A street with buildings, a speed limit sign, and a mountain in the background.

Search Vacation Homes in Wailuku

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Wailuku vacation homes

A spacious living room with a piano, wicker furniture, and a large mirror.

1. 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 AED 838
AED 1,110 total
includes taxes & fees
6 Oct - 7 Oct
Pikake Suite - Historic Elegance, Wailuku
A spacious living room with a piano, wicker furniture, and a large mirror.

2. Mele Suite - Private Patio Retreat | ADA Compliant

Mele Suite - Private Patio Retreat | ADA Compliant
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 price is AED 856
AED 1,131 total
includes taxes & fees
6 Oct - 7 Oct
Mele Suite - Private Patio Retreat | ADA Compliant
A spacious living room with a piano, a dining area with wicker chairs, and a large window.

3. Hinano Suite | Historic Maui Hideaway

Hinano Suite | Historic Maui Hideaway
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.
Hinano Suite | Historic Maui Hideaway
A spacious living room with a piano, a dining area with wicker chairs, and a large window.

4. Mamane Suite - Historic charm and views

Mamane Suite - Historic charm and views
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.
Mamane Suite - Historic charm and views
A spacious living room with a piano, a dining area with wicker chairs, and a large window.

5. 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
Elegant Puakenikeni Suite- Historic & Ground Floor
A spacious living room with a piano, wicker furniture, and a large mirror.

6. Experience luxury at The Ulu Suite | Garden patio

Experience luxury at The Ulu Suite | Garden patio
Wailuku
10.0 out of 10, Exceptional, (5 reviews)
"We enjoyed the room very much! It’s perfect size confortable and very clean!Josie"
United States
Josie H.
Experience luxury at The Ulu Suite | Garden patio
A spacious living room with a piano, a dining area with wicker chairs, and a large window.

7. Lokelani Suite - Historic charm | Gardens oasis

Lokelani Suite - Historic charm | Gardens oasis
Wailuku
10.0 out of 10, Exceptional, (4 reviews)
"Great place to stay"
Canada
Samara C.
Lokelani Suite - Historic charm | Gardens oasis
A spacious living room with a piano, wicker furniture, and a large mirror.

8. Romantic Maui Hideaway at The Historic Wailuku Inn

Romantic Maui Hideaway 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.
Romantic Maui Hideaway at The Historic Wailuku Inn
A spacious living room with a piano, a dining area with wicker chairs, and a large window.

9. Kahili Suite - Historic charm meets Luxury

Kahili Suite - Historic charm meets Luxury
Wailuku
10.0 out of 10, Exceptional, (2 reviews)
"What a beautiful treasure of a property. My wife and I had an unexpected night in Wailuku and I'm so glad we found this inn. There were very few other people during our stay and we felt as though we had the property to ourselves. Pretty gardens, lovely spacious rooms. Great work on the renovation!"
United States
Scott H.
Kahili Suite - Historic charm meets Luxury
A spacious living room with a piano, wicker furniture, and a large mirror.

10. Lehua Suite - Hawaiian elegance | Patio garden

Lehua Suite - Hawaiian elegance | Patio garden
Wailuku
10.0 out of 10, Exceptional, (2 reviews)
"Thank you for a wonderful stay. Our suite was great and comfortable. We well truly be back."
United States
JoAnn H.
Lehua Suite - Hawaiian elegance | Patio garden
A wooden deck with a chair, surrounded by lush tropical vegetation and a clear blue sky.

11. Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
8.8 out of 10, Excellent, (37 reviews)
"Good location for the Road to Hana and exploring Paia, hot tub was enjoyable."
United States
Matt
The price is AED 465
AED 1,102 total
includes taxes & fees
6 Oct - 7 Oct
Yonegan Maui Getaways - Haiku
An aerial view of a coastal area with a clear pathway leading to a beach, surrounded by lush greenery and rocky coastline.

12. 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 AED 377
AED 1,835 total
includes taxes & fees
10 Oct - 11 Oct
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
A beach with clear turquoise waters, rocky shoreline, and distant mountains under a clear sky.

13. 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 1,728 total
includes taxes & fees
6 Oct - 7 Oct
Hale Nihi - Paia, Maui
A beach with clear turquoise waters, rocky shoreline, and distant mountains under a clear sky.

14. HALE NIHI, Paia, Maui

HALE NIHI, Paia, Maui
Paia
9.6 out of 10, Exceptional, (107 reviews)
"great location, great host"
United States
Peter M.
The price is AED 826
AED 1,853 total
includes taxes & fees
6 Oct - 7 Oct
HALE NIHI, Paia, Maui
A modern kitchen with a large island, pendant lighting, and a view of greenery outside.

15. 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 AED 1,111
AED 3,398 total
includes taxes & fees
6 Oct - 7 Oct
New! The Aloha Cottage in Puamana, Maui Hawaii
An outdoor lounge area with wooden furniture and green cushions, a pool, and a view of the surrounding greenery.

16. Villa 8

Villa 8
South Kihei
9.8 out of 10, Exceptional, (74 reviews)
"staying here was the best! perfect for our anniversary get away!"
United States
Taylor M.
The price is AED 1,095
AED 2,486 total
includes taxes & fees
7 Oct - 8 Oct
Villa 8
A patio with wicker furniture, a table with a bottle and glasses, and a view of the ocean and palm trees.

17. 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 AED 1,833
AED 5,766 total
includes taxes & fees
20 Oct - 21 Oct
Island Views Oceanfront 2 Master Bedrooms, Cold AC
A residential street lined with palm trees and houses.

18. Haiku Hale - 3 Bedroom Maui Getaway!

Haiku Hale - 3 Bedroom Maui Getaway!
Haiku
10.0 out of 10, Exceptional, (8 reviews)
"Clean, well lit, private, Haiku is a sweet town. Note that there are a few steep steps to master bedroom."
United States
Linda S.
The price is AED 1,388
AED 3,084 total
includes taxes & fees
14 Oct - 15 Oct
Haiku Hale - 3 Bedroom Maui Getaway!
A two-story wooden house with a balcony, surrounded by lush greenery and palm trees.

19. Maui Beach House

Maui Beach House
Central Kihei
10.0 out of 10, Exceptional, (46 reviews)
"My family and I had a wonderful time at this beach house. The host is very responsive in a timely manner. We loved the location, and enjoyed the beach everyday. The description is accurate and we will be staying here again. "
United States
MaRee C.
Maui Beach House
A wooden fence with a sign reading "WOODSTOCK" and a peace sign.

20. Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub

Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub
North Kihei
9.6 out of 10, Exceptional, (110 reviews)
"We had a great stay! Everything was as described and perfect for our family vacation. "
United States
Kristin P.
The price is AED 1,293
AED 4,065 total
includes taxes & fees
15 Oct - 16 Oct
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Wailuku Hotel Reviews

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

10/10 Excellent
"Clean room, friendly staff. Pool area was small but relaxing. Our partial ocean view was great. Wish power had not been out during our stay, it was due to high winds."
Susan 7-night trip
Posted 2 hours ago
OUTRIGGER Kaanapali Beach Resort