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 ¥54,183
¥141,447 total
includes taxes & fees
Oct 3 - Oct 4
Kapalua Golf Villas Resort by KBM

2. 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 ¥81,644
¥256,301 total
includes taxes & fees
Sep 26 - Sep 27
Island Views Oceanfront 2 Master Bedrooms, Cold 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 ¥49,073
¥147,757 total
includes taxes & fees
Sep 30 - Oct 1
New! The Aloha Cottage in Puamana, Maui Hawaii

4. OCEANFRONT PUAMANA 136-1 - FUN IN THE SUN!

OCEANFRONT PUAMANA 136-1 - FUN IN THE SUN!
Lahaina
10.0 out of 10, Exceptional, (92 reviews)
"Beautiful place right by the beach,Kids had a great time and spent most of their time playing in the waves.The home looks just like the pictures."
United States
Ana R.
OCEANFRONT PUAMANA 136-1 - FUN IN THE SUN!

5. 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 ¥62,767
¥170,655 total
includes taxes & fees
Sep 23 - Sep 24
Epic Ocean View. Remodeled. Luxury condo. 2 Pools

6. 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 ¥67,124
¥228,280 total
includes taxes & fees
Sep 27 - Sep 28
Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC

7. 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, (115 reviews)
"Every thing was as stated, had a great time!!"
United States
Joel T K.
The price is ¥49,073
¥168,080 total
includes taxes & fees
Sep 23 - Sep 24
WALK TO NAPILI BAY A SANDY BEACH-3 BEDROOMS-PRIVATE HOT TUB ON LANAI-KAPALUA

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

Snorkel with sea turtles! Ocean Front & Pool!
Lahaina
10.0 out of 10, Exceptional, (18 reviews)
"Beautiful location and property."
United States
Angie A.
The price is ¥62,595
¥158,028 total
includes taxes & fees
Oct 7 - Oct 8
Snorkel with sea turtles! Ocean Front & Pool!

9. 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 ¥63,640
¥317,862 total
includes taxes & fees
Sep 24 - Sep 25
Napili Gardens B7 3 Bedroom 3 Townhouse by RedAwning

10. Malie Kai "Calm & Tranquil Ocean"

Malie Kai "Calm & Tranquil Ocean"
Napili-Honokowai
The price is ¥56,930
¥119,443 total
includes taxes & fees
Oct 4 - Oct 5
Malie Kai "Calm & Tranquil Ocean"

11. Kapalua Bay Villas | 3 Oceanfront Villas, Sleeps 16 | Car Incl. w/ 6+ Nights | ML-4709 by KBM

Kapalua Bay Villas | 3 Oceanfront Villas, Sleeps 16 | Car Incl. w/ 6+ Nights | ML-4709 by KBM
Lahaina
The price is ¥305,570
¥717,167 total
includes taxes & fees
Oct 20 - Oct 21
Kapalua Bay Villas | 3 Oceanfront Villas, Sleeps 16 | Car Incl. w/ 6+ Nights | ML-4709 by KBM

12. Lokelani Suite - Historic charm | Gardens oasis

Lokelani Suite - Historic charm | Gardens oasis
Wailuku
10.0 out of 10, Exceptional, (4 reviews)
"The property was spectacular. It was so magical and well-kept. I would absolutely stay here again in a heartbeat."
United States
Hunter R.
The price is ¥40,437
¥53,769 total
includes taxes & fees
Sep 23 - Sep 24
Lokelani Suite - Historic charm | Gardens oasis

13. 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 ¥125,363
¥363,972 total
includes taxes & fees
Oct 5 - Oct 6
Napili Point | 2 Oceanfront Villas, Sleeps 8 | Car Incl. w/ 6+ Nights | ML-4346 by KBM

14. Walk to Sandy Beach, Restaurants and Shops

Walk to Sandy Beach, Restaurants and Shops
Lahaina
The price is ¥58,830
¥160,077 total
includes taxes & fees
Sep 24 - Sep 25
Walk to Sandy Beach, Restaurants and Shops

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

Walk to beach, 3BR Beach Escape, Amazing Value
Lahaina
The price is ¥65,733
¥169,092 total
includes taxes & fees
Sep 24 - Sep 25
Walk to beach, 3BR Beach Escape, Amazing Value

16. 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 ¥68,870
¥181,637 total
includes taxes & fees
Oct 13 - Oct 14
Walk to Beach, Luxury, Great Location! Sleeps 8

17. 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 ¥70,439
¥188,976 total
includes taxes & fees
Oct 7 - Oct 8
3BR Luxury Home, AC, 2 Min Beach Walk

18. 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 ¥12,176
¥73,714 total
includes taxes & fees
Sep 23 - Sep 24
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

19. Kapalua Bay Villas | 3 Oceanfront Villas, Sleeps 16 | Car Incl. w/ 6+ Nights | ML-4694 by KBM

Kapalua Bay Villas | 3 Oceanfront Villas, Sleeps 16 | Car Incl. w/ 6+ Nights | ML-4694 by KBM
Lahaina
The price is ¥253,303
¥654,558 total
includes taxes & fees
Sep 30 - Oct 1
Kapalua Bay Villas | 3 Oceanfront Villas, Sleeps 16 | Car Incl. w/ 6+ Nights | ML-4694 by KBM

20. Kapalua Bay Villas | 2 Oceanfront Villas, Sleeps 12 | Car Incl. w/ 6+ Nights | ML-4691 by KBM

Kapalua Bay Villas | 2 Oceanfront Villas, Sleeps 12 | Car Incl. w/ 6+ Nights | ML-4691 by KBM
Lahaina
The price is ¥169,797
¥458,635 total
includes taxes & fees
Sep 27 - Sep 28
Kapalua Bay Villas | 2 Oceanfront Villas, Sleeps 12 | Car Incl. w/ 6+ Nights | ML-4691 by KBM
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
641
Accommodation
30 Vacation Homes
Lowest Price
¥53,769
Highest Price
¥317,862

Explore a world of travel with Expedia