Kahoolawe Vacations from $1,230

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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 Kahoolawe vacation packages

Price found within the past 48 hours. Click for updated prices.
Maui Banyan Vacation Club

Maui Banyan Vacation Club

South Kihei
Save 100% on your flight
$1,230
per person
Nov 7 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8/10 Very Good! (395 reviews)
Maui Banyan - Maui Condo & Home

Maui Banyan - Maui Condo & Home

South Kihei
Save 100% on your flight
$1,795
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Kahului (OGG)
7.8/10 Good! (63 reviews)
Hotel Wailea Maui

Hotel Wailea Maui

Wailea
Save 100% on your flight
$2,392
per person
Dec 18 - Dec 22
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
Everything was excellent, form the location to the incredible food!

Reviewed on Sep 22, 2026

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort

South Kihei
$2,260
per person
Dec 24 - Dec 30
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
10/10 Exceptional! (5 reviews)
Bonus was there were beach chairs, towels and an umbrella. We only used two chairs as our family were busy snorkeling or boarding away while 1-2 sat out and rested. Clean, right down from beach park 3...stocked pantry got some add-ons and pots and pans enough to allow us making most of our meals. Great times and great communication from host. Thanks! Lucas

Reviewed on Aug 30, 2026

Hip Hawaiian Seaside Vistas

Hip Hawaiian Seaside Vistas

Central Kihei
Save 100% on your flight
$2,480
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Kahului (OGG)
10/10 Exceptional! (6 reviews)
Great location for exploring beautiful Maui. Host was very accessible and accommodating. We hope to return someday.

Reviewed on Sep 29, 2026

Don't see what you're looking for?
See all available trips from Columbus to Kahoolawe
View all trips

Kahoolawe Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI
$813 nightly
$965 total
Oct 25 - Oct 26
Total with taxes and fees
8.8/10 Excellent! (1,007 reviews)
"From the moment I stepped into the property, I was immediately captivated by the beauty and elegance of this resort. Even the best photos I’ve taken can’t quite capture the true essence of this relaxing place! The place is exceptionally clean; the housekeeper cleaned my room even twice a day without ..."

Reviewed on Oct 6, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
Maui Coast Hotel

Maui Coast Hotel

2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
$250 nightly
$297 total
Oct 12 - Oct 13
Total with taxes and fees
9.6/10 Exceptional! (2,704 reviews)
"Greta place and cheap"

Reviewed on Oct 6, 2026

Maui Coast Hotel
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr Kihei HI
$1,098 nightly
$1,303 total
Oct 10 - Oct 11
Total with taxes and fees
9.6/10 Exceptional! (1,006 reviews)
"The staff were amazing, evening room service was excellent surprise"

Reviewed on Oct 6, 2026

Fairmont Kea Lani Maui
See all 5,802 properties in Kahoolawe
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.

Find the Best Kahoolawe Vacation Packages

Kahoolawe Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Kahului Airport (OGG)

More vacations you might like

Frequently asked questions

How much does a Kahoolawe vacation package cost?
For a Kahoolawe vacation, packages are available in nearby Kihei. A week-long trip there typically costs around $2,450 per adult, with prices ranging from around $1,100 to $5,150 per adult.*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
How can I save money on a Kahoolawe vacation package?
When you bundle, you can save up to 30%*. To save money on a Kahoolawe package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What's included in a Kahoolawe vacation package?
A Kahoolawe vacation package in nearby Kihei lets you combine flights, hotel stays, and rental cars. Your flight will typically arrive at Kahului, HI (OGG) airport.Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How do I find cheap Kahoolawe vacation package deals?
For a Kahoolawe vacation, lower-priced packages are available in nearby Kihei, where prices start around $550 per adult for weekend trips. Package prices in May average around $1,790 per adult for a 6-day trip.Bundling your flight and hotel can offer additional savings compared with booking separately. Week-long Kihei packages typically save around $295 per adult.Browse cheap vacation packages in Kahoolawe on Expedia to compare current deals.*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
What is the best time to visit Kahoolawe?
The best time for a Kahoolawe vacation package in nearby Kihei is typically from June to July, or in December. In July, highs are around 82°F, while December sees highs around 77°F.If you'd prefer a quieter trip with fewer crowds, consider visiting in January, May, or October. January offers highs around 76°F, providing a pleasant experience with fewer visitors.
What types of vacation packages are available in Kahoolawe?
For a Kahoolawe vacation, packages are in nearby Kihei, offering these styles:
  • Budget: Days Inn by Wyndham Maui Oceanfront, rated 8.5 out of 10 by travelers, provides amenities like free breakfast and free WiFi, making it a solid value choice.
  • Beach: Wailea Beach Resort - Marriott, Maui, a 5-star property rated 8.7 out of 10 by travelers, is about a 10-minute walk from Wailea Beach, with travelers frequently praising its great location and amazing pool.
  • Couples: Fairmont Kea Lani Maui, a 5-star resort rated 9.2 out of 10 by travelers, offers an indoor pool and hot tub, and travelers often thank the staff and note the nice pool.
  • Family: Four Seasons Resort Maui at Wailea, a 5-star resort rated 8.7 out of 10 by travelers, features a kids club and babysitting services, with travelers highlighting the beautiful pool and attentive staff.
  • Luxury: Four Seasons Resort Maui at Wailea, a 5-star property rated 8.7 out of 10 by travelers, provides amenities like a kids club and babysitting, and travelers frequently praise its awesome facilities and amazing rooms.
Is Kahoolawe better suited for a beach vacation or a cultural trip?
A Kahoolawe vacation is primarily focused on outdoor activities and natural beauty. The destination is known for its scenic views and adventure opportunities.The nearby hub of Kihei is particularly well-suited for beach vacations, offering access to popular spots like Sugar Beach and Wailea Beach. For those interested in nature and education, the Hawaiian Islands Humpback Whale Sanctuary Visitor Center provides a unique experience.Overall, a Kahoolawe vacation package is ideal for travelers seeking outdoor adventures and relaxing beach experiences, with cultural elements woven into its natural attractions.
Which airport should I use for a Kahoolawe vacation?
For a Kahoolawe vacation, the primary gateway is Kahului Airport (OGG), located in Kahului, HI. This airport serves the region and provides convenient access to the nearby hub of Kihei.Another option for reaching the area is Kailua-Kona International Airport (KOA) in Kailua-Kona, HI.
What are the top things to do in Kahoolawe?
A Kahoolawe vacation is easiest to plan from the nearby hub of Kihei, which offers access to a variety of attractions:Browse and book things to do in Kahoolawe on Expedia.
Are there family vacation packages in Kahoolawe with kid-friendly amenities?
Family vacation packages in Kahoolawe, centered in nearby Kihei, offer several resorts with kid-friendly amenities:
  • Hilton Grand Vacations Club Maui Bay Villas: This 4-star property, rated 8.8 out of 10 by travelers, features a kids club and game room, and travelers frequently highlight its new facilities and modern rooms.
  • Andaz Maui at Wailea Resort - a concept by Hyatt: With family rooms and kitchenettes, this 4.5-star resort is rated 7.8 out of 10 by travelers, who often praise the amazing pool and staff.
  • Four Seasons Resort Maui at Wailea: This 5-star resort, rated 8.7 out of 10 by travelers, provides babysitting services and a kids club, with travelers highlighting the beautiful pool and attentive staff.
What luxury vacation packages are available in Kahoolawe?
Luxury Kahoolawe vacation packages are available in nearby Kihei, where nearly all of the hotels fall into the luxury tier. These packages often feature high-end resorts with premium amenities:Browse luxury vacation packages in Kahoolawe on Expedia for current choices.
What is the best time to book a Kahoolawe vacation package?
For a Kahoolawe vacation, book packages in nearby Kihei around 9 weeks in advance. This timeframe allows you to secure your preferred flights and hotel while rates are still competitive. Most travelers book between 4 and 16 weeks out, though last-minute Kahoolawe vacation packages are sometimes available.from June to August is the most popular months for packages in Kihei, so booking earlier is advisable if you're traveling during those months.
How many days do you need for a Kahoolawe vacation?
Most Kahoolawe vacation packages last around 6 days, with stays in nearby Kihei, an area primarily known for its beaches, outdoor activities, scenic views, and family-friendly attractions. Week-long trips are the most popular, allowing time to enjoy sights like Wailea Beach. Some travelers also choose weekend trips, while others opt for around two weeks to explore more extensively.
Are Kahoolawe vacation package hotels conveniently located?
For a Kahoolawe vacation, hotels in nearby Kihei offer a range of convenient locations. Some properties are close to the town center, while others are situated nearer to the beaches.Nona Lani Cottages, rated 9.4 out of 10 by travelers, is about a 10-minute walk from central Kihei and about 6 miles from Wailea Beach. Maui Coast Hotel, rated 9.1 out of 10 by travelers, is about 4 miles from central Kihei and about 3 miles from Wailea Beach. For those prioritizing beach access, Hotel Wailea, Relais & Chateaux - Adults Only, a 5-star property rated 9.3 out of 10 by travelers, is about 7 miles from central Kihei but only about 1 mile from Wailea Beach, with travelers often praising its great facilities and comfortable rooms. Your Kahoolawe vacation package can be tailored to your preferred proximity to either the town or the coast.
Can I change or cancel my Kahoolawe vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Kahoolawe vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Kahoolawe vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Kahoolawe vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Kahoolawe?
To find last-minute vacation packages to Kahoolawe, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Kahoolawe vacation packages?
Free cancellation on a Kahoolawe vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Kahoolawe vacation as a package or separately?
An Expedia vacation package could land you great savings when compared to arranging flights and hotels separately. Better still, you can tailor your Kahoolawe getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Kahoolawe vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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.