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

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Our top choices for Kaanapali vacation homes

1. Hawaiiana 3-bedroom bungalow with AC in Kaanapali across street from beach.

Hawaiiana 3-bedroom bungalow with AC in Kaanapali across street from beach.
Kannapali Beach Area
Hawaiiana 3-bedroom bungalow with AC in Kaanapali across street from beach.

2. 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 AED 1,653
AED 3,331 total
includes taxes & fees
3 Nov - 4 Nov
Kapalua Golf Villas Resort by KBM

3. The Mamane Suite at The Historic Wailuku Inn

The Mamane Suite at The Historic Wailuku Inn
Wailuku
10.0 out of 10, Exceptional, (5 reviews)
"This was my 2nd time staying here and I love it. Super nice rooms, yummy breakfast."
United States
Jane D.
The Mamane Suite at The Historic Wailuku Inn

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

Snorkel with sea turtles! Ocean Front & Pool!
Lahaina
10.0 out of 10, Exceptional, (20 reviews)
"Beautiful location and property."
United States
Angie A.
Snorkel with sea turtles! Ocean Front & Pool!

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

Walk to beach, 3BR Beach Escape, Amazing Value
Lahaina
10.0 out of 10, Exceptional, (1 review)
"Will stay again"
United States
julie t.
Walk to beach, 3BR Beach Escape, Amazing Value

6. 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 AED 731
AED 1,717 total
includes taxes & fees
31 Oct - 1 Nov
Hale Nihi - Paia, Maui

7. HALE NIHI, Paia, Maui

HALE NIHI, Paia, Maui
Paia
9.6 out of 10, Exceptional, (108 reviews)
"great location, great host"
United States
Peter M.
The price is AED 1,098
AED 2,203 total
includes taxes & fees
10 Nov - 11 Nov
HALE NIHI, Paia, Maui

8. 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)
"The perfect home base for our trip to Maui! Cottage is beautiful and exactly as described. The neighborhood is lovely and the pools were a great bonus. Host answered any questions promptly and was very helpful. I hope we can stay here again if we get the chance to return to Maui. It truly felt like home!"
United States
Jamie C.
New! The Aloha Cottage in Puamana, Maui Hawaii

9. 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 AED 1,282
AED 3,945 total
includes taxes & fees
30 Oct - 31 Oct
Walk to Beach, Luxury, Great Location! Sleeps 8

10. Walk to Sandy Beach, Restaurants and Shops

Walk to Sandy Beach, Restaurants and Shops
Lahaina
Walk to Sandy Beach, Restaurants and Shops

11. 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, (221 reviews)
"Very good we love this house. We have stayed here many times!"
United States
emily j.
The price is AED 1,598
AED 3,007 total
includes taxes & fees
9 Nov - 10 Nov
Lana’i Oasis and Gem, The Artist's House

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

Epic Ocean View. Remodeled. Luxury condo. 2 Pools
Lahaina
10.0 out of 10, Exceptional, (36 reviews)
"Great unit! Would rent again!"
United States
Nikki S.
The price is AED 1,392
AED 3,882 total
includes taxes & fees
6 Nov - 7 Nov
Epic Ocean View. Remodeled. Luxury condo. 2 Pools

13. 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)
" Kīhei Casita House Stay (above the Main House): just lovely - would stay there again - reasonably priced - fully functioning everything - and easy outside access - we actually stayed in the Main House for one week and then one week in the Casita - while in the Main House the Casita was occupied and no noise issues at all. Fairly easy access to beaches and beach shopping. Excellent communication with host."
United States
Michael C.
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

14. 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.
Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC

15. The Pikake Suite at The Historic Wailuku Inn

The Pikake Suite at The Historic Wailuku Inn
Wailuku
10.0 out of 10, Exceptional, (9 reviews)
"Easy parking"
United States
Quinten M.
The price is AED 1,121
AED 1,485 total
includes taxes & fees
10 Nov - 11 Nov
The Pikake Suite at The Historic Wailuku Inn

16. The Ilima Suite at The Historic Wailuku Inn

The Ilima Suite at The Historic Wailuku Inn
Wailuku
10.0 out of 10, Exceptional, (3 reviews)
"Loved this B&B. The location worked well from exploring different areas. Will stay here again."
United States
Arthur C.
The price is AED 1,068
AED 1,383 total
includes taxes & fees
10 Nov - 11 Nov
The Ilima Suite at The Historic Wailuku Inn

17. The Puakenikeni Suite at The Historic Wailuku Inn

The Puakenikeni Suite at The Historic Wailuku Inn
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 Puakenikeni Suite at The Historic Wailuku Inn

18. 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 AED 2,496
AED 8,621 total
includes taxes & fees
30 Oct - 31 Oct
Napili Gardens B7 3 Bedroom 3 Townhouse by RedAwning

19. The Hinano Suite at The Historic Wailuku Inn

The Hinano Suite at The Historic Wailuku Inn
Wailuku
10.0 out of 10, Exceptional, (3 reviews)
"Thank you for a wonderful stay. Our suite was great and comfortable. We well truly be back."
United States
JoAnn H.
The Hinano Suite at The Historic Wailuku Inn

20. The Mele Suite at The Historic Wailuku Inn

The Mele Suite at The Historic Wailuku Inn
Wailuku
10.0 out of 10, Exceptional, (3 reviews)
"We loved our stay there. The rooms were very comfortable and stylish. We loved the historic charm and the private courtyard. Holly was a fantastic help."
United States
Charity G.
The Mele Suite at The Historic Wailuku Inn
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