Kahakuloa Holidays

Photo by Ed Mayfield

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 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

Kahakuloa Flight & Hotel Packages

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

Maui Banyan Vacation Club

3 out of 5
South Kihei
Price was S$4,846, price is now S$3,429 per person
S$3,429
per person
16 Feb - 22 Feb
found 1 day ago
Return flight included
Singapore (SIN) to Kahului (OGG)
8/10 Very Good! (351 reviews)
Unfortunately our room was not upgraded at all compared to other rooms we saw in bldg F. Smelled very musty. Shower mildewy & just painted over rather than fix problem. Day 2 had a giant cockroach in room. Didn’t realize our room (studio) was part of another unit so very noisy from that side of door. Good thing was couldn’t hear other neighbors. Staff seemed unhappy except for late night guard who was very nice. Cleaning crew knocked on door & tried to come in long before check out. Also parking extremely limited. Pros: great location across street from beach Central to get to other places on the island. Near stores & restaurants.

Reviewed on 5 Jan, 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 S$7,889, price is now S$5,482 per person
S$5,482
per person
16 Feb - 22 Feb
found 1 day ago
Return flight included
Singapore (SIN) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
Everything was exceptional! Great property, quiet and peaceful

Reviewed on 6 Jan, 2026

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
Price was S$6,411, price is now S$4,514 per person
S$4,514
per person
16 Feb - 22 Feb
found 1 day ago
Return flight included
Singapore (SIN) to Kahului (OGG)
9.6/10 Exceptional! (292 reviews)
Great location and great views of beach

Reviewed on 5 Jan, 2026

The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Price was S$4,904, price is now S$3,472 per person
S$3,472
per person
16 Feb - 22 Feb
found 1 day ago
Return flight included
Singapore (SIN) to Kahului (OGG)
8.4/10 Very Good! (512 reviews)
Good amenities, good neighborhood. If you are willing to drive some distance then this place works great as you can walk to the Napili and Kapalua beaches.

Reviewed on 5 Jan, 2026

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

4 out of 5
Price was S$6,400, price is now S$4,642 per person
S$4,642
per person
16 Feb - 22 Feb
found 1 day ago
Return flight included
Singapore (SIN) to Kahului (OGG)
8.8/10 Excellent! (2,864 reviews)
Great layout for the a large family with kids. Multiple beds and areas to hang out in the room with large balcony.

Reviewed on 11 Jan, 2026

Kahakuloa Beach Holiday

Listen to the sound of waves lapping at the shore and stroll by the glistening waters during your Kahakuloa holiday. If you need a break from everyday life, a trip to Kahakuloa will work wonders. We have a great range of Kahakuloa holiday packages to pick from. Snap one up close to Kahakuloa Beach, just 0.80 kilometres from the city centre, and live out your holiday fantasies without hurting your budget.

Top hotels in Kahakuloa

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 S$706 per night from 12 Jan to 13 Jan
S$706
12 Jan - 13 Jan
includes taxes & fees
9/10 Wonderful! (1,010 reviews)
Great pools, next to the beach and mall

Reviewed on 6 Jan, 2026

The Westin Maui Resort & Spa, Ka'anapali
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
2780 Kekaa Dr Lahaina HI
Fully refundableReserve now, pay when you stay
The price is S$517 per night from 10 Feb to 11 Feb
S$517
10 Feb - 11 Feb
includes taxes & fees
8.4/10 Very Good! (1,624 reviews)
Good rooms and services. Would stay again

Reviewed on 6 Jan, 2026

Royal Lahaina Resort & Bungalows
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
2525 Kaanapali Parkway Lahaina HI
Fully refundableReserve now, pay when you stay
The price is S$535 per night from 3 Feb to 4 Feb
S$535
3 Feb - 4 Feb
includes taxes & fees
9/10 Wonderful! (1,555 reviews)
Clean room, easy access to the beach, Maui brew was a great spot on property for dinner and breakfast, overall an excellent stay

Reviewed on 7 Jan, 2026

OUTRIGGER Kaanapali Beach Resort
See all 9,531 properties in Kahakuloa
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.

Popular places to visit

Bailey House Museum featuring a house

Bailey House Museum

Visit this former mission post to learn about the culture and artistic legacy of Hawai‘i through paintings and music, plants, clothing and furnishings.

Bailey House Museum

Kahili Golf Course

Enjoy a round of golf in Wailuku at Kahili Golf Course. In the area, take in the great live music and beautiful sunsets.

Kahili Golf Course

What to do in Kahakuloa

Te Au Moana Luau at the Wailea Beach Marriott Resort

Te Au Moana Luau at the Wailea Beach Marriott Resort

S$276
per adult
92% of travellers recommend
Te Au Moana Luau at the Wailea Beach Marriott Resort
Molokini Island

Maui Snorkeling Adventure to Molokini and Turtle Town

S$205
per adult
90% of travellers recommend
Maui Snorkeling Adventure to Molokini and Turtle Town
Road to Hana Tour- Book your unforgettable Maui Adventure now and take home memories for a lifetime!

Maui: Road to Hana Adventure with Farm to Table Lunch

S$333
per adult
90% of travellers recommend
Maui: Road to Hana Adventure with Farm to Table Lunch
See all activities in Kahakuloa

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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.