Kihei Luxury Vacations
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Top Luxury vacation packages in Kihei
- Stunning Modern Beachfront Resort Vistas
Jan 13 - Jan 19Stunning Modern Beachfront Resort Vistas + Flight
South Kihei6 nights4.5 star property10/10 - Exceptional (1 review)"We had an absolutely amazing time during our stay. Our condo had an unexpected view of the ocean from the lanai and was a quick walk to the beach. There’s construction on the street out front so that main road was closed to through traffic which meant a slightly longer route to get places, but on the plus side, it meant no noise or street traffic. So we didn’t mind. The condo was really well stocked (a boogie board and sand toys would be a great addition if you’re thinking of adding items!) and..."Reviewed August 9, 2026Roundtrip • Los Angeles (LAX) - Maui (OGG)LAX - OGG • Nonstop OGG - LAX • 1 stop$3,284$2,640found 1 day agoper traveler - Hotel Wailea Maui
Jan 14 - Jan 20Hotel Wailea Maui + Flight
Wailea6 nights5.0 star property9.4/10 - Exceptional (1,003 reviews)Roundtrip • Denver (DEN) - Maui (OGG)DEN - OGG • Nonstop OGG - DEN • 1 stop$6,027$3,423found 6 hours agoper traveler - Fairmont Kea Lani Maui
Jan 14 - Jan 20Fairmont Kea Lani Maui + Flight
Wailea6 nights5.0 star property9.6/10 - Exceptional (1,003 reviews)Roundtrip • Denver (DEN) - Maui (OGG)DEN - OGG • Nonstop OGG - DEN • 1 stop$5,601$3,766found 6 hours agoper traveler - Andaz Maui at Wailea Resort - a concept by Hyatt
Jan 14 - Jan 20Andaz Maui at Wailea Resort - a concept by Hyatt + Flight
Wailea6 nights4.5 star property9.2/10 - Wonderful (1,001 reviews)"The most beautiful resort in Wailea! The rooms and resort were upscale and luxurious. It had a feeling of serenity compared to the other properties we walked through along the beach. We paid for the breakfast at time of booking which was a lower price in the package. The breakfast buffet was very good with lots of choices. I would definitely return to the Andaz."Reviewed November 5, 2026Roundtrip • Denver (DEN) - Maui (OGG)DEN - OGG • Nonstop OGG - DEN • 1 stop$4,975$3,906found 6 hours agoper traveler - Four Seasons Resort Maui at Wailea
Feb 1 - Feb 5Four Seasons Resort Maui at Wailea + Flight
Wailea4 nights5.0 star property9.6/10 - Exceptional (1,002 reviews)"Our 5 and 7 year olds loved the kids club, which is complimentary but you do have to reserve a spot in it. Pools are nice, food is pretty good at the restaurants like a 4 out of 5. The property is beautiful and the staff is quite nice."Reviewed November 5, 2026Roundtrip • Los Angeles (LAX) - Maui (OGG)LAX - OGG • 1 stop OGG - LAX • 1 stop$3,652$2,927found 1 day agoper traveler
Discover the most popular places to visit in Kihei
What to do in Kihei
Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea
Road to Hana Maui Tour: Self-Guided Audio Drive
Sunset Dinner Cruise aboard Quicksilver: Prime Rib, Fish, Chicken or Pasta
Top Luxury Kihei Hotels
Wailea Beach Resort - Marriott, Maui
Wailea Beach Resort - Marriott, Maui
Grand Wailea Maui, A Waldorf Astoria Resort
Grand Wailea Maui, A Waldorf Astoria Resort
Four Seasons Resort Maui at Wailea
Four Seasons Resort Maui at Wailea"Great service and overall experience"
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"Amazing property with an incredible staff. A+++ all the way around!"
All you need to know about luxury vacations in Kihei
What can I expect from a luxury Kihei vacation?
Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Kihei vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views.
How can I find all-inclusive luxury vacation packages in Kihei?
By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5* filter to find truly sensational stays. You barely need to lift a finger.
Can I book a cheap Kihei luxury vacation?
Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at $2,640. Prices and availability are subject to change. Additional terms may apply.
How can I book a luxury family vacation in Kihei?
Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi.
Can I book a package in Kihei with a luxury vacation home?
A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package.
How can I find the best luxury vacation deals in Kihei?
Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months.
Can I book a luxury holiday in Kihei with free cancellation and/or flexible dates?
Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan.
Why should I book my luxury trip to Kihei with Expedia?
A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind.