Hawaii is renowned for its lush tropical scenery and year-round warm, sunny climate with sandy beaches ideal for swimming and snorkeling. The islands offer varied experiences, from more bustling spots like Waikiki with its sprawling resorts and family-friendly hotels to secluded, romantic spots such as Hana at the end of the famous road in Maui, offering intimate stays in boutique properties.
Four Seasons Resort Hualalai, Big Island

Why we love it: The Four Seasons Resort Hualalai not only offers easy access to the white sands of Kukio Beach, but it has eight pools, including the King’s Pond snorkel area, an Insta-worthy ocean-edge saltwater pool, and a tranquil adults-only pool.
Quick Facts
- Location: Kona-Kohala coast
- Distance to airport: 15 minutes (8.7 miles) from Kona International Airport
- Best For: Families and couples seeking luxurious yet laid-back accommodations
- Standout Feature: 1.8-million-gallon swimmable “natural aquarium”
- Price Range: (Luxury) $$$$
Overview
Accommodation includes ocean view and oceanfront bungalow-style rooms, suites, and luxury villas with private patios and balconies. Many have outdoor lava-rock showers, while the three-bedroom specialty villas are ideal for families and larger groups, complete with direct beach access and private plunge pools. Guests can spend their days flowing to and from the beach and shared pools, indulging in decadent spa treatments, and dining on gourmet fare with a spectacular sunset view.
Key Amenities
- Beach access
- 8 pools, including the 1.8-million-gallon snorkeling area
- Award-winning golf course
- Full-service spa
- Oceanfront dining
Wailea Beach Resort, Maui

Why we love it: There’s something for everyone at Wailea Beach Resort, from floating cabana dinners and private candlelit oceanfront experiences to a kids’ club, a splash zone, and a pool with four waterslides.
Quick Facts
- Location: Wailea
- Distance to airport: 30 minutes (16.2 miles) from Kahului Airport
- Setting: Oceanfront
- Best For: Family-friendly luxury
- Standout Feature: Nalu Adventure Pool with Hawaii’s longest resort water slides
Overview
The resort offers two-bedroom suites that are perfect for families, and all accommodations include a patio or balcony, with most featuring ocean views. While it’s not right on the beach, it’s nestled between two of the area’s best, Wailea and Ulua. The Nalu Adventure pool with its waterslides is sure to thrill the kids, while grown-ups can enjoy the serene, adults-only infinity pool.
Key Amenities
- Beach access
- Five oceanfront pools
- Diverse dining and entertainment options, including a luau
- Lavish spa with a full menu of services
- Kids’ club with vintage arcade games, shuffleboard & foosball
Hana-Maui Resort, a Destination by Hyatt Hotel, Maui

Why we love it: Hana-Maui Resort is far from the sprawling resorts, providing a peaceful destination for disconnecting from electronics at the “end” of the famous Road to Hana, complete with breathtaking ocean views.
Quick Facts
- Location: Hana
- Distance to airport: Just under two hours (50.3 miles) from Kahului Airport
- Setting: Oceanfront
- Best For: Couples seeking a tranquil, romantic escape
- Standout Feature: An exclusive “unplugged” experience with unrivaled access to lush tropical scenery
Overview
Overlooking Hana Bay on the east coast of Maui, the Hana-Maui Resort hosts luxurious rooms designed for privacy and seclusion away from the chaos of the outside world. Ideal for couples who want to reconnect and leave stress behind, the views from this boutique property are stunning. That includes the vista from the beautiful infinity pool looking out to the sea. Swimming (and snorkeling) can also be enjoyed from the black sand beach at Hāna Bay Beach Park, a short stroll away. On-site, you’ll find a spa with indoor and outdoor treatments, a yoga pavilion, and two restaurants highlighting the island’s ingredients.
Key Amenities
- Two outdoor pools, including a sea-view infinity pool
- Full-service spa with couples’ treatments + hot and cold plunge pools
- Upscale dining on-site
- A variety of available activities, including lei-making, surfing, and hiking
Royal Kona Resort, Big Island

Why we love it: While it’s just a short walk to the heart of Kailua-Kona for shopping and dining, the Royal Kona Resort boasts spectacular oceanfront views and a private cove for swimming and outstanding, uncrowded snorkeling.
Quick Facts
- Location: Kailua-Kona
- Distance to airport: 8 minutes (1.6 miles) from Kahului Airport
- Best For: Budget-conscious travelers seeking a central location
- Standout Feature: Private cove for swimming and snorkeling
- Price Range: (Mid-range) $$
Overview
Nestled among lush gardens along the oceanfront, The Royal Kona Resort offers rooms with private lanais. Cultural activities, daily yoga and fitness classes, welcome mai tais, bottled water, reef-safe sunscreen, and a spa credit are all included in the rates. While award-winning cuisine is served on-site, it’s just a short walk to the seaside village of Kailua-Kona for shopping and dining.
Key Amenities
- Oceanfront pool + a private saltwater swimming lagoon
- Beach access
- Oceanfront luau
- Spa for massages
- Ocean-view restaurant with live music
Four Seasons Resort Lanai

Why we love it: The Four Seasons on Lanai offers a truly secluded retreat on what’s often called Hawaii’s last unspoiled island. A stay here feels as if you’re on your own private island, with accommodation in suites that have 1,200 to 4,000 square feet of living space.
Quick Facts
- Location: Lanai
- Distance to airport: 21 minutes (10.7 miles) from Lanai Airport
- Setting: Oceanfront
- Best For: A secluded, authentic Hawaiian retreat with luxury amenities
- Standout Feature: Cultural advisors for authentic Hawaiian excursions, workshops & events
Overview
Enjoy a unique blend of tropical paradise, authentic Hawaiian culture, and the chance to create your own adventure from a menu of activities at the Four Seasons in Lanai. Guests enjoy everything from enhancing wellness through a curated experience that includes using data from wearable technology and swimming in free-form pools surrounded by palm trees to forest bathing, golfing, and pampering treatments in a private spa hale. Dining options include steak and seafood in an idyllic beachfront setting.
Key Amenities
- NOBU LANAI spa
- 7 dining venues
- Lagoon-style pool with hot tub
- Championship golf
- Immersive tours, including off-road Jeep tours to Lanai’s hidden corners
Koloa Landing Resort at Poipu, Autograph Collection, Kauai

Why we love it: Koloa Landing Resort at Poipu, Autograph Collection is particularly ideal for families with a massive, 350,000-gallon main pool that’s been named the country’s best multiple times, an ideal location near Poipu Beach, and spacious villa accommodations with full kitchens.
Quick Facts
- Location: Koloa
- Distance to airport: 26 minutes (15.4 miles) from Lihue Airport
- Best For: Families seeking space and kid-friendly amenities
- Standout Feature: 350,000-gallon main pool
- Price Range: (Luxury) $$$$
Overview
The luxurious Koloa Landing Resort at Poipu sits along the sun-soaked southern shore of Kauai. While it isn’t right on the beach, Poipu Beach Park is just a short stroll away. Its most iconic feature is what’s been voted the “Best Pool in America,” a 350,000-gallon, three-tiered lagoon-style pool, although there are three on-site, including one that’s adults-only. Accommodation is in some of the most spacious villa-style rooms in Hawaii, ranging from one-bedroom apartments to four-bedroom penthouses spread over 3,600 square feet. All feature large lanais, full kitchens, dining, and living areas.
Key Amenities
- 3 pools, including a huge lagoon-style pool with waterfalls and cabanas
- Access to a vibrant reef for snorkeling
- On-site luau
- Poolside Holoholo Grill for breakfast, lunch, dinner, & Aloha hour
- Yoga classes
Westin Princeville Ocean Resort Villas, Kauai

Why we love it: The Westin Princeville Ocean Resort Villas offer a home-like stay and panoramic ocean views. While it enjoys a honeymoon-worthy setting along the North Shore near Kilauea Lighthouse, it’s also well-suited for families seeking luxury.
Quick Facts
- Location: Princeville
- Distance to airport: 46 minutes (28.5 miles) from Lihue Airport
- Setting: Cliffside
- Standout Feature: Panoramic ocean views & location near Hanalei Bay
- Price Range: (Upscale) $$$
Overview
The cliffside Westin Princeville Ocean Resort Villas sits on a 20-acre property along Kauai’s North Shore, providing a serene setting with accommodation in studio, one- and two-bedroom villas with kitchenettes, and washer/dryers. While the main pool has a water slide, there are also cliffside plunge pools for romantic dips. The spa offers a full menu of decadent services, including couples’ rituals combining body scrubs and massages, while the multiple dining and drinking venues include the chic Makana Terrace. A complimentary shuttle is provided operating within a two-mile radius, including stops near world-famous Hanalei Bay and other idyllic beaches like Pu’u Po’a.
Key Amenities
- 4 heated pools, including a pool with a waterslide & cliffside plunge pools
- Spa with couples’ rituals
- Multiple bars and restaurants
- Child and teen programs
Surfjack Hotel & Swim Club – Honolulu, Oahu

Why we love it: The Surfjack is not only located in the heart of Waikiki, but it also has a trendy retro design and a swim club that frequently hosts movie premieres.
Quick Facts
- Location: Waikiki, Honolulu
- Distance to airport: 17 minutes (8.5 miles) from Honolulu Airport
- Best For: A stylish, Instagram-friendly boutique stay
- Standout Feature: Vibrant pool scene with local music
- Price Range: (Mid-range) $$
Overview
The Surfjack is one of the top hotels in Honolulu, particularly popular among the young and hip, with its retro design and Insta-worthy pool featuring an iconic “Wish You Were Here” mural. The pool serves as the hub of social activity with poolside dining, daily live music, and occasional movie premieres. The on-site restaurant, Mahina & Sun’s, has attracted VIPs like the Obamas, helmed by Oahu native chef Ed Kenney. The rooms are vintage-style and include all the necessities, but for the very best, book the mid-century penthouse suite that has a large outdoor terrace with a cityscape view.
Key Amenities
- Swim club with a pool, poolside food & drink, and evening events
- Mahina & Sun’s, serving modern island fare and 1960s-inspired craft cocktails
- Curated experiences such as nightly poolside movies and in-room music
- Monthly dance party and twice-monthly night market