, windows and back patio door need attentionWell stocked kitchen, lots of oils and spices, the road at the front is loud but the views are spectacular"
Spectacular Oceanfront 4 Bedroom

272-2 Oceanfront Magic

10.0 out of 10, Exceptional, (2)
"Was a great stay. Close to beach and quite a few food restaurants near by"
272-2 Oceanfront Magic

100-4 Island living at its best!!

10.0 out of 10, Exceptional, (31)
"The unit is updated, modern, clean, kitchen well equipped, ocean/beach access couple of hundred feet’s away. Only note is one of the bedroom suite faces south with all glass window, room tend to be quite warm despite air condition."
100-4 Island living at its best!!

87-1 Escape to Paradise at Puamana's Hale Nalu

10.0 out of 10, Exceptional, (21)
"Loved our stay in Lahaina. The property managers were so gracious and happy to have guests back after fire and wanted us to let them know what might be needed. They were great about taking care of the few things we found. Reading some of the previous previews from before - wanted to say, there is a flashlight in closet, 4 beach chairs, 2 recliners (anti-gravity) 3 boogie boards, cooler...all of which we enjoyed. the pool was just a few houses down and very comfortable and relaxing. Really...
87-1 Escape to Paradise at Puamana's Hale Nalu

272-1 Large oceanfront home- fully air conditioned, 25 feet from the water

9.2 out of 10, Wonderful, (41)
"Lahaina is rebuilding and this unit, at the edge of a property partly burned by the fire, is lovely, especially during whale season. "
272-1 Large oceanfront home- fully air conditioned, 25 feet from the water

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

9.8 out of 10, Exceptional, (194)
"great for large groups"
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre

272-6 Puamana 2 Bedroom Oceanfront Remodeled!!

9.6 out of 10, Exceptional, (66)
"Beautiful stay. Home had all amenities we needed. A/C blew cold and kept us comfortable the whole stay. Though the water is right out back of your patio you need to walk a ways down the road to get beach access as the waterfront is protected. Small grass area not enough for kids to play on at this location due to it being the last unit in the complex. The upper bedroom balcony is amazing for views but if you have the windows and blinds open the neighbors to your right can see right into...
272-6 Puamana 2 Bedroom Oceanfront Remodeled!!

Charming 3 BR Puamana Oceanfront in private gated community

9.6 out of 10, Exceptional, (105)
"Comfy beds, lots bathrooms, well stocked kitchen in a georgous location. Paradise! "
Charming 3 BR Puamana Oceanfront in private gated community

Spectacular, Oceanfront 3 bedroom + den, AC, pool, sleeps 7.

9.8 out of 10, Exceptional, (7)
"We came to Maui for a family vacation that included my 80 year old grandma. We were looking for a convenient location that included everything a home would expect. This place checked every box. From the ocean at your back door, to the amenities, to the comfortably beds, to the location to town. We cannot wait to come back and hope to re-book for next summer. We simply had thr best time and truly enjoyed this property."
Spectacular, Oceanfront 3 bedroom + den, AC, pool, sleeps 7.

Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui

10.0 out of 10, Exceptional, (84)
"The location of the house is in a peaceful neighborhood just a short drive from the beach. It was great to be able to chill out after the day's adventure without being too close to the resorts and town. The house itself was spacious and had everything we meeded. The hosts were great and very responsive. Next time we're in Maui, we'll be back! "
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui

Spectacular Ocean Front Family Vacation Home 4 bed 4 bath AC and pool.

9.6 out of 10, Exceptional, (36)
"Property was accurately represented online. We were 3 generations celebrating our 50th wedding anniversary - 2 sons, spouses and kids 14 and 17. Bedrooms with en-suite were perfect, shared space large enough and outdoor space was where everyone spent much of the time relaxing. Easy walk to Old Town and centrally located for our other activities. Beach towels were a huge plus but there was only one set of bathroom towels in each room. We were happy to have the washer/dryer to keep up. Floors were...
Spectacular Ocean Front Family Vacation Home 4 bed 4 bath AC and pool.

Puamana 58-1 Oceanfront Comfort in Puamana

9.6 out of 10, Exceptional, (116)
"We loved this property, the Puamana community and Lahaina town. Comfortable beds and good water pressure. Great air conditioning. Barbecues every night by the ocean, how can you rate that? You can walk to Lahaina though you must do so by the road (slow or no traffic anyway). Angie responded promptly my questions, thanks! We’d love to come back soon!"
Puamana 58-1 Oceanfront Comfort in Puamana

Wonderful Wailea Condo Lanai Water Views

3.0 star property
9.4 out of 10, Exceptional, (3)
"We had such an amazing stay! Prior to arrival we were provided with all the information we needed to make arrival easy and make our stay feel like home. This property had everything we could possibly need and was so clean. Like squeaky clean! And the view!! We stayed in December and we could see whales from the lanai! There are some great restaurants and a chocolate shop nearby that we walked to. We also walked to a luau at a nearby resort. We would absolutely stay here again"
Wonderful Wailea Condo Lanai Water Views

Newly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness Center

10.0 out of 10, Exceptional, (91)
"The home was beautiful and we loved it, the only negative was very slow internet, the television keep freezing … it’s football season "
Newly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness Center
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 Kahoolawe

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (515)
"Nice comfortable condo on attractive property. "
Wailea Ekahi - CoralTree Residence Collection

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1047)
"The view was beautiful from the balcony as it was right on the beach. Unit was very clean and had everything you needed for an enjoyable vacation. The king bed was comfortable and it is always nice to have a washer & dryer. The one recommendation I would make would be to upgrade the living room furniture as it is very uncomfortable and outdated. "
Sugar Beach Resort

Wailea Grand Champions - CoralTree Residence Collection

3.0 star property
9.0 out of 10, Wonderful, (697)
"location and view from patio was exceptional. cleanliness and appointments in residence were very good. I would recommend this property to everyone."
Wailea Grand Champions - CoralTree Residence Collection
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.