Kahoolawe Luxury Holidays

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Top flight + Luxury hotel deals in Kahoolawe

Price found within the past 48 hours. Click for updated prices.
AEI at Kaanapali Shores

AEI at Kaanapali Shores

4 out of 5
Save 100% on your flight
per person
3 Sept - 9 Sept
found 1 day ago
Return flight included
Los Angeles (LAX) to Kahului (OGG)
8.8/10 Excellent! (348 reviews)
It’s ferret if you have kids. Washer and dryer is inside the room. Beach is 2 minutes walk and 2 big kids pool. Grocery store walkable distance.We loved it.

Reviewed on 24 Jun 2025

Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
Save 100% on your flight
per person
3 Sept - 9 Sept
found 1 day ago
Return flight included
Los Angeles (LAX) to Kahului (OGG)
8.2/10 Very Good! (1,341 reviews)
Set apart enough from other resorts to shield from noise pollution, easy to get around, free trolly to restaurants/ shopping/golf, beautiful beach for walking and snorkeling, excellent place to stay!

Reviewed on 2 Jul 2025

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
Save 100% on your flight
per person
3 Sept - 9 Sept
found 1 day ago
Return flight included
Los Angeles (LAX) to Kahului (OGG)
9.6/10 Exceptional! (188 reviews)
Had a great stay! We will be back!

Reviewed on 1 Jul 2025

AEI at The Mahana Kaanapali Resort

AEI at The Mahana Kaanapali Resort

4 out of 5
Save 100% on your flight
per person
3 Sept - 9 Sept
found 1 day ago
Return flight included
Los Angeles (LAX) to Kahului (OGG)
8.8/10 Excellent! (256 reviews)
Ocean view excellent. Close to restaurants, stores, and attractions. Negative: Roaches and had to pay to upgrade to air-conditioning.

Reviewed on 4 Jun 2025

AEI at The Whaler Kaanapali Beach Resort

AEI at The Whaler Kaanapali Beach Resort

4 out of 5
Save 100% on your flight
per person
3 Sept - 9 Sept
found 1 day ago
Return flight included
Los Angeles (LAX) to Kahului (OGG)
9.4/10 Exceptional! (48 reviews)
I like how the property is small but immaculate. Definitely get a room that faces inward and not overlooking Whaler’s Village. Pool area could be larger, and the hot tub temperature could be much lower. Although I asked them to lower the temperature of the hot tub and many other people complained about the scalding hot temperature, it was never resolved. As a person who likes to enjoy the hot tub for a little bit each night, this was a huge disappointment.

Reviewed on 29 Jun 2025

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5* Luxury holidays in Kahoolawe

Price found within the past 48 hours. Click for updated prices.
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
per person
26 Aug - 29 Aug
found 1 day ago
Return flight included
London (LHR) to Kahului (OGG)
9.2/10 Wonderful! (1,007 reviews)
Fantastic stay. Loved everything about it. It’s beautiful and peaceful. Evening food choices could have been better and more vegan options.

Reviewed on 1 Jul 2025

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
Wailea
Save 100% on your flight
per person
13 Sept - 19 Sept
found 22 hours ago
Return flight included
London (LON) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
Beautiful property with private beach access!

Reviewed on 29 Jun 2025

Montage Kapalua Bay

Montage Kapalua Bay

5 out of 5
per person
9 Aug - 16 Aug
found 4 hours ago
Return direct flight included
London (LON) to Kahului (OGG)
9.8/10 Exceptional! (201 reviews)
I liked everything except the dining service. The staff was unfriendly and rude. They should not work there.- they kept us in the bar in excess of 15 minutes even after 4 tables had been open We had to walk over to tell them that tables had been open.

Reviewed on 4 Mar 2025

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3 Night Luxury holidays in Kahoolawe

Price found within the past 48 hours. Click for updated prices.
OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

4 out of 5
per person
4 Aug - 7 Aug
found 1 day ago
Return direct flight included
London (LON) to Kahului (OGG)
8.8/10 Excellent! (2,787 reviews)
We had a great stay, our 1 bedroom unit was perfect. Nice kitchen and bathroom and loved having a washer/dryer. Communication was not as available or clear as other resorts we stayed at. Front desk had different answers depending on the day. Overall a great resort.

Reviewed on 30 Jun 2025

Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 out of 5
Wailea
per person
4 Aug - 7 Aug
found 1 day ago
Return direct flight included
London (LON) to Kahului (OGG)
9.2/10 Wonderful! (1,003 reviews)
The hotel is gorgeous with lots of different pools and areas to explore. The beach has beds / umbrellas and we were even able to borrow body boars. Sadly the excursions included in the stay were fully booked when we arrived and we weren’t there long enough to book for future days. The parking and resort fees are quite high (possibly very common in the US) so consider that when booking ($59 parking and $50 resort fee per day), breakfast is also not included so your extras add up very quickly.

Reviewed on 21 Jun 2025

Montage Kapalua Bay by KBM

Montage Kapalua Bay by KBM

4 out of 5
per person
4 Aug - 7 Aug
found 6 hours ago
Return direct flight included
London (LON) to Kahului (OGG)
No reviews
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4 Night Luxury holidays in Kahoolawe

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Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
per person
14 Aug - 18 Aug
found 1 day ago
Return flight included
Edinburgh (EDI) to Kahului (OGG)
8.2/10 Very Good! (757 reviews)
The property as shown is not accurate. The picture shows beautiful ocean view which is not true. Only few units may have sea view but you need take stair to higher floors. The most important information is not surfaced properly that the property has NO A/C. You will have to use fans and open the windows. You will hear noise from swimming pool but found it silent after 10:00 pm. Overall the unit was clean and well managed. All required utensils and facilities were there. Staff were friendly. I asked for additional fan and they provided. The property is located at a special segment of sea where water is dirty and maroon black. There is no beach it’s only rock. You have to travel 1.5 miles to walk or spend time on beach. Overall it’s a reasonable property based on pricing and VR features.

Reviewed on 2 Jul 2025

Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
per person
14 Aug - 18 Aug
found 1 day ago
Return flight included
Edinburgh (EDI) to Kahului (OGG)
8.2/10 Very Good! (1,341 reviews)
Set apart enough from other resorts to shield from noise pollution, easy to get around, free trolly to restaurants/ shopping/golf, beautiful beach for walking and snorkeling, excellent place to stay!

Reviewed on 2 Jul 2025

Ka'anapali Shores 160

Ka'anapali Shores 160

3.5 out of 5
per person
14 Aug - 18 Aug
found 1 day ago
Return flight included
Edinburgh (EDI) to Kahului (OGG)
No reviews
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All you need to know about luxury holidays in Kahoolawe

What can I expect from a luxury Kahoolawe holiday?

Luxury on holiday is all about relaxing and feeling good. Whether you choose a sumptuous spa, Michelin-starred restaurant or super-king bed is your call. Use our amenities filters to find the things that tick all your boxes.

How can I find all-inclusive luxury holidays in Kahoolawe?

Tick the all-inclusive and 5-star filters to find the crème de la crème of Kahoolawe holidays. With everything included in the package price, you can drink and dine to your heart’s content, without worrying about that bill at the end.

Can I book a cheap luxury holiday to Kahoolawe?

A luxury holiday doesn’t have to break the bank. Travel out of peak season, choose a hotel or resort a little way out or go for a last-minute getaway and you’ll find some cracking deals. Sort by price to find luxury holidays to Kahoolawe starting at £628. Prices and availability are subject to change. Additional terms may apply.

Are there luxury spa holidays in Kahoolawe?

For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Kahoolawe spa hotel. Book a whole weekend soaking away your stresses, or hop into the spa after the beach, some golf or a local advent-ahhhh.

What should I look for when booking a luxury family holiday in Kahoolawe?

Luxury isn’t just for adults. Those little touches designed for little people make a family holiday genuinely stress free … which is the greatest luxury of all. Look for spacious suites, pools toddlers can splash in, and breakfast buffets with waffles, pancakes and Nutella galore.

Can I book luxury last-minute holidays to Kahoolawe?

You can wangle a top-notch luxury holiday in Kahoolawe for a fraction of the normal price by booking last minute. Just enter your dates and see what’s available – if you’re flexible ... even better!

Can I book a luxury holiday in Kahoolawe with free cancellation and/or flexible dates?

If you’re splashing out on a luxury holiday, make sure your money is safe by booking with free cancellation. Just use the fully refundable filter and make sure you read all the terms and conditions.

Why should I book my luxury travel to Kahoolawe with Expedia?

Nobody does luxury quite like Expedia. With so many gorgeous properties in Kahoolawe to choose from, as well as access to first-class flight deals and hire cars with horsepower, there’s no better place to book.

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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. Flight-inclusive packages are ATOL protected.