Explore top 2026 5 Star Hotels in Kahoolawe

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Next weekend
Jun 12 - Jun 14
In two weeks
Jun 19 - Jun 21

Top Kahoolawe 5 Star hotels

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
$1,159 nightly
The price is $1,376 total per night from Jun 9 to Jun 10
$1,376 total
Jun 9 - Jun 10
Total with taxes and fees
A full-service spa, 6 restaurants, and 3 outdoor pools are all featured at this luxury resort. Relax with beach cabanas, sun loungers, and beach umbrellas. There's ...
9.4/10 Exceptional! (1,003 reviews)
"Property is very clean and close to the ocean. The staff were amazing and very helpful with anything we needed. They had a courtesy shuttle you can use to get around wailea."

Reviewed on Jun 7, 2026

Opens in a new windowFairmont Kea Lani Maui
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
$819 nightly
The price is $972 total per night from Jun 21 to Jun 22
$972 total
Jun 21 - Jun 22
Total with taxes and fees
A full-service spa, 7 restaurants, and 9 outdoor pools are all featured at this luxury resort. Spend a day at the beach snorkeling, or relax with sun loungers ...
8.8/10 Excellent! (1,011 reviews)
"Pool often quite dirty, though had a couple windy days so that is"

Reviewed on Jun 6, 2026

Opens in a new windowGrand Wailea Maui, A Waldorf Astoria Resort
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
$945 nightly
The price is $1,122 total per night from Jun 26 to Jun 27
$1,122 total
Jun 26 - Jun 27
Total with taxes and fees
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. Spend a day at the beach surfing, or relax with sun loungers and ...
9.6/10 Exceptional! (1,001 reviews)
"Absolutely beautiful! Staff were all friendly and attentive. We really appreciated the cleanliness, amenities, and high level of service."

Reviewed on May 25, 2026

Opens in a new windowFour Seasons Resort Maui at Wailea
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
555 Kaukahi Street Kihei HI
Fully refundableReserve now, pay when you stay
$727 nightly
The price is $863 total per night from Jun 15 to Jun 16
$863 total
Jun 15 - Jun 16
Total with taxes and fees
This luxury resort includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the business center, laundry service, and valet ...
9.4/10 Exceptional! (1,001 reviews)
"The hotel is well located, but there were several things we didn't enjoy. The food was a real letdown — the quality simply isn't there. On a brighter note, they have a nice lobby bar with a great atmosphere, though it's only open from 5 to 9 PM, leaving it completely empty the rest of the day. Overall, ..."

Reviewed on Jun 6, 2026

Opens in a new windowHotel Wailea, Relais & Chateaux - Adults Only
Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea

5 out of 5
146 Ho'olei Circle Kihei HI
$2,136 nightly
The price is $2,535 total per night from Jun 12 to Jun 13
$2,535 total
Jun 12 - Jun 13
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury resort. Bring the family and enjoy the children's club, children's pool, ...
9.6/10 Exceptional! (47 reviews)
"Overall almost perfect. Some small issues but otherwise would have been a 5/5. Gave it overall a 4 but wish i had a choice for 4.5"

Reviewed on May 25, 2026

Opens in a new windowHo‘olei Villas at Grand Wailea
2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas

5 out of 5
938 S Kihei Rd Kihei HI
This condo features an outdoor pool and a hot tub. Free self parking, laundry facilities, and a virtual front desk are also on offer.
9.8/10 Exceptional! (9 reviews)
"Beautifully renovated. Everything you need to enjoy the beach is there for you to use."

Reviewed on May 28, 2026

Get rates
Opens in a new window2 2 Oceanview Modern Resort Vistas
Upscale Luxurious Ocean Resort Vistas

Upscale Luxurious Ocean Resort Vistas

5 out of 5
2777 S Kihei Rd Kihei HI
This apartment features 2 outdoor pools, a garden, and a picnic area. Enjoy the 2 hot tubs and get free self parking. Laundry facilities and a virtual front ...
Get rates
Opens in a new windowUpscale Luxurious Ocean Resort Vistas
Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience

5 out of 5
4100 Wailea Alanui Dr-Building A Kihei HI
$4,398 nightly
The price is $5,221 total per night from Jul 5 to Jul 6
$5,221 total
Jul 5 - Jul 6
Total with taxes and fees
A full-service spa, 4 restaurants, and 3 outdoor pools are all featured at this luxury resort. Spend a day at the beach snorkeling, or relax with beach cabanas ...
Opens in a new windowFairmont Kea Lani Maui Villa Experience
Oceanfront Kihei Paradise Vistas

Oceanfront Kihei Paradise Vistas

5 out of 5
938 S Kihei Rd Kihei HI
This apartment features an outdoor pool and a hot tub. Free self parking, a terrace, and a garden are also offered.
10/10 Exceptional! (2 reviews)
Can’t Wait to Return
"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."

Reviewed on Jul 18, 2025

Get rates
Opens in a new windowOceanfront Kihei Paradise Vistas
Aloha Chic Penthouse Vistas

Aloha Chic Penthouse Vistas

5 out of 5
938 S Kihei Rd Kihei HI
This condo features an outdoor pool and a hot tub. Free self parking, a terrace, and a garden are also offered.
10/10 Exceptional! (4 reviews)
"Super awesome…Thank you."

Reviewed on Oct 10, 2025

Get rates
Opens in a new windowAloha Chic Penthouse Vistas
Don't see what you're looking for?
See all available properties in Kahoolawe
View all properties
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.

Kahoolawe Resorts & 5 Star Hotels

Looking for your own little slice of heaven during your next trip? Check out all the best 5-star hotels in Kahoolawe to make sure your trip is as extravagantly comfortable as you expect.

Whether you plan on staying in your room the whole time or getting out and enjoying the city, you’ll be living the life while staying at your luxury accommodation. With so many amenities at your beck and call, you might try to turn your stay into a staycation!

Many of the 5-star hotels have award-winning restaurants you can dine at, as well as plush bedding and a concierge service to take care of your every need. Most also offer pools and modern fitness centers, not to mention high-speed Wi-Fi.

For your next trip, book a hotel that can be your own little hideaway, whether you’re in town for business or leisure. Kahoolawe 5-star hotels provide you with all the comforts and amenities you expect from a sophisticated hotel, with a staff that’s happy to ensure you have everything you need to feel at home.

Whether you’re a first-time guest, or you’ve stayed in 5-star hotels in Kahoolawe before, you’ll have no shortage of options to choose from on your next trip when you book with Travelocity. Browse our vast selection and find great deals on luxury lodging.

Recent Kahoolawe hotel reviews by fellow wanderers

Maui Coast Hotel

Maui Coast Hotel

4 out of 5
Posted less than an hour ago
Travelocity Verified Review
"Debería tener Internet en el restaurante"
A verified traveler stayed at Maui Coast Hotel
Maui Coast Hotel

Explore More Ways to Travel with Travelocity