Find 5 Star Hotels in South Maui, HI from ￥66,150

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check availability on South Maui 5 Star Hotels

Compare South Maui 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Club Ocean Front One Bedroom Suite | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Four Seasons Resort Maui at Wailea
Four Seasons Resort Maui at Wailea
5.0 star property
9.6 out of 10, Exceptional, (1000)
"Prime location to enjoy the Hawaiian natural beauty from the pools or while dining. Helpful and professional staff, from front desk to housekeeping. "
United States
Mohammad
The price is ￥113,680
￥134,099 total
includes taxes & fees
Nov 8 - Nov 9
Four Seasons Resort Maui at Wailea
9 outdoor pools, cabanas (surcharge), sun loungers
Grand Wailea Maui, A Waldorf Astoria Resort
Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
8.8 out of 10, Excellent, (1012)
"Wonderful accommodations!"
United States
Paul
The price is ￥87,657
￥113,258 total
includes taxes & fees
Nov 13 - Nov 14
Grand Wailea Maui, A Waldorf Astoria Resort
View from room
Fairmont Kea Lani Maui
Fairmont Kea Lani Maui
5.0 star property
9.4 out of 10, Exceptional, (1016)
"Amazing hotel I would stay here again"
United States
ERIKA
The price is ￥119,955
￥150,461 total
includes taxes & fees
Oct 28 - Oct 29
Fairmont Kea Lani Maui
Outdoor spa tub
Hotel Wailea, Relais & Chateaux - Adults Only
Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
9.4 out of 10, Exceptional, (1002)
"Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive! "
United States
Margaret
The price is ￥144,163
￥179,017 total
includes taxes & fees
Oct 26 - Oct 27
Hotel Wailea, Relais & Chateaux - Adults Only
Outdoor pool, sun loungers
Ho‘olei Villas at Grand Wailea
Ho‘olei Villas at Grand Wailea
5.0 star property
9.6 out of 10, Exceptional, (44)
"Perfect for Families. Quite spacious and great for a relaxing Family vacation."
United States
Leslie
The price is ￥302,433
￥366,658 total
includes taxes & fees
Nov 15 - Nov 16
Ho‘olei Villas at Grand Wailea
View from property
Fairmont Kea Lani Maui Villa Experience
Fairmont Kea Lani Maui Villa Experience
5.0 star property
9.8 out of 10, Exceptional, (6)
"It’s a decent hotel to stay for the family."
United States
Sze Wai
The price is ￥427,099
￥512,774 total
includes taxes & fees
Nov 19 - Nov 20
Fairmont Kea Lani Maui Villa Experience
Outdoor pool, pool umbrellas, sun loungers
2 2 Oceanview Modern Resort Vistas
2 2 Oceanview Modern Resort Vistas
5.0 star property
10.0 out of 10, Exceptional, (5)
"This condo was great! Great ocean views, and the beach was beautiful! The condo owners thought of everything!"
United States
Jarrod
2 2 Oceanview Modern Resort Vistas
Luxury Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop
Wailea Luxury Hilltop Resort Vistas
Wailea Luxury Hilltop Resort Vistas
5.0 star property
10.0 out of 10, Exceptional, (2)
"very nice place and location 🤗"
United States
Maryna
Wailea Luxury Hilltop Resort Vistas
Luxury Condo | Balcony
Centrally Located Elegant Vistas
Centrally Located Elegant Vistas
5.0 star property
10.0 out of 10, Exceptional, (1)
"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!"
United States
Edwin
Centrally Located Elegant Vistas
Outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas, sun loungers
Oceanfront Kihei Paradise Vistas
Oceanfront Kihei Paradise Vistas
5.0 star property
10.0 out of 10, Exceptional, (2)
"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. "
United States
Mae
Oceanfront Kihei Paradise Vistas
BBQ/picnic area
Upscale Luxurious Ocean Resort Vistas
Upscale Luxurious Ocean Resort Vistas
5.0 star property
Upscale Luxurious Ocean Resort Vistas
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in South Maui.
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

3550 Wailea Alanui Dr, Kihei, HI
The price is ￥116,059 per night from Nov 21 to Nov 22
￥116,059
￥145,865 total
Nov 21 - Nov 22
includes taxes & fees
9.2/10 Wonderful! (999 reviews)
Still don't see what you're looking for?
See all properties in South Maui.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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 South Maui

Discover things to see and do in South Maui as you venture to popular sights like Wailea Beach.

See all hotels in South Maui
Wailea

Top South Maui Hotel Reviews

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

10/10 Excellent
"Everything was wonderful "
Dione 4-night trip
Posted 2 days ago
Grand Wailea Maui, A Waldorf Astoria Resort

Explore a world of travel with Expedia