Explore top 2026 5 Star Hotels in Kahoolawe

Name: Oceanfront Kihei Paradise Vistas
Rating: 10

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Top Kahoolawe 5 Star hotels

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI

$914 nightly

$1,085 total

Mar 5 - Mar 6

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! (1,002 reviews)

Having multiple pool options available just steps away from the beach was amazing! The outdoor lobby is the epitome of island paradise and the overall setting is just gorgeous!

Reviewed on Mar 2, 2026

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI

$1,135 nightly

$1,347 total

Mar 21 - Mar 22

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! (1,004 reviews)

Staff

Reviewed on Feb 28, 2026

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr Kihei HI

$993 nightly

$1,178 total

Mar 7 - Mar 8

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! (1,001 reviews)

The stay was great. Had a pool side room with our own lounge chairs and table. Very relaxing, and highly recommend the room. Clean, well laid out, cleaning services daily were well done. This review doesn't ask about the restaurants, so will write it here. While I can recommend the resort, and the ...

Reviewed on Mar 2, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

555 Kaukahi Street Kihei HI

Fully refundableReserve now, pay when you stay

$1,129 nightly

$1,340 total

Mar 16 - Mar 17

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)

abslout great

Reviewed on Feb 26, 2026

Ho‘olei Villas at Grand Wailea

146 Ho'olei Circle Kihei HI

$2,185 nightly

$2,594 total

Mar 5 - Mar 6

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! (45 reviews)

Womderful home, terrific service, access to hotel amenities was key.

Reviewed on Feb 28, 2026

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.

9.8/10 Exceptional! (7 reviews)

The condo was very clean, loved all of the decor, was very beautiful. Had everything you could possibly need in kitchen and bathrooms. Would definitely stay again! Everyone we talked to was very nice and helpful!

Reviewed on Dec 26, 2025

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Fairmont Kea Lani Maui Villa Experience

4100 Wailea Alanui Dr-Building A Kihei HI

$3,458 nightly

$4,106 total

Mar 5 - Mar 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 ...

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.

10/10 Exceptional! (1 review)

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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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.

10/10 Exceptional! (2 reviews)

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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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! (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

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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

Days Inn by Wyndham Maui Oceanfront

5 out of 5

Posted 1 day ago

Travelocity Verified Review

"We love the location and ease of the access to the beach. Friendly staff. The basic room is small but we are hardly in the room. "

A verified traveler stayed at Days Inn by Wyndham Maui Oceanfront

Fairmont Kea Lani Maui

5 out of 5

Posted 4 days ago

Travelocity Verified Review

"Our family of five had a great time. The room was spacious, the grounds were clean and beautiful, the beach was perfect for our kids, and the food options were delicious but expensive. We loved snorkeling every day and walking down the beach path. My favorite though was the canoe experience at the hotel. They fill up quickly, so sign up well before you arrive. Beyond that we took the kids, horseback riding, took some surf lessons, and rented a car to do the road to Hana. It was an amazing experience. "

A verified traveler stayed at Fairmont Kea Lani Maui