A beach at sunset with waves gently lapping the shore and a boat on the sand.

Kihei Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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    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

Top Kihei vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Sept 4 - Sept 10

    Lahaina Shores Beach Resort By Castle + Flight

    Lahaina
    6 nights
    3.0 star property
    Roundtrip Toronto (YTO) - Maui (OGG)
    YYZ - OGG1 stop OGG - YKF2 stops
    CA $2,527
    CA $1,604
    per traveller
    found 1 day ago
    Lahaina Shores Beach Resort By Castle
  • Sept 4 - Sept 10

    Hotel Wailea, Relais & Chateaux - Adults Only + Flight

    Wailea
    6 nights
    5.0 star property
    9.4/10 - Exceptional (1,000 reviews)
    "This is a super nice adult only hotel. Nice and quiet. Staff is wonderful. On point. Hotel car service is excellent with luxury cars available. The room is nice. Large and spacious. My only critique is that the restaurant has a limited menu. But selection is great. Highly recommend."
    Reviewed July 25, 2026
    Roundtrip Toronto (YTO) - Maui (OGG)
    YYZ - OGG1 stop OGG - YKF2 stops
    CA $6,969
    CA $3,762
    per traveller
    found 1 day ago
    Hotel Wailea, Relais & Chateaux - Adults Only
  • Sept 19 - Sept 22

    Wailea Beach Villas + Flight

    Wailea
    3 nights
    4.5 star property
    9.8/10 - Exceptional (197 reviews)
    "Luxury condo right on Wailea beach with restaurants and shops nearby. I loved the beach view adult only pool, and that it was crowded."
    Reviewed July 31, 2026
    Roundtrip Edmonton (YEG) - Maui (OGG)
    YEG - OGG1 stop OGG - YEG1 stop
    CA $4,561
    CA $2,665
    per traveller
    found 20 hours ago
    Wailea Beach Villas
  • Oct 11 - Oct 17

    Wailea Beach Resort - Marriott, Maui + Flight

    Wailea
    6 nights
    4.5 star property
    9.2/10 - Wonderful (1,006 reviews)
    "The property has a great location and good facilities. I felt that their charges for extra services and facilities were excessive. The room was expensive and I object to their adding another $100 per night for a "resort fee" and self parking."
    Reviewed August 3, 2026
    Roundtrip Toronto (YTO) - Maui (OGG)
    YYZ - HNL2 stops HNL - YYZ2 stops
    CA $4,865
    CA $3,453
    per traveller
    found 1 day ago
    Wailea Beach Resort - Marriott, Maui
  • Sept 13 - Sept 19

    Palms at Wailea Maui + Flight

    Wailea
    6 nights
    3.5 star property
    8.4/10 - Very good (546 reviews)
    "The grounds are great and the staff was awesome. Sharee which I probably spelled wrong was awesome. We had some issue with our first unit and she immediately moved us to a new unit the next morning and was very helpful on any question we had or anything we needed. Just remember they are all Individual owned so some are nice and some are not. That’s my only complaint I wish you could pick a unit other than just the size of it. Other the. That the pool is awesome. And the beach it literally a 5..."
    Reviewed July 21, 2026
    Roundtrip Toronto (YTO) - Maui (OGG)
    YYZ - OGG1 stop OGG - YKF2 stops
    CA $3,817
    CA $2,850
    per traveller
    found 1 day ago
    Palms at Wailea Maui

Where to stay in Kihei

Find the best Kihei areas and neighborhoods for the activities you enjoy most. Learn more about Kihei
Learn more about Kihei

Wailea

Indulge in Hawai’i’s high life with a stay in this beautiful coastal area known for its luxury accommodation and secluded beaches.

South Kihei

While visiting South Kihei, you might make a stop by sights like Kamaole Beach Park 2 and Kamaole Beach Park 3.

Central Kihei

If you're spending some time in Central Kihei, Kihei Regional Park and Kalama Beach Park are top sights worth seeing.

North Kihei

If you're spending some time in North Kihei, Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters and Sugar Beach are top sights worth seeing.

Makena

A noteworthy feature of Makena is its stunning beaches. While you're in town, be sure to stop and check out Makena State Park Beach and Maluaka Beach.

Discover the most popular places to visit in Kihei

What to do in Kihei

Kihei Hotel Deals

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.

Frequently Asked Questions

How much does a Kihei vacation package cost?

Offering great value package deals from CA $1,604 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 many days is enough for Kihei?

To get the most out of a Kihei vacation, we suggest booking for 5 days. Divide your time between visiting Maalaea Harbour, Kamaole Beach Park 3 and other top attractions, on top of experiencing neighbourhoods like Halama Street and Ukumehame Ahupuaa. If you've got some time to spare, add a day trip or tour to your Kihei vacation itinerary.

Is it worth booking a vacation package to Kihei?

Whether you want to visit key attractions such as Maui Nui Golf Club and Maui Fish Pipe on your Kihei vacation, or coming for its excellent underwater activities, surfing and distilleries and craft breweries, there's something for everyone here. With so much to see and do, you'll quickly learn why so many families think Kihei is a good vacation destination.

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, favourite 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.

Book with confidence

Things to do in and around Kihei

Kihei, Hawaii, offers a fantastic vacation for beach and outdoor enthusiasts. Visitors can enjoy a variety of activities, including golfing at scenic courses, shopping at local centres, and indulging in the ultimate beach experience. Don’t miss out on whale watching and exploring the area’s snorkeling paradise. A day trip to Kihei promises beautiful scenery and unforgettable moments on the stunning beaches.

Shopping

Kihei Town Center Shopping Center offers a vibrant mix of shops and entertainment right in Kihei. If you're up for a drive, visit One Love Farmers Market 16.1km away for local goods, or Whalers Village, 30.6km away, for a family-friendly shopping experience with stunning ocean views.

Recreation

Maui Nui Golf Club offers a serene golfing experience amidst lush landscapes, ideal for sports enthusiasts. For family fun, Maui Fish Pipe provides an exciting aquatic adventure with water activities. Wailea Blue Golf Course features breathtaking views and challenging holes, perfect for outdoor lovers seeking relaxation and recreation.

Adventure

Experience the breathtaking Makamakaole Trail in Kihei, where stunning scenery awaits outdoor enthusiasts. Explore the Kealia Coastal Boardwalk, a perfect spot for adventure seekers to enjoy the coast. For a unique thrill, head to Haleakala Bike Company, located 20.9km away, and enjoy an exhilarating ride amidst beautiful landscapes.

Nightlife

Kihei's nightlife is vibrant, with beachside bars and live music. Visit the Maui Brewing Company for craft beers and a lively atmosphere. For dancing, check out the Charley’s Restaurant & Saloon, where you can catch local bands and enjoy a fun night out.

Find the best attractions in Kihei

Kihei, Hawaii, is perfect for beach lovers and outdoor enthusiasts, offering stunning scenery and a variety of points of interest such as urban parks and nudist beaches. Whether you're seeking family-friendly activities or simply want to soak up the sun, Kihei has something for everyone. Don't miss exploring the beautiful beaches and local attractions to fully experience the charm of the Hawaiian Islands.

  • Wailea Beach: Experience the serene beauty of Wailea Beach, where soft golden sands meet azure waters. Ideal for relaxation, this beach offers a tranquil atmosphere perfect for sunbathing and swimming, surrounded by stunning coastal views.
  • Kamaole Beach Park 3: A family-friendly destination, Kamaole Beach Park 3 features spacious picnic areas and gentle waves, making it perfect for outdoor fun. Enjoy the vibrant community vibe, ideal for families and friends seeking a relaxing day by the sea.
  • Makena State Park Beach: Known for its romantic ambiance, Makena State Park Beach offers a more secluded experience. With its scenic surroundings and stunning sunsets, it’s an ideal spot for couples looking to connect in a natural paradise.

Best time to go to Kihei

The best time to visit Kihei can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Kihei falls in August and September. September has slightly high visitor numbers and mostly sunny weather. The coolest average temperature in Kihei falls in February, visitor numbers are average and weather is mostly sunny with no rain.

Tips to save on your trip to Kihei

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically September to November) for more affordable package holidays to Kihei.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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