Kahoolawe 5 Stars Hotels

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Check availability on Kahoolawe 5 Star Hotels

Tonight
Dec 24 - Dec 25
Tomorrow
Dec 25 - Dec 26
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Kahoolawe 5-star hotels

Club Ocean Front One Bedroom Suite | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1000)
"Beautiful property, efficient staff, truly a wonderful stay "
Canada
Angela
The price is NT$25,048
NT$29,735 total
includes taxes & fees
Jan 8 - 2026/1/9
Four Seasons Resort Maui at Wailea
7 restaurants, breakfast served
Grand Wailea Maui, A Waldorf Astoria Resort

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, (1005)
"Very nice resort for a family vacation!"
United States
Ashwini
The price is NT$21,581
NT$27,664 total
includes taxes & fees
Jan 7 - 2026/1/8
Grand Wailea Maui, A Waldorf Astoria Resort
View from room
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1001)
"Beautiful amenities and friendly staff! "
United States
Laura
The price is NT$27,022
NT$33,937 total
includes taxes & fees
Jan 8 - 2026/1/9
Fairmont Kea Lani Maui
Outdoor spa tub
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1004)
"Great"
United States
Joseph
The price is NT$33,051
NT$41,106 total
includes taxes & fees
Jan 7 - 2026/1/8
Hotel Wailea, Relais & Chateaux - Adults Only
Outdoor pool, sun loungers
Ho‘olei Villas at Grand Wailea

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 NT$63,124
NT$76,982 total
includes taxes & fees
Jan 4 - 2026/1/5
Ho‘olei Villas at Grand Wailea
View from property
Fairmont Kea Lani Maui Villa Experience

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 NT$91,028
NT$109,229 total
includes taxes & fees
Jan 9 - 2026/1/10
Fairmont Kea Lani Maui Villa Experience
Outdoor pool, pool umbrellas, sun loungers
2 2 Oceanview Modern Resort Vistas

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-size fridge, microwave, oven, stovetop
Wailea Luxury Hilltop Resort Vistas

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, sun loungers
Oceanfront Kihei Paradise Vistas

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

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

Upscale Luxurious Ocean Resort Vistas
5.0 star property
South Kihei
Upscale Luxurious Ocean Resort Vistas
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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
The price is NT$22,773 per night from Jan 23 to Jan 24
NT$22,773
NT$28,894 total
Jan 23 - 2026/1/24
includes taxes & fees
9.2/10 Wonderful! (997 reviews)
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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

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

10/10 Excellent
"Unbelievable experience."
Nicolas 6-night trip
Posted 6 days ago
Grand Wailea Maui, A Waldorf Astoria Resort

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Kahoolawe?
How much you pay for a 5-star hotel in Kahoolawe can vary according to the time of year you travel and how long you plan to be away, among several factors. Take advantage of our price per night filter and other search tools to land the best rate on a high-end getaway.

  • Search for the lowest price per night from NT$14,546

What makes a hotel 5 stars in Kahoolawe?
From fine dining venues and all-day gyms to pools and deluxe bedding, the 5-star experience in Kahoolawe is all about comfort and luxury. But it takes more than just top-notch amenities to get a 5-star rating. Hotels must also deliver exceptional services like in-room massage treatments, laundry and dry cleaning and 24-hour room service.
Are there any 5-star all-inclusive resorts in Kahoolawe?
Find an indulgent getaway that includes your lodging, food, activities and entertainment in Kahoolawe with the help of Expedia's filters. Search for hotels with a 5-star rating and select the "All inclusive" filter. Be sure to check what's included in the price. This way, you'll be ready to maximize the premium perks on offer from the moment you arrive.

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