A beach with clear turquoise water, people swimming and sunbathing, and palm trees.

Search Vacation Homes in Kaanapali

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • 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

Our top choices for Kaanapali vacation homes

1. Kapalua Golf Villas Resort by KBM

Kapalua Golf Villas Resort by KBM
4.0 star property
Lahaina
9.0 out of 10, Wonderful, (16 reviews)
"Absolute gem. Wife and I love this place and location. "
United States
Joe
The price is ¥55,619
¥124,701 total
includes taxes & fees
Sep 30 - Oct 1
Kapalua Golf Villas Resort by KBM

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

Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC
Lahaina
10.0 out of 10, Exceptional, (8 reviews)
"Such a great location, everything we possibly needed, clean, easy & clear check in, beautiful decor and especially enjoyed the easy access to the beach for sunset. "
United States
Stephanie T.
The price is ¥42,682
¥183,372 total
includes taxes & fees
Sep 30 - Oct 1
Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC

3. New! The Aloha Cottage in Puamana, Maui Hawaii

New! The Aloha Cottage in Puamana, Maui Hawaii
Lahaina
9.8 out of 10, Exceptional, (100 reviews)
"Excellent quiet location in a HOA neighborhood, two pools one on the lake. Just beyond where the fires hit years ago as they’re just starting to rebuild, but this unit and that half of the neighborhood was spared. Nicely remodeled on the inside."
United States
Jason D.
The price is ¥47,593
¥138,243 total
includes taxes & fees
Oct 1 - Oct 2
New! The Aloha Cottage in Puamana, Maui Hawaii

4. Malie Kai "Calm & Tranquil Ocean"

Malie Kai "Calm & Tranquil Ocean"
Napili-Honokowai
The price is ¥56,920
¥108,715 total
includes taxes & fees
Oct 5 - Oct 6
Malie Kai "Calm & Tranquil Ocean"

5. Walk to Beach, Luxury, Great Location! Sleeps 8

Walk to Beach, Luxury, Great Location! Sleeps 8
Lahaina
10.0 out of 10, Exceptional, (183 reviews)
"Great communication during the entire process. Excellent location with the beach only a couple minutes walk away. Our family enjoyed our stay and would highly recommend"
United States
Mariko C.
The price is ¥69,046
¥177,984 total
includes taxes & fees
Oct 1 - Oct 2
Walk to Beach, Luxury, Great Location! Sleeps 8

6. Walk to Sandy Beach, Restaurants and Shops

Walk to Sandy Beach, Restaurants and Shops
Lahaina
The price is ¥58,980
¥152,744 total
includes taxes & fees
Oct 2 - Oct 3
Walk to Sandy Beach, Restaurants and Shops

7. Epic Ocean View. Remodeled. Luxury condo. 2 Pools

Epic Ocean View. Remodeled. Luxury condo. 2 Pools
Lahaina
10.0 out of 10, Exceptional, (35 reviews)
"Great unit! Would rent again!"
United States
Nikki S.
The price is ¥62,755
¥162,224 total
includes taxes & fees
Oct 1 - Oct 2
Epic Ocean View. Remodeled. Luxury condo. 2 Pools

8. Napili Gardens B7 3 Bedroom 3 Townhouse by RedAwning

Napili Gardens B7 3 Bedroom 3 Townhouse by RedAwning
3.5 star property
Lahaina
The price is ¥58,502
¥311,714 total
includes taxes & fees
Oct 2 - Oct 3
Napili Gardens B7 3 Bedroom 3 Townhouse by RedAwning

9. Snorkel with sea turtles! Ocean Front & Pool!

Snorkel with sea turtles! Ocean Front & Pool!
Lahaina
10.0 out of 10, Exceptional, (19 reviews)
"Beautiful location and property."
United States
Angie A.
The price is ¥62,755
¥150,527 total
includes taxes & fees
Oct 2 - Oct 3
Snorkel with sea turtles! Ocean Front & Pool!

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

Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
North Kihei
9.8 out of 10, Exceptional, (110 reviews)
"This place was in a good location in Kihei. You are within 5 mins of dozen of beaches. All the beach gear a person needs is provided(towels, chairs, snorkels, flippers, coolers and more)! Jon is super friendly and a great host!"
United States
Troy s.
The price is ¥16,150
¥74,683 total
includes taxes & fees
Sep 30 - Oct 1
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

11. Pikake Suite - Historic Elegance, Wailuku

Pikake Suite - Historic Elegance, Wailuku
Wailuku
10.0 out of 10, Exceptional, (9 reviews)
"Easy parking"
United States
Quinten M.
The price is ¥37,884
¥48,268 total
includes taxes & fees
Sep 30 - Oct 1
Pikake Suite - Historic Elegance, Wailuku

12. Walk to beach, 3BR Beach Escape, Amazing Value

Walk to beach, 3BR Beach Escape, Amazing Value
Lahaina
The price is ¥65,900
¥161,125 total
includes taxes & fees
Oct 5 - Oct 6
Walk to beach, 3BR Beach Escape, Amazing Value

13. Kapalua Bay Villas | 2 Oceanfront Villas, Sleeps 10 | Car Incl. w/ 6+ Nights | ML-4697 by KBM

Kapalua Bay Villas | 2 Oceanfront Villas, Sleeps 10 | Car Incl. w/ 6+ Nights | ML-4697 by KBM
Lahaina
The price is ¥95,872
¥312,783 total
includes taxes & fees
Sep 30 - Oct 1
Kapalua Bay Villas | 2 Oceanfront Villas, Sleeps 10 | Car Incl. w/ 6+ Nights | ML-4697 by KBM

14. Hale Nihi - Paia, Maui

Hale Nihi - Paia, Maui
Paia
9.6 out of 10, Exceptional, (65 reviews)
"Very convenient place to stay within walking distance to activities and beach. "
United States
Chameil H.
The price is ¥31,299
¥70,050 total
includes taxes & fees
Oct 2 - Oct 3
Hale Nihi - Paia, Maui

15. Island Views Oceanfront 2 Master Bedrooms, Cold AC

Island Views Oceanfront 2 Master Bedrooms, Cold AC
Lahaina
10.0 out of 10, Exceptional, (35 reviews)
"Great stay - had everything we needed and more. Every item needed for a stay away from home. Kevin was awesome, super responsive and exceptionally kind. Always willing to help with a suggestion or referral."
United States
Jeremy S.
The price is ¥81,471
¥242,397 total
includes taxes & fees
Sep 30 - Oct 1
Island Views Oceanfront 2 Master Bedrooms, Cold AC

16. HALE NIHI, Paia, Maui

HALE NIHI, Paia, Maui
Paia
9.6 out of 10, Exceptional, (106 reviews)
"great location, great host"
United States
Peter M.
The price is ¥35,388
¥75,233 total
includes taxes & fees
Oct 1 - Oct 2
HALE NIHI, Paia, Maui

17. WALK TO NAPILI BAY A SANDY BEACH-3 BEDROOMS-PRIVATE HOT TUB ON LANAI-KAPALUA

WALK TO NAPILI BAY A SANDY BEACH-3 BEDROOMS-PRIVATE HOT TUB ON LANAI-KAPALUA
Lahaina
9.4 out of 10, Exceptional, (116 reviews)
"Every thing was as stated, had a great time!!"
United States
Joel T K.
The price is ¥62,031
¥176,194 total
includes taxes & fees
Oct 2 - Oct 3
WALK TO NAPILI BAY A SANDY BEACH-3 BEDROOMS-PRIVATE HOT TUB ON LANAI-KAPALUA

18. Napili Point | 2 Oceanfront Villas, Sleeps 8 | Car Incl. w/ 6+ Nights | ML-4346 by KBM

Napili Point | 2 Oceanfront Villas, Sleeps 8 | Car Incl. w/ 6+ Nights | ML-4346 by KBM
Lahaina
The price is ¥166,985
¥400,663 total
includes taxes & fees
Oct 26 - Oct 27
Napili Point | 2 Oceanfront Villas, Sleeps 8 | Car Incl. w/ 6+ Nights | ML-4346 by KBM

19. Elegant Puakenikeni Suite- Historic & Ground Floor

Elegant Puakenikeni Suite- Historic & Ground Floor
Wailuku
10.0 out of 10, Exceptional, (7 reviews)
"I liked the quaint ambiance of the property, beautiful landscape and the room was great."
United States
Wayne
The price is ¥40,158
¥50,969 total
includes taxes & fees
Sep 30 - Oct 1
Elegant Puakenikeni Suite- Historic & Ground Floor

20. 3BR Luxury Home, AC, 2 Min Beach Walk

3BR Luxury Home, AC, 2 Min Beach Walk
Lahaina
10.0 out of 10, Exceptional, (68 reviews)
"Great location and host very friendly and helpful!"
United States
nstevenson-smith N.
The price is ¥70,619
¥182,047 total
includes taxes & fees
Oct 9 - Oct 10
3BR Luxury Home, AC, 2 Min Beach Walk
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

Find out more about Kaanapali

Kaanapali Vacation Homes information

Number of reviews
727
Accommodation
30 Vacation Homes
Lowest Price
¥48,268
Highest Price
¥400,663

Explore a world of travel with Expedia