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Check prices for these dates

Next weekend
18 Apr - 20 Apr
In two weeks
25 Apr - 27 Apr
In one month
9 May - 11 May
In two months
6 Jun - 8 Jun

Compare 24 Resorts in Kaupakulua with updated reviews, rates, and availability.

Four Seasons Resort Maui at Wailea
Club Ocean Front One Bedroom Suite | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1000)
"This must be the most beautiful and welcoming property in Maui. Yes, it is expensive but they do everything right. Cultural experiences, sporting experiences, poolside retreats, etc, etc all included. It is also on the best beach on the island. We loved our entire trip. Thank you very much to all the staff! "
The price is AED 2,589
AED 3,055 total
includes taxes & fees
2 May - 3 May
Four Seasons Resort Maui at Wailea
Grand Wailea Maui, A Waldorf Astoria Resort
2 bars/lounges, 2 poolside bars, swim-up bar

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
9.0 out of 10, Wonderful, (1001)
"The grounds are meticulously maintained and the area is like a postcard of Maui. The art installations around the property add to the dream-like ambiance. The staff are extremely friendly, helpful and the service is outstanding. As honeymooners, that amount of kids was a little off-putting, however, the adults-only pool was a life saver."
The price is AED 3,118
AED 3,881 total
includes taxes & fees
1 May - 2 May
Grand Wailea Maui, A Waldorf Astoria Resort
Fairmont Kea Lani Maui
View from room

Fairmont Kea Lani Maui

4.5 star property
9.4 out of 10, Exceptional, (1006)
"Wonderful property with large renovated suites and upgraded amenities. Great beach and multiple pools. Staff were friendly and attentive. "
The price is AED 3,596
AED 4,458 total
includes taxes & fees
21 Apr - 22 Apr
Fairmont Kea Lani Maui
Wailea Beach Resort - Marriott, Maui
4 outdoor pools, pool umbrellas, sun loungers

Wailea Beach Resort - Marriott, Maui

4.5 star property
9.0 out of 10, Wonderful, (968)
"Beautiful property, spread out so it didn’t feel crowded."
The price is AED 2,494
AED 3,151 total
includes taxes & fees
4 May - 5 May
Wailea Beach Resort - Marriott, Maui
Andaz Maui at Wailea Resort - a concept by Hyatt
5 outdoor pools, cabanas (surcharge), pool umbrellas

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 star property
9.2 out of 10, Wonderful, (1003)
"Amazing hotel and service!"
The price is AED 3,669
AED 4,544 total
includes taxes & fees
22 Apr - 23 Apr
Andaz Maui at Wailea Resort - a concept by Hyatt
Hotel Wailea, Relais & Chateaux - Adults Only
Outdoor spa tub

Hotel Wailea, Relais & Chateaux - Adults Only

5.0 star property
9.4 out of 10, Exceptional, (1003)
"Peaceful and beautiful "
Hotel Wailea, Relais & Chateaux - Adults Only
Ho‘olei Villas at Grand Wailea
Outdoor pool, sun loungers

Ho‘olei Villas at Grand Wailea

5.0 star property
9.6 out of 10, Exceptional, (40)
"Best property in Maui "
The price is AED 6,978
AED 8,470 total
includes taxes & fees
12 May - 13 May
Ho‘olei Villas at Grand Wailea
Fairmont Kea Lani Maui Villa Experience
View from property

Fairmont Kea Lani Maui Villa Experience

5.0 star property
9.6 out of 10, Exceptional, (5)
"It’s a decent hotel to stay for the family."
Fairmont Kea Lani Maui Villa Experience
Gardenia Room on Tropical Lush Farm in Haiku, Maui with Private Soak Pool
Spa

Gardenia Room on Tropical Lush Farm in Haiku, Maui with Private Soak Pool

8.6 out of 10, Excellent, (10)
"The directions to this jungle cottage were atrocious despite some clear landmarks. In a VRBO rental, we expect a kitchen. There was no kitchen. There was no lighting and the entry way was treacherous. We had a 3 night rental and left after one night. The de-humidifier in the room warned of "tripping" a circuit breaker behind the head board of the bed. The window shades were not secured and flapped all night. There were two other entrances to our "living area" that accessed other "living areas"...
Gardenia Room on Tropical Lush Farm in Haiku, Maui with Private Soak Pool
Plumeria Room on a Lush Farm on Maui's North Shore
Outdoor spa tub

Plumeria Room on a Lush Farm on Maui's North Shore

10.0 out of 10, Exceptional, (7)
"Perfect place to escape for a while."
Plumeria Room on a Lush Farm on Maui's North Shore
Beautiful Kihei Maui 2 Bedroom 🏝️
Beach

Beautiful Kihei Maui 2 Bedroom 🏝️

2.0 star property
Beautiful Kihei Maui 2 Bedroom 🏝️
Hilton Maui Bay Villas – 2 BR Plus Suite, Sleeps 6, Full kitchen, 2 bathrooms
Outdoor pool

Hilton Maui Bay Villas – 2 BR Plus Suite, Sleeps 6, Full kitchen, 2 bathrooms

Hilton Maui Bay Villas – 2 BR Plus Suite, Sleeps 6, Full kitchen, 2 bathrooms
Maui Beach Resort One Bedroom
Outdoor pool

Maui Beach Resort One Bedroom

Maui Beach Resort One Bedroom
Maui Condo right across from the Beach!
TV

Maui Condo right across from the Beach!

Maui Condo right across from the Beach!
Paradise at Hilton Maui Bay Villas:Luxury,Relaxation & Island Adventure Await!
Pool

Paradise at Hilton Maui Bay Villas:Luxury,Relaxation & Island Adventure Await!

Paradise at Hilton Maui Bay Villas:Luxury,Relaxation & Island Adventure Await!
Soothing resort with WiFi in Kihei - Perfect for a relaxing getaway
Private kitchen

Soothing resort with WiFi in Kihei - Perfect for a relaxing getaway

2.0 star property
Soothing resort with WiFi in Kihei - Perfect for a relaxing getaway
2 bedroom 2 bath in maui
Smart TV

2 bedroom 2 bath in maui

2 bedroom 2 bath in maui
The Grand Islander by Hilton Grand Vacations Club
1 bedroom, iron/ironing board, WiFi, bed sheets

The Grand Islander by Hilton Grand Vacations Club

The Grand Islander by Hilton Grand Vacations Club
Beaut Secluded Resort in Renowned Gently Sloping Hills & Verdant Norfolk Pines
Pool

Beaut Secluded Resort in Renowned Gently Sloping Hills & Verdant Norfolk Pines

Beaut Secluded Resort in Renowned Gently Sloping Hills & Verdant Norfolk Pines
Wonderful 2-bedroom in Kihei with AC, WiFi, kitchen, fitness room, pool and more
Pool

Wonderful 2-bedroom in Kihei with AC, WiFi, kitchen, fitness room, pool and more

Wonderful 2-bedroom in Kihei with AC, WiFi, kitchen, fitness room, pool and more
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.
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Other property types in Kaupakulua

Wailea Ekahi - CoralTree Residence Collection
Exterior

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (528)
"We loved the Ekahi!"
Wailea Ekahi - CoralTree Residence Collection
Sugar Beach Resort
Outdoor pool

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1050)
"Location was excellent"
Sugar Beach Resort
Castle Kama'ole Sands
Deluxe Condo, 3 Bedrooms | Balcony

Castle Kama'ole Sands

3.0 star property
8.0 out of 10, Very Good, (2221)
"Clean and sufficient but could have used updated furniture"
Castle Kama'ole Sands
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.

Frequently asked questions

What can I expect from a resort vacation in Kaupakulua?
You deserve a vacation, and a resort is the ideal place to indulge in all the amenities and services you need for a relaxing time in Kaupakulua. One of the comfortable resort hotels in the surrounding area might be just what you’re looking for, whether you want an amazing pool, blissful spa treatments, or fun activities to try.
What's the best resort for my stay in Kaupakulua?
Our highest-rated resorts near Kaupakulua: Four Seasons Resort Maui at Wailea - Luxury resort, 10-minute walk from Wailea Beach. 17.3 mi (27.8 km) from Kaupakulua. Features 3 outdoor pools, 3 restaurants, and 2 poolside bars. Fairmont Kea Lani Maui - Luxury resort. 17.4 mi (28 km) from Kaupakulua. Has 3 outdoor pools, 6 restaurants, and 2 bars. Grand Wailea Maui, A Waldorf Astoria Resort - Luxury resort, 10-minute walk from Wailea Beach. 16.9 mi (27.3 km) from Kaupakulua. Popular for its pool. Enjoy the 9 outdoor pools, 7 restaurants, and 2 poolside bars. Wailea Beach Resort - Marriott, Maui - Luxury resort. 16.7 mi (26.8 km) from Kaupakulua. Amenities include 4 outdoor pools, 4 restaurants, and 2 poolside bars. Guests love the pool. Andaz Maui at Wailea Resort - a concept by Hyatt - Luxury resort. 16.5 mi (26.5 km) from Kaupakulua. Access to 5 outdoor pools, 4 restaurants, and 2 poolside bars.
What can I do in Kaupakulua?
Twin Falls, Hookipa Beach Park, and Kuau Bay Beach are a few interesting places to visit nearby. Other attractions in the area include Paia Bay and Baldwin Beach.
What's the weather like in Kaupakulua?
The hottest months are usually August and September with an average temp of 75°F, while the coldest months are March and February with an average of 71°F. Average annual precipitation for Kaupakulua is 40 inches.
What's the best way to get to and around Kaupakulua?
Fly into Kahului Airport (OGG), which is located 9.1 mi (14.7 km) away from the heart of the city. Otherwise, you can search for flights to Hana, HI (HNM), which is 19.3 mi (31.1 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.