Kahoolawe Vacations from $947
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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.
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
$3,019
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
My husband and I had an incredible honeymoon stay. We couldn't recommend Hotel Wailea enough!! The team are all so lovely and attentive and all went out their way to give us the best experience. Shannon was an absolute star organising an itinerary prior to arrival so everything was so smooth and easy. Would definitely recommend the in-room Lomi Lomi couples massage and hiring e-bikes with Bear. Shoutout to Sunny also for her help on the front desk and assistance with our postcards!
Our hotel room was spacious, comfortable and had a breathtaking ocean view and sofa balcony loungers. We were also very grateful to the valet team for all their assistance chauffeuring us around Wailea and the beaches.
The food was utterly divine, in particular the Bird Cage was a highlight, superb menu and sake. The breakfasts also were so fresh! Not to mention the moreish cocktail menu and bites by the pool!
The ariel and flow yoga with Andrea and outrigger canoe experience were also fantastic. We couldn't fault it and was the most perfect honeymoon. Thank you all so so much again. We look forward to returning one day X
Reviewed on Sep 6, 2026
Kahoolawe Hotel Deals
Maui Coast Hotel
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
$257 nightly
$305 total
Sep 20 - Sep 21
Total with taxes and fees
9.6/10 Exceptional! (2,678 reviews)
"The property is beautiful. It is across the street and 1/2 blk from the beach.close to shops and places to eat. The rooms were fine and clean. Loved the pools and pool towels were provided. There was a nice cafe at the entrance that had great breakfasts. (Lunch too at cafe and pool bar had evening ..."
Reviewed on Sep 11, 2026
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
$677 nightly
$809 total
Sep 13 - Sep 14
Total with taxes and fees
Wailea Beach Resort - Marriott, Maui
3700 Wailea Alanui Dr Kihei HI
$704 nightly
$836 total
Oct 4 - Oct 5
Total with taxes and fees
9.2/10 Wonderful! (1,001 reviews)
"I brought my fiancée to Wailea Beach Resort in Maui for her birthday and proposal."
Reviewed on Sep 9, 2026
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
Explore a world of travel with Expedia
- Hostels in Kahoolawe
- Honeymoon Resorts & in Maui
- Cheap Hotels in Maui
- Oceanfront Hotels in Maui
- Adults Only Resorts & in Maui
- Kihei Hotels
- Hotels with Waterslides in Maui
- Condo Rentals in Maui
- Kaanapali Hotels
- Condo Rentals in Kahoolawe
- Kahului Hotels
- Family Hotels in Maui
- Resorts in Maui
- Condo Rentals in Kihei
- Wailea Hotels
- Cottages in Kahoolawe
- Oceanfront Hotels in Lahaina
- Hana Hotels
- Hotels near Kahului
- Resorts in Kahoolawe
- 5 Star Hotels in Kahoolawe
- All-Inclusive Resorts in Maui
- Flights from Dallas (DFW) to Kahului (OGG)
- Flights from Honolulu (HNL) to Kahului (OGG)
- Flights from Portland (PDX) to Kahului (OGG)
- Flights from Sacramento (SMF) to Kahului (OGG)
- Flights from Seattle (SEA) to Kahului (OGG)
- Flights from Phoenix (PHX) to Kahului (OGG)
- Flights from Las Vegas (LAS) to Kahului (OGG)
- Flights to Kahoolawe
- Flights from Salt Lake City (SLC) to Kahului (OGG)
- Flights from Minneapolis (MSP) to Kahului (OGG)
- Flights from Kailua-Kona (KOA) to Kahului (OGG)
- Flights from Oakland (OAK) to Kahului (OGG)
- Flights from Denver (DEN) to Kahului (OGG)
- Flights from Boston (BOS) to Kahului (OGG)
- Flights from San Diego (SAN) to Kahului (OGG)
- Flights from Atlanta (ATL) to Kahului (OGG)
- Flights from Boise (BOI) to Kahului (OGG)
- Flights to Maui
- Flights from Los Angeles (LAX) to Kahului (OGG)
- Flights from New York (JFK) to Kahului (OGG)
- Flights from Chicago (ORD) to Kahului (OGG)
- Flights from Kahului
- Flights from San Francisco (SFO) to Kahului (OGG)
- Flights to Kahului
- Flights from San Jose (SJC) to Kahului (OGG)
- Flights from Long Beach (LGB) to Kahului (OGG)
- Garden of Eden Arboretum
- Keawakapu Beach North
- Kihei Vacations
- Kid friendly Vacation Packages Kahoolawe
- Makena Golf Course
- Ahihi Bay
- Polo Beach
- Po'olenalena Beach
- Kaanapali Vacations
- Kamaole Beach Park 3
- Kahului Vacations
- Maluaka Beach
- Little Beach
- Palauea Beach
- Mokapu Beach
- All inclusive Vacation Packages Maui
- La Perouse Bay
- Honeymoon Vacation Packages Maui
- Visit Kahoolawe
- Makena State Park Beach
- Wailea Beach
- Wailea Emerald Golf Course
- Scuba Diving Vacation Packages Kahoolawe
- Ahihi Kinau Natural Area Reserve
- Visit Maui County
- Visit Maui
- Kaanapali Beach
- Molokini
- Kamaole Beach Park 2
- Wailea Blue Golf Course
- Visit Downtown Lahaina
- All inclusive Vacation Packages Kahoolawe
- Wailea Vacations
- Makena Landing Park
- Ahihi-Kinau Natural Area Reserve
- Makena Vacations
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
