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.
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...
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...
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...
Westin Nanea Ocean Villas, 1 BR, Sleep 4, New Year Week, Full Resort Access
Discover the beauty of Lahaina and Ka'anapali beach from this lovely beach-side 1-bedroom resort room. The cozy room features 1 queen bed and 1 sofa bed, perfect for a small group of guests. Enjoy the convenience of amenities like a hair dryer, heating, and an iron....
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
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Hillside Villas 1496-3 by Gather is a...
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...
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...
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.✦ Daily...
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 – 5BR Retreat at Hualalai Resort
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...
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 | 3 Free Rental Cars | KBM Resorts | Ocean Front | 3 Units, 6 Bedrooms | HK 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 Kāʻanapali, 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...
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...
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...
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...
Kahaki Hale: Updated 1BR Condo w/ Modern Design & Style Near Poipu Beach
Discover a hidden gem in the heart of Kapaa, HI—Kahaki Hale by Gather, a charming one-bedroom, one-bathroom condo that comfortably accommodates up to four guests. Designed for travelers seeking an intimate and stylish retreat, this thoughtfully appointed property is...
Wailea Ekahi Village 47E - 1 Bedroom Garden View Condo
Wailea Ekahi 47E is a beautiful vacation rental nestled within the landscaped 32 acres of lush tropical gardens that make up Wailea Ekahi Village. This condo offers a perfect blend of comfort and tropical elegance, making it the perfect home to relax and unwind after a...
Perfect Maui Getaway W/Beach Access and Pool! Wifi, and two beds.
Discover the beauty of Lahaina from this charming condo. The cozy bedroom features a queen bed, perfect for a soothing night's sleep. In addition to the bedroom, there is a lovely living room with 1 Murphy beds for extra guests. This superb property also includes a...
Kapalua Golf Villas | 3 Free Rental Cars | KBM Resorts | Large Bedrooms | 3 Units, 5 Bedrooms | KGV ML-2114
** 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...
Menehune Shores #311: Captivating Ocean Front views at Beach Front Resort
Gorgeous Ocean Front views! This one-bedroom condo has spectacular Ocean Front views that are visible from most of the condo. Enjoy waking up with fabulous views of the ocean from the master bedroom. The fully-equipped kitchen has everything you need to create your...
Lahaina Shores Maui Dream Oceanfront Ocean Views
Your Maui Dream Awaits! Oceanfront Condo in LahainaImagine waking up to the gentle rhythm of the waves, stepping onto your private lanai, and being greeted by breathtaking, unobstructed views of the Pacific Ocean. This isn't just a dream – it's your next vacation at...
3-bedroom townhome in peaceful Ewa Beach with AC
Enjoy a peaceful stay at this charming 3-bedroom townhome in Ewa Beach. This terrific property features 2 queen beds, 1 twin bed, and a cozy office space with a futon. With amenities like AC, iron, and a hair dryer, guests can relax and escape close to the ocean in this...
Ocean view 1-bedroom 1.5 bathroom with two private lanais @ Kailua Kona Downtown
Malia Kai #4 is an ocean-view spacious 800 sq. feet tri-level townhouse condo in the heart of Kailua-Kona near Alii Drive, with two private lanais. Few minutes walk to shops, restaurants, excursions and the beach! Walk to nearby Trolley stop and enjoy complimentary...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Mountain Views | 3 Units, 4 Bedrooms | HK ML-1305
** 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...
Mesmerizing sunset views from your private lanai
Welcome to Valley Isle 402, a charming 1-bedroom, 1-bathroom condo offering oceanfront views on your private lanai and ceiling fans throughout, as there is no A/C. There are elevators at this resort for easy access. Unit 402 comfortably sleeps up to 4 guests. The...
Condo with amazing views of Hanalei Bay - tropical paradise found
Hanalei Bay Resort 9204 five sixOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hanalei Bay Resort 9204/5/6 is one of the few three-bedroom condos available at the resort. Perfect...
Bali Hai 2BR All amenities included!!
Nestled high in the cliffs of Princeville, this Kauai resort blends natural and man-made pleasures into magnificent harmony. Take the opportunity to enjoy a meditative retreat at the on-site spa or use the resort as a basecamp for your many Hawaiian adventures.Guests...
Kauhale Makai 510 - Ocean and Mountain view 1 bedroom
Book with us and come to Maui to explore everything we have to offer!Simply amazing 1-bedroom suite with the most gorgeous ocean views. Relax on your balcony with the cool ocean breezes while whales breach in the background. Listen to the waves roll in while you drift...
Quiet Tropical Paradise Steps To The Beach
This Kihei condo boasts 1 inviting bedroom with a lovely queen bed. The bathroom features a shower, and there is an additional delightful oversized living room with a sofa bed. Master Bedroom is in the back, giving guests privacy from others sleeping in spacious living...
Spacious Historic Inn. Serene base to explore Maui
BBMPT20200001 This soulful place is a rare gem in Upcountry Maui — a setting that inspires meaningful memories and togetherness. It’s the perfect starting point for shared island-wide adventures. Nestled beneath the island’s largest Norfolk pine, with four...
Kaanapali Alii Unit 261
Welcome to your dream luxury vacation rental in Maui! Kaanapali Alii Unit 261, a stunning 1,544 sq. ft. condominium, offers an unparalleled oceanfront experience in the exclusive Kaanapali Alii Resort. This deluxe residence provides a breathtaking view of the vibrant...
2BR Condo in The Cliffs
Discover Coastal Bliss at Pismo BeachNestled on a cliff overlooking the Pacific Ocean, our hotel offers a serene escape with inviting accommodations, and delectable coastal cuisine. Enjoy breathtaking views, world-class hiking, championship golf, and nearby...