Explore top 2026 5 Star Hotels in Kahoolawe

Name: Oceanfront Kihei Paradise Vistas
Rating: 10

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

Tonight

Tomorrow

This weekend

Next weekend

Top Kahoolawe 5 Star hotels

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI

$765 nightly

$908 total

Apr 30 - May 1

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! (1,008 reviews)

Everything about the hotel and staff is exceptional - there is no better place to stay!

Reviewed on Apr 20, 2026

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr Kihei HI

$1,109 nightly

$1,317 total

Apr 22 - Apr 23

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! (1,002 reviews)

Incredibly good service and staff. Property very clean. Very attentive.

Reviewed on Apr 18, 2026

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI

$716 nightly

$850 total

May 3 - May 4

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! (1,003 reviews)

No response from front desk when the water was turned off.

Reviewed on Apr 17, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

555 Kaukahi Street Kihei HI

Fully refundableReserve now, pay when you stay

$816 nightly

$969 total

May 20 - May 21

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)

Everything was Amazing!! Will be coming back

Reviewed on Apr 18, 2026

Ho‘olei Villas at Grand Wailea

146 Ho'olei Circle Kihei HI

$2,036 nightly

$2,417 total

May 9 - May 10

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! (46 reviews)

This was a beautiful villa across the street from the grand wailea. Booking included full use of the resort, which was excellent. Included was a shuttle service with uber-like app that we could use to go anywhere within a 1 mile radius. This was a great stay

Reviewed on Apr 19, 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.

Get rates

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

Get rates

Fairmont Kea Lani Maui Villa Experience

4100 Wailea Alanui Dr-Building A Kihei HI

$3,558 nightly

$4,224 total

May 9 - May 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 ...

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

Get rates

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

Get rates

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

1 out of 5

Posted 8 hours ago

Travelocity Verified Review

"The bartender Tyler basically ignored me. The three times I was there. I had to wait over 10 minutes for a beverage and then never came back to me again. When I checked into the hotel, I had my daughter with me and the other front desk attendant gave another woman a treat for her daughter, but I didn’t get one for my daughter. The rooms were disgusting. There was mold growing underneath the top of the toilet. And our last night that we stayed there, the bar was closed because of rain. Was not the best time."

A verified traveler stayed at Maui Coast Hotel

Kohea Kai Hotel Maui

5 out of 5

Posted 9 hours ago

Travelocity Verified Review

"When I stayed in the penthouse, this felt like a great secret find, and I mainly wish I had made more use of the kitchen and living space. I will have to come back, and wil have my friends stay in the other rooms so we can enjoy the site more fully! Great staff too, even when I was having a late-night arrival. I'm at least glad I walked across the street to the nice beach multiple times. "

A verified traveler stayed at Kohea Kai Hotel Maui

Hilton Grand Vacations Club Maui Bay Villas

5 out of 5

Posted 2 days ago

Travelocity Verified Review

"We stayed two nights here and 3 nights at a resort in Kaanapali and have to say much preferred our time here and in Kihei. When you’re at the resorts you feel trapped and when you are here you feel free. Our villa was so spacious, clean and new and the three pools were awesome. My 10 year old daughter couldn’t get enough of the the slide."

A verified traveler stayed at Hilton Grand Vacations Club Maui Bay Villas