Hawaii Island Romantic Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

Flight and Romantic hotel deals in Hawaii Island

Price found within the past 48 hours. Click for updated prices.
Royal Kona Resort

Royal Kona Resort

Historic Kailua Village
CA $1,694
per person
Oct 14 - Oct 20
found 7 hours ago
Roundtrip flight included
Montreal (YMQ) to Kailua-Kona (KOA)
8.2/10 Very good! (2,976 reviews)
I like the balcony a lot but unfortunately the bed are too soft that you sinked in and the beddings are soaking wet all the time, I had hard time sleeping.

Reviewed on Aug 13, 2026

Hilton Waikoloa Village

Hilton Waikoloa Village

CA $2,169
per person
Oct 21 - Oct 28
found 8 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kailua-Kona (KOA)
8.4/10 Very good! (1,229 reviews)
I toured the resort some years back and suffice to say I was thoroughly impressed as a guest.

Reviewed on Aug 13, 2026

Fairmont Orchid

Fairmont Orchid

CA $4,268
per person
Oct 20 - Oct 25
found 9 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,006 reviews)
Na

Reviewed on Aug 9, 2026

Mauna Lani Point

Mauna Lani Point

CA $2,726
per person
Oct 20 - Oct 25
found 9 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kailua-Kona (KOA)
9.2/10 Wonderful! (328 reviews)
Nice ocean view. Air conditioning didn't work well. Sofas and bed had bad smell.

Reviewed on Aug 11, 2026

Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

Kaupulehu
CA $12,998
per person
Oct 20 - Oct 25
found 9 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kailua-Kona (KOA)
9.6/10 Exceptional! (499 reviews)
Went there everything is beautiful but the most amazing thing is the people!!!!!

Reviewed on Aug 11, 2026

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5* Romantic holidays in Hawaii Island

Price found within the past 48 hours. Click for updated prices.
Mauna Lani, Auberge Collection

Mauna Lani, Auberge Collection

CA $5,078
per person
Sep 12 - Sep 19
found 9 hours ago
Roundtrip flight included
Toronto (YYZ) to Kailua-Kona (KOA)
9.4/10 Exceptional! (1,004 reviews)
Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

Kaupulehu
CA $12,998
per person
Oct 20 - Oct 25
found 9 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kailua-Kona (KOA)
9.6/10 Exceptional! (499 reviews)
Went there everything is beautiful but the most amazing thing is the people!!!!!

Reviewed on Aug 11, 2026

Mauna Kea Beach Hotel, Autograph Collection

Mauna Kea Beach Hotel, Autograph Collection

CA $5,744
per person
Sep 12 - Sep 19
found 9 hours ago
Roundtrip flight included
Toronto (YYZ) to Kailua-Kona (KOA)
9.4/10 Exceptional! (475 reviews)
This is the best hotel that we have stayed at. The amenities, staff, rooms, the spa, the adult pool, the food, the beach…all 5 stars! Swam with manta rays and did the longest running luau that was well done. Have been coming here since the 80’s and it only keeps getting better. We love the Mauna Kea and the Big Island of Hawaii.

Reviewed on Aug 8, 2026

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3 Night Romantic holidays in Hawaii Island

Price found within the past 48 hours. Click for updated prices.
Royal Kona Resort

Royal Kona Resort

Historic Kailua Village
CA $1,317
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kailua-Kona (KOA)
8.2/10 Very good! (2,976 reviews)
I like the balcony a lot but unfortunately the bed are too soft that you sinked in and the beddings are soaking wet all the time, I had hard time sleeping.

Reviewed on Aug 13, 2026

Waikoloa Beach Marriott Resort & Spa

Waikoloa Beach Marriott Resort & Spa

CA $1,709
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kailua-Kona (KOA)
8.6/10 Excellent! (1,001 reviews)
Mauna Lani Point

Mauna Lani Point

CA $2,984
per person
Oct 9 - Oct 12
found 8 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kailua-Kona (KOA)
9.2/10 Wonderful! (328 reviews)
Nice ocean view. Air conditioning didn't work well. Sofas and bed had bad smell.

Reviewed on Aug 11, 2026

Don't see what you're looking for?
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4 Night Romantic holidays in Hawaii Island

Price found within the past 48 hours. Click for updated prices.
Royal Kona Resort

Royal Kona Resort

Historic Kailua Village
CA $1,529
per person
Sep 19 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kailua-Kona (KOA)
8.2/10 Very good! (2,976 reviews)
I like the balcony a lot but unfortunately the bed are too soft that you sinked in and the beddings are soaking wet all the time, I had hard time sleeping.

Reviewed on Aug 13, 2026

Fairmont Orchid

Fairmont Orchid

CA $2,289
per person
Sep 19 - Sep 23
found 5 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,006 reviews)
Na

Reviewed on Aug 9, 2026

Waikoloa Beach Marriott Resort & Spa

Waikoloa Beach Marriott Resort & Spa

CA $3,438
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Kailua-Kona (KOA)
8.6/10 Excellent! (1,001 reviews)
Don't see what you're looking for?
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Plan unforgettable romantic Hawaii Island vacations

What are some of the benefits of booking a romantic Hawaii Island vacation?

When booking a romantic Hawaii Island vacation, you'll find quite a few options to make the experience with your partner absolutely unforgettable. Luxury amenities like hot tubs and spa facilities are prominent, but a lot of romantic vacation getaways also make it easy to explore some of the best spots in Hawaii.

How can I find the best vacation packages for couples?

If you're looking for a romantic vacation getaway, all you have to do is implement the romantic search filter. That will automatically remove any property that isn't suitable for couples. Just put in your travel dates and the Hawaii Island destination, and you'll be met with an array of options for you and your partner to enjoy.

Can I find cheap romantic vacations for 2 in Hawaii Island?

Yes, there are several options for booking cheap romantic vacations that don't break the bank. You'll find prices as low as CA $1,317 and can enjoy savings of up to 19 when you book your hotel and flight together. Budget and luxury options are both available along with everything in between. Sorting your results by price will allow you to view the cheapest options first.

What do I need to consider when booking a romantic getaway in Hawaii Island?

Romantic vacation getaways succeed based on catering to what you and your partner specifically want to do. Think about what your partner enjoys and what you want to do as a couple, then opt for something that is especially geared toward fulfilling your ideal romantic vacation getaway experience. Search filters for amenities and proximity to certain attractions throughout Hawaii Island certainly come in handy here.

What amenities should I look for in a luxury romantic vacation?

If you and your partner are interested in luxury, you won't have to look far for a romantic vacation getaway that fits. In luxury accommodations, you can enjoy amenities like room service and a hot tub. Some accommodations may even have their own spa facilities complete with massage services that will add an extra touch of romance to your excursion to Hawaii Island.

Can I book a romantic Hawaii Island vacation with a hot tub?

Yes, and it's easy when you take advantage of available search filters. All you have to do is implement the hot tub filter from the amenities section into your search. This will automatically remove any stays from your search results that do not have hot tubs in them.

How can I find romantic vacation getaways that are all-inclusive?

An all-inclusive trip allows you to plan out your romantic vacation getaway in advance, letting you get a solid number on cost and a full itinerary before you set out. To start this kind of planning, simply apply the filter for all-inclusive trips in your Hawaii Island search.

Can I book a romantic trip to Hawaii Island that is fully refundable?

Several romantic Hawaii Island vacations come with fully refundable reservations. You can filter for this specifically, but every accommodation will list its policy for cancellation in their policy section, which is visible after clicking on a search result. Always make sure to check their policy to determine the requirements.

Why should I book a romantic vacation with Expedia?

Booking your trip with Expedia makes the entire planning process that much easier, as we're your convenient, all-in-one stop for all your travel needs. You can book your stay and your flight, with special discounts potentially available for booking together. Additionally, you can enjoy more discounts by becoming an Expedia Rewards member and getting points to put toward your next booking. Becoming a member is free, so don't hesitate to take advantage.

Romantic Hotels in Hawaii Island

Hilton Waikoloa Village

Hilton Waikoloa Village

69-425 Waikoloa Beach Dr Waikoloa HI
  • 1 hour drive from Hawaii Volcanoes National Park
Book a stay at this beach resort in Waikoloa. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.4/10 Very good! (1,237 reviews)
"I toured the resort some years back and suffice to say I was thoroughly impressed as a guest."

Reviewed on Aug 13, 2026

Hilton Waikoloa Village
The Westin Hapuna Beach Resort

The Westin Hapuna Beach Resort

62-100 Kauna'oa Drive Kamuela HI
  • 2 hours drive from Hawaii Volcanoes National Park
Book a stay at this luxury resort in Kamuela. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
9.2/10 Wonderful! (1,000 reviews)
"The staff was extremely helpful."

Reviewed on Aug 11, 2026

The Westin Hapuna Beach Resort
Royal Kona Resort

Royal Kona Resort

75-5852 Alii Dr Kailua-Kona HI
  • 59 min drive from Hawaii Volcanoes National Park
Book a stay at this beach hotel in Kailua-Kona. Enjoy a full-service spa, breakfast (surcharge), and a fitness center. Our guests praise the pool and the restaurant ...
8.2/10 Very good! (2,963 reviews)
"I like the balcony a lot but unfortunately the bed are too soft that you sinked in and the beddings are soaking wet all the time, I had hard time sleeping."

Reviewed on Aug 13, 2026

Royal Kona Resort
See all 7,250 properties in Hawaii Island
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.

Things to do

Deluxe Snorkel & Dolphin Watch

4.5hr Snorkel & Dolphin Watch includes breakfast & Lunch plus a 20ft slide

CA $159
per adult
96% of travellers recommend
4.5hr Snorkel & Dolphin Watch includes breakfast & Lunch plus a 20ft slide
Kona Catamaran Sail aboard Spirit of Aloha from Honokohau Harbor

Kona Catamaran Day or Sunset Sail aboard Spirit of Aloha

CA $125
per adult
96% of travellers recommend
Kona Catamaran Day or Sunset Sail aboard Spirit of Aloha
Young girl holding a sea urchin on the glass bottom boat in the Pacific Ocean near the Big Island of Hawaii

Glass-Bottom Boat Tour in Waikoloa

CA $70
per adult
94% of travellers recommend
Glass-Bottom Boat Tour in Waikoloa
See all activities in Hawaii Island

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.