Downtown Lahaina Vacation Packages for 2026

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Downtown Lahaina Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Kihei Kai Nani

Kihei Kai Nani

3.5 out of 5
South Kihei
Price was $1,509, price is now $1,075 per person
$1,075
per person
Sep 10 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Book a stay at this beach condo in Kihei. Enjoy free parking, a garden, and concierge services. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.
Great communication with owner. The bedroom has a queen bed and there is a queen size sofa bed. Air conditioner unit in the living room only. The plenty of dish and cook wear. Washer and dryer in unit. Beach is literally across the street and 2 others on both sides. Kamaole I beach has best water clarity for snorkeling. Building 10 is super quiet.

Reviewed on May 16, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Wailea
Price was $4,802, price is now $2,120 per person
$2,120
per person
Sep 10 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Book a stay at this luxury resort in Kihei. Enjoy 3 restaurants, breakfast (surcharge), and a free beach shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.
The property was beautiful and well maintained. Lush garden spaces. Pool area and loungers being available along with poolside service was great. Room was large and felt very private. Overall quiet property and relaxing stay. Beach picnic excursion was great as well!

Reviewed on Jul 8, 2026

Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Save 100% on your flight
Price was $2,324, price is now $1,416 per person
$1,416
per person
Sep 10 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Book a stay at this beach aparthotel in Kihei. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters are located nearby.
No air conditioning- hot tub was down 3 of 6 days

Reviewed on Jul 8, 2026

Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental

3.5 out of 5
South Kihei
Save 100% on your flight
Price was $3,019, price is now $1,999 per person
$1,999
per person
Sep 10 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Book a stay at this beach hotel in Kihei. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the property condition in our reviews. Popular attractions Wailea Beach and Keawakapu Beach North are located nearby.
The room was nice and clean. The staff was friendly. Loved the view from the balcony. Only downfall was a few ants. Overall, great stay and experience. May bought in the future.

Reviewed on Jul 8, 2026

Aston Maui Hill

Aston Maui Hill

3 out of 5
South Kihei
Price was $1,922, price is now $1,408 per person
$1,408
per person
Aug 24 - Aug 29
found 8 hours ago
Roundtrip non-stop flight included
New York (NYC) to Kahului (OGG)
Stay at this aparthotel in Kihei. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Kihei Boat Ramp are located nearby.
Everything was Perfect. We truly enjoyed our staying. Just the front desk staff wasn't friendly at all. Regards, NG.

Reviewed on Jul 8, 2026

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
Wailea
Save 100% on your flight
Price was $3,483, price is now $2,657 per person
$2,657
per person
Aug 24 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Kahului (OGG)
Book a stay at this luxury resort in Kihei. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.
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Reviewed on Jul 7, 2026

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Top Hotel Deals

The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4.5 out of 5
2365 Kaanapali Pkwy Lahaina HI
5.5 km from Downtown Lahaina
Book a stay at this luxury hotel in Kaanapali. Enjoy 3 outdoor pools, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property ...
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
2780 Kekaa Dr Lahaina HI
6.71 km from Downtown Lahaina
Book a stay at this beach hotel in Kaanapali. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

4 out of 5
200 Nohea Kai Dr Lahaina HI
5.25 km from Downtown Lahaina
Book a stay at this beach resort in Kaanapali. Enjoy free WiFi, 6 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property ...
Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd Kihei HI
29.23 km from Downtown Lahaina
Stay at this hotel in Kihei. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
100 W Kaahumanu Ave Kahului HI
21.65 km from Downtown Lahaina
Book a stay at this beach hotel in Kahului. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the pool and the restaurant in our ...
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
1 Ritz-Carlton Drive Kapalua HI
14.41 km from Downtown Lahaina
Book a stay at this luxury resort in Kapalua. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property ...
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
2525 Kaanapali Parkway Lahaina HI
5.95 km from Downtown Lahaina
Book a stay at this beach resort in Kaanapali. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
3445 Lower Honoapiilani Hwy Lahaina HI
8.65 km from Downtown Lahaina
Book a stay at this beach aparthotel in Kaanapali. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant in ...
Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

4 out of 5
104 Ka'anapali Shores Place Kaanapali HI
8.49 km from Downtown Lahaina
Book a stay at this beach hotel in Kaanapali. Enjoy a beach locale, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the ...
The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
2481 Kaanapali Pkwy Lahaina HI
5.77 km from Downtown Lahaina
Book a stay at this beach condo in Kaanapali. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
Four Seasons Resort Lanai

Four Seasons Resort Lanai

5 out of 5
1 Manele Bay Road Lanai City HI
27.04 km from Downtown Lahaina
Book a stay at this luxury resort in Lanai City. Enjoy free parking, 2 outdoor pools, and a full-service spa. Our guests praise the property condition in our ...
Maui Beach Hotel

Maui Beach Hotel

3 out of 5
170 W Kaahumanu Avenue Kahului HI
21.39 km from Downtown Lahaina
Book a stay at this beach hotel in Kahului. Enjoy a beach locale, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and ...
Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas

4 out of 5
575 S Kihei Road Kihei HI
25.75 km from Downtown Lahaina
Book a stay at this beach hotel in Kihei. Enjoy free parking, a beach locale, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
AEI at Maui Kaanapali Villas Resort

AEI at Maui Kaanapali Villas Resort

3.5 out of 5
45 Kai Ala Drive Lahaina HI
6.93 km from Downtown Lahaina
Book a stay at this beach hotel in Kaanapali. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Whalers Village and Kaanapali Beach are ...
Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa

4 out of 5
2605 Kaanapali Pkwy Lahaina HI
6.18 km from Downtown Lahaina
Book a stay at this beach resort in Kaanapali. Enjoy a full-service spa, 5 restaurants, and a beach locale. Our guests praise the helpful staff in our reviews. ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Tue, Sep 29 - Wed, Sep 30
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Tue, Sep 29 from Daniel K. Inouye Intl. to Kahului, returning Wed, Sep 30, priced at $117 found 1 day ago
Alaska Airlines
Tue, Aug 11 - Tue, Aug 25
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$137 Roundtrip, found 12 hours ago
$137
Roundtrip
found 12 hours ago
Select Alaska Airlines flight, departing Tue, Aug 11 from Daniel K. Inouye Intl. to Kahului, returning Tue, Aug 25, priced at $137 found 12 hours ago
Southern Airways Express
Fri, Oct 2 - Tue, Oct 6
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$198 Roundtrip, found 2 days ago
$198
Roundtrip
found 2 days ago
Select Southern Airways Express flight, departing Fri, Oct 2 from Daniel K. Inouye Intl. to West Maui, returning Tue, Oct 6, priced at $198 found 2 days ago
United
Thu, Aug 27 - Wed, Sep 2
LAX
Los Angeles Intl.
OGG
Kahului
$297 Roundtrip, found 2 days ago
$297
Roundtrip
found 2 days ago
Select United flight, departing Thu, Aug 27 from Los Angeles Intl. to Kahului, returning Wed, Sep 2, priced at $297 found 2 days ago
American Airlines
Thu, Aug 27 - Wed, Sep 2
LAX
Los Angeles Intl.
OGG
Kahului
$297 Roundtrip, found 2 days ago
$297
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Aug 27 from Los Angeles Intl. to Kahului, returning Wed, Sep 2, priced at $297 found 2 days ago