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.
The Lilikoi - Ke Iki Beach Bungalows
The Lilikoi Bungalow is our largest bungalow on the beach. The large dining area and living room has a twin bed. There is a large full size kitchen with wraparound bar. There are queen beds in the beachfront and garden side bedrooms. The outside deck is covered with...
Just Listed! Banyan Retreat at Kalapaki Bay Beach
Your family will be close to everything when you stay at this centrally-located Banyan Harbor stylish and updated 2 story condo. Full kitchen, living room with electric fireplace, smart TVs, access to all of the Resort`s amenities to include large harborview pool,...
New Listing – Quam Properties: Lahaina Shores 420 * Quaint Studio
New Listing: Studio with Beach AccessWelcome to Lahaina Shores 420, a beautifully appointed 4th-floor studio with views of the West Maui Mountains. This condo is at one of Maui's most beloved boutique beachfront resorts. This inviting retreat offers the perfect blend of...
CW Waikiki Beach Walk|1BR/1BA King Balcony Suite
Summary:This tropical escape boasts an impressive 7.7 acres of on-site fun. The family-friendly resort is only a block from popular Waikiki Beach and serves up a game room, children’s activities, and an outdoor pool.We understand the importance of an ocean view for your...
Kanai A Nalu 416 Oceanfront 2 bedroom Overlooking South Maui Ocean
Book with us and come to Maui to explore everything we have to offer!Enjoy the ocean breeze in your luxury 2 bedroom/2 bath condo home. Wander right out to the beach. The split air-conditioned unit is fully equipped, including an in-unit washer/dryer. The primary...
Beach Nook Condo at Turtle Bay
Welcome to The Beach Nook at Turtle Bay Resort! This fully furnished 1-bedroom, 1-bath condo sits right on the Fazio Golf Course in the gated community of Kuilima Estates West. With two air-conditioned rooms, it sleeps up to 4 guests comfortably. The condo features a...
Clean and Cozy Waikiki Condo, A Digital Nomad, and Surfer's Dream!
This stylish and cozy Waikiki Condo is located off Liliuokalani St. in the heart of Waikiki. 1 bedroom 1 bath on ground level, furnished with queen size bed in the bedroom and futon sofa in the living room, a/c in the bedroom. The building has a pool, Laundry room, and...
Beautiful Paradise Park Hale
Bring the whole family to this peaceful place at the most desirable sunbelt location in Hawaii Paradise Park. It is a very comfy and spacious place with brand new furniture and appliances throughout the house. Enjoy a fully stocked kitchen, dedicated work space, free...
Lodge at Kukuiula Cottage 2
Welcome to your tranquil haven at Cottage 2, nestled in the heart of Koloa. This charming 3-bedroom, 3-bathroom retreat offers a perfect blend of comfort and elegance, ideal for families or groups of friends. Each bedroom is equipped with a plush king-sized bed,...
High Floor Ocean View Waikiki Condo – Fully Renovated with Free Parking Included
Wondeful and Renovated 1 Bedroom /1 Bathroom /1 Free Parking unit located on the 27th floor of the Waikiki Banyan. Amazing partial Ocean Views from the lanai and bedroom!Total of 3 Sleeping Arrangements - 2 x Full Size Bed in the bedroom + 1 x Queen Sofa Bed in the...
Kaanapali Alii Residence 251
Kaanapali Alii 2512 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 251, a beautifully renovated one-bedroom, ocean-view condo with a fully enclosed den that comfortably serves as a second bedroom. This...
Contemporary & Renovated Honolulu Suite w/ AC
Summary:*** Disclaimer: All rooms are renovated in a similar fashion. Furniture style may vary in pictures. Functionality are all the same. Queen size bed in bedroom, sofa bed in the living room. Newly renovated in 2024Designer furnishedSecured & gated entry2 stories...
NEW YEARs AVAILABILITY BEAUTIFUL 3Bdrm/3Bath PRESIDENTIAL SUITE (Dec 30 - Jan 3)
Available Dec 30 - Jan 3rd!!Nestled on the North Shore among the most beautiful beaches and landscapes in the World - Princeville & Hanalei Bay is Kauai’s most picturesque community and the resorts ideal location & natural landscape is a vacation spot unlike any other!...
New Listing! 2 Adjacent Luxury Homes, Sleeps 16, Walk to Beach!
Welcome to Canoe House & Beach Walker at Champion Ridge by Gather, an extraordinary dual-estate retreat within the prestigious Mauna Lani Resort on the Kohala Coast of the Big Island. Perfect for extended families or groups traveling together, these two adjacent...
Royal Kahana Maui 1218 Ocean View Studio
- 12th floor condo with balcony- Tile & Vinyl plank flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower with grab bar- 1 king bed and 1 twin sofa bed- 431 sqft - Maximum 3 persons...
Kapalua Bay Villas Ocean View 1 Bedroom
Bay Villas Ocean View 1 Bedroom- Bay Villas are closest to Oneloa Beach- 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- 1200-1500 sqft/...
31st Fl Waikiki Banyan 1 BR Condo | Ocean View | Parking
The SpaceBring the whole family to this remodeled 31st-floor corner unit with plenty of space, comfort, and stunning views of the ocean, Koʻolau Mountains, and Ala Wai Golf Course. With two full beds in the bedroom and two sofa sleepers in the living room, this home...
Beachside beauty! Garden views and steps to beach
Aloha & Welcome to Maui Kaanapali Villas A303! Step into paradise at this beautifully appointed, spacious one-bedroom, one-bathroom condo nestled in the heart of Kaanapali—just a short stroll from one of Maui's most stunning beaches. Central air conditioning keeps you...
Charming 1-bedroom condo in lovely Kihei with WiFi, AC
Stay comfortably in Kihei at this 1-bedroom condo, directly across from the beach. An ID & cc will be required to put on file.Enjoy our soft queen bed in the bedroom and a cozy sofa bed in the living room. This amazing property offers Wi-Fi, an indoor washer/ dryer, and...
Ocean View - Marriott Waiohai Beach Resort - On The Beach- Family Friendly
Escape to the beauty of Kauai and indulge in luxury at this premium Marriott property in Hawaii. With direct access to Poipu Beach and a wealth of amenities, the resort promises an unforgettable Hawaiian experience. Conveniently situated within walking distance of Poipu...
July 4th at the Westin Nanea 6/29-7/06. Other dates available upon request
The Westin Nanea Villas is a luxurious Hawaiian rental property located on the beautiful oceanfront of Kaanapali beach. Offered are 2 bedroom villas with either a resort or ocean front view. Also available is a 3 bedroom villa with a guaranteed ocean front view. Please...
Hawaiian Oasis-Rediscover yourself
Beautiful cottage sitting up on a hill providing privacy and comfort. Working bath and shower but off the grid..natural sunlight and a garden full of ginger orchard, sugar cane , various citrus, banana.s..covered front lanai to enjoy beautiful breezes and of course the...
New listing! Poipu Condo with Pool, Jacuzzi, Gym
Welcome to your Kauai paradise at "Kauai Pili Mai 15F," a stunning 2-bedroom, 2-bathroom vacation rental nestled in the heart of Poi'pu. This beautifully designed property offers a perfect blend of comfort and luxury, ideal for families or groups of friends seeking a...
NS D125 Cozy studio in Napili Shores, Lahaina—perfect for a romantic getaway!
Napili Shores D125 Experience Maui from the Beach on Napili Bay at this West Maui Studio Condo Steps to the Pool and JacuzziWelcome to your Maui Retreat: Napili Shores D125 is a cozy ground-floor garden view studio located on the inner courtyard just steps from one of...
Westin Nanea Ocean Villas, 1 BR, Sleep 4, New Year Week, Full Resort Access
Enjoy a luxurious stay for a fraction of the cost. Typical savings range from 30-70% when comparing our rates to direct resort bookings. All of our units are managed and maintained by the resort. Upon arrival, guests will check-in at the resort’s front desk using their...
Relax in Maui: Ocean View Studio Premium at Westin Kaʻanapali North
Unwind in paradise with this Studio Premium – Ocean View Villa at The Westin Kāʻanapali Ocean Resort Villas North, where comfort meets sweeping views of Maui’s coast. Designed for up to four guests, the villa offers around 500 square feet of thoughtfully appointed...
City View w/A/C & FREE Parking - Palms at Waikiki
Nestled in the perfect location in Waikiki, just steps away from Waikiki Beach and a short stroll to Ala Moana Center, Fort DeRussy Park and more. This recently upgraded, beautiful 1 bedroom, city-view condo has all the amenities you need. Prep meals in a full-sized...
Hillside Villas 1496-3: Ocean & Sunset Views Resort Amentities
Tucked into the peaceful hills of Ko Olina, Hillside Villas 1496-3 is a beautifully designed two-story villa that blends relaxed island living with elevated comfort. From the private lanai, take in ocean and pool views framed by palms and glowing sunsets. Inside, airy...
Beautiful Westin Ka'anapali 2 Bedroom Villa on the beach
Bellani Vacations is pleased to offer spacious 2 bedroom villas at Westin Ka'anapali Ocean Resort VillasChoose a Friday, Saturday, or Sunday for check in, and enjoy a 7 night stay. Please "Contact Host" to confirm availability, as the Vrbo calendar is not 100% accurate...
Fabulous Princeville 4 bedrooms for 14!
Fabulous Princeville 4 bedrooms for 14! This fabulous 4 bedroom, 4 bath Princeville for 14 is at an amazing oceanfront location. The listing is made up of a 2 bedroom condo that is just steps from two separate 1-bedroom ocean view condos! There is King bed and two...
Kapalua Ridge Villa 814 Gold Ocean View 1 Bedroom
- 1st floor villa with panoramic ocean views including Molokai Island and Makaluapuna Point- Tile entry, kitchen, bathroom, living and dining rooms and carpet in bedroom- Updated open kitchen with granite counters and stainless steel appliances includes – fridge with...
Ka'a'awa Hale by Gather: Home Near Beach & Kualoa Ranch w/ Lanais & Ocean View
Nestled between the emerald Ko’olau Mountains and the sparkling Pacific, Ka’a’awa Hale is a three-bedroom, two-bathroom retreat just across from Ka’a’awa Beach Park and minutes from Kualoa Ranch. This elevated home blends indoor-outdoor living with all the comforts of a...
Maui Resort Rentals: Honua Kai – 6 Total Bedrooms, 7th Floor Stunning Deluxe Ocean and West Maui Mountain Views!
This phenomenal seventh-floor offering that pairs four neighboring residences for nearly 3600 sq ft of combined interior living space. Your group will enjoy six luxurious bedrooms and bathrooms, four modern kitchens, and four expansive lanais featuring stunning views of...
Aloha Aku Hula2 Suite – Experience Beachfront Bliss
Summary:Tranquil Beachfront Estate w/ 5 Luxurious Private Full Suites & Exotic Fruit Grove. Full amenities. Our luxury Beachfront estate has 4 beachfront one-bedroom suites and a garden view two-bedroom Ohana. Each suite has a private entrance, separate living room,...
Tropical Retreat: Cozy Getaway Steps from Waikiki’s Best! Kitchenette, Pool
Aloha, and welcome to your tropical playground on Waikiki Beach!This listing is for a room within a hotel.✦ Your room is 1419 sq. ft, equipped with complimentary toiletries, high definition 55-inch TV, available with Standard cable, and Premium cable.✦ Cleaning services...
Valley Isle Resort #1107 - Vacation West Maui - Beachfront Oasis
Oceanfront Bliss at Valley Isle 1107Discover the ultimate Maui getaway at Valley Isle Room 1107, a charming oceanfront studio that invites you to experience the beauty and serenity of the island from the moment you arrive.Property Highlights:🌊 Spectacular Oceanfront...
Pohinahina Hale – Modern & Private | Onsite Staff & Daily Housekeeping
Located just 6 minutes to the heart of the resort, Pohinahina Hale offers a spacious and secluded retreat for up to 10 guests. Two primary suites and two bedrooms are located in the main home, plus another bedroom located in a separate ohana (guest house). This home...
3BR House Walk to the Beach&Malls FREE Parking!
Aloha and welcome to your private Hawaiian hideaway!Think swaying palms, Diamond Head breezes, and vintage island charm—waking up in paradise never felt so good.3 Bedrooms, 1.5 Bathrooms, 2 Parking SpacesUnbeatable Location20-minute drive from Honolulu (HNL)...
2 Bedrooms Condo, Steps from the Beach
Summary:🌴 Prime Location – 5-min stroll to Charley Young Beach🏊 Resort-Style Living – Pool, hot tub, BBQ & tennis courts🛏️ Ultimate Comfort – King bed + memory foam sofa bed🍹 Private Lanai – Sip cocktails with lush garden views🍽️ Chef’s Kitchen – Fully equipped for...
Perch - Luana Kai Loft: Captivating Modern 2-Bedroom for a Dream Vacation
Enjoy this updated loft suite with modern ocean vibe! We enjoy walking with our daughters to the beach just 300 ft away to spot sea turtles, find shells and coral, paddle board, or just relax. We also love the rich amenities by Luana Kai, including a heated swimming...
Honua Kai Hokulani | 3 Free Rental Cars | KBM Resorts | Ocean Front | 3 Units, 6 Bedrooms | ML-1111
** 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...
🌴Nalu Lani | New Listing | Waikoloa Resort | AC | Spacious Lanai 🌴
Vista Waikoloa B202 Stay in the heart of Hawaii Island's most active resort in this spacious and elegant two-bedroom condo. Vista Waikoloa is a gated community within Waikoloa Beach Resort, a 10-minute walk from the sandy beaches of Anaehoomalu Bay. With amenities like...
Westin KÄÊ»anapali, 2 Bedroom Villa
The bedroom lockoff villa has 2 king beds, 2 bathrooms, full kitchen, dining area, 2 sofa beds, and washer and dryerStep up to a Ka'anapali vacation and embrace a welcoming abundance of resort amenities at The Westin Ka'anapali Ocean Resort Villas . While you can enjoy...
Island Paradise Resort Villa
Summary:This newly renovated luxurious Villa is nestled in the quiet neighborhood of Ko Olina Kai This Villa has 3 bedrooms and can sleep up to six guests Choose to spend your days on the Ko Olina Championship golf course or at one of the 4 lagoons located within the...
35th Fl Waikiki Banyan | Sunrise Mtn View | AC | Parking
The SpaceEnjoy the best of island living in this high-floor, corner/end unit filled with natural light and panoramic views of Honolulu’s cityscape and Koʻolau Mountains. With cool tradewinds and a spacious layout, this Waikiki retreat is the perfect home base for your...
Island Style Studio Near the Shore!
This studio is less than 100yards from the beach. Island style furnishing this the the perfect space for a couple or a small family to stay. Includes parking, which is first come first serve. Nearby the zoo and shops this is a comfortable getaway when visiting...
Secluded off-grid Retreat in enchanting Kurtistown with WiFi
Escape to a peaceful, off-grid getaway at the end of a scenic two-mile dirt road. This cozy one-bedroom rental is designed for comfort and simplicity, featuring a screened-in living room and fully equipped screened-in kitchen — perfect for enjoying fresh air and...
Marriott's Kaua‘i Lagoons | Three-Bedroom Villa
Summary:Escape to paradise at Marriott's Kauai Lagoons - Kalanipu'u, a luxurious condominium resort in Lihue, Hawaii. Nestled amidst lush landscapes and offering direct beach access, this resort is perfect for families and couples. Enjoy stunning oceanfront views, relax...
Kealoha Tropical Beach Villa: North Shore Surf Spot Retreat w/ Hot Tub & Views
Welcome to Kealoha Tropical Beach Villa by Gather, a luxury retreat along Oahu’s legendary North Shore. This stunning two-level teak home offers island elegance across from Alligator Rock and Leftovers Beach—two of the area’s most iconic surf breaks. With 3 bedrooms, a...
Ultimate Oahu Getaway! 2 Great Units, Beachfront, Spa, 3 Restaurants, Pool
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...