Skip to Main Content
Road Scholar logo
Hawaii

Best of Hawaii: Oahu, Big Island and Maui

Program No. 21586RJ
Join locals to explore Hawaii with an insider’s perspective, learning about unique island ecosystems, exploring Volcanoes National Park and snorkeling along colorful reefs in Lanai!
Watch VideoWishlistShare
Start
  •  
  •  
  • 21586-Aloha-Hawaii-Oahu-Big-Island-Maui-Volcanoes-National-Park-c.jpg
  • 21586-hawaii3-c.jpg
  • 21586-hawaii-oahu1-c.jpg
  • 21586-hawaii6-c.jpg
  • 21586-hawaii5-c.jpg
  • 21586-hawaii-oahu3-c.jpg
  • 21586-hawaii-oahu2-c.jpg
National ParksWater SportsRegional StudiesOn the RoadSmall Group
Length
9 days
Rating (4.87)
Activity Level
Starts at
5,699

Enroll with Confidence

We want your Road Scholar learning adventure to be something to look forward to—not worry about. Learn more

Protecting the Environment

We offset a portion of the emissions created by your travel. Learn more

LODGING & MEALS
Lodgings may differ by date. Select a date to see the lodgings specific to that date.
Showing Lodging & Meals For:
Nov 08, 2025 - Nov 16, 2025 (Honolulu, Oahu, Hawaii to Kaanapali, HI (Island of Maui))
Sep 06, 2025 - Sep 14, 2025 (Honolulu, Oahu, Hawaii to Kaanapali, HI (Island of Maui))
Oct 18, 2025 - Oct 26, 2025 (Honolulu, Oahu, Hawaii to Kaanapali, HI (Island of Maui))
Nov 08, 2025 - Nov 16, 2025 (Honolulu, Oahu, Hawaii to Kaanapali, HI (Island of Maui))
Jan 10, 2026 - Jan 18, 2026 (Honolulu, Oahu, Hawaii to Kaanapali, HI (Island of Maui))
Feb 07, 2026 - Feb 15, 2026 (Honolulu, Oahu, Hawaii to Kaanapali, HI (Island of Maui))
Feb 21, 2026 - Mar 01, 2026 (Honolulu, Oahu, Hawaii to Kaanapali, HI (Island of Maui))
Mar 14, 2026 - Mar 22, 2026 (Honolulu, Oahu, Hawaii to Kaanapali, HI (Island of Maui))
Apr 18, 2026 - Apr 26, 2026 (Honolulu, Oahu, Hawaii to Kaanapali, HI (Island of Maui))
Sep 05, 2026 - Sep 13, 2026 (Honolulu, Oahu, Hawaii to Kaanapali, HI (Island of Maui))
Oct 17, 2026 - Oct 25, 2026 (Honolulu, Oahu, Hawaii to Kaanapali, HI (Island of Maui))
Nov 07, 2026 - Nov 15, 2026 (Honolulu, Oahu, Hawaii to Kaanapali, HI (Island of Maui))
Lodging and meal options may differ by date. Select a date to see the information specific to that date.
What You'll Eat
8 Breakfasts
4 Lunches
6 Dinners
Total: 18 Meals
The following choices may be available when requested in advance: Vegetarian
Where You'll Stay
Hilton Garden Inn Waikiki Beach
Visit Site
3 NIGHTS
Location: Honolulu
The Hilton Garden Inn Waikiki Beach is located in the heart of Waikiki and 2 blocks away from the world famous Waikiki Beach. Just out the hotel front door is the International Marketplace, filled with diverse dining options, shopping, and often live performances and craft fairs. It is also within walking distance of other popular attractions such as Kapiolani Park (great for morning or evening walks), the Honolulu Zoo, and the Waikiki Aquarium.
TripAdvisor Reviews
Castle Hilo Hawaiian Hotel
Visit Site
2 NIGHTS
Location: Hilo
Comfortable, laid back Hilo is the gateway to Hawaii Volcanoes National Park and an authentic taste of Hawaii's Big Island. The Hilo Hawaiian Hotel is located right on Hilo Bay and only two miles from Hilo Airport. Old banyan trees line the drive to the hotel, most of which were planted in the 1930's by celebrities such as Babe Ruth, Amelia Earhart and Cecil B. DeMille. Mauna Kea looms in the background and the arched bridge that leads to Coconut Island is only steps from the doors of the property. The hotel is flanked by a beautiful beach, the Liliuokalani Gardens and the Naniloa Country Club.
TripAdvisor Reviews
Kaanapali Beach Hotel
Visit Site
3 NIGHTS
Location: Lahaina
This beachfront hotel is situated on 11 acres and located just steps from the ocean on the white sands of Kaanapali Beach. Free daily cultural lessons on topics including hula, ukulele, and Hawaiian language are just one of the reasons this property is known as “Hawaii’s Most Hawaiian Hotel”. The property’s thoughtful design features Hawaiian cultural artifacts and art throughout, including employee-made makamae (precious gifts) shadow boxes that contain traditional handmade Hawaiian items in each guest room.
TripAdvisor Reviews
Hilton Garden Inn Waikiki Beach
Visit Site
3 NIGHTS
Location: Honolulu
The Hilton Garden Inn Waikiki Beach is located in the heart of Waikiki and 2 blocks away from the world famous Waikiki Beach. Just out the hotel front door is the International Marketplace, filled with diverse dining options, shopping, and often live performances and craft fairs. It is also within walking distance of other popular attractions such as Kapiolani Park (great for morning or evening walks), the Honolulu Zoo, and the Waikiki Aquarium.
TripAdvisor Reviews
Castle Hilo Hawaiian Hotel
Visit Site
2 NIGHTS
Location: Hilo
Comfortable, laid back Hilo is the gateway to Hawaii Volcanoes National Park and an authentic taste of Hawaii's Big Island. The Hilo Hawaiian Hotel is located right on Hilo Bay and only two miles from Hilo Airport. Old banyan trees line the drive to the hotel, most of which were planted in the 1930's by celebrities such as Babe Ruth, Amelia Earhart and Cecil B. DeMille. Mauna Kea looms in the background and the arched bridge that leads to Coconut Island is only steps from the doors of the property. The hotel is flanked by a beautiful beach, the Liliuokalani Gardens and the Naniloa Country Club.
TripAdvisor Reviews
Kaanapali Beach Hotel
Visit Site
3 NIGHTS
Location: Lahaina
This beachfront hotel is situated on 11 acres and located just steps from the ocean on the white sands of Kaanapali Beach. Free daily cultural lessons on topics including hula, ukulele, and Hawaiian language are just one of the reasons this property is known as “Hawaii’s Most Hawaiian Hotel”. The property’s thoughtful design features Hawaiian cultural artifacts and art throughout, including employee-made makamae (precious gifts) shadow boxes that contain traditional handmade Hawaiian items in each guest room.
TripAdvisor Reviews
Hilton Garden Inn Waikiki Beach
Visit Site
3 NIGHTS
Location: Honolulu
The Hilton Garden Inn Waikiki Beach is located in the heart of Waikiki and 2 blocks away from the world famous Waikiki Beach. Just out the hotel front door is the International Marketplace, filled with diverse dining options, shopping, and often live performances and craft fairs. It is also within walking distance of other popular attractions such as Kapiolani Park (great for morning or evening walks), the Honolulu Zoo, and the Waikiki Aquarium.
TripAdvisor Reviews
Castle Hilo Hawaiian Hotel
Visit Site
2 NIGHTS
Location: Hilo
Comfortable, laid back Hilo is the gateway to Hawaii Volcanoes National Park and an authentic taste of Hawaii's Big Island. The Hilo Hawaiian Hotel is located right on Hilo Bay and only two miles from Hilo Airport. Old banyan trees line the drive to the hotel, most of which were planted in the 1930's by celebrities such as Babe Ruth, Amelia Earhart and Cecil B. DeMille. Mauna Kea looms in the background and the arched bridge that leads to Coconut Island is only steps from the doors of the property. The hotel is flanked by a beautiful beach, the Liliuokalani Gardens and the Naniloa Country Club.
TripAdvisor Reviews
Kaanapali Beach Hotel
Visit Site
3 NIGHTS
Location: Lahaina
This beachfront hotel is situated on 11 acres and located just steps from the ocean on the white sands of Kaanapali Beach. Free daily cultural lessons on topics including hula, ukulele, and Hawaiian language are just one of the reasons this property is known as “Hawaii’s Most Hawaiian Hotel”. The property’s thoughtful design features Hawaiian cultural artifacts and art throughout, including employee-made makamae (precious gifts) shadow boxes that contain traditional handmade Hawaiian items in each guest room.
TripAdvisor Reviews
The Twin Fin Hotel
Visit Site
3 NIGHTS
Location: Honolulu
The Twin Fin Hotel is on Kalakaua Avenue, just steps away from the renowned Waikiki beach, a vibrant gathering place for visitors from around the world. We’re on the mellow Diamond Head side of Waikiki, but only a short stroll to unique eateries and iconic attractions. As a gathering place for guests to discover local music, art, and a lasting connection with the community that surrounds them, you’ll find refreshed guestrooms, updated design, and authentic experiences rooted in Hawaiian culture in our revitalized hotel. And of course, front-row views overlooking Waikiki Beach.
TripAdvisor Reviews
Castle Hilo Hawaiian Hotel
Visit Site
2 NIGHTS
Location: Hilo
Comfortable, laid back Hilo is the gateway to Hawaii Volcanoes National Park and an authentic taste of Hawaii's Big Island. The Hilo Hawaiian Hotel is located right on Hilo Bay and only two miles from Hilo Airport. Old banyan trees line the drive to the hotel, most of which were planted in the 1930's by celebrities such as Babe Ruth, Amelia Earhart and Cecil B. DeMille. Mauna Kea looms in the background and the arched bridge that leads to Coconut Island is only steps from the doors of the property. The hotel is flanked by a beautiful beach, the Liliuokalani Gardens and the Naniloa Country Club.
TripAdvisor Reviews
Kaanapali Beach Hotel
Visit Site
3 NIGHTS
Location: Lahaina
This beachfront hotel is situated on 11 acres and located just steps from the ocean on the white sands of Kaanapali Beach. Free daily cultural lessons on topics including hula, ukulele, and Hawaiian language are just one of the reasons this property is known as “Hawaii’s Most Hawaiian Hotel”. The property’s thoughtful design features Hawaiian cultural artifacts and art throughout, including employee-made makamae (precious gifts) shadow boxes that contain traditional handmade Hawaiian items in each guest room.
TripAdvisor Reviews
The Twin Fin Hotel
Visit Site
3 NIGHTS
Location: Honolulu
The Twin Fin Hotel is on Kalakaua Avenue, just steps away from the renowned Waikiki beach, a vibrant gathering place for visitors from around the world. We’re on the mellow Diamond Head side of Waikiki, but only a short stroll to unique eateries and iconic attractions. As a gathering place for guests to discover local music, art, and a lasting connection with the community that surrounds them, you’ll find refreshed guestrooms, updated design, and authentic experiences rooted in Hawaiian culture in our revitalized hotel. And of course, front-row views overlooking Waikiki Beach.
TripAdvisor Reviews
Castle Hilo Hawaiian Hotel
Visit Site
2 NIGHTS
Location: Hilo
Comfortable, laid back Hilo is the gateway to Hawaii Volcanoes National Park and an authentic taste of Hawaii's Big Island. The Hilo Hawaiian Hotel is located right on Hilo Bay and only two miles from Hilo Airport. Old banyan trees line the drive to the hotel, most of which were planted in the 1930's by celebrities such as Babe Ruth, Amelia Earhart and Cecil B. DeMille. Mauna Kea looms in the background and the arched bridge that leads to Coconut Island is only steps from the doors of the property. The hotel is flanked by a beautiful beach, the Liliuokalani Gardens and the Naniloa Country Club.
TripAdvisor Reviews
Kaanapali Beach Hotel
Visit Site
3 NIGHTS
Location: Lahaina
This beachfront hotel is situated on 11 acres and located just steps from the ocean on the white sands of Kaanapali Beach. Free daily cultural lessons on topics including hula, ukulele, and Hawaiian language are just one of the reasons this property is known as “Hawaii’s Most Hawaiian Hotel”. The property’s thoughtful design features Hawaiian cultural artifacts and art throughout, including employee-made makamae (precious gifts) shadow boxes that contain traditional handmade Hawaiian items in each guest room.
TripAdvisor Reviews
The Twin Fin Hotel
Visit Site
3 NIGHTS
Location: Honolulu
The Twin Fin Hotel is on Kalakaua Avenue, just steps away from the renowned Waikiki beach, a vibrant gathering place for visitors from around the world. We’re on the mellow Diamond Head side of Waikiki, but only a short stroll to unique eateries and iconic attractions. As a gathering place for guests to discover local music, art, and a lasting connection with the community that surrounds them, you’ll find refreshed guestrooms, updated design, and authentic experiences rooted in Hawaiian culture in our revitalized hotel. And of course, front-row views overlooking Waikiki Beach.
TripAdvisor Reviews
Castle Hilo Hawaiian Hotel
Visit Site
2 NIGHTS
Location: Hilo
Comfortable, laid back Hilo is the gateway to Hawaii Volcanoes National Park and an authentic taste of Hawaii's Big Island. The Hilo Hawaiian Hotel is located right on Hilo Bay and only two miles from Hilo Airport. Old banyan trees line the drive to the hotel, most of which were planted in the 1930's by celebrities such as Babe Ruth, Amelia Earhart and Cecil B. DeMille. Mauna Kea looms in the background and the arched bridge that leads to Coconut Island is only steps from the doors of the property. The hotel is flanked by a beautiful beach, the Liliuokalani Gardens and the Naniloa Country Club.
TripAdvisor Reviews
Kaanapali Beach Hotel
Visit Site
3 NIGHTS
Location: Lahaina
This beachfront hotel is situated on 11 acres and located just steps from the ocean on the white sands of Kaanapali Beach. Free daily cultural lessons on topics including hula, ukulele, and Hawaiian language are just one of the reasons this property is known as “Hawaii’s Most Hawaiian Hotel”. The property’s thoughtful design features Hawaiian cultural artifacts and art throughout, including employee-made makamae (precious gifts) shadow boxes that contain traditional handmade Hawaiian items in each guest room.
TripAdvisor Reviews
The Twin Fin Hotel
Visit Site
3 NIGHTS
Location: Honolulu
The Twin Fin Hotel is on Kalakaua Avenue, just steps away from the renowned Waikiki beach, a vibrant gathering place for visitors from around the world. We’re on the mellow Diamond Head side of Waikiki, but only a short stroll to unique eateries and iconic attractions. As a gathering place for guests to discover local music, art, and a lasting connection with the community that surrounds them, you’ll find refreshed guestrooms, updated design, and authentic experiences rooted in Hawaiian culture in our revitalized hotel. And of course, front-row views overlooking Waikiki Beach.
TripAdvisor Reviews
Castle Hilo Hawaiian Hotel
Visit Site
2 NIGHTS
Location: Hilo
Comfortable, laid back Hilo is the gateway to Hawaii Volcanoes National Park and an authentic taste of Hawaii's Big Island. The Hilo Hawaiian Hotel is located right on Hilo Bay and only two miles from Hilo Airport. Old banyan trees line the drive to the hotel, most of which were planted in the 1930's by celebrities such as Babe Ruth, Amelia Earhart and Cecil B. DeMille. Mauna Kea looms in the background and the arched bridge that leads to Coconut Island is only steps from the doors of the property. The hotel is flanked by a beautiful beach, the Liliuokalani Gardens and the Naniloa Country Club.
TripAdvisor Reviews
Kaanapali Beach Hotel
Visit Site
3 NIGHTS
Location: Lahaina
This beachfront hotel is situated on 11 acres and located just steps from the ocean on the white sands of Kaanapali Beach. Free daily cultural lessons on topics including hula, ukulele, and Hawaiian language are just one of the reasons this property is known as “Hawaii’s Most Hawaiian Hotel”. The property’s thoughtful design features Hawaiian cultural artifacts and art throughout, including employee-made makamae (precious gifts) shadow boxes that contain traditional handmade Hawaiian items in each guest room.
TripAdvisor Reviews
The Twin Fin Hotel
Visit Site
3 NIGHTS
Location: Honolulu
The Twin Fin Hotel is on Kalakaua Avenue, just steps away from the renowned Waikiki beach, a vibrant gathering place for visitors from around the world. We’re on the mellow Diamond Head side of Waikiki, but only a short stroll to unique eateries and iconic attractions. As a gathering place for guests to discover local music, art, and a lasting connection with the community that surrounds them, you’ll find refreshed guestrooms, updated design, and authentic experiences rooted in Hawaiian culture in our revitalized hotel. And of course, front-row views overlooking Waikiki Beach.
TripAdvisor Reviews
Castle Hilo Hawaiian Hotel
Visit Site
2 NIGHTS
Location: Hilo
Comfortable, laid back Hilo is the gateway to Hawaii Volcanoes National Park and an authentic taste of Hawaii's Big Island. The Hilo Hawaiian Hotel is located right on Hilo Bay and only two miles from Hilo Airport. Old banyan trees line the drive to the hotel, most of which were planted in the 1930's by celebrities such as Babe Ruth, Amelia Earhart and Cecil B. DeMille. Mauna Kea looms in the background and the arched bridge that leads to Coconut Island is only steps from the doors of the property. The hotel is flanked by a beautiful beach, the Liliuokalani Gardens and the Naniloa Country Club.
TripAdvisor Reviews
Kaanapali Beach Hotel
Visit Site
3 NIGHTS
Location: Lahaina
This beachfront hotel is situated on 11 acres and located just steps from the ocean on the white sands of Kaanapali Beach. Free daily cultural lessons on topics including hula, ukulele, and Hawaiian language are just one of the reasons this property is known as “Hawaii’s Most Hawaiian Hotel”. The property’s thoughtful design features Hawaiian cultural artifacts and art throughout, including employee-made makamae (precious gifts) shadow boxes that contain traditional handmade Hawaiian items in each guest room.
TripAdvisor Reviews
The Twin Fin Hotel
Visit Site
3 NIGHTS
Location: Honolulu
The Twin Fin Hotel is on Kalakaua Avenue, just steps away from the renowned Waikiki beach, a vibrant gathering place for visitors from around the world. We’re on the mellow Diamond Head side of Waikiki, but only a short stroll to unique eateries and iconic attractions. As a gathering place for guests to discover local music, art, and a lasting connection with the community that surrounds them, you’ll find refreshed guestrooms, updated design, and authentic experiences rooted in Hawaiian culture in our revitalized hotel. And of course, front-row views overlooking Waikiki Beach.
TripAdvisor Reviews
Castle Hilo Hawaiian Hotel
Visit Site
2 NIGHTS
Location: Hilo
Comfortable, laid back Hilo is the gateway to Hawaii Volcanoes National Park and an authentic taste of Hawaii's Big Island. The Hilo Hawaiian Hotel is located right on Hilo Bay and only two miles from Hilo Airport. Old banyan trees line the drive to the hotel, most of which were planted in the 1930's by celebrities such as Babe Ruth, Amelia Earhart and Cecil B. DeMille. Mauna Kea looms in the background and the arched bridge that leads to Coconut Island is only steps from the doors of the property. The hotel is flanked by a beautiful beach, the Liliuokalani Gardens and the Naniloa Country Club.
TripAdvisor Reviews
Kaanapali Beach Hotel
Visit Site
3 NIGHTS
Location: Lahaina
This beachfront hotel is situated on 11 acres and located just steps from the ocean on the white sands of Kaanapali Beach. Free daily cultural lessons on topics including hula, ukulele, and Hawaiian language are just one of the reasons this property is known as “Hawaii’s Most Hawaiian Hotel”. The property’s thoughtful design features Hawaiian cultural artifacts and art throughout, including employee-made makamae (precious gifts) shadow boxes that contain traditional handmade Hawaiian items in each guest room.
TripAdvisor Reviews
The Twin Fin Hotel
Visit Site
3 NIGHTS
Location: Honolulu
The Twin Fin Hotel is on Kalakaua Avenue, just steps away from the renowned Waikiki beach, a vibrant gathering place for visitors from around the world. We’re on the mellow Diamond Head side of Waikiki, but only a short stroll to unique eateries and iconic attractions. As a gathering place for guests to discover local music, art, and a lasting connection with the community that surrounds them, you’ll find refreshed guestrooms, updated design, and authentic experiences rooted in Hawaiian culture in our revitalized hotel. And of course, front-row views overlooking Waikiki Beach.
TripAdvisor Reviews
Castle Hilo Hawaiian Hotel
Visit Site
2 NIGHTS
Location: Hilo
Comfortable, laid back Hilo is the gateway to Hawaii Volcanoes National Park and an authentic taste of Hawaii's Big Island. The Hilo Hawaiian Hotel is located right on Hilo Bay and only two miles from Hilo Airport. Old banyan trees line the drive to the hotel, most of which were planted in the 1930's by celebrities such as Babe Ruth, Amelia Earhart and Cecil B. DeMille. Mauna Kea looms in the background and the arched bridge that leads to Coconut Island is only steps from the doors of the property. The hotel is flanked by a beautiful beach, the Liliuokalani Gardens and the Naniloa Country Club.
TripAdvisor Reviews
Kaanapali Beach Hotel
Visit Site
3 NIGHTS
Location: Lahaina
This beachfront hotel is situated on 11 acres and located just steps from the ocean on the white sands of Kaanapali Beach. Free daily cultural lessons on topics including hula, ukulele, and Hawaiian language are just one of the reasons this property is known as “Hawaii’s Most Hawaiian Hotel”. The property’s thoughtful design features Hawaiian cultural artifacts and art throughout, including employee-made makamae (precious gifts) shadow boxes that contain traditional handmade Hawaiian items in each guest room.
TripAdvisor Reviews
The Twin Fin Hotel
Visit Site
3 NIGHTS
Location: Honolulu
The Twin Fin Hotel is on Kalakaua Avenue, just steps away from the renowned Waikiki beach, a vibrant gathering place for visitors from around the world. We’re on the mellow Diamond Head side of Waikiki, but only a short stroll to unique eateries and iconic attractions. As a gathering place for guests to discover local music, art, and a lasting connection with the community that surrounds them, you’ll find refreshed guestrooms, updated design, and authentic experiences rooted in Hawaiian culture in our revitalized hotel. And of course, front-row views overlooking Waikiki Beach.
TripAdvisor Reviews
Castle Hilo Hawaiian Hotel
Visit Site
2 NIGHTS
Location: Hilo
Comfortable, laid back Hilo is the gateway to Hawaii Volcanoes National Park and an authentic taste of Hawaii's Big Island. The Hilo Hawaiian Hotel is located right on Hilo Bay and only two miles from Hilo Airport. Old banyan trees line the drive to the hotel, most of which were planted in the 1930's by celebrities such as Babe Ruth, Amelia Earhart and Cecil B. DeMille. Mauna Kea looms in the background and the arched bridge that leads to Coconut Island is only steps from the doors of the property. The hotel is flanked by a beautiful beach, the Liliuokalani Gardens and the Naniloa Country Club.
TripAdvisor Reviews
Kaanapali Beach Hotel
Visit Site
3 NIGHTS
Location: Lahaina
This beachfront hotel is situated on 11 acres and located just steps from the ocean on the white sands of Kaanapali Beach. Free daily cultural lessons on topics including hula, ukulele, and Hawaiian language are just one of the reasons this property is known as “Hawaii’s Most Hawaiian Hotel”. The property’s thoughtful design features Hawaiian cultural artifacts and art throughout, including employee-made makamae (precious gifts) shadow boxes that contain traditional handmade Hawaiian items in each guest room.
TripAdvisor Reviews





Recommended For You