2 Best Hotels in South Shore, Maui

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We've compiled the best of the best in South Shore - browse our top choices for the top things to see or do during your stay.

Pineapple Inn

$$ | 3170 Akala Dr., Kihei, HI, 96753, USA

Entry to the property, which is in a residential area, is through a courtyard overflowing with colorful flowers and featuring a koi pond. Each of the four rooms has plantation-style furniture, well-equipped kitchenettes, private bathrooms and lanais, and either full or partial ocean views; the separate two-bedroom cottage is ideal for families.

Pros

  • No resort fees
  • Resort-quality furnishings
  • Well-stocked mini-refrigerator

Cons

  • Rest of neighborhood not as well maintained
  • Short drive to the beach
  • Some traffic noise from nearby highway
3170 Akala Dr., Kihei, HI, 96753, USA
808-298–4403
Hotel Details
5 units
Free Breakfast

Quick Facts

  • $$

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What a Wonderful World B&B

$$ | 2828 Umalu Pl., Kihei, HI, 96753, USA

Convenient, comfortable, and affordable, this Polynesian-style pole house provides a good base for exploring the area, as it's only a ½-mile from beaches, five minutes from golf courses, and close to restaurants and shopping. There's a feeling of old Hawaii here: the covered lanai is decorated with original tiki-style wood carvings by local artists, there are Hawaiian quilts on the beds, and stately palms shade the patio area, where you can barbecue or just relax next to a burbling fountain.

Pros

  • No minimum night stays outside of high season
  • Everything needed to have fun is here, from books and beach toys to blankets for sunrise at Haleakala
  • No cleaning fees

Cons

  • Owner's dogs on premises
  • Slightly hard to find in the neighborhood
  • No resort amenities
2828 Umalu Pl., Kihei, HI, 96753, USA
808-870–2191
Hotel Details
4 units
Free Breakfast

Quick Facts

  • $$

Something incorrect in this review?