Find Hotels with Connecting Rooms in Wailea, HI

Discover top Wailea attractions

Wailea, on the sunny shores of Maui, is a haven for travelers seeking both adventure and relaxation. Start your exploration at Wailea Beach, where golden sands meet crystal-clear waters—perfect for snorkeling among vibrant marine life or simply basking in the sun with the family. Just a short walk away, the Wailea Coastal Path offers a stunning scenic route for families to stroll, jog, or bike, with breathtaking ocean views and access to picturesque beaches along the way. For a taste of luxury, treat the family to an unforgettable day at the Grand Wailea's Spa Grande, renowned for its lavish treatments and unique hydrotherapy pools that will leave you feeling rejuvenated. Adventurous families can dive into the thrill of a family-friendly kayaking tour, where you might even catch sight of playful sea turtles or dolphins. Finally, indulge in high-end shopping at the Wailea Village, featuring boutique stores and local art galleries that showcase Maui's vibrant culture. After a day of exploration, unwind at one of Wailea's luxurious hotels, where spacious suites often come with stunning ocean views and attentive service that anticipates your needs. Many resorts feature family-friendly amenities, including pools equipped with waterslides and kids' clubs, ensuring that every member of the family is pampered and entertained.

Find the best hotels with connecting rooms in Wailea

For travelers seeking spacious rooms in Wailea, Maui, these top hotels offer connecting room options, perfect for families or groups wanting to stay close together while enjoying the luxurious Hawaiian experience.

Four Seasons Resort Maui at Wailea

• Why it's great for extra space: For travelers looking for opulent comfort with connecting room options, the Four Seasons Resort Maui at Wailea stands out with a remarkable guest review rating of 9.6. This exquisite resort features connecting rooms that allow families or groups to enjoy togetherness while indulging in the luxury of the Hawaiian paradise. Guests can unwind at the outdoor pool or relax on the white sand beach, with attentive service that enhances the stay.
• Other amenities: In addition to connecting rooms, the resort offers a range of amenities designed to pamper guests. Visitors can indulge in the full-service spa, enjoy complimentary cribs, and take advantage of the complimentary babysitting services available onsite. Other features include a poolside bar, golf course nearby, water sports options like kayaking, and various dining experiences with ocean views. The resort also boasts designer toiletries, premium bedding, and daily housekeeping to ensure a seamless stay.
• Neighborhood: Wailea
• Nearby attractions: Shops at Wailea - 0.54 miles, Wailea Beach - 0.28 miles, Polo Beach - 0.62 miles

Fairmont Kea Lani Maui

• Why it's great for extra space: The Fairmont Kea Lani Maui invites travelers to experience a luxurious stay with connecting room options, receiving an impressive guest review rating of 9.4. This resort caters perfectly to groups or families, providing spacious rooms that ensure everyone is close while enjoying the beauty of Wailea. Guests can savor the romantic ambiance or relax in the outdoor pool with cabanas, making it a wonderful escape in paradise.
• Other amenities: Beyond connecting rooms, guests can enjoy various amenities including a full-service spa, complimentary cribs, and a beachfront location that features white sand beaches. The resort also offers onsite dining options, complimentary bicycles for exploring the area, and leisure activities like golfing and snorkeling. With family-friendly services, a fitness center, and a concierge to assist with local adventures, this resort is ideal for any traveler.
• Neighborhood: Wailea
• Nearby attractions: Shops at Wailea - 0.85 miles, Wailea Beach - 0.53 miles, Polo Beach - 0.37 miles

Andaz Maui at Wailea Resort - a concept by Hyatt

• Why it's great for extra space: For those seeking a modern and luxurious experience with connecting room options, the Andaz Maui at Wailea Resort is a fantastic choice, a strong guest review rating of 9.2. This stunning resort offers guests the chance to stay together while enjoying spacious rooms and breathtaking ocean views. Amenities like the outdoor pool and beach access provide plenty of opportunities for relaxation and adventure.
• Other amenities: Guests can take advantage of a range of additional features, including a full-service spa, complimentary cribs for the little ones, and various dining options with ocean views. The resort also provides fitness facilities, yoga classes, and water sports activities for the adventurous. With onsite shopping, luxurious bedding, and attentive service, it ensures an unforgettable stay in Maui.
• Neighborhood: Wailea
• Nearby attractions: Shops at Wailea - 0.28 miles, Wailea Shopping Village Shopping Center - 0.37 miles, Ulua Beach - 0.42 miles

Wailea Beach Resort - Marriott, Maui

• Why it's great for extra space: Travelers will find the Wailea Beach Resort - Marriott, Maui an excellent option for spacious family accommodations with connecting room capabilities, highlighted by a guest review rating of 9.2. Situated on the beachfront, this resort provides families and groups the perfect base for exploring Maui while enjoying modern amenities and a stunning location. Guests can relax at the outdoor pool or indulge in the resort’s spa services.
• Other amenities: In addition to connecting rooms, the resort offers a variety of amenities such as complimentary cribs, a full-service spa, and a variety of dining experiences including beachfront options. Guests can also enjoy activities such as kayaking, golfing, and snorkeling nearby. Other features include a fitness center, garden areas, and a concierge service to help plan local excursions, making it a perfect family-friendly destination.
• Neighborhood: Wailea
• Nearby attractions: Shops at Wailea - 0.01 miles, Wailea Shopping Village Shopping Center - 0.28 miles, Ulua Beach - 0.33 miles

Grand Wailea Maui, A Waldorf Astoria Resort

• Why it's great for extra space: For travelers who desire a luxurious experience with connecting room options, the Grand Wailea Maui offers an exquisite stay, with an impressive guest review rating of 8.8. This resort is perfect for families or groups who want to enjoy the beauty of Wailea while staying close together in spacious rooms. The hotel features a stunning array of pools, a luxurious spa, and direct beach access for ultimate relaxation.
• Other amenities: Beyond the connecting rooms, guests can indulge in amenities such as a full-service spa, various dining options with ocean views, and a poolside bar. Travelers can also take advantage of family-friendly amenities like babysitting services, a kids’ club, and recreational activities such as snorkeling and kayaking. The resort offers luxurious bedding, designer toiletries, and a wide range of leisure activities for all ages, ensuring an unforgettable Hawaiian escape.
• Neighborhood: Wailea
• Nearby attractions: Shops at Wailea - 0.26 miles, Wailea Shopping Village Shopping Center - 0.69 miles, Wailea Beach - 0.4 miles