Search Vacation Homes in Kaanapali

    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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Vacation Homes in Kaanapali

Our top choices for Kaanapali vacation homes

Maui Ka’anapali Villas #137: Studio garden view condo at Beach Front Resort on N

The price is SAR 1,122
SAR 1,445 total
includes taxes & fees
22 Aug - 23 Aug
Maui Ka’anapali Villas #137: Studio garden view condo at Beach Front Resort on N

Oceanfront - 2 Bedroom - Westin Kaanapali Ocean Resort Villas - Full Resort Access

9.6 out of 10, Exceptional, (23)
"This resort is highly recommended, perfect location, perfect facilities for family with small kids and grandparents."
The price is SAR 15,909
SAR 20,935 total
includes taxes & fees
24 Aug - 25 Aug
Oceanfront - 2 Bedroom - Westin Kaanapali Ocean Resort Villas - Full Resort Access

Ocean View steps from beach, dining, shopping 908

The price is SAR 2,398
SAR 5,412 total
includes taxes & fees
21 Aug - 22 Aug
Ocean View steps from beach, dining, shopping 908

Maui Ka’anapali Villas #C261: Studio garden view condo at Beach Front Resort on

The price is SAR 1,141
SAR 1,479 total
includes taxes & fees
20 Sep - 21 Sep
Maui Ka’anapali Villas #C261: Studio garden view condo at Beach Front Resort on

Maui Kā’anapali Villas 291: 1-bedroom condo located ocean side

The price is SAR 1,366
SAR 1,796 total
includes taxes & fees
22 Aug - 23 Aug
Maui Kā’anapali Villas 291: 1-bedroom condo located ocean side

Maui Ka’anapali Villas #273: One bedroom ocean vie

The price is SAR 1,422
SAR 1,870 total
includes taxes & fees
29 Aug - 30 Aug
Maui Ka’anapali Villas #273: One bedroom ocean vie

Aston Maui Kaanapali Villas #260 - 2 Sleeping Areas, 2 Bathrooms, 4 Guests

The price is SAR 1,347
SAR 1,770 total
includes taxes & fees
25 Aug - 26 Aug
Aston Maui Kaanapali Villas #260 - 2 Sleeping Areas, 2 Bathrooms, 4 Guests

Honua Kai Konea 342 Partial Ocean View 2 BD 2BA

The price is SAR 2,923
SAR 9,870 total
includes taxes & fees
21 Aug - 22 Aug
Honua Kai Konea 342 Partial Ocean View 2 BD 2BA

Oceanfront getaway with a furnished patio, views, pool, & high-speed WiFi

9.6 out of 10, Exceptional, (9)
"We greatly enjoyed our stay in this unit and on this property. The unit was exceptionally clean, well-maintained, and the kitchen was exceptional. The beds gave you the option of either a soft surface or a firm mattress. Excellent view from the lanai. And the snorkeling in Honokeana Bay was exceptional! Sea turtles galore! Will be back next year!"
The price is SAR 507
SAR 1,898 total
includes taxes & fees
24 Aug - 25 Aug
Oceanfront getaway with a furnished patio, views, pool, & high-speed WiFi

NEW LUXURY REMODEL W/POOL | Panoramic Ocean Views!

10.0 out of 10, Exceptional, (26)
"Excellent location, beautiful view, modern and updated interior, well equipped kitchen, plenty of room, and easy communication with property manager. Would stay again. "
The price is SAR 1,497
SAR 3,483 total
includes taxes & fees
24 Aug - 25 Aug
NEW LUXURY REMODEL W/POOL | Panoramic Ocean Views!

3BD WALK TO SANDY BEACH | Gated | LUXURY SPA FEEL

10.0 out of 10, Exceptional, (175)
"We really loved our stay!!! Thank you Kevin for being a wonderful host."
The price is SAR 1,497
SAR 3,447 total
includes taxes & fees
21 Aug - 22 Aug
3BD WALK TO SANDY BEACH | Gated | LUXURY SPA FEEL

3BD WALK TO THE BEACH | Luxury Remodel | HUGE DECK

10.0 out of 10, Exceptional, (58)
"Directly across the street from the bay for good snorkeling spot. Eat at the Gazebo for an unforgettable breakfast of macadamia nut and banana pancakes. Open air dining right on the beach."
The price is SAR 1,591
SAR 3,527 total
includes taxes & fees
25 Aug - 26 Aug
3BD WALK TO THE BEACH | Luxury Remodel | HUGE DECK

Oceanview Retreat in Puamana – Steps from the Beach & Surf

10.0 out of 10, Exceptional, (1)
"This property had everything you would want in a vacation home. Great location. We enjoyed the beach, community pool and grounds. The photos were exactly as pictured. We had a great time in your home. Thank you for hosting us."
Oceanview Retreat in Puamana – Steps from the Beach & Surf

Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

9.8 out of 10, Exceptional, (109)
"The property was clean, well maintained, and in a sweet, quiet neighborhood-a perfect home base for lots of day trips around Maui with tons of toys for beach-going. We hope to visit again! And a beautiful backyard and amenities!"
The price is SAR 317
SAR 1,792 total
includes taxes & fees
23 Aug - 24 Aug
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

Historical lodge at Pu'u O Hoku Ranch! Outdoor pool and farm-to-table meals!

10.0 out of 10, Exceptional, (2)
"We had a dreamy stay at Pu'u O Hoku Ranch! We really enjoyed slowing down and enjoying each other's company in a beautiful setting. Coming from the hustle and bustle of Oahu, it was exactly what we were looking for. We spent countless hours hanging out by the lodge pool and soaking up the old Hawai'i vibe. The convenience of farm-to-table meals prepared by the ranch team was ideal. The local venison, beef, and veggies were delicious. Our kids loved having breakfast together then heading out to...
The price is SAR 19,889
SAR 33,108 total
includes taxes & fees
3 Sep - 4 Sep
Historical lodge at Pu'u O Hoku Ranch! Outdoor pool and farm-to-table meals!

Charming Direct Oceanfront North Shore Beach House

9.0 out of 10, Wonderful, (33)
"We had a great time at this VRBO! It was so clean and was the perfect lay out for our family. The beds were comfortable and the views were gorgeous! We will definitely be staying again. "
Charming Direct Oceanfront North Shore Beach House

OCEAN FRONT | POOL! Walk to the Beach! 3 KING BEDS

10.0 out of 10, Exceptional, (25)
"Well I’m not sure if I want the secret to get out but this place is magic. We made great family memories here. If the constant sound of waves and abundant palm trees lowers your stress level, then this is the place for you! "
OCEAN FRONT | POOL! Walk to the Beach! 3 KING BEDS

Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach

10.0 out of 10, Exceptional, (6)
"Clean, cozy and nicely designed. This condo has an amazing view and access to the beach and pool. Kitchen is well equipped, even has a milk warmer/frother which I appreciate so much as a lover of lattes. We'll happily stay here again on our next trip to Maui. "
Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach

Sugar Beach 417 Direct Row Beach Views in Beautifully Upgraded Ocean front Condo Home

Sugar Beach 417 Direct Row Beach Views in Beautifully Upgraded Ocean front Condo Home

Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC

10.0 out of 10, Exceptional, (3)
"This place was exactly what our family (3 adults and 2 toddlers) needed. It was immaculately clean, walkable to a very private beach, and had everything needed for our stay to be perfect (toys, beach gear, towels, kitchen necessities, etc). We would 100% rebook "
Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC
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

Top Kaanapali Hotel Reviews