Explore top 2026 5 Star Hotels in Kahoolawe

Name: Oceanfront Kihei Paradise Vistas
Rating: 10

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Top Kahoolawe 5 Star hotels

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr Kihei HI

$1,018 nightly

$1,208 total

Aug 17 - Aug 18

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 ...

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI

$786 nightly

$933 total

Aug 16 - Aug 17

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 ...

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI

$880 nightly

$1,045 total

Aug 23 - Aug 24

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)

"Our stay was amazing. The staff and service were absolutely off the charts. The newly opened spa was the nicest I have ever been in. The food at the adult pool and service by the bar staff was impeccable. The main thing that stuck out to me was the genuine kindness and pride that the staff puts into ..."

Reviewed on Jul 22, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

555 Kaukahi Street Kihei HI

$705 nightly

$837 total

Aug 2 - Aug 3

Total with taxes and fees

This luxury resort includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the laundry service, conference center, and valet ...

9.4/10 Exceptional! (1,003 reviews)

"This is a super nice adult only hotel. Nice and quiet. Staff is wonderful. On point. Hotel car service is excellent with luxury cars available. The room is nice. Large and spacious. My only critique is that the restaurant has a limited menu. But selection is great. Highly recommend."

Reviewed on Jul 25, 2026

Ho‘olei Villas at Grand Wailea

146 Ho'olei Circle Kihei HI

$1,776 nightly

$2,108 total

Aug 19 - Aug 20

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! (49 reviews)

"Overall, our stay at Ho’olei was wonderful, as always! We were a party of eight, and the three-bedroom villa was the perfect setup for our family. There was something for everyone to enjoy, especially the kids. We loved the fitness classes, the pools on both sides of the property, the dining options, ..."

Reviewed on Jul 13, 2026

NEW Palms at Wailea Updated 2 Bedroom Villa With Garden Views + Complimentary Rental Car With 6+ Nights! Paw-1706 by KBM Resorts

3200 Wailea Alanui Dr Kihei HI

This condo features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free self parking and free WiFi. A coffee shop, a terrace, ...

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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! (11 reviews)

"What an amazing stay. This a review that I am happy to leave....The apartment was spacious, comfortable and had everything we could possibly need. Pictures are absolutely accurate. It was such a relief to come home to a cool apartment, our snacks in the kitchen, 2 showers, so no wait..... Beach supplies, ..."

Reviewed on Jul 23, 2026

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Aloha Chic Penthouse Vistas

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! (5 reviews)

"The place was beautiful, clean, and well equipped with supplies. The location was perfect for us with amazing views and sunsets."

Reviewed on Jul 3, 2026

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Fairmont Kea Lani Maui Villa Experience

4100 Wailea Alanui Dr-Building A Kihei HI

$3,358 nightly

$3,986 total

Aug 23 - Aug 24

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 ...

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! (3 reviews)

"The apartment is newly remodeled. Very nice, bright, clean, with stunning views into the ocean. All super well equipped with anything you possibly need. We personally appreciated the beach chairs, beach umbrellas, thermal backpack and tons of towels. Also, anything you might ever need in the kitchen ..."

Reviewed on Jun 28, 2026

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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

Mana Kai Maui- Official Onsite Rental

5 out of 5

Posted 1 hour ago

Travelocity Verified Review

"Fantastic stay will be coming back year after year"

A verified traveler stayed at Mana Kai Maui- Official Onsite Rental

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5

Posted 3 days ago

Travelocity Verified Review

A verified traveler stayed at Hotel Wailea, Relais & Chateaux - Adults Only

Maui Beach Vacation Club

4 out of 5

Posted 3 days ago

Travelocity Verified Review

"Condo bien placé a Kihei. On cherchait un condo permettant a nos 3 ados d'avoir chacun un lit et ce condo le permettait avec son divan lit relativement solide et confortable, sa chambre avec 2 lits simples et sa 2e chambre avec un très grand lit pour les parents. L'inconvénient majeur était le bruit. Il n'y a pas de climatisation et il fait très chaud en juillet a Maui. Nous avions une unité au rez de chaussé en biais avec la piscine, et il n'y avait pas tant de vent que ça pour refroidir le condo le soir, donc on ouvrait tout au maximum. Les oiseaux commencent à chanter des 4h45 le matin et ils sont très bruyants. Des bouchons d'oreilles sont nécessaires. Sinon nous avons bien apprécié les BBQ Weber modernes disponibles a la piscine. C'était l'avantage principal d'être au rez de chaussé. Nous n'avions aucune vue sur la mer mais nous pouvions aisément accéder a la piscine et aux BBQs pour préparer notre souper. Nous avons aussi bien apprécié les 2 salles de bain avec douches moderne, et le fait que sel, poivre et filtres pour la machine a café étaient fournis. La plage a cet endroit n'est pas du tout intéressante mais nous avions une voiture pour se déplacer a de superbes plages a une quinzaine de minutes de voiture."

A verified traveler stayed at Maui Beach Vacation Club