Holiday Homes in Lanai

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
31 Jan - 2 Feb
In two weeks
7 Feb - 9 Feb
In one month
21 Feb - 23 Feb
In two months
21 Mar - 23 Mar

Featured Holiday Homes in Lanai and around

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
Interior

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

9.8 out of 10, Exceptional, (64)
"Great location between Kaanapali and Kapalua. Private sleeping quarters, media room, gym, nice top floor communal area with a view of the ocean. Watched whales breach from inside the house. Sea turtles on the beach. There are lots of stairs, but as long as you are able to climb them it’s not an issue. Would definitely recommend for those traveling with a large group. "
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!
Outdoor pool

Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!

10.0 out of 10, Exceptional, (6)
"Great spaces to accommodate a large family including a large kitchen, multiple bedrooms and bathrooms, lanai dinning"
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!
Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana
Exterior

Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana

10.0 out of 10, Exceptional, (62)
"Every aspect was thoughtful and seamless. The house was beautiful, comfortable and clean. We had everything we needed and then some. We are all excited to come back annually! "
Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana
The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach!
Outdoor pool

The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach!

10.0 out of 10, Exceptional, (88)
"This house is beautiful, layout was perfect for our family of 17. Short walk to one of the best beaches in Maui, cute coffee shops, restaurants and beach rentals. Communication was great with property management. House was very well organized and one of the best features was the laundry room with 3 washers and 3 dryers! Will definitely be one of our best memories "
The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach!
Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH
Outdoor pool, a heated pool

Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH

9.6 out of 10, Exceptional, (57)
"The stay was great. "
Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH
Lana’i Oasis and Gem, The Artist's House
Interior

Lana’i Oasis and Gem, The Artist's House

10.0 out of 10, Exceptional, (182)
"Morning tea on a peaceful, quiet, and green lanai, a swim in the community pool, a walk on a beautiful beach, and a return to dinner cooked in a kitchen with all that we needed, an evening spent surrounded by pleasing art, and a quiet night's sleep. What more could one want."
The price is €778
includes taxes & fees
27 Jan - 28 Jan
Lana’i Oasis and Gem, The Artist's House
Secluded Ocean View Napili Home - Sleeps 14
Outdoor spa tub

Secluded Ocean View Napili Home - Sleeps 14

10.0 out of 10, Exceptional, (57)
"House was great for extended family trip."
Secluded Ocean View Napili Home - Sleeps 14
Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!
Outdoor pool

Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!

10.0 out of 10, Exceptional, (3)
"Great stay! Had everything we needed for 8 adults. Close to ocean and groceries….wish we didn’t have to leave!"
Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!
Private gated home with 300 Foot private beach front, beach toys and much more!
Terrace/patio

Private gated home with 300 Foot private beach front, beach toys and much more!

10.0 out of 10, Exceptional, (57)
"The property is everything and then some. Gorgeous sunset views, ample outdoor space and plenty of places to sit eat or play outdoor games. The house is very well equipped. All of the rooms are very generously sized and having incredible ocean views. Our house could not have been nicer and responded to everything almost immediately. We can’t wait to come back!"
Private gated home with 300 Foot private beach front, beach toys and much more!
Beautifully Remodeled 3bedrooms/2bathrooms
Beach nearby, sun-loungers, beach towels

Beautifully Remodeled 3bedrooms/2bathrooms

9.8 out of 10, Exceptional, (32)
"The property was clean and perfectly placed. We had just enough room and the beds were quite comfy. We were only minutes from beaches, golf courses, shopping and grocery stores. This was exactly what we were looking for and the price was a great value. "
Beautifully Remodeled 3bedrooms/2bathrooms
Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach
Outdoor pool, a heated pool

Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach

9.8 out of 10, Exceptional, (142)
"Our family of 15 (ranging from 8 to 80 years old) really enjoyed our stay! It’s a beautiful house with ample room for larger groups. We especially liked the outdoor pool area and balcony. The multiple refrigerators and washers/dryers also came in handy. The house was very clean and everyone we dealt with was very friendly. That being said, for the price point we had higher expectations. First, there were some fixtures and other items not working properly or at all. While they fixed the gate and...
Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach
NEW Construction! Just Steps from Maui's Best Beach!
Beach nearby, sun-loungers, beach towels

NEW Construction! Just Steps from Maui's Best Beach!

10.0 out of 10, Exceptional, (67)
"The house was perfect for our family of eight (including a two year old). Everyone loved the pool, privacy and beautifully landscaped grounds. Being literally three minutes from the beach was such a plus. We walked down every morning and evening for the sunrises/sunsets. I highly recommend this property ! It made our stay and we thoroughly enjoyed Maui!"
NEW Construction! Just Steps from Maui's Best Beach!
The Best of the Best JUST GOT BETTER with 3rd Remodel
Smart TV, DVD player, books, stereo

The Best of the Best JUST GOT BETTER with 3rd Remodel

9.8 out of 10, Exceptional, (212)
"We have stayed at the Papakea many times and overall, found this to be a good unit for families. The layout is spacious and carpets have been replaced with hard surface flooring so it is easy to clean. The ocean and garden views are nice and it is also north facing so does not get very overheated by direct sun. The unit is well equipped with boogie board and beach items. The kitchen is sufficiently equipped (even has some sharp knives which is almost unheard of). Owners were prompt in...
The Best of the Best JUST GOT BETTER with 3rd Remodel
Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~
Miscellaneous

Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~

10.0 out of 10, Exceptional, (128)
"We stayed here as one of 4 couples and had an AMAZING time. We stayed in the basement bedroom by the pool room and it was so dark and secluded it was so nice in that respect. Only thing to note is that bedroom doesn't have a closet, but an armoire for clothes and the ice machine in the storage room next door can be very noisy when making ice in the middle of the night. The pool is beautiful and was the perfect temperature for our stay. The 5th bedroom that we didn't use was off one of the living...
Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~
Spectacular Ocean View. Close to Beaches & Shopping Plaza. Large Pool & Spa
Beach

Spectacular Ocean View. Close to Beaches & Shopping Plaza. Large Pool & Spa

9.4 out of 10, Exceptional, (77)
"We had a great time. Everyone enjoyed the house, the pool, the hot tub and the games. It was great that all the rooms had their own AC and it was very comfortable for our family."
Spectacular Ocean View. Close to Beaches & Shopping Plaza. Large Pool & Spa
Luxury, Beachfront- Ka'anapali Beach, Pool & Hot Tub!
A heated pool

Luxury, Beachfront- Ka'anapali Beach, Pool & Hot Tub!

10.0 out of 10, Exceptional, (18)
"This is a phenomenal location, home and experience all around. Special thanks to Jodie who made everything so easy and fun. Aloha!! "
Luxury, Beachfront- Ka'anapali Beach, Pool & Hot Tub!
Two-story, oceanfront condo with pool, water Views, & balcony
On the beach

Two-story, oceanfront condo with pool, water Views, & balcony

9.4 out of 10, Exceptional, (18)
"Perfect property "
Two-story, oceanfront condo with pool, water Views, & balcony
OCEANFRONT PUAMANA 136-1 - FUN IN THE SUN!
Property grounds

OCEANFRONT PUAMANA 136-1 - FUN IN THE SUN!

10.0 out of 10, Exceptional, (67)
"My daughter, 2 nieces and my sister and I came to Maui to celebrate my sister’s 75th Birthday, which was on 8/8/23. The property that we stayed in was beautiful and perfect for our stay. However, on Tuesday night at 7:30 (8/8/23) we had to evacuate the property because of the fire in Lahiana. We stayed that night in our vehicles in the Walmart parking lot in Kahului and then had to find someplace else to stay after that, as nobody was allowed to return to Puamana or anywhere in Lahiana, as...
OCEANFRONT PUAMANA 136-1 - FUN IN THE SUN!
Remodeled, Ground floor studio
Outdoor pool

Remodeled, Ground floor studio

9.8 out of 10, Exceptional, (41)
"This was our second stay in this unit. The Lanai is the highlight for us - out there most of the morning watching whales, except for our beach path walk (convenient from property). We love walking to Duke's for an occasional meal or to the Fish Market for coconut shrimp. We always do a couple of outings, but we mostly love just hanging out."
Remodeled, Ground floor studio
Awesome Beach - Elegant Villa - Tropical Oasis
Aerial view

Awesome Beach - Elegant Villa - Tropical Oasis

10.0 out of 10, Exceptional, (41)
"Great location for our family. You could walk across the street to Napili bay or take 7 minute walk to Kapalua bay. We had 6 adults and everyone was very comfortable. The vrbo was very well equipped for a beach day with beach chairs, towels, and umbrellas. Everything was clean and has great space for our family vacation."
Awesome Beach - Elegant Villa - Tropical Oasis
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.
Don't see what you're looking for?
See all available properties in Lanai
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Lanai

Aston Kaanapali Shores
Exterior

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3430)
"Great property and amenities Only drawback was a smaller than expected beach area and chair rental was not included "
The price is €303
includes taxes & fees
23 Feb - 24 Feb
Aston Kaanapali Shores
Kaanapali Alii
3 outdoor pools, pool loungers

Kaanapali Alii

4.0 star property
9.6 out of 10, Exceptional, (856)
"It was a beautiful, well maintained property. The staff was very friendly and helpful. "
Kaanapali Alii
Aston Maui Kaanapali Villas
Exterior

Aston Maui Kaanapali Villas

3.0 star property
8.6 out of 10, Excellent, (2331)
"There’s not better spot than being in this villas, an amazing and unique experience. Very romantic and intimate. "
Aston Maui Kaanapali Villas
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.