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Check prices for these dates

Next weekend
9 Jum. I - 11 Jum. I
In two weeks
16 Jum. I - 18 Jum. I
In one month
30 Jum. I - 1 Jum. II
In two months
27 Jum. II - 29 Jum. II

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)
"One of the best resorts in Hawaii "
The price is SAR 2,644
SAR 3,119 total
includes taxes & fees
21 May - 22 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)
"Great place to stay in Wailea!"
The price is SAR 3,184
SAR 3,962 total
includes taxes & fees
9 May - 10 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, (1002)
"Easy access to the beach and pool. Nice views. Good rooms."
The price is SAR 3,521
SAR 4,375 total
includes taxes & fees
11 May - 12 May
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, (976)
"Great family resort, can’t wait to come back!"
The price is SAR 2,708
SAR 3,408 total
includes taxes & fees
9 May - 10 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, (1000)
"Amazing hotel and service!"
The price is SAR 2,685
SAR 3,388 total
includes taxes & fees
2 Jun - 3 Jun
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, (1002)
"I can’t recommend Hotel Wailea enough! I’ve been fortunate to stay at most of the resorts in Wailea and none compare to the hospitality and service that you receive at Hotel Wailea. "
The price is SAR 2,996
SAR 3,756 total
includes taxes & fees
4 May - 5 May
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, (41)
"Best property in Maui "
The price is SAR 6,938
SAR 8,428 total
includes taxes & fees
18 May - 19 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."
The price is SAR 11,697
SAR 14,018 total
includes taxes & fees
21 May - 22 May
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)
"It feels like a Zen retreat. We did not spend much time on site. The check in was smooth."
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
WorldMark Wyndham Beautiful Kihei 2 Bedroom across the street from Kamaole Beach
Beach

WorldMark Wyndham Beautiful Kihei 2 Bedroom across the street from Kamaole Beach

2.0 star property
WorldMark Wyndham Beautiful Kihei 2 Bedroom across the street from Kamaole Beach
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!
Worldmark Wyndham, Luxurious 1 Bedroon sleeps 4, across from Kama'ole Beach Park
Pool

Worldmark Wyndham, Luxurious 1 Bedroon sleeps 4, across from Kama'ole Beach Park

2.0 star property
Worldmark Wyndham, Luxurious 1 Bedroon sleeps 4, across from Kama'ole Beach Park
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

Maui Beach Vacation Club
Suite, 2 Bedrooms | Living area | TV

Maui Beach Vacation Club

2.5 star property
8.4 out of 10, Very Good, (739)
"Great for family"
Maui Beach Vacation Club
Wailea Ekahi - CoralTree Residence Collection
Exterior

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (533)
"Beautiful property and beach is easily accessed from resort. "
Wailea Ekahi - CoralTree Residence Collection
Sugar Beach Resort
Outdoor pool

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1057)
"We love the location to go anywhere on the island or just a short drive into Kihei. Beautiful beach and nice pool area!"
Sugar Beach Resort
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.