Explore top 2025 5 Star Hotels in Kahoolawe

Name: Oceanfront Kihei Paradise Vistas
Rating: 10

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Top Kahoolawe 5 Star hotels

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive, Kihei, HI

$755 nightly

$891 total

Oct 18 - Oct 19

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! (1,006 reviews)

"Prime location to enjoy the Hawaiian natural beauty from the pools or while dining. Helpful and professional staff, from front desk to housekeeping."

Reviewed on Oct 13, 2025

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive, Kihei, HI

$655 nightly

$773 total

Nov 13 - Nov 14

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! (1,008 reviews)

"Wonderful accommodations!"

Reviewed on Oct 10, 2025

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr, Kihei, HI

$840 nightly

$990 total

Oct 18 - Oct 19

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! (1,011 reviews)

"Very nice. Pools were all well staffed and they do not let people claim loungers all day, which i really appreciate."

Reviewed on Oct 13, 2025

Hotel Wailea, Relais & Chateaux - Adults Only

555 Kaukahi Street, Kihei, HI

Fully refundableReserve now, pay when you stay

$994 nightly

$1,173 total

Nov 4 - Nov 5

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 ...

9.2/10 Wonderful! (1,001 reviews)

"This place. So special. The crème de la creme. 5+stars. Cannot WAIT to go back!"

Reviewed on Sep 23, 2025

Ho‘olei Villas at Grand Wailea

146 Ho'olei Circle, Kihei, HI

$2,055 nightly

$2,425 total

Oct 23 - Oct 24

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! (42 reviews)

"Perfect for Families. Quite spacious and great for a relaxing Family vacation."

Reviewed on Jun 15, 2025

Fairmont Kea Lani Maui Villa Experience

4100 Wailea Alanui Dr-Building A, Kihei, HI

$2,480 nightly

$2,925 total

Nov 9 - Nov 10

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 ...

9.6/10 Exceptional! (6 reviews)

"It’s a decent hotel to stay for the family."

Reviewed on Aug 22, 2024

2 2 Oceanview Modern Resort Vistas

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.

10/10 Exceptional! (5 reviews)

"Great/convenient location with awesome views!! Spotless, comfortable and they even provided welcome Hawaiian cookies and coffee! Also extra beach chairs, coolers, games, etc. Beds were very comfy. A/C worked great. Close to Pickleball if you like to play. The competition is varied but mostly strong ..."

Reviewed on Oct 8, 2025

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Wailea Luxury Hilltop Resort Vistas

10 Wailea Ekolu Pl, Kihei, HI

This apartment features a terrace, barbecue grills, and free self parking. A garden and a picnic area are also provided.

"We loved staying here! The property is lovely and the lanai was perfect for sunsets. It has everything you need and you can walk anywhere you need to go. Will be back!"

Reviewed on Nov 28, 2024

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Centrally Located Elegant Vistas

2219 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.

"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!"

Reviewed on Nov 24, 2024

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Oceanfront Kihei Paradise Vistas

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! (1 review)

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

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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

5 out of 5

Posted 2 days ago

Travelocity Verified Review

"All members of the staff were so inviting and friendly! The property itself is beautiful, clean and updated. The pools were so nice and never crowded. We enjoyed the complimentary shuttle, bikes, and overall location. We will definitely be back to Maui Coast, it is money well spent! "

A verified traveler stayed at Maui Coast Hotel