Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Kapalua Ridge Villa Remodeled Oceanview Condo with Lanai & Breathtaking Views
Kapalua Ridge 1421 Breathtaking Ocean Vistas Perched High Above the Kapalua Coastline from this Beautifully Remodeled Maui CondoWelcome to your Maui Retreat: A masterfully re-imagined 1-bedroom, 2-bath townhome perched on the second floor of Kapalua Ridge Villas in...
Studio w/ Balcony & Full Kitchen | Access to Pool
Enjoy comfort and convenience in this cozy studio at Kahana Falls Resort, just moments from the beach. Designed for romantic getaways or solo retreats, the unit features a queen Murphy bed, full kitchen, balcony, and modern bath. With an in-unit washer/dryer, smart TV,...
The Whaler Resort on Kaanapali Beach Ocean Views + Modern Upgrades in Studio 316
Welcome to The Whaler 316 at The Whaler Resort: Your Newly Remodeled Tropical Retreat on Kaanapali BeachHosted by Maui Westside Properties with full access to The Whaler Resort. ● Newly remodeled studio at the iconic Whaler Resort on Kaanapali Beach● Private lanai with...
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Royal Kahana Maui 1114 Ocean View 1 Bedroom
Relax in style in this ocean-view one-bedroom unit, offering a cozy and comfortable retreat for families, friends, or solo travelers. Unit 1114 Ocean View 1 Bedroom 1 Bath• 11th floor condo with views of the ocean and the island of Lanai • Kitchen includes microwave,...
**REDUCED PRICE WHILE POOL RENO UNDERWAY**Just a block off world-renowned Waikiki beach, enjoy your island getaway with all the comforts of home in this stylishly renovated 1-bedroom condo. Located on 34th floor, this 550sf gem offers panoramic mountain views on the...
Kiahuna Plantation Resort 185 Ocean View 1 Bedroom
Enjoy stunning ocean views from this inviting 2nd floor condo, just moments from the shoreline. With a laid-back island vibe and all the comforts of home, it's perfect for unwinding. Unit 185 Ocean View 1 Bedroom 1 Bath• Fully equipped kitchen includes full size...
Kapalua Golf Villas Partial Ocean View 1 Bedroom
Golf Villas Partial Ocean View 1 Bedroom- Situated along Kapalua’s Bay Course fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Bedroom with 1 king bed or 1 queen bed- Queen sofa bed in living area-...
Cozy studio in lovely Honolulu with Lanai & refreshing AC for your stay
Consider this 6th Floor studio your home away from home while you visit Honolulu. This practical space features a peaceful living area with a queen bed & Smart TV, perfect for relaxing after a day of exploring. You will appreciate the bathroom, complete with Fresh White...
Beautiful fully furnished home on the very famous and highly coveted Ke Nui Road. It has direct beach access in front of Gas Chambers, and also world-famous surf spots, Rocky point (100 yards to the east), and Pipeline (300 yards to the west). This home is a surfer`s...
Gorgeous Ocean Front Villa in Marriott Resort
Located in the heart of Kaanapali Beach, the Marriott Ocean Club is walking distance to Whaler's Village, a host of restaurants as well as the ocean right at your doorstep! It is family oriented with pools and amenities for children and adults.
Ocean View Westin Villa for Thanksgiving, NEW Year’s, July 4 1400SF 2BR
We invite you to enjoy the luxury and relaxation that only Westin can deliver at the Westin Kaanapali Ocean Resort Villas (commonly referred to as WKORV) which is located on twenty-six lush acres with breathtaking views of the Pacific Ocean and the islands of Lana'i and...
Modern Waikiki Studio-Sleeps 3-Prime Location
Stay in this bright high-floor studio in the heart of Waikiki with stunning Diamond Head, canal, and partial ocean views.The unit features a queen bed and a queen sofa bed, comfortably accommodating up to 4 guests. Enjoy a fully equipped kitchen with stove, microwave,...
Leaf House: Lux Retreat w/ Pool, Ocean Views & Outdoor Living Near Lanikai
VIP Luxury Villas welcomes you to Leaf House, a serene three-story sanctuary set above Lanikai’s turquoise shoreline. Sophisticated architecture, panoramic Mokulua Island and mountain views, and over 7,000 combined square feet of indoor and outdoor living create an...
Here you can enjoy a Boutique B&B Inn nestled in the Hawaiian Volcanic Rainforest -followed down a paved road then a 2 min gravel road that is close to the National Reserve 🌲😎🌋 You'll have a king bed here if you book the Aloha Room! Then we provide for you coffee & tea...
Spacious 3-bdr Pool, Hot Tub and free A/C
This beautiful townhouse is perfectly located in the heart of Princeville at the Nihilani resort. Walk or bike to several stunning beaches and coves, golf, yoga, and great restaurants. Hanalei Bay is a short car ride away. Amazing tropical location. Carefully appointed...
Mauna Kea Villa 3003 - Exquisite Gated Private Estate
Wake each morning to the soothing sound of waves and end your days with fiery sunsets over the Pacific—this exceptional ocean view villa offers the perfect blend of privacy, luxury, and location. Nestled in an exclusive enclave just a short 7-minute stroll from the soft...
1 Bedroom Ocean View at Honua Kai Resort & Spa, Pool, Free Parking
Step into your spacious and beautifully designed suite, where modern comfort meets tropical charm. Each unit features a fully equipped gourmet kitchen, furnished lanai, in-room washer and dryer, and luxurious bedrooms and living areas.Why Stay Here?Whether you’re...
Modern Oceanfront Waikiki High-Rise, 30th Floor
Wake up to the Pacific Ocean stretching before you from your private lanai. This modern 550 sq. ft. retreat offers a front-row seat to paradise, complete with a rocking chair perfect for morning coffee or sunset watching. Located in the heart of Waikiki, 5 min. walk to...
Cozy Studio at WorldMark Kihei – Maui Getaway for Two
Enjoy a simple and comfortable Maui escape in this studio suite at WorldMark Kihei. Perfect for couples or solo travelers, this suite offers everything you need for a relaxing stay in paradise.Inside the studio, you’ll find a queen Murphy bed that tucks away for extra...
Cute Cabin for Two Surrounded by Nature for a Peaceful Getaway in Kealakekua, Hawaii
With Bathroom, and Hot Indoor Shower. Free Wireless Internet. Sleeps up to 2. Enjoy a restful stay in this cabin, featuring two twin beds that easily convert into a luxurious king with premium bedding for a peaceful night’s sleep. Refresh in the indoor hot water shower...
Central To Everything in Waikiki! Pets Allowed
Aloha, and welcome to your tropical playground on Waikiki Beach!This listing is for a room within a hotel.✦ Your room is 900 sq. ft, equipped with complimentary toiletries, high definition 55-inch TV, available with Standard cable, and Premium cable.✦ Cleaning services...
Turtle House by AvantStay | Oceanfront Group Retreat w/ Patio + Views
Please note this property is only available for stays of 30 nights or longer.Welcome to Turtle House, your luxurious oceanfront escape on the stunning island of Oahu! Step into your outdoor paradise with sprawling lawns, a spacious patio, and a deck offering mesmerizing...
Hawaiian Pakele-Ocean View Estate
Aloha and welcome to our home!! Newly built and luxuriously appointed, this beautiful 3 bedroom and 2.5 bathroom house is the ideal spot on the west side of Oahu. Located in the private gated community, with breath taking views of ocean and mountains and only a 3-min...
Moani Heights Three Bedroom + Den
Welcome to this stunning 4-bedroom, 4-bath residence in Moani Heights, offering unobstructed views of the Pacific Ocean and the Kohala Coast. This beautifully designed home features an open-plan living and dining area with a cozy sectional, pool table, updated kitchen...
29th floor ocean view Waikiki Hawaiian Monarch
There have a queen size bed, TV, table,home equipped, located high floor, can better view the scenery with sea view. 24 hours security measures, can better protect the safety of residents. Downstairs have convenience stores, restaurants, car rental services, ext. can...
The three-bedroom cottages at The Lodge at Kukui'ula on Kaua'i offer luxurious accommodations and exclusive access to the award-winning private club facilities and amenities of The Club at Kukui'ula, including the 18-hole Tom Weiskopf designed golf course, sprawling spa...
1 Bedroom Panoramic Ocean View at Hilton Vacation Club Ka'anapali Beach
Luxury reigns supreme in this one-bedroom, where all the comforts of a heavenly escape await.Unwind and wake up to panoramic ocean views in our one-bedroom corner suite, featuring a king bed, a wraparound balcony, dining table for four, queen sofa bed, and TV with...
1BR Condo near Waikiki Beach w/ Private Lanai
Escape to this one-bedroom condo at Sweetwater at Waikiki, just steps from the beach. Designed for comfort and convenience, this retreat features a queen-size bed, a Murphy bed in the living area, and a private lanai with stunning views. Guests enjoy access to a pool,...
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
FANTASTIC! Ocean View Marriott Waiohai beach club 2 BDRM villa
, Full Resort AccessWelcome to Hawaii's Garden Isle, Kauai. The unspoiled terrain invites you to explore rugged cliffs, towering waterfalls and lush foliage. Marriott's Waiohai Beach Club is a superb location on the golden sand crescent of Poipu Beach, widely considered...
Family and Friends Retreat! City View, Outdoor Pool, Kitchenette!
Family-friendly property with a pool, only 2 blocks from the beachThis listing is for a room within a hotel.✦ Your room is 1440 sq. ft, equipped with complimentary toiletries, TV.✦ Cleaning services included in the nightly price.There are a few additional details to...
Private Beach House + Backyard, Patio, and Hot Tub
Escape to paradise at Royal Lahaina Resort & Bungalows, set along Maui’s iconic Kaanapali Beach. Enjoy direct beach access, two oceanfront pools, on-site dining, tennis courts, and lush tropical gardens. Just minutes from Whalers Village and Lahaina Town, this resort...
Urban Oasis: Chic & Cozy Stay at Town
Elevate your Honolulu stay in our 24th-floor one-bedroom suite! Enjoy 24/7 security, free parking, and downtown convenience. Walk to Walmart, Ross, 7-Eleven, and top restaurants. Free WiFi and cable included. Dive into the large pool, unwind in the jacuzzi, or hit the...
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Recently Renovated - Wrap Around Ocean Views
Wailea Elua Village 1504 is a luxurious vacation rental located in the picturesque Wailea area of Maui. This beautifully designed two-bedroom, two-bathroom condo will check all the boxes your are looking for in your Maui vacation rental steps from the beach. The...
Lovely 4-bedroom 3-bath house in Kailua-Kona Hawaii.
Get ready to relax in this 4-bedroom house in Kailua-Kona. With 2 king beds, 1 queen bed, and 1 bunk bed, this gorgeous property is perfect for families or groups of friends. The 3 bathrooms come equipped with showers and hair dryers for your convenience. Located across...
Mauna Kea Villa 3033 - Magnificent Sunny Villa
This magnificent, single-level, oceanfront estate offers a sunken living room with designer furnishings, a 65" smart TV, and sliding glass pocket doors for indoor/outdoor island living, a true epicurean kitchen with professional-series Wolf, Sub-Zero, Miele and Gaggenau...
Tropical 2BR Partial Ocean View Villa at The Point at Poipu
Discover the beauty of Kauai from this well-appointed two-bedroom partial ocean suite at Hilton Vacation Club The Point at Poipu. Spacious and inviting, it’s perfect for up to six guests seeking a mix of comfort, amenities, and island charm.Your suite includes two...
A peaceful cottage close to Volcanoes National Park.
A peaceful haven located 10 minutes away from Hawaii Volcanoes National Park, Apapane Cottage is the perfect place to relax and unwind after a busy day of hiking and sightseeing. You can watch the bright red Apapane birds flit from tree to tree as you spend time on the...
Modern 2BR/2BA Upstairs Home | Gated Wailuku Property | Central Location
Enjoy a modern Maui stay in the heart of historic Wailuku Town—a local favorite known for its small-town charm, walkable shops, and proximity to everything on the island.This 2-bedroom, 2-bath upstairs unit is located in a gated community of just five units, offering...
Royal Kahana Maui 1012 Oceanfront 1 Bedroom
This oceanfront one-bedroom offers a luxurious yet cozy retreat, ideal for couples, honeymooners, or anyone longing for a seaside escape. Unit 1012 Oceanfront 1 Bedroom 1 Bath• 9th floor condo with beautiful oceanfront views and views of the island of Lanai • Kitchen...
Island Living in Style: 2 Units in Kaanapali Royal, Sleeps 12
This listing is a combination of 2 separate units close to one another (2 min walk). Can only accept a max of of 10 adults and 2 kids. Welcome to your dual-retreat escape at Kaanapali Royal! Nestled in an exclusive gated community overlooking the Royal Kaanapali Golf...
Seashore Stunning Studio with AC!!
Oceanfront Escape at Noelani 117 – Ground-Floor Paradise in Maui Welcome to Noelani 117, a charming ground-floor studio condo offering the perfect blend of comfort, convenience, and breathtaking oceanfront views. Nestled in the heart of West Maui, this cozy retreat...
Spacious Remodeled 3bd Villa I Koa Resort 1A
Welcome to your luxurious island retreat in central Kihei Maui. This spacious, fully remodeled 3-bedroom, 2-bath residence is set within a sprawling, tropical landscaped resort community and offers a serene blend of comfort and modern coastal elegance. Vaulted ceilings...
Maui Resort Rentals: Honua Kai – 7 Total Bedrooms, 9th Floor Stunning Deluxe Ocean & Mountain Views!
This rare 7BR offering brings together four neighboring 9th-floor residences at Honua Kai, each featuring elegant finishes and breathtaking ocean and mountain views from high above the palms. Elevated above the neighboring resort wings, these suites enjoy an unrivaled...
Renovated, Stunning Views Condo Hotel 1711
Summary:HIGHLIGHTS: Newly Renovated | Top Floor | Breathtaking Amazing Views - Kitchenette | Resort Amenities – Pool & Gym | Minutes to Ala Moana BeachIdeally located between the Convention Center, Waikiki, and Ala Moana Beach, this upscale condo-hotel combines comfort,...
Come Create Memories w/ Fun-filled Adventures at this Paradise! Outdoor Pools!
The excitement of Waikiki Beach is at your doorstep at this Honolulu property!This listing is for a room within a hotel.✦ Your room is 390 sq. ft, equipped with complimentary toiletries, high definition 46-inch TV, available with Premium cable.✦ Cleaning services...
Ilikai Hotel Lite #1534: Studio Ocean View condo
Ilikai Hotel Lite #1534: Studio Ocean View condo with full Kitchen, adjacent to Waikiki Beach and Yacht Harbor and just 2 blocks to Hawaii Convention Center and Ala Moana Beach Park.The iconic Ilikai Hotel and Luxury Suites is defined by its bold architecture and...
Kamaole Sands 5-210 - Stunning 1BR/2BA, King Bed, Center-Cut Bldg 5, AC, Wi-Fi
Kamaole Sands 5-210 is a beautifully maintained center-cut 1 bedroom, 2 bathroom condo in South Maui, offering the ideal balance of comfort, privacy, and functionality. Designed to sleep up to 4 guests, this spacious layout features a king bed in the primary bedroom and...