Search Holiday Homes in Kahoolawe

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Browse Select Kahoolawe Holiday Homes

Wonderful Wailea Condo Lanai Water Views
Exterior

Wonderful Wailea Condo Lanai Water Views

3.0 star property
7.6 out of 10, Good, (4)
"We had such an amazing stay! Prior to arrival we were provided with all the information we needed to make arrival easy and make our stay feel like home. This property had everything we could possibly need and was so clean. Like squeaky clean! And the view!! We stayed in December and we could see whales from the lanai! There are some great restaurants and a chocolate shop nearby that we walked to. We also walked to a luau at a nearby resort. We would absolutely stay here again"
Wonderful Wailea Condo Lanai Water Views
Oceanfront Penthouse Vistas
Exterior

Oceanfront Penthouse Vistas

4.5 star property
10.0 out of 10, Exceptional, (3)
"Property exceeded expectations. Prompt and efficient service when we had a couple of minor issues. "
Oceanfront Penthouse Vistas
Ho'olei Ocean View by Coldwell Banker Island Vacations
Townhome, 3 Bedrooms | Pool

Ho'olei Ocean View by Coldwell Banker Island Vacations

3.0 star property
Ho'olei Ocean View by Coldwell Banker Island Vacations
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.
Don't see what you're looking for?
See all available properties in Kahoolawe
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Kahoolawe

Maui Beach Vacation Club
Suite, 2 Bedrooms | Living area | TV

Maui Beach Vacation Club

2.5 star property
8.4 out of 10, Very good, (737)
"Great experience perfect for this time of year in the early spring clean everything we needed. It just doesn’t have air conditioning so in the summer it would be too hot to stay there. The staff was amazing and very sweet."
Maui Beach Vacation Club
Wailea Ekahi - CoralTree Residence Collection
Exterior

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (532)
"Our unit was clean, location was great.Main pool was right at the beach, kids had fun. Only drawback, you may have few minutes walk to the pool. "
Wailea Ekahi - CoralTree Residence Collection
Sugar Beach Resort
Outdoor pool

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1054)
"We enjoyed our stay.Will Visit again"
Sugar Beach Resort
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.