Waikapu Holidays from NZ$5,637

Book a Hotel + Flight or Car together to unlock savings

Photo by Aldines Zapparoli

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Waikapu Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

4.5 out of 5
Wailea
Price was NZ$5,929, price is now NZ$5,637 per person
NZ$5,637
per person
26 Aug - 2 Sept
found 4 hours ago
Return direct flight included
Auckland (AKL) to Kahului (OGG)
9.2/10 Wonderful! (1,000 reviews)
Room was great. Resort was beautiful. Grounds immaculately maintained. Housekeeping could not have been better. Location to mall was great. Restaurants really good but expensive. Drinks very expensive. Walk way along the ocean to other resorts. Only issue a lot of rules by the pool. Don’t bring leftover food to the pool because they will ask you to leave.

Reviewed on 12 July 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Wailea
Save 100% on your flight
Price was NZ$9,985, price is now NZ$6,238 per person
NZ$6,238
per person
24 Aug - 31 Aug
found 17 hours ago
Return direct flight included
Auckland (AKL) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
The property was beautiful and well maintained. Lush garden spaces. Pool area and loungers being available along with poolside service was great. Room was large and felt very private. Overall quiet property and relaxing stay. Beach picnic excursion was great as well!

Reviewed on 8 July 2026

Waikapu Holiday

Our pick of the best Waikapu Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
The price is NZ$1,806 per night from 11 Aug to 12 Aug
NZ$1,806
11 Aug - 12 Aug
includes taxes & fees
8.8/10 Excellent! (1,015 reviews)
"If you wanted to sit by the pool, you need to get in line by 7 AM to place your towel and if they see your chair unattended for at least one hour they move your belongings. The cabanas, food etc way overpriced. If you want to sit at the beach, you have to pay $150 to rent two chairs and an umbrella. ..."

Reviewed on 13 July 2026

Grand Wailea Maui, A Waldorf Astoria Resort
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
3445 Lower Honoapiilani Hwy Lahaina HI
Fully refundableReserve now, pay when you stay
The price is NZ$500 per night from 1 Aug to 2 Aug
NZ$500
1 Aug - 2 Aug
includes taxes & fees
8.8/10 Excellent! (4,182 reviews)
"Room we stayed in was dated. Old furniture and doors. Immediately outside our patio were cabana chairs guests could rent. Staff at on-site bar were nice. Lots of kids in the garden pool. Small hot tubs. This property is further north. A benefit less crowded than properties near the outdoor ..."

Reviewed on 14 July 2026

Aston Kaanapali Shores
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4.5 out of 5
2365 Kaanapali Pkwy Lahaina HI
Fully refundableReserve now, pay when you stay
The price is NZ$1,581 per night from 10 Aug to 11 Aug
NZ$1,581
10 Aug - 11 Aug
includes taxes & fees
9.2/10 Wonderful! (1,129 reviews)
"An hour extra time for late check-out would have cost $250. It soured our departure. Last time that I was in Hawaii, at another resort, we were greeted with tropical drinks and lei. It was a nice touch. The Westin resort did not do that. It's the little things folks, step up your game please."

Reviewed on 14 July 2026

The Westin Maui Resort & Spa, Ka'anapali
See all 13,180 properties in Waikapu
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.

Stay near popular Waikapu attractions

Maui Tropical Plantation

9.0/10 (256 reviews)
Explore the lovely green spaces of Maui Tropical Plantation and enjoy the surfing in Waikapu. In the area, take in the great live music and beautiful sunsets.
See properties

What to do in Waikapu

Myths of Maui Luau at the Royal Lahaina Resort

Myths of Maui Luau at the Royal Lahaina Resort

NZ$299
per adult
86% of travellers recommend
Myths of Maui Luau at the Royal Lahaina Resort
Maui: Molokini & Turtle Town Snorkel & Waterslide Adventure

Maui: Molokini & Turtle Town Snorkel & Waterslide Adventure

NZ$363
per adult
94% of travellers recommend
Maui: Molokini & Turtle Town Snorkel & Waterslide Adventure
Underwater Submarine Adventure

Maui Underwater Submarine Adventure

NZ$283
per adult
94% of travellers recommend
Maui Underwater Submarine Adventure
See all activities in Waikapu

Frequently asked questions

How much does a Waikapu holiday package cost?
You'll find cheap prices from NZ$5,637 on Expedia for your Waikapu break. However, factors like the hotel choice, length of stay and season will influence how much your holiday to Waikapu costs.
What are the cheapest months to go to Waikapu?
January, February and April are great times to search for cheap Waikapu holiday packages. Opting to travel in less busy months means you can usually find reduced prices on flights and accommodation.
How many days is enough for Waikapu?
With a well-organised travel plan, you can easily visit the most popular Waikapu attractions in a handful of days. But if you prefer to discover lesser-known spots or go on day tours, consider booking your Waikapu holiday for longer.
How to find the best Waikapu package deals?
Start your search for a Waikapu package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Waikapu package deal straight away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Waikapu getaway off to a flying start.
Is it cheaper to book a Waikapu holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component individually. And you'll still get the flexibility to create a tailored Waikapu holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Waikapu?
Land amazing discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Waikapu adventure.
How to plan a trip to Waikapu?

  1. Choose when to travel: Check your diary and pack your bags. Your preferred time of year and the type of activities available will also help you decide when to holiday in Waikapu.
  2. Set your budget: Factor in expenses such as transportation, flights and meals when working out how much to save for your trip to Waikapu. Then, pick a hotel that matches your budget, whether that's an economical option or a more upscale getaway.
  3. Set the duration of your trip: Start by compiling a list of the sights and activities you want to get to in Waikapu. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your airfare and accommodation: After you've nailed down your dates and duration, lock in the ideal Waikapu holiday package for you.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.