Lanai Vacation Rentals

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Our top choices for Lanai vacation rentals

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

Lana’i Oasis and Gem, The Artist's House
Lanai
10.0 out of 10, Exceptional, (211 reviews)
"Second time renting this beautiful home. We will stay again"
United States
James R.
The price is CA $579
CA $1,078 total
includes taxes & fees
May 19 - May 20
Lana’i Oasis and Gem, The Artist's House

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
8.6 out of 10, Excellent, (14 reviews)
"Place was beautiful and I really enjoyed the live music under the stats every night"
United States
AURA MARINA
The price is CA $474
CA $636 total
includes taxes & fees
May 11 - May 12
Royal Lahaina Bungalows & Spa

Oceanfront condo with pool & balcony - walk to dining, activities, and more

Oceanfront condo with pool & balcony - walk to dining, activities, and more
Wailuku
9.4 out of 10, Exceptional, (132 reviews)
"Beautiful view!!"
United States
Gene E.
The price is CA $229
CA $892 total
includes taxes & fees
May 12 - May 13
Oceanfront condo with pool & balcony - walk to dining, activities, and more

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Wailuku
9.6 out of 10, Exceptional, (169 reviews)
"Great location on the island, nice accommodations. "
United States
Chris P.
The price is CA $217
CA $592 total
includes taxes & fees
May 25 - May 26
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

sweet escape - Moloka'i living

sweet escape - Moloka'i living
Kaunakakai
9.4 out of 10, Exceptional, (23 reviews)
"The condo was very clean and private"
United States
Frank
The price is CA $123
CA $482 total
includes taxes & fees
May 12 - May 13
sweet escape - Moloka'i living

Simply Amazing Oceanfront Condo! Milowai 310

Simply Amazing Oceanfront Condo! Milowai 310
Wailuku
10.0 out of 10, Exceptional, (21 reviews)
"Very good location and amenities. "
United States
Jiaxing B.
The price is CA $218
CA $734 total
includes taxes & fees
May 10 - May 11
Simply Amazing Oceanfront Condo! Milowai 310

Direct Beachfront with Spectacular Oceanviews!

Direct Beachfront with Spectacular Oceanviews!
Wailuke
9.8 out of 10, Exceptional, (53 reviews)
"Awesome little spot. Exactly what me and my wife were looking for. Highly recommend it! Had everything we needed and was close to all the spots we wanted to check out."
United States
Garrett F.
The price is CA $352
CA $435 total
includes taxes & fees
May 11 - May 12
Direct Beachfront with Spectacular Oceanviews!

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,793 reviews)
"Super clean room with fantastic view of the sea. Short walk to Napili beach. Great breakfast at the Gazebo restaurant "
United States
Mark
The price is CA $333
CA $395 total
includes taxes & fees
May 24 - May 25
Napili Shores Maui by OUTRIGGER

COCONUT COVE CONDO–Molokai Shores 303

COCONUT COVE CONDO–Molokai Shores 303
Kaunakakai
8.8 out of 10, Excellent, (22 reviews)
"Clean spacious condo with great amenities."
United States
Matthew A.
The price is CA $205
CA $509 total
includes taxes & fees
May 14 - May 15
COCONUT COVE CONDO–Molokai Shores 303

Rustic retreat with panoramic views at Pu'u O Hoku Ranch

Rustic retreat with panoramic views at Pu'u O Hoku Ranch
Kaunakakai
10.0 out of 10, Exceptional, (95 reviews)
"Very kind and gracious staff at the Ranch. We had the weekend all to ourselves in the cottage. Enjoyed gourmet Chef pre-made meals, hiked every trail and loved the solitude. Highly recommend!"
United States
Gail D.
The price is CA $579
CA $1,088 total
includes taxes & fees
May 10 - May 11
Rustic retreat with panoramic views at Pu'u O Hoku Ranch

Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (654 reviews)
"Clean room amd friendly staff."
United States
Chris
The price is CA $383
CA $455 total
includes taxes & fees
May 12 - May 13
Napili Sunset on the Beach

2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217

2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217
Kaunakakai
9.0 out of 10, Wonderful, (12 reviews)
"Place was quite comfortable and great layout. We stayed at Hotel Molokai prior trip and would highly reccomend this place over Hotel Molokai. "
United States
Ryan
The price is CA $285
CA $965 total
includes taxes & fees
May 10 - May 11
2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (182 reviews)
"The property is beautiful and located just steps away from the beach."
United States
Patricia
The price is CA $347
CA $412 total
includes taxes & fees
May 12 - May 13
Napili Village Hotel

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.4 out of 10, Exceptional, (396 reviews)
"Great staff, clean room, felt at home"
Canada
Matthew
The price is CA $416
CA $992 total
includes taxes & fees
May 14 - May 15
The Whaler Resort Kaanapali Beach

Breathtaking Oceanfront Studio Napili Shores A106

Breathtaking Oceanfront Studio Napili Shores A106
Lahaina
9.4 out of 10, Exceptional, (74 reviews)
"Beautiful location. Clean well equipped unit. "
United States
Lynne C.
The price is CA $214
CA $1,161 total
includes taxes & fees
May 10 - May 11
Breathtaking Oceanfront Studio Napili Shores A106

Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!

Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!
Lahaina
9.8 out of 10, Exceptional, (270 reviews)
"enjoyed our stay "
United States
Alicia H.
The price is CA $219
CA $700 total
includes taxes & fees
Jun 3 - Jun 4
Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!

Updated Napili Shores Studio King Bed A/C Walk to Napili Bay

Updated Napili Shores Studio King Bed A/C Walk to Napili Bay
Lahaina
9.8 out of 10, Exceptional, (149 reviews)
"Good communication, great location, comfortable bed and convenient layout "
United States
Aliyah K.
The price is CA $246
CA $601 total
includes taxes & fees
May 11 - May 12
Updated Napili Shores Studio King Bed A/C Walk to Napili Bay

Luxury Oceanfront Studio at Napili Shores A203 View of Lanai and Molokai

Luxury Oceanfront Studio at Napili Shores A203 View of Lanai and Molokai
Lahaina
9.8 out of 10, Exceptional, (56 reviews)
"Beautiful studio with everything you need. We would happily stay there again!"
United States
Lora D.
The price is CA $259
CA $1,224 total
includes taxes & fees
May 10 - May 11
Luxury Oceanfront Studio at Napili Shores A203 View of Lanai and Molokai

Romantic Maui Getaway 20% off in April, 25' from the Ocean. Relax with the Waves

Romantic Maui Getaway 20% off in April, 25' from the Ocean. Relax with the Waves
Lahaina
9.8 out of 10, Exceptional, (233 reviews)
"Great communication, wonderful location, clean and great property!"
United States
Eric T.
The price is CA $269
CA $629 total
includes taxes & fees
May 10 - May 11
Romantic Maui Getaway 20% off in April, 25' from the Ocean. Relax with the Waves

OCEAN and MOUNTAIN view corner 2 bdrm unit - Royal Kahana 220

OCEAN and MOUNTAIN view corner 2 bdrm unit - Royal Kahana 220
Lahaina
9.2 out of 10, Wonderful, (83 reviews)
"Great location & customer service. Would stay again."
United States
Lynette W.
The price is CA $232
CA $1,527 total
includes taxes & fees
May 16 - May 17
OCEAN and MOUNTAIN view corner 2 bdrm unit - Royal Kahana 220
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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Top Lanai Hotel Reviews

Find out more about Lanai

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.