Compare and book 5 Star hotels in Kahoolawe, Hawaii

Start date: Check-in selected.
To Date
End date: Check-out

  • 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 availability on Kahoolawe 5 Star Hotels

Tonight
30 Nov - 1 Dec
Tomorrow
1 Dec - 2 Dec
Next weekend
5 Dec - 7 Dec
In two weeks
12 Dec - 14 Dec

Top Kahoolawe 5 Star Hotels

Club Ocean Front One Bedroom Suite | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5.0 star property
Wailea
9.6 out of 10, Exceptional, (1006)
"Beautiful property, efficient staff, truly a wonderful stay "
Canada
Angela
The price is 19.905.575 ₫
23.481.015 ₫ total
includes taxes & fees
6 Dec - 7 Dec
Four Seasons Resort Maui at Wailea
7 restaurants, breakfast served
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
Wailea
8.8 out of 10, Excellent, (1008)
"Great hotel "
United States
Suzi
The price is 15.607.553 ₫
20.121.543 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Grand Wailea Maui, A Waldorf Astoria Resort
View from room
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5.0 star property
Wailea
9.4 out of 10, Exceptional, (1010)
"Beautiful hotel, amazing place, really relaxing. "
United States
Iulian
The price is 20.595.020 ₫
25.849.305 ₫ total
includes taxes & fees
5 Dec - 6 Dec
Fairmont Kea Lani Maui
Outdoor spa tub
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5.0 star property
Wailea
9.4 out of 10, Exceptional, (1001)
"Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive! "
United States
Margaret
The price is 20.342.179 ₫
25.551.376 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Hotel Wailea, Relais & Chateaux - Adults Only
Outdoor pool, pool loungers
Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea

5.0 star property
Wailea
9.6 out of 10, Exceptional, (44)
"Perfect for Families. Quite spacious and great for a relaxing Family vacation."
United States
Leslie
The price is 47.711.422 ₫
57.991.908 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Ho‘olei Villas at Grand Wailea
View from property
Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience

5.0 star property
Wailea
9.8 out of 10, Exceptional, (6)
"It’s a decent hotel to stay for the family."
United States
Sze Wai
The price is 80.123.235 ₫
96.062.860 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Fairmont Kea Lani Maui Villa Experience
Outdoor pool, pool umbrellas, pool loungers
2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas

5.0 star property
Central Kihei
10.0 out of 10, Exceptional, (5)
"This condo was great! Great ocean views, and the beach was beautiful! The condo owners thought of everything!"
United States
Jarrod
2 2 Oceanview Modern Resort Vistas
Luxury Apartment | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Wailea Luxury Hilltop Resort Vistas

Wailea Luxury Hilltop Resort Vistas

5.0 star property
Wailea
10.0 out of 10, Exceptional, (2)
"very nice place and location 🤗"
United States
Maryna
Wailea Luxury Hilltop Resort Vistas
Outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas, pool loungers
Oceanfront Kihei Paradise Vistas

Oceanfront Kihei Paradise Vistas

5.0 star property
Central Kihei
10.0 out of 10, Exceptional, (2)
"This property was clean, quiet, and had excellent security. The barbecue grill was easy to use. They had sandless beach towels, which worked so well. The view was beautiful! I want to go again next year. "
United States
Mae
Oceanfront Kihei Paradise Vistas
Luxury Condo | Balcony
Centrally Located Elegant Vistas

Centrally Located Elegant Vistas

5.0 star property
South Kihei
10.0 out of 10, Exceptional, (1)
"Love this Kihei home! Centrally located! It is very clean. We love that they have beach chairs and towels on hand. Overall great experience stay!"
United States
Edwin
Centrally Located Elegant Vistas
BBQ/picnic Area
Upscale Luxurious Ocean Resort Vistas

Upscale Luxurious Ocean Resort Vistas

5.0 star property
South Kihei
Upscale Luxurious Ocean Resort Vistas
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Kahoolawe.
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

3550 Wailea Alanui Dr Kihei HI
Get rates
9.2/10 Wonderful! (999 reviews)
Still don't see what you're looking for?
See all properties in Kahoolawe.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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.

Top Kahoolawe Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Kahoolawe?
The amount you pay for a 5-star hotel in Kahoolawe depends on factors such as when you plan to travel and the length of your getaway. Our insider tip for bagging an awesome deal? Use our pricing filters to compare all of the available options for your chosen dates.

  • Search for the lowest price per night from 20.121.543 ₫

What makes a hotel 5 stars in Kahoolawe?
From fine dining venues and 24-hour fitness centres to swimming pools and premium bedding, the 5-star experience in Kahoolawe is all about comfort and luxury. But it requires more than just top-notch perks to receive a 5-star rating. Hotels also have to deliver remarkable guest-focused services like in-room beauty treatments, on-site laundry and dry cleaning and 24/7 room service.
Are there any 5-star all-inclusive resorts in Kahoolawe?
Use our filter tool to find a luxury retreat in Kahoolawe where everything you need is included in the price. From there, refine your results for accommodation that have 5 stars and are described as "All inclusive." The most important thing on the schedule at these stays? Pure indulgence and relaxation.

Explore a world of travel with Expedia