A beach at sunset with waves gently lapping the shore and a boat on the sand.

Find 5 Star Hotels in Kihei, HI from $414

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Kihei 5 Star Hotels

Tonight
Oct 22 - Oct 23
Tomorrow
Oct 23 - Oct 24
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Kihei 5-star hotels

A pool with a waterfall feature, surrounded by palm trees and a stone structure.
A spacious balcony with a view of a pool and palm trees, furnished with wicker chairs and a coffee table.
A resort with a pond, a wooden bridge, and lush greenery.
A resort with multiple buildings, a beach, and a mountainous backdrop.

1. Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
United States
nicholas gaetano
$743 nightly
$882 total
Nov 20 - Nov 21
Total with taxes and fees
Grand Wailea Maui, A Waldorf Astoria Resort
A staircase with a view of a garden, palm trees, and a bridge.
A balcony with a view of the ocean and sunset.
A resort with a large swimming pool, palm trees, and a view of the ocean.
A resort pool area with lounge chairs, umbrellas, and palm trees.

2. Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
Wailea
United Kingdom
Sonam
$1,068 nightly
$1,268 total
Oct 24 - Oct 25
Total with taxes and fees
Fairmont Kea Lani Maui
A resort pool area with a central fountain, surrounded by lounge chairs and palm trees, leading to the ocean.
A balcony with wicker furniture, a view of the ocean, palm trees, and a mountain in the distance.
An aerial view of a resort with multiple pools, palm trees, and lounge areas.
A bar area with a curved counter, multiple bar stools, and a view of palm trees and the ocean at dusk.

3. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
Wailea
United States
Quinn
$1,080 nightly
$1,282 total
Nov 7 - Nov 8
Total with taxes and fees
Four Seasons Resort Maui at Wailea
A resort with a large pool, a water slide, and a view of the ocean.
A serene outdoor seating area with two tables covered in white tablecloths and wooden stools, overlooking a coastal view with the ocean and a distant island.
A deck with two lounge chairs facing a scenic ocean view, a wooden floor, and a modern architectural design.
A well-maintained golf course with a clear view of the ocean and a winding path.

4. Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
Wailea
United States
Rachel
$629 nightly
$747 total
Nov 15 - Nov 16
Total with taxes and fees
Wailea Beach Resort - Marriott, Maui
A poolside area with a fire pit, lounge chairs, and umbrellas.
A room with a view of the ocean and lush greenery.
A spacious indoor area with a high ceiling, large windows, and a view of the ocean.
A resort with a pool, a covered outdoor area, and a stone wall.

5. Hotel Wailea Maui

Hotel Wailea Maui
Wailea
United States
Maureen
$823 nightly
$977 total
Oct 31 - Nov 1
Total with taxes and fees
Hotel Wailea Maui
A resort with thatched-roof structures, a pool with a waterfall, and wooden railings.
A pool with a waterfall feature, lounge chairs, and palm trees under a sunset sky.
A spacious kitchen with a large island, wooden cabinets, and a view of the ocean.
A multi-level hotel atrium with a central bar, outdoor seating, and multiple balconies.

6. Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
Wailea
United States
Justin Robert
$1,776 nightly
$2,108 total
Nov 10 - Nov 11
Total with taxes and fees
Ho‘olei Villas at Grand Wailea
A spacious living room with a large window, a ceiling fan, a sofa, a coffee table, and a TV.
A room with a blue cabinet, a mirror, and a plant.
A modern kitchen with white cabinets, a marble island, and a view of the ocean.
A modern living room with a wooden coffee table, a sofa with blue cushions, a dining area with wicker chairs, and a kitchen with a refrigerator.

7. Oceanfront Kihei Paradise Vistas

Oceanfront Kihei Paradise Vistas
Central Kihei
United States
Mae
Oceanfront Kihei Paradise Vistas
A balcony with a wooden table, a bottle of champagne, and a flower arrangement.
A kitchen with a microwave, a knife block, a bottle of Veuve Clicquot champagne, and two glasses on a marble countertop.
A living room with a blue sofa, a coffee table, and a TV on the wall. There is a balcony with a view of the ocean and palm trees.
A modern kitchen with grey cabinets, a built-in oven, and a white countertop. There is a dining area with a wooden table and blue chairs.

8. 2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas
Central Kihei
United States
Carrie
2 2 Oceanview Modern Resort Vistas
A hotel courtyard with palm trees, outdoor seating, and a view of the ocean at sunset.
A golf course with a water body, trees, and a distant mountain.
A wooden bridge over a pond, a well-maintained lawn, and a building with a balcony.
Hiking

9. Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom
Wailea
$1,341 nightly
$1,592 total
Oct 27 - Oct 28
Total with taxes and fees
Villa, Garden View, 2-bedroom
A resort with a pool, outdoor seating, and a view of the ocean.
A modern kitchen with a large island, stainless steel appliances, and bar stools.
A modern living room with a large TV, a dining area, and a kitchen.
A hotel with multiple balconies, a swimming pool area, and palm trees.

10. Aloha Chic Penthouse Vistas

Aloha Chic Penthouse Vistas
Central Kihei
United States
Shirley
Aloha Chic Penthouse Vistas
A modern kitchen with white cabinets, stainless steel appliances, and a large island.
A modern kitchen with white cabinets, a large marble island, stainless steel appliances, and wicker pendant lights.
A modern kitchen with white marble countertops, wooden flooring, and large windows offering a view of the outdoors.
A clear swimming pool with a wooden deck and lounge chairs around it, surrounded by lush greenery.

11. Wailea Luxury Hilltop Resort Vistas

Wailea Luxury Hilltop Resort Vistas
Wailea
United States
Maryna
Wailea Luxury Hilltop Resort Vistas
A modern living room with a large TV, comfortable seating, and a view of the ocean through sliding glass doors.
A tropical resort with palm trees, a view of the ocean, and a parking area.
A modern kitchen with grey cabinets, stainless steel appliances, and a white marble countertop.
A kitchen counter with a coffee maker, a bag of cookies, a bottle of beer, and a decorative card.

12. Upscale Luxurious Ocean Resort Vistas

Upscale Luxurious Ocean Resort Vistas
South Kihei
Upscale Luxurious Ocean Resort Vistas
A balcony with a view of a building and greenery, a sofa, a table, and two pendant lights.
A multi-story hotel with balconies, a central courtyard with palm trees, and a clear blue sky.
A bedroom with a patterned bedspread, a wooden dresser, a mirror, and a ceiling fan.
A modern dining area with a wooden table, chairs, and a ceiling fan. There is a TV mounted on the wall and a window with a view of buildings and greenery.

13. Centrally Located Elegant Vistas

Centrally Located Elegant Vistas
South Kihei
United States
Edwin
Centrally Located Elegant Vistas
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Kihei.
Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas

575 S Kihei Road Kihei HI
$349 nightly
$414 total
Oct 29 - Oct 30
Total with taxes and fees
9.4/10 Exceptional! (416 reviews)
Hilton Grand Vacations Club Maui Bay Villas
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

3550 Wailea Alanui Dr Kihei HI
$891 nightly
$1,058 total
Nov 21 - Nov 22
Total with taxes and fees
9.2/10 Wonderful! (1,000 reviews)
Andaz Maui at Wailea Resort - a concept by Hyatt
AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea

88 WAILEA IKE PLACE Kihei HI
$474 nightly
$563 total
Oct 29 - Oct 30
Total with taxes and fees
AC Hotel by Marriott Maui Wailea
Still don't see what you're looking for?
See all properties in Kihei.
You can also use these popular filters to refine your search.
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.

Learn more about Kihei

Sunsets turn spectacular along Kihei's golden beaches where snorkeling with sea turtles is best in the morning calm. Grab a shave ice after exploring nearby Molokini crater, or time your visit for winter when humpback whales breach just offshore.

See all hotels in Kihei
A sunset over a beach with palm trees and a few people walking.

Top Kihei Hotel Reviews

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

8/10 Good
"I wished there were more activities available or at least wished the activities were closer to the pool area. My kids wanted to do them, but the walk was too far since we settled into the pool area already. Everyone was so helpful and nice. This was our second time in Maui, and we brought our kids this time. They had an amazing time. The resort is well maintained and only a 5 min walk to a local market where we enjoyed many meals at. Shuttle service only goes in Wailea area. It was convenient that Enterprise rental was on site. We got our car quickly. The beach chairs and umbrellas were first come first serve. You are added to a waitlist by text. We got there right when it opened up at 8:00 am one day and got one right away; while on our last day, the wait was too long even at 8:00 am, but they provided us with a Tommy Bahama chair to sit on the beach still. Overall, our stay was wonderful. Beautiful property for families. Thank you for everything!"
Ngoc My 5-night trip
Posted 2 days ago
Wailea Beach Resort - Marriott, Maui
Hotel Wailea Maui

Hotel Wailea Maui

10/10 Excellent
"Hotel Wailea was paradise! The grounds and the room were beautiful and clean. The customer service was EXCELLENT!!!! My husband and I didn’t want to leave. If you are looking for an adult only relaxing experience, I HIGHLY recommend Hotel Wailea. You will not be disappointed!"
Erica 6-night trip
Posted 4 days ago
Hotel Wailea Maui
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

10/10 Excellent
"The Four Seasons Wailea is a truly exceptional property. The Amenities were all first class and service was in a class of its own. Our experience met and exceeded all expectations on all measures."
eric 8-night trip
Posted 7 days ago
Four Seasons Resort Maui at Wailea

Find out more about Kihei

Why not request total luxury on your jaunt to Kihei? After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Kihei so popular in the last year. There's no reason to delay a getaway to Kihei any longer. Furthermore, you'll find that these hotels are kept in fantastic condition and provide a fine place to lay your head at night. Reserve one of our 5-star hotels in Kihei and indulge in the finer things in life for a while. What are you waiting for?

Get a Great Deal on 5-Star Hotels in Kihei

Don't be afraid to demand the best service from your hotel, along with the best conditions. High-end restaurants, exceptional customer care, and deeply relaxing spa offerings are all on offer. You're sure to find exactly the accommodation you need. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. How do you want to relax? A body scrub that will leave you feeling great? 24-hour room service, so you can order that Turkish coffee in the wee hours of the morning? A deep-tissue massage to help your cares fall away? Want to see for yourself? Then explore the 782 reviews various guests have left on Expedia and get to know these places.

You won't sleep and order room service the entire time, though. We've got you covered. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what you end up doing, the 5-star hotels in Kihei are waiting for you to relax after an exciting day.

Make Your Escape

The results are in, and Kihei 5-star hotels are the place to be when you book your next vacation. Additionally, these accommodations are highly rated -- 90% of visitors recommended 5-star hotels in Kihei! Expedia can help you land a great deal on accommodation. It's time to indulge yourself. Opt for one of Expedia's Kihei 5-star hotels today and decompress in complete comfort tomorrow.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Kihei?
The amount you pay for a 5-star hotel in Kihei can vary depending on the time of year you travel and how long you plan to stay, among a number of factors. Use our price per night filter and other search tools to find the best rate on a high-end getaway.
  • Search for the lowest price per night from $414
What makes a hotel 5 stars in Kihei?
In Kihei, a hotel must offer a certain number of upscale conveniences to be designated 5 stars. These may include gourmet restaurants, saunas and spas, on-site gyms, premium bedding, luxury bathroom products and more. What also sets 5-star hotels apart is their outstanding standard of service. You can expect things like in-room massages, nightly turn-down services and concierge services. Some may even offer special touches like welcome gifts.
Are there any 5-star all-inclusive resorts in Kihei?
Our handy filters are the best way to search for exactly what you're looking for. Select "5-star" and "All inclusive" to show the most luxurious properties in Kihei where your accommodations, meals, entertainment and activities are included in the price. At these stays, your trip is pure extravagance from the moment you step foot in the lobby.

Explore a world of travel with Expedia