from
$3,669.00
(USD)
Per Person
Jun 16, 2025
through Dec 15, 2025
through Dec 15, 2025
Nights:
5
Price Per Night:$733.80 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jun 16, 2025
through Dec 15, 2025
The ocean is everywhere at this luxury resort in the heart of Wailea near shopping and 3 championship golf courses.
from
$19,099.00
(USD)
Per Person
Nov 26, 2025
through Jan 24, 2026
through Jan 24, 2026
Nights:
59
Ship:
Regatta
Price Per Night:$323.71 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 26, 2025
through Jan 24, 2026
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$6,854.00
(USD)
Per Person
Jan 24, 2026
through Dec 05, 2026
through Dec 05, 2026
Nights:
9
Price Per Night:$761.56 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 24, 2026
through Dec 05, 2026
Hawaii’s traditional greeting, Aloha, embodies hospitality, respect, love and welcome. Experience the magic of these tropical islands and meet its gentle people on your unforgettable Hawaiian guided vacation. Look beyond the swaying hula dancers, ukuleles and floral shirts to celebrate local traditions and flavors. An incredible journey awaits as you get to know Oahu and Maui intimately while having time to relax at your oceanfront resorts.
from
$3,344.00
(USD)
Per Person
Nov 19, 2026
through Dec 07, 2026
through Dec 07, 2026
Nights:
18
Ship:
Zaandam
Price Per Night:$185.78 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 19, 2026
through Dec 07, 2026
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$469.33
(USD)
Per Person
Sep 21, 2025
through Sep 24, 2025
through Sep 24, 2025
Nights:
3
Price Per Night:$156.44 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Sep 21, 2025
through Sep 24, 2025
Comfort and value take center stage at the spacious vacation condominiums at the Royal Kahana by Outrigger.
from
$12,599.00
(USD)
Per Person
Mar 19, 2026
through Apr 26, 2026
through Apr 26, 2026
Nights:
38
Ship:
Seabourn Quest
Price Per Night:$331.55 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 19, 2026
through Apr 26, 2026
Aboard The Yachts of Seabourn, the world is more intimate and more enchanting. Here, you’ll explore ports rarely visited by larger ships and meet people who are happy to show you around their hidden corner of the globe. With their unmatched sense of style, elegance and grace, The Yachts of Seabourn beckon you to travel beyond the bounds of the imagination. Aboard Seabourn, every desire is met promptly and with a welcoming smile. Whether it's a warm blanket and a cup of gourmet hot chocolate as you drift along the Norwegian Fjords or a relaxing neck massage poolside, you'll feel that you're a member of a very exclusive club.
Other Categories Starting At:
Outside
Balcony
Suite
from
$4,710.00
(USD)
Per Person
Jan 03, 2026
through Jan 27, 2026
through Jan 27, 2026
Nights:
24
Ship:
Nieuw Amsterdam
Price Per Night:$196.25 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 03, 2026
through Jan 27, 2026
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,029.00
(USD)
Per Person
Oct 03, 2026
through Oct 20, 2026
through Oct 20, 2026
Nights:
17
Ship:
Koningsdam
Price Per Night:$178.18 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Oct 03, 2026
through Oct 20, 2026
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,958.11
(USD)
Per Person
Nov 28, 2026
through Dec 05, 2026
through Dec 05, 2026
Nights:
7
Ship:
Pride of America
Price Per Night:$279.73 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 28, 2026
through Dec 05, 2026
With our unique 7-day Hawaii cruise itineraries, you get overnights in both Maui and Kauai as well as visits to Oahu and the Big Island of Hawaii. You’ll be on island time as you discover cascading waterfalls, active volcanos, black, green and white sand beaches, historic sites and unspoiled nature.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,043.00
(USD)
Per Person
Sep 21, 2025
through Sep 24, 2025
through Sep 24, 2025
Nights:
3
Price Per Night:$347.67 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Sep 21, 2025
through Sep 24, 2025
Gracing its own private, crescent-shaped white-sand beach right along the water's edge, this deluxe, oceanfront resort, located next to Maui's fashionable Wailea resort area, defines paradise.
from
$5,309.00
(USD)
Per Person
May 18, 2026
through Jun 01, 2026
through Jun 01, 2026
Nights:
9
Price Per Night:$589.89 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
May 18, 2026
through Jun 01, 2026
10 Days, featuring: Kona
from
$12,699.00
(USD)
Per Person
Jun 23, 2025
through Aug 02, 2025
through Aug 02, 2025
Nights:
40
Ship:
Regatta
Price Per Night:$317.48 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jun 23, 2025
through Aug 02, 2025
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$10,989.00
(USD)
Per Person
Jun 15, 2027
through Sep 02, 2027
through Sep 02, 2027
Nights:
79
Ship:
Grand Princess
Price Per Night:$139.10 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jun 15, 2027
through Sep 02, 2027
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$17,599.00
(USD)
Per Person
Jan 11, 2026
through Feb 01, 2026
through Feb 01, 2026
Nights:
21
Ship:
Seven Seas Mariner
Price Per Night:$838.05 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 11, 2026
through Feb 01, 2026
Other Categories Starting At:
Outside
Balcony
Suite
from
$758.33
(USD)
Per Person
Sep 21, 2025
through Sep 24, 2025
through Sep 24, 2025
Nights:
3
Price Per Night:$252.78 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Sep 21, 2025
through Sep 24, 2025
The ocean is everywhere at this luxury resort in the heart of Wailea near shopping and 3 championship golf courses.
from
$756.00
(USD)
Per Person
Sep 21, 2025
through Sep 24, 2025
through Sep 24, 2025
Nights:
3
Price Per Night:$252.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Sep 21, 2025
through Sep 24, 2025
This condo is a refreshing oasis on a scenic bluff within luxurious Wailea. Spacious interiors incorporate sunken living rooms and large master bedrooms for the utmost privacy.
from
$692.00
(USD)
Per Person
Sep 21, 2025
through Sep 24, 2025
through Sep 24, 2025
Nights:
3
Price Per Night:$230.67 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Sep 21, 2025
through Sep 24, 2025
Situated on 10 secluded tropical acres fronting one of Maui's most beautiful white-sand snorkeling bays, this resort appeals to travelers of all ages and is ideal for families.
from
$1,014.67
(USD)
Per Person
Sep 21, 2025
through Sep 24, 2025
through Sep 24, 2025
Nights:
3
Price Per Night:$338.22 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Sep 21, 2025
through Sep 24, 2025
Opened in April 2017, this newest luxury resort on Maui's North Ka'anapali Beach offers a choice of one-, two- and three-bedroom villas featuring signature Westin® touches.
from
$26,299.00
(USD)
Per Person
Jan 11, 2026
through Feb 15, 2026
through Feb 15, 2026
Nights:
35
Ship:
Seven Seas Mariner
Price Per Night:$751.40 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 11, 2026
through Feb 15, 2026
Other Categories Starting At:
Outside
Balcony
Suite
from
$1,899.00
(USD)
Per Person
Oct 30, 2025
through Nov 15, 2025
through Nov 15, 2025
Nights:
16
Ship:
Ruby Princess
Price Per Night:$118.69 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Oct 30, 2025
through Nov 15, 2025
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$6,438.00
(USD)
Per Person
Jan 27, 2026
through Mar 02, 2026
through Mar 02, 2026
Nights:
33
Ship:
Coral Princess
Price Per Night:$195.09 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 27, 2026
through Mar 02, 2026
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$5,614.00
(USD)
Per Person
Sep 07, 2026
through Oct 04, 2026
through Oct 04, 2026
Nights:
27
Ship:
Noordam
Price Per Night:$207.93 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Sep 07, 2026
through Oct 04, 2026
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$10,400.00
(USD)
Per Person
Apr 18, 2027
through May 02, 2027
through May 02, 2027
Nights:
14
Ship:
Silver Whisper
Price Per Night:$742.86 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Apr 18, 2027
through May 02, 2027
Other Categories Starting At:
Outside
Balcony
Suite
from
$582.00
(USD)
Per Person
Sep 21, 2025
through Sep 24, 2025
through Sep 24, 2025
Nights:
3
Price Per Night:$194.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Sep 21, 2025
through Sep 24, 2025
The Wailea Grand Champions Villas offers spacious condominiums overlooking the fairways of one of Wailea's famous championship golf courses.
from
$5,649.00
(USD)
Per Person
Jan 21, 2027
through Feb 08, 2027
through Feb 08, 2027
Nights:
18
Ship:
Vista
Price Per Night:$313.83 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 21, 2027
through Feb 08, 2027
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$5,399.00
(USD)
Per Person
Nov 19, 2026
through Dec 19, 2026
through Dec 19, 2026
Nights:
30
Ship:
Zaandam
Price Per Night:$179.97 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 19, 2026
through Dec 19, 2026
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$7,569.00
(USD)
Per Person
Apr 09, 2026
through Apr 21, 2026
through Apr 21, 2026
Nights:
12
Price Per Night:$630.75 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Apr 09, 2026
through Apr 21, 2026
13 Days, featuring: Honolulu
from
$2,742.00
(USD)
Per Person
Jun 16, 2025
through Dec 15, 2025
through Dec 15, 2025
Nights:
5
Price Per Night:$548.40 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jun 16, 2025
through Dec 15, 2025
While the luxury beachfront condominiums of the Kaanapali Alii are just steps from world-class golf, shopping at Whalers Village, sunbathing and snorkeling, it also serves as a calming oasis making it perfect for any traveler.
from
$4,693.00
(USD)
Per Person
Aug 25, 2025
through Sep 03, 2025
through Sep 03, 2025
Nights:
9
Price Per Night:$521.44 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Aug 25, 2025
through Sep 03, 2025
10 Days, featuring: Kona
from
$2,849.00
(USD)
Per Person
Oct 04, 2025
through Oct 21, 2025
through Oct 21, 2025
Nights:
17
Ship:
Koningsdam
Price Per Night:$167.59 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Oct 04, 2025
through Oct 21, 2025
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Amenity Departure Dates
Culinary Collection
from
$296.67
(USD)
Per Person
Sep 21, 2025
through Sep 24, 2025
through Sep 24, 2025
Nights:
3
Price Per Night:$98.89 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Sep 21, 2025
through Sep 24, 2025
This condominium resort on Ka'anapali Beach combines the comfort and convenience of a condominium with hotel-caliber services.
from
$6,016.00
(USD)
Per Person
Sep 25, 2025
through Oct 16, 2025
through Oct 16, 2025
Nights:
12
Price Per Night:$501.33 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Sep 25, 2025
through Oct 16, 2025
13 Days, featuring: Kauai. Excursion To Waimea Canyon & Kauai Coffee Plantation
from
$2,299.00
(USD)
Per Person
Oct 06, 2025
through Oct 22, 2025
through Oct 22, 2025
Nights:
16
Ship:
Island Princess
Price Per Night:$143.69 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Oct 06, 2025
through Oct 22, 2025
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Sep 29, 2025
through Nov 20, 2025
through Nov 20, 2025
Nights:
52
Ship:
Zaandam
Price Per Night:$101.90 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Sep 29, 2025
through Nov 20, 2025
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$6,674.00
(USD)
Per Person
Oct 15, 2026
through Nov 20, 2026
through Nov 20, 2026
Nights:
36
Ship:
Zaandam
Price Per Night:$185.39 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Oct 15, 2026
through Nov 20, 2026
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$610.67
(USD)
Per Person
Sep 21, 2025
through Sep 24, 2025
through Sep 24, 2025
Nights:
3
Price Per Night:$203.56 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Sep 21, 2025
through Sep 24, 2025
Embrace Maui's heritage and culture while enjoying the very best modern amenities at this beautiful hotel.
from
$1,749.00
(USD)
Per Person
Dec 14, 2025
through Dec 30, 2025
through Dec 30, 2025
Nights:
16
Ship:
Emerald Princess
Price Per Night:$109.31 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 14, 2025
through Dec 30, 2025
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$7,254.00
(USD)
Per Person
Feb 13, 2027
through Mar 21, 2027
through Mar 21, 2027
Nights:
36
Ship:
Koningsdam
Price Per Night:$201.50 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 13, 2027
through Mar 21, 2027
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$962.33
(USD)
Per Person
Sep 21, 2025
through Sep 24, 2025
through Sep 24, 2025
Nights:
3
Price Per Night:$320.78 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Sep 21, 2025
through Sep 24, 2025
Grand Wailea, A Waldorf Astoria Resort is the ideal destination for a fabulous Hawai'i vacation. Situated on 40 acres of tropical gardens, the resort opens onto Maui's beautiful Wailea Beach, voted one of the best beaches in America.
