Kihei Vacations

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Where to stay in Kihei

Find the best Kihei areas and neighborhoods for the activities you enjoy most. Learn more about Kihei
A beach with clear turquoise water, people sunbathing and swimming, and a mountain in the background.

Wailea

6 out of top 10 points of interest in this area

Wailea is beloved for its stunning beaches. Take some time to explore sights in the area like Wailea Beach and Shops at Wailea.

Find hotels in Wailea

Find the Best Kihei Vacation Packages

Kihei 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 SARĀ 3,240 per night from Aug 9 to Aug 10
SARĀ 3,240
SARĀ 4,089 total
9 Aug - 10 Aug
includes taxes & fees
8.8/10 Excellent! (1,016 reviews)
"Overall, the Grand Wailea is a great hotel, however, as a guest you feel like youā€™re just a cog in the machine. We had a great time, but never felt that over the top service / experience that you would expect for a hotel with the reputation that it has / costs as much as it does"

Reviewed on 14 July 2026

Grand Wailea Maui, A Waldorf Astoria Resort
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
The price is SARĀ 3,789 per night from Aug 8 to Aug 9
SARĀ 3,789
SARĀ 4,721 total
8 Aug - 9 Aug
includes taxes & fees
9.4/10 Exceptional! (1,003 reviews)
"It would have been nice to have another restaurant available for lunch. The only ones open were Sushi (my family doesn't eat sushi) and the Ama (which was packed). Ko only served at the bar. It was a bit frustrating."

Reviewed on 13 July 2026

Fairmont Kea Lani Maui
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
The price is SARĀ 5,614 per night from Aug 6 to Aug 7
SARĀ 5,614
SARĀ 6,910 total
6 Aug - 7 Aug
includes taxes & fees
9.6/10 Exceptional! (1,000 reviews)
"Excellent staff and service!"

Reviewed on 8 July 2026

Four Seasons Resort Maui at Wailea
See all 5,366 properties in Kihei
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 Kihei attractions

A tropical beach with palm trees, a sandy shore, and the ocean.

Wailea Beach

9.4/10 (4,138 reviews)
Golden sands meet turquoise waters at this crescent-shaped Maui paradise flanked by luxury resorts. Enjoy exceptional snorkeling near rocky outcrops or simply bask in the serenity of this swimmer-friendly beach.
See properties

Frequently asked questions

How much does a Kihei vacation package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to Kihei costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Kihei?
You can generally find lower rates and better availability in September, October and November. Check out our cheap Kihei vacation packages and you could get some great off-season discounts.
How to find the best Kihei package deals?
Use Expedia's filter tool to find some terrific Kihei package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Kihei package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Kihei vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component individually. And you'll still have the flexibility to create a personalized Kihei vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Kihei?
If you're considering an impromptu Kihei trip, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Kihei?

  1. Pick the right time to travel: Your schedule, favorite season and the type of weather you enjoy can all impact your decision on when to go to Kihei.
  2. Set a budget: Factor in expenses like flights, food and transportation when working out how much to put aside for your trip to Kihei. Then, pick a property that works with your budget, whether that's an affordable option or a swankier retreat.
  3. Determine how many days away: Start by listing all the attractions you'd like to experience in Kihei. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to find a Kihei vacation package that brings all your bookings together.