Wailea Beach Vacation Deals: Wailea Beach, Wailea Vacations

Wailea Beach vacation package deals

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

Royal Lahaina Resort & Bungalows

per person

Jul 17 - Jul 21

found 1 day ago

Roundtrip flight included

Dallas (DAL) to Kahului (OGG)

A full-service spa, 2 outdoor pools, and 11 outdoor tennis courts are featured at this eco-certified hotel. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and a shopping center shuttle.

OUTRIGGER Kaanapali Beach Resort

Save 100% on your flight

per person

Jun 11 - Jun 18

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Kahului (OGG)

This resort features a restaurant, an outdoor pool, and a bar/lounge. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Guests will appreciate perks like free WiFi and a free area shuttle.

Sands of Kahana

Save 100% on your flight

per person

Jun 9 - Jun 14

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Kahului (OGG)

This aparthotel features an outdoor pool and a gym. Enjoy the outdoor tennis court and perks like free self parking. A garden, laundry facilities, and concierge services are also on offer.

Aston at the Maui Banyan

Save 100% on your flight

per person

Jul 17 - Jul 21

found 21 hours ago

Roundtrip flight included

Dallas (DAL) to Kahului (OGG)

This hotel features an outdoor pool and an outdoor tennis court. Enjoy the hot tub and perks like free self parking and free WiFi. A picnic area, luggage storage, and barbecue grills are also on offer.

Hono Koa Vacation Club

per person

Jun 26 - Jun 30

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Kahului (OGG)

An outdoor pool, free self parking, and barbecue grills are featured at this condo. WiFi in public areas is free. A garden is also provided.

Aston at The Whaler on Kaanapali Beach

Save 100% on your flight

per person

Jun 11 - Jun 18

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Kahului (OGG)

2 outdoor tennis courts, an outdoor pool, and A 24-hour gym are all featured at this smoke-free condo. Enjoy a day at the beach snorkeling, or relax with sun loungers. Enjoy the hot tub and perks like free self parking.

Frequently asked questions

How much are vacation packages to Wailea Beach?

If you love the sound of stress-free planning and serious savings, our $1,295 Wailea Beach vacation package will be right up your street. With your flights and hotels sorted, organizing your getaway around this amazing attraction has never been more simple.

Where can I get the best vacation package deals for Wailea Beach?

Travelocity will be able to help you get an unbeatable Wailea Beach package deal. With 400 air carriers and 1,000,000 properties across the globe, we know you’ll find one that works for you.

Why should I book my Wailea Beach vacation package with Travelocity?

You’ll not only save loads, but you’ll also have access to our 24/7 support, high-quality service and a Price Match Guarantee. Explore every nook-and-cranny across the world, discover hidden gems and create long-lasting memories — we’ll take care of the little details.

Top Wailea Beach hotel deals

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive, Kihei, HI

$832

includes taxes & fees

$705 per night

May 27 - May 28

A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with a free kid's club and a children's pool, and free supervised childcare is an added bonus.

Pool

Hot Tub

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive, Kihei, HI

$1,115

includes taxes & fees

$946 per night

May 8 - May 9

A full-service spa, 7 restaurants, and 9 outdoor pools are all featured at this luxury resort. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. Bring the family and enjoy the lazy river, children's pool, and waterslide.

Pool

Hot Tub

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr, Kihei, HI

$1,178

includes taxes & fees

$999 per night

May 8 - May 9

A full-service spa, 6 restaurants, and 3 outdoor pools are all featured at this luxury resort. Relax with beach cabanas, sun loungers, and beach umbrellas. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities.

Pool

Hot Tub

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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.