Lanai Holiday Rentals

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Holiday Rentals in Lanai

On the beach, white sand
CASTLE Napili Surf Beach Resort
3.5 star property
10.0 out of 10, Exceptional, (9)
"The bathroom and kitchen were generously stacked with everything we needed. The grounds were lovely and the unit very clean and comfortable. We had use of beach chairs and plenty of towels for the pool or beautiful beach. I highly recommend Castle Nāpili Surf Beach resort."
CASTLE Napili Surf Beach Resort
Private kitchen
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
9.8 out of 10, Exceptional, (47)
"First, the property: it is more amazing than the listing/pictures can possibly project. Our family visit included 7 adult couples - each of them enjoyed a private master suite of type and quality one would expect of a top-tier luxury hotel. The suites are spread across three floors, all of which are above a bottom floor with laundry, swimming pool, outdoor bar-b-q set-up, and more-than-adequate space for lounging or (as we did) having a formal meal outdoors in a beautiful tropical setting. The...
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
Property grounds
AMAZING VALUE&DECOR- 5 STAR! Great location-Large lanai with ocean views!
9.8 out of 10, Exceptional, (120)
"Very enjoyable"
AMAZING VALUE&DECOR- 5 STAR! Great location-Large lanai with ocean views!
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Sun-loungers, beach towels
KA 402 $109 Specials thru May Spacious West Maui Studio Steps to Ocean w AC Pool
9.6 out of 10, Exceptional, (41)
"Nice property in convenient location. Highly recommend."
KA 402 $109 Specials thru May Spacious West Maui Studio Steps to Ocean w AC Pool
Exterior
The Whaler Resort Kaanapali Beach
4.0 star property
9.4 out of 10, Exceptional, (27)
"Great 2 bedroom condo. Spacious and very clean. Walkable to many restaurants including Whalers village which is right next door. 2 drawbacks : shower temperature was off and hard to adjust, shower was cold for at least 5 min before becoming warm and a very loud noise was always present coming from the generators in whalers village. Our balcony was on that side and it took away from the experience of just sitting outside. Recommend u get condo unit on the opposite side. But otherwise truly a...
The Whaler Resort Kaanapali Beach
3 outdoor pools, pool loungers
Kaanapali Alii
4.0 star property
9.4 out of 10, Exceptional, (786)
"The beach in front of the complex is beautiful. I would be cautious of expectations when it comes to the rooms. We were originally placed in a unit that hadn’t been updated in a long time. It looked nothing like the photos. A lot of carpet and heavy curtains (think 80’s). It is not great for someone that has allergies. We called to ask if we could be moved and they did accommodate us. The second unit was much better. The tennis courts were fun but very hot. "
Kaanapali Alii
View from room
Aston at The Whaler on Kaanapali Beach
4.0 star property
9.2 out of 10, Wonderful, (1398)
"The property is kept immaculate, just beautiful to walk around. Safe and quiet."
The price is NZ$1,538
includes taxes & fees
27 May - 28 May
Aston at The Whaler on Kaanapali Beach
Sundeck
Napili Sunset on the Beach
2.5 star property
9.2 out of 10, Wonderful, (555)
"We have stayed at Napili Sunset before, it has been a great experience both times. Really enjoyed our time, and highly recommend. "
The price is NZ$446
includes taxes & fees
16 May - 17 May
Napili Sunset on the Beach
2 outdoor pools, pool cabanas (surcharge), pool umbrellas
The Westin Nanea Ocean Villas, Ka'anapali
4.0 star property
9.2 out of 10, Wonderful, (420)
"Great place to stay with or without kids. Wonderful pool, awesome beach and professional staff. Of property food and grocery options too. Thos Westin is definitely on our revisit list if we come back to Kaanapali. "
The price is NZ$1,186
includes taxes & fees
29 May - 30 May
The Westin Nanea Ocean Villas, Ka'anapali
Outdoor pool
Aston Mahana at Kaanapali
3.5 star property
9.0 out of 10, Wonderful, (1469)
"Visited this hotel on my in-law recommends and it met my expectations. Courtesy staff and ready to help whatever is needed .. "
The price is NZ$1,246
includes taxes & fees
4 Jun - 5 Jun
Aston Mahana at Kaanapali
Basic Room, 1 Bedroom (Corner, Specific Unit May Vary) | Balcony view
Maui Kai
3.0 star property
9.0 out of 10, Wonderful, (391)
"Love love love this property. They have thought of everything. Why did I even need to pack anything?Room was excellent. Right on the beach. Staff was always friendly and willing to go out of their way to help. Check in after hours was a breeze. Cool pool area we never used. Parking was always available no matter when we got back and free. Nice convenient area. Food truck courtyard looked interesting but never could find the entrance will definitely stay here again"
Maui Kai
Premier Studio Suite, 1 King Bed with Sofa bed, Partial Ocean View, Garden Area (Unit 1002) | View from room
Royal Kahana Resort by rkmaui
3.5 star property
9.0 out of 10, Wonderful, (166)
"Amazing beach right next to it with a chill atmosphere definitely will be back!"
Royal Kahana Resort by rkmaui
4 outdoor pools
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2531)
"I loved everything about this resort. "
OUTRIGGER Honua Kai Resort & Spa
On the beach
Napili Shores Maui by OUTRIGGER
3.0 star property
8.8 out of 10, Excellent, (1467)
"Absolutely wonderful! It’s not a fancy resort, but beautiful garden areas, we had a wonderful view from our room, and it is clean and quiet. Awesome beach access, great for swimming. Property is kid-friendly and I would absolutely come here again! "
Napili Shores Maui by OUTRIGGER
Outdoor pool, pool umbrellas, pool loungers
AEI at The Mahana Kaanapali Resort
4.0 star property
8.8 out of 10, Excellent, (206)
"Honeymooners first time in Maui, we loved this hotel. In the touristy North-west section of Maui but right on the beach (beautiful sunsets), facility amenities were exactly what we were hoping for. Clean site and rooms, spacious room with full kitchen and living room and a washer/dryer in-unit. Concierge service was excellent at helping us book the tours/events we wanted despite short notice. Could have benefitted from more information about the facility at check-in, did not realize we had...
AEI at The Mahana Kaanapali Resort
View from property
Hono Koa Vacation Club
3.0 star property
8.8 out of 10, Excellent, (137)
"The Condo is Very Beautiful and well equipped. We feel at Home ."
Hono Koa Vacation Club
Hypo-allergenic bedding, in-room safe, blackout curtains
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (2996)
"Amazing views and right on the beach and pools were never packed "
The price is NZ$562
includes taxes & fees
27 May - 28 May
Aston Kaanapali Shores
Exterior
Aston Maui Kaanapali Villas
3.0 star property
8.6 out of 10, Excellent, (2144)
"Beautiful grounds. Close o the pool and beach.! Castaway s great bar and restaurant. "
The price is NZ$590
includes taxes & fees
16 May - 17 May
Aston Maui Kaanapali Villas
2 outdoor pools, pool umbrellas
The Westin Ka'anapali Ocean Resort Villas
4.0 star property
8.6 out of 10, Excellent, (1048)
"As always an incredible experience We love this property"
The price is NZ$1,013
includes taxes & fees
22 May - 23 May
The Westin Ka'anapali Ocean Resort Villas
Villa, 2 Bedrooms, Oceanfront (Bay 19G2 Gold 2.5 Bath) | View from room
Kapalua Villas Maui
4.0 star property
8.6 out of 10, Excellent, (891)
"The views and location are amazing! "
Kapalua Villas Maui
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See all available properties in Lanai
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 types of properties in Lanai you may be interested in

7 restaurants, breakfast served
Four Seasons Resort Lanai
5.0 star property
9.8 out of 10, Exceptional, (198)
"You haven’t been anywhere until you’ve experience pure luxury of the four seasons hotel in Lanai. Service at its best. Class and attention to every detail. The most beautiful hotel on the planet "
The price is NZ$2,656
includes taxes & fees
8 Jun - 9 Jun
Four Seasons Resort Lanai
Terrace/patio
The Westin Maui Resort & Spa, Ka'anapali
4.0 star property
8.8 out of 10, Excellent, (456)
"Great Hotel "
The price is NZ$1,479
includes taxes & fees
26 May - 27 May
The Westin Maui Resort & Spa, Ka'anapali
Outdoor pool
Hilton Vacation Club Ka'anapali Beach Maui
4.0 star property
8.8 out of 10, Excellent, (1005)
"We had a great time in Maii"
The price is NZ$556
includes taxes & fees
31 May - 1 Jun
Hilton Vacation Club Ka'anapali Beach Maui
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Lanai holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Lanai. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Lanai. Seeing all the best attractions is bound to make you fall in love with Lanai. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Lanai short-term rentals, that won’t be hard to do.

Recent reviews of Lanai properties
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