Kahoolawe Luxury Vacations
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Top Luxury vacation packages in Kahoolawe
Price found within the past 48 hours. Click for updated prices.
Royal Lahaina Resort & Bungalows
Save 100% on your flight
Price was $1,712, price is now $817 per person
$817
per person
Sep 25 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.4/10 Very Good! (1,415 reviews)
The resort was very nice and relaxing. Staff were friendly and kind and there were no issues with my reservation when checking in and checking out. Everything is accessible and walkable distance and I really enjoyed the stunning view of Kaanapali Beach. Definitely would come here again.
Reviewed on Aug 20, 2025
The Whaler Resort Kaanapali Beach
Save 100% on your flight
Price was $1,716, price is now $1,043 per person
$1,043
per person
Oct 28 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.6/10 Exceptional! (221 reviews)
We stayed 10 nights at the Whaler, we had a studio with ocean view and a kitchen. The hotel was very nice, the bed was really comfortable. The staff was very nice and really responsive.
Reviewed on Aug 16, 2025
The Ritz-Carlton Maui, Kapalua
Save 100% on your flight
Price was $2,182, price is now $1,411 per person
$1,411
per person
Oct 28 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9/10 Wonderful! (1,003 reviews)
Absolutely gorgeous property, amazing main lobby, love the pools, love the beach, love the room! Team is very nice and provided us with a bottle of champagne and snack tray for our honeymoon! Less dining options than some other resorts, but ate multiple times at the terrace and had great meals each time, and a bit cheaper than other dining options at competing resorts. Definitely felt like our money was well spent here, as oppose to another resort we stayed at in Wailea. Will remember for a long time and definitely recommend!
Reviewed on Aug 22, 2025
Wailea Beach Villas
Wailea
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Price was $4,562, price is now $3,065 per person
$3,065
per person
Oct 28 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.8/10 Exceptional! (172 reviews)
Luxurious accommodation with beautiful views! Nice uncrowded pool and beach chairs! You buy your own food at Safeway, but it saves you money and you get exactly what you want. It’s so much better than paying $60 a person for a breakfast buffet at the Kea Lani. We chose to skip breakfast there.😂 On our last leg of the trip we both wished we would have picked the Villas over the Kea Lani. It was so much more pleasant at the Villas! The Villas even had an ocean view adults only pool that you didn’t have to fight for a pool chair at 6 am
Reviewed on Aug 10, 2025
5* Luxury vacations in Kahoolawe
Price found within the past 48 hours. Click for updated prices.
The Ritz-Carlton Maui, Kapalua
Save 100% on your flight
Price was $2,182, price is now $1,411 per person
$1,411
per person
Oct 28 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9/10 Wonderful! (1,003 reviews)
Absolutely gorgeous property, amazing main lobby, love the pools, love the beach, love the room! Team is very nice and provided us with a bottle of champagne and snack tray for our honeymoon! Less dining options than some other resorts, but ate multiple times at the terrace and had great meals each time, and a bit cheaper than other dining options at competing resorts. Definitely felt like our money was well spent here, as oppose to another resort we stayed at in Wailea. Will remember for a long time and definitely recommend!
Reviewed on Aug 22, 2025
Fairmont Kea Lani Maui
Wailea
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Price was $2,983, price is now $2,142 per person
$2,142
per person
Oct 28 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.4/10 Exceptional! (1,003 reviews)
Everyone was so kind and willing to make your stay that much more beautiful!! The grounds are breathtaking!! Just sitting on the lawn and enjoying the view was priceless. Very family friendly, something for everyone here!
Reviewed on Aug 20, 2025
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
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Price was $5,013, price is now $3,629 per person
$3,629
per person
Oct 28 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.4/10 Exceptional! (1,004 reviews)
Design wise was little 2012…remodel was 2014-2015. outdated tv etc
Partial ocean view interior differes BIG time vs “Celebration” ( website pics 2023)! Room is big, layout is odd: SHOWER is IN YOUR WALK IN WARDROBE!!! LOL ( unworn ruined silk clothes on day two) uncomfy bed. Service was inconsistent (from great to mediocre, depended on the person) big tips didn’t help. heavy on honeymooners, no cool vibe in the hotel, introverts. PROS: open air gym, sunset views, pancakes, birds and mini jungle feel. cons: concierge/front desk was dial broken. everything is an add on, u r cool if u want to $$$. newer cars (Mercedes and Range Rover were not available Lol), restaurant room service was OK and 90 min wait. Unfortunately hotel didn’t do it for me in 2025
Reviewed on Jul 31, 2025
3 Night Luxury vacations in Kahoolawe
Price found within the past 48 hours. Click for updated prices.
Royal Lahaina Resort & Bungalows
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Price was $972, price is now $568 per person
$568
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
8.4/10 Very Good! (1,415 reviews)
The resort was very nice and relaxing. Staff were friendly and kind and there were no issues with my reservation when checking in and checking out. Everything is accessible and walkable distance and I really enjoyed the stunning view of Kaanapali Beach. Definitely would come here again.
Reviewed on Aug 20, 2025
The Ritz-Carlton Maui, Kapalua
Save 100% on your flight
Price was $2,128, price is now $1,349 per person
$1,349
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
9/10 Wonderful! (1,003 reviews)
Absolutely gorgeous property, amazing main lobby, love the pools, love the beach, love the room! Team is very nice and provided us with a bottle of champagne and snack tray for our honeymoon! Less dining options than some other resorts, but ate multiple times at the terrace and had great meals each time, and a bit cheaper than other dining options at competing resorts. Definitely felt like our money was well spent here, as oppose to another resort we stayed at in Wailea. Will remember for a long time and definitely recommend!
Reviewed on Aug 22, 2025
The Whaler Resort Kaanapali Beach
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Price was $1,189, price is now $775 per person
$775
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
9.6/10 Exceptional! (221 reviews)
We stayed 10 nights at the Whaler, we had a studio with ocean view and a kitchen. The hotel was very nice, the bed was really comfortable. The staff was very nice and really responsive.
Reviewed on Aug 16, 2025
4 Night Luxury vacations in Kahoolawe
Price found within the past 48 hours. Click for updated prices.
Kahana Beach Vacation Club
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Price was $1,151, price is now $624 per person
$624
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Kahului (OGG)
8.4/10 Very Good! (695 reviews)
Good location and friendly staff. Rooms are spacious and clean with everything you need. Limited parking. Got ticket for street parking.
Reviewed on Aug 19, 2025
Napili Kai Beach Resort
Price was $2,641, price is now $1,255 per person
$1,255
per person
Nov 15 - Nov 19
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
9.4/10 Exceptional! (1,003 reviews)
Very clean and grounds are well taken care of. On site dining is a big plus. Laid back atmosphere, not stuffy as some of the ritzy places can be. I don’t think the beach area is private and not extremely large, but we didn’t exactly go to Maui for the beach. Be careful of the beach trail in high tide/high wave conditions. Overall hidden gem.
Reviewed on Aug 21, 2025
Hyatt Vacation Club at Ka'anapali Beach, Maui
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Price was $2,615, price is now $1,418 per person
$1,418
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Kahului (OGG)
9.4/10 Exceptional! (48 reviews)
Amazing location, right on the oceanfront! 🌊 The Lounge was a big advantage — after check-out at 10 AM we could still enjoy the beach, then take a shower and relax before our afternoon flight. Very convenient and comfortable stay!
Reviewed on Aug 19, 2025
All you need to know about luxury vacations in Kahoolawe
What can I expect from a luxury Kahoolawe vacation?
Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Kahoolawe 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 Kahoolawe?
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 Kahoolawe 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 $568. Prices and availability are subject to change. Additional terms may apply.
How can I book a luxury family vacation in Kahoolawe?
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 Kahoolawe 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 Kahoolawe?
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 Kahoolawe 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 Kahoolawe 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.