Waterfront vacation rentals in Kaanapali
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Top-rated waterfront rentals in Kaanapali
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Popular amenities for Kaanapali waterfront rentals
Waterfront apartment rentals
Rental unit in Kihei
4.79 out of 5 average rating, 126 reviewsPele’s Penthouse Top Floor Book Now!
Pele's penthouse was a nice place to stay for a family vacation. It's located at the Menehune shores in Kihei. It's centrally located between the airport and Lahaina. There were plenty of great food trucks and restaurants nearby. The condo was clean and had a nice ocean view. The only negative (which we were fully aware of before booking) was the loud street noise since this was the end unit closest to the street. Fortunately my kids are good sleeper and they weren't affected and I used ear plugs. I highly recommend this place!!
Rental unit in Kihei
4.91 out of 5 average rating, 164 reviewsStunning Luxury Oceanview Condo
John's place was just what we were looking for. The location was perfect and the beach access was wonderful. The condo had everything we needed. There are county pickleball courts between building D and the beach, but be prepared to double up with expert players in early mornings. Afternoons can be quite windy (gusty) at this location. There are plenty of beach chairs at the pool, but more umbrellas are needed imo. Overall a wonderful expereince.
Rental unit in Kihei
4.92 out of 5 average rating, 104 reviews100 steps from the beach! Tranquil Seaside Oasis
We had a perfect stay! The space was ideal, and although we didn’t get a chance to use the pool, we were excited to have it available. The kitchen was fully equipped with all the essentials, and we loved the thoughtful extras like beach towels and other necessities for a day exploring Maui. The location couldn’t have been better - walking/driving distance from shops, beaches and food - and Revi was incredibly communicative throughout our stay. Highly recommend!
Rental unit in Kihei
4.9 out of 5 average rating, 117 reviewsSugar Beach Resort #532 - Maui HI - Big Discount!
This was a wonderful condo! It is centrally located so we were able to pop all over the island! The view on the lanai was beautiful. The condo looked just like the pictures. We truly enjoyed every moment of our trip to Maui!
Rental unit in Kihei
4.98 out of 5 average rating, 108 reviewsNext to Beach, Foods & Shops - Updated w/ View!
Mei & Iris’s place was exactly what our family of 4 needed for our Maui vacation. The condo was well-equipped with everything we needed, a wonderful beach was right across the street, the pool was awesome,and there’s so much to do within walking distance. Highly recommend!
Rental unit in Kihei
4.92 out of 5 average rating, 160 reviewsBeautiful Oceanfront Condo
Brooke was an excellent host. The unit is clean and well appointed, and located close to lots of shops, restaurants, and beaches. The view from the balcony is beyond words. My husband and I enjoyed the unbeatable sunset each night we were there. We will definitely be booking again!
Rental unit in Kihei
4.95 out of 5 average rating, 118 reviewsWailea Couples Retreat, 300 FT To Keawakapu Beach
Love my first visit, I had to return! My husband and I loved every moment of our stay. From the swooshing of the palm trees, the morning birdsong, the sounds of evening waves crashing agains the shore, and of course being able to catch the sunset, right from our unit. Clean, bright, safe and quiet. What more could you ask for. Oh, just steps away from the beach. Massive thank you to Laura - she is a wonderful host!
Rental unit in Wailuku
4.88 out of 5 average rating, 192 reviewsOur Little Slice of Oceanfront Paradise!
We are SO happy we stayed at this Air BNB. Great location, the beach right up front is almost private with only a few people walking/fishing at any time. We also were able to see numerous sea turtles standing from the balcony! Location is central, restaurants/stores are all about 10-15 minutes away. The neighborhood is peaceful. Mark was also very responsive and worked with us in terms of checking in. 10/10 would absolutely recommend!
Waterfront house rentals
Home in Kihei
4.95 out of 5 average rating, 22 reviewsLuana Kai C209
Beautiful condo in Kihei with every possible amenity to make you feel right at home. Private and peaceful with a pool, beach access. Perfect for getting around to snorkeling which was nearby. Access to stores too. Great place from which to visit Haleakala as well!
Home in Kihei
5 out of 5 average rating, 38 reviewsCentrally located and steps to the beach!
This Airbnb has all the thoughtful details that makes a place great. Also, the hosts are very responsive- which came in handy for me. I could walk to the beach and out to dinner easily, which I really enjoyed. Special place!
Home in Wailuku
4.93 out of 5 average rating, 14 reviewsMaalaea Kai 307 - Maui Prime Oceanfront
Maalea Kai 307 is well appointed, equipped with everything you may need in the kitchen and bathroom. condo is easy to find, and conveniently located. Lanai had table and chairs with views of Haleakala. Split ACs and fans in all rooms, dedicated work space. all the comforts of home. loved my stay and great communication from Don. definitely recommend!
Home in Lahaina
5 out of 5 average rating, 7 reviewsHale Ono Loa ~ 121 ~
Scott's place was beyond amazing. The spacious and comfortable home was exactly what we needed for our family of 6. The unit is very private and tucked away, it felt like you had the whole resort to yourself. The beds were comfortable and the kitchen was stacked with everything you needed to cook at home. The views from the property were gorgeous, amazing sunsets and direct access to the water. I would highly recommend staying at this property, you will not regret it!
Home in Lahaina
4.5 out of 5 average rating, 4 reviewsSummer Rates: Oceanview Penthouse and Beach Bliss!
This property exceeded our expectations. Location, views, beach equipment included to use. Everything about this unit made our experience great. Would definitely recommend.
Home in Paia
4.95 out of 5 average rating, 64 reviewsHale Ho'okipa Kai Cottage, County Licensed
Margit, AJ & Co, were amazing hosts, very responsive, friendly, understanding and non intrusive. Overall an incredible location, home, facilities, well stocked kitchen and very well maintained. Mahalo Nui Loa, Margit, AJ !!
Home in Kihei
4.97 out of 5 average rating, 67 reviewsExclusive Beachfront Cottage, Ocean Views, WiFi/AC
Absolutely perfect! Beautiful beach access with great walkability to local restaurants and shops. This place was peaceful and quiet! Great sunset view from the balcony. The space was clean and very easy to find. The beach made for great turtle watching.
Home in Paia
4.94 out of 5 average rating, 36 reviewsMilo Surf Cottage
We really enjoyed our stay in Paia. The house had enough space to not only comfortably sleep six adults, but we had a great space to eat and spend time together as well. The location cannot be undersold. It is right in the heart of Paia. There is easy access to many restaurants, shops, and the ocean. The views were incredible, and Don and Joy were super responsive and flexible with check in/out times. The kitchen, bathrooms, and bedrooms were all very clean. We loved watching sea turtles right outside of the property, and enjoyed many sunsets right on the ocean. This was a phenomenal stay, and we can't recommend Don and Joy's house enough!
Waterfront condo rentals
Condo in Lahaina
5 out of 5 average rating, 5 reviewsNew Listing
Our stay was amazing! The pictures of the view don’t do justice. Oceanfront with a great grass lawn to lay out on. Beach was just steps down. Beautiful community and our host was very quick to respond and very helpful. Highly recommend and will be coming back!
Condo in Lahaina
4.95 out of 5 average rating, 84 reviewsBreezy Oceanfront 1 bed + Loft with Amazing Views!
Spectacular views, pictures don’t do it justice. Really nice quiet condo, the lady at the office was very friendly as well as the other guests/tenants. We all slept comfortably- myself, husband, and two older kids. The open windows/ cross breeze did help keep the house cool. We also enjoyed cooling off in the refreshing pool. The stove (like previous reviewer mentioned) doesn't seem to get to full heat, but we didn't use it much and preferred the plug in skillet. My favorite thing was falling asleep to the sound of the ocean right outside our window. Papi’s Ohanas cinnamon rolls were delicious. We got there early to get in line because they do get a long line. Kapalua coastal trail had gorgeous bites views. Overall, had a great time!
Condo in Lahaina
4.93 out of 5 average rating, 92 reviewsMahana 1015 - Luxury Oceanfront Condo (1bd/2ba)
Looked at a lot of places but this one has an excellent location with great views. The pool and hot tub were nice since few people were ever there. Location is at dead end road so traffic is minimal. Parking is a 1 minute door to door. Air conditioning works great. Tons of beach towels . Washer and dryer work great. Good Wi-Fi. Super quiet. Wouldn’t recommend having more than 3 people total. The couch makes into a bed that works for 1 person. There’s enough space next to it for 1 small suitcase. This place would be ideal for just 2 but 3 is doable. 4 might be a bit stuffy and cluttered though. Outside sitting area is accessible by the bedroom plus the living room which was nice. Beach is a bit challenging to enter the water from. Short walk down the beach gets you easier access. Right out front is pretty rocky so bring neoprene booties if you plan to enter the ocean here. Decent snorkeling about 100 yards out. Overall good spot. I’d recommend it.
Condo in Lahaina
4.92 out of 5 average rating, 129 reviewsAston Kaanapali Shores!-Oceanfront Resort!
We loved our stay here! It was amazing to see a glimpse of the ocean from our balcony. The closet full of beach accessories had everything we needed to snorkel and enjoy a beach day. Can’t wait to come back!
Condo in Lahaina
5 out of 5 average rating, 7 reviewsKuleana 1-BR Condo Sleeps 4 Ocean front property
Kuleana Club is absolutely beautiful! The grounds are just gorgeous and the access to the ocean is awesome. We watched turtles peeking out of the ocean every single day from our balcony! The unit was just as described. We slept on the murphy bed as it was so comfortable and felt like we were camping out on the ocean. The complex is in a great location and we felt quite safe with the evening parking lot and grounds security.
Condo in Lahaina
4.96 out of 5 average rating, 91 reviewsOcean's Edge Romance: Sunsets, Whales, Views!
We spent the second half of our honeymoon here and it was absolute bliss. 10/10 location!! Love love loved the guide book by Carron! We got a lot of great food based off of her recommendations. The view is breathtaking and the condo is pristine and SO CLEAN!!! Linens are soft and smell nice and clean. The condo is also fully stocked with all sorts of things you might need on your trip! Beach supplies and even ice packs for your cooler! We hope to return in the future
Condo in Lahaina
5 out of 5 average rating, 31 reviewsOcean front! 20' from water, downstairs unit
We had a great stay at Pikake! Cute location and the oceanfront was beautiful all day and especially for sunsets. Easy check in and Marcella was a very responsive host. We Loved that there is only a handful of units which made for a peaceful stay. The condo is off a slightly busy road, but makes it quick access. The ocean right at the condo was a rough and there was not a beach to sit on during our stay due to the higher tide levels but the grass was nice to sit on and watch the waves. The kitchen was well stocked and the AC unit in the bedroom was phenomenal and the bed itself was very comfortable which made for a restful night sleep. Thanks for a great stay!
Condo in Lahaina
5 out of 5 average rating, 10 reviewsWe're Open! Direct Ocean Front. 5 Star Reviews
Excellent 2 bedroom first floor condo with unbeatable ocean and sunset views. Very handy to have in-unit washer/dryer. It can use a bit of TLC, it was clean and had everything we needed. A variety of small sandwich type shops across the street and a “quickie mart” next door. Larger grocery just a few blocks away. The kitchen was had all appliances and cookware you would need. There are a couple grills on the Maui Sands grounds. It was a bit tricky to get to — take the first entrance to Maui Sands which is just past the ABC store. Daniel is the local contact and was very responsive. Our grandsons appreciated the boogie boards he got for them! Local beach is very small, so drive a couple miles to Napili Beach — great waves, large beach area, and full service restaurant.
Quick stats about waterfront rentals in Kaanapali
Total rentals
1.2K properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
15K reviews
Family-friendly rentals
470 properties are a good fit for families
Rentals with a pool
1.2K properties have a pool
Rentals with dedicated workspaces
570 properties have a dedicated workspace
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