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.
Oceanfront Suite w/ Floor to Ceiling Windows, Lanai, Free WiFi & Free Parking
It’s all about ocean views and relaxation. Only at Mahana at Kaanapali will you find perfect panoramic views in every suite. Relax by the pool, soak in a hot tub, then take a leisurely stroll down a mile-long stretch of golden beach. You’ll be impressed by the...
Family friendly condo w/ golf course view, shared hot tub, pool & near the beach
Waikoloa Beach Villas N23Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your peaceful escape in Waikoloa Beach Villas, tucked right inside the gorgeous Waikoloa Beach...
Kapalua Golf Villa Stunning Island and Ocean Views
This cozy island-modern condo with breathtaking views is the perfect home away from home. A single-story unit with a patio overlooking the West Maui shore, this condo features two en-suite rooms with separate patio entrances, inviting everyone in your family to indulge...
50% Off! Bed & Breakfast Steps from the Beach with AC
The Space:Welcome to our newly refreshed Maui Beach House Bed & Breakfast, this listing is for the Royal Suite with private access through the shared lobby-lounge, located at a private estate directly across from the beach! ✔ Beach access across small two-lane road ✔...
Lahana Shores 607 Beachfront Remodeled Studio Stunning Views
Lahaina Shores 607 NEW LISTING Experience Your Next Maui Oceanfront Escape in this Studio with Sweeping Views of the Pacific! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner...
This is the ultimate paradise. You can enjoy the Hawaiian blue ocean and sky.
Close to a marina, a golf course, and more, this beach villa brings it all within reach. There's convenient onsite parking, so you can leave your vehicle behind and let your feet make short work of the 6-minute walk to Ko Olina Marina or the 8-minute walk to Ko Olina...
KHV 3 Remodeled 2BD West Maui Condo Breathtaking Sunsets from Oceanfront Lanai
Kahana Village 3 NEW LISTING Fabulous Direct Oceanfront Views and Sunsets from this 2 Bedroom, 2 Bathroom, West Maui Condo on the Beach in Kahana! This West Maui vacation retreat offers direct ocean and beach views from its private beachfront lanai, where you can relax...
New Listing! Intimate, beach side studio getaway
Welcome to Kihei Akahi D601, your Maui retreat just steps from the beach! This beautiful studio-style condo offers the perfect blend of comfort, convenience, and island charm — ideal for couples or solo travelers looking to experience the best of South Maui. Located...
🏖️New Build • 3BR/3BA • Ocean View • Outdoor Living • Concierge
vrKCV - Manu O Ku, Professionally Managed by Kona Coast Vacations Welcome to Your Big Island GetawayThis brand-new 3-bedroom, 3-bathroom home offers the perfect balance of modern comfort and island living. Spanning 2,200 square feet, the home is filled with all-new...
Kaanapali Alii Unit 273
Kaanapali Alii 2733 Bedrooms | 2 Bathrooms | Sleeps 8 | Ocean ViewWelcome to Kaanapali Alii 273, a gorgeous 2-bedroom, ocean-view residence with a fully enclosed den that comfortably serves as a third bedroom. This lavish residence offers stunning ocean views of the...
🏝️Summer Deals-New Luxury, Family 2/2, Walk to Beach, Ocean View🏝️
Beautiful Maui Condo with Ocean Views - Maui Kamaole M205Welcome to your dream vacation retreat in Maui! This stunning 2-bedroom, 2-bathroom en-suite condo at Maui Kamaole M205 offers a perfect blend of modern elegance and island charm. The property features recently...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Top Floor | 3 Units, 5 Bedrooms | HK ML-1311
** 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...
Kapalua Golf Villas Fairway View 1 Bedroom
Golf Villas Gold Fairway 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-...
Condo in Princeville - Luxury Villa at Wyndham Bali Hai
Nestled high in the cliffs of Princeville, amidst the stunning scenery of Princeville on Kauai, Pahio neighborhood and Hanalei town beckon with a delightful array of restaurants, beaches, galleries, boutiques, and world-class golf courses, all within easy reach. Unwind...
1 Block from Waikiki Beach: Peek A Boo Ocean view
【Basic Info】This is a private studio room in Waikiki!!You can enjoy your stay by only yourself, family, friend or partner. The condominium is located east area in Waikiki.This area is really closed to the Diamond Head, Kapi olani Park.You can enjoy a walk while feeling...
Kaanapali Alii | 164
Kaanapali Alii 1642 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to your serene getaway at Kaanapali Alii 164! This stunning platinum-rated two-bedroom, two-bath condo is designed to accommodate up to six guests, making...
Marriott's Ko Olina Beach Club | One-Bedroom Villa
Summary:Discover serenity at Marriott's Ko Olina Beach Club, a distinguished resort gracing Oahu's western shores. This exquisite resort has breathtaking oceanfront vistas and seamless beach access. Surrender to the embrace of air-conditioned serenity, avail yourself of...
Oceanfront Studio at Lahaina Shores 417 – Pool, Spa & Stunning Sunset Views
Welcome to Your Oceanfront Maui Escape at Lahaina Shores #417!Imagine waking up to the sound of waves, sipping coffee on your private lanai as the Pacific stretches out to LÄnaÊ»i, and watching the sky explode into color at sunset — all just steps from the sand. This...
Dream Vacation Home in Koloa
Welcome to your dream vacation home in Koloa, Hawaii! Nestled in a serene and picturesque setting, Villa 8 offers a luxurious escape for up to eight guests. This stunning 4-bedroom, 4.5-bathroom villa boasts a spacious 3,200 square feet of living space, perfect for...
Kapalua Bay Villas | 4 FREE Rental Cars | KBM Resorts | 180 Degree Views | 4 Units, 6 Bedrooms | KBV ML-2056
** 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...
Waikoloa Luxury 3BR + w/ Ocean Views & Lanai — Hale Akaʻula
Hale Akaʻula – Waikoloa Luxury 3BR + with Ocean Views & LanaiWelcome to Hale Akaʻula — your Waikoloa Village retreat for extended stays, family gatherings, and unforgettable island living. Set on Hawaiʻi Island’s sunny Kohala Coast, Hale Akaʻula is a spacious 3-bedroom,...
Kapalua Bay Villas | 3 Free Rental Cars | KBM Resorts | Premium Bay Villa | 3 Units, 4 Bedrooms | KBV ML-2074
** 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...
Laueki 8 – 4BR Hualalai Luxury Estate
Experience the epitome of luxury and residential living at Hualalai Resort with this very special property. Ideally located to optimize privacy and breathtaking panoramic ocean views, this gated 4-bedroom, 4.5 bath home has been meticulously designed and furnished to...
Villas at Mauna Kea 11 Two Bedroom
Just a short walk from the iconic Mauna Kea Beach Hotel, Mauna Kea Villas offers timeless Hawaiian luxury with breathtaking ocean views and seamless indoor-outdoor living. This elegant single-level residence features a sunken living room that opens through sliding glass...
Waikiki Dreaming
Brand new luxury renovation! 30th floor with incredible Diamond Head and ocean views, just a few minutes walk from Hilton Hawaiian Village and the beach. Enjoy the best of Waikiki for a fraction of the cost of a hotel. Perfect for digital nomads and newly-arrived...
Heart of Downtown Hilo
This unique apartment gives you access to everything within 5 min walking distance. The famous Hilo Farmers market with all the unique tropical fruits of Hawaii is one block away. From the balcony you can see the beach (a 2 minute walk) where you can surf, enjoy the...
I B-Garden View with Ocean Front BBQ/Pool/Jacuzzi
Enjoy our beautifully remodeled one bedroom, one bath condo located along the Ka`anapali shore in West Maui minutes from Napili and Kapalua. The condo comes equipped with refrigerator, stove, microwave, dishwasher, coffee maker, two televisions, cable tv, Netflix, and...
25% Off! Bed & Breakfast Steps from the Beach with AC
The Space:Welcome to our newly refreshed Maui Beach House Bed & Breakfast, this listing is for the Plumeria Ensuite Bedroom with private access through the shared lobby-lounge, located at a private estate directly across from the beach! ✔ Beach access across small...
Fully Renovated Condo right on the beach with A/C, Wi-Fi and Everything you need
This 4-bed condo in Lahaina is perfect for your escape to paradise. With a queen bed, two twin bed,s and sofa bed, this welcoming space is ideal for families or friends looking for a tranquil retreat. Enjoy the convenience of amenities like a hair dryer, iron, and AC....
Ilikai 1802 Ocean Views 2 Q Bed,1 Q SofaBed
NEWLY RENOVATED 2025 - New Mattresses - Unforgettable OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.**Recent Guest...
Royal Kahana Maui 108 Ocean View 1 Bedroom
Enjoy breathtaking ocean vistas from your stylish one-bedroom; ideal for friends, honeymooners, or families craving tranquility. Unit 108 Ocean View 1 Bedroom 1 Bath• 1st floor condo with an oversized patio • Kitchen includes microwave, stovetop/oven, coffee maker,...
29th Fl Waikiki Banyan | King | Parking
The SpaceWelcome to your Hawaiian home-away-from-home at Waikiki Banyan! Perched on the 29th floor, this beautifully renovated one-bedroom condo combines modern Hawaiian-inspired décor with sweeping ocean and Diamond Head views. With a spacious layout, comfortable...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Extra Large Corner Suite! | 2 Units, 4 Bedrooms | HK ML-1397
** 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...
Waipouli Beach Resort E303 Garden Mountain 2B/3B
Experience the beauty of Kauai from this spacious two-bedroom condo with scenic garden views. Surrounded by tropical greenery, it offers a peaceful setting to unwind and reconnect in the heart of the island.Unit E303 Garden Mountain View 2 Bedroom 3 Bathroom• Kitchen...
*New Building 2 bd/2ba Parking & Pool| 30 day min
Summary:**30 DAY MINIMUM**This spectacular 2 bedroom 2 bathroom city view apartment is a fully furnished retreat!Conveniently located in the stylish Waikiki neighborhood, just 15 mins from the Honolulu Airport (HNL) the apartment is near to many local attractions,...
Stunning Beachfront Condo at Hapuna Residences
Welcome to your dream escape on one of Hawaii’s most iconic beaches. This stunning 2-bedroom condo at Hapuna Beach Residences offers unparalleled ocean and beachfront views, all upgraded and modern decor, and direct access to the soft white sands of Hapuna Beach.B48 has...
Fabulous 5 bedroom for 10 townhome above famous Anini Beach!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!This beautiful 5 bedroom, 5 bath for 10 offering, is situated right above famous Anini Beach, with an 8 minute walk down the Anini Beach trail just steps away from the property. Short...
Ocean view private studio W/free reserved parking!
【Basic Info】This is a studio room in Waikiki!!You can stay with you friends, partner, family. This unit has ocean view. You can enjoy the view in your stayThis condominium is located west area in Waikiki.You can walk to Hilton village lagoon and beach and Kahanamoku...
Maui Banyan P104 Stylish 2BD Maui Condo Steps from Beach w/ Lanai, Pools, Tsennis & AC
Maui Banyan P104 Experience Maui from this Remodeled Kihei Retreat Directly Across the Street from the BeachWelcome to your Maui Retreat: Escape to Maui Banyan, a beautifully remodeled 2-bedroom condo located right across the street from the golden sands of Kamaole...
1BR Mountain View w/ Balcony, Pool & Free Parking
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Renovated 2BR w/ AC - Menehune Shores #522 Oceanview South Maui Condo Getaway
Menehune Shores #522 – Ocean View Comfort in North KiheiOceanfront condo with sweeping views of the Pacific and steps from the beach. This beautifully appointed condo enjoys vibrant sunsets and swaying palms from both the living room and master bedroom.Step out onto...
Kaanapali Alii 281
Kaanapali Alii 2811 Bedroom | 2 Bathrooms | Sleeps 4 | Ocean View_________________________________________________Welcome to Kaanapali Alii 281, a beautiful 1-bedroom, ocean-view residence overlooking the turquoise waters of Maui’s Kaanapali coastline. This beautifully...
Spacious Unit Near Waikiki Beach | Waikiki Bliss
Unwind in a spacious suite with private lanai, deep soaking tub, free WiFi, and plush bedding. Enjoy continental breakfast with Kona coffee, then stroll to Waikiki Beach or nearby shops. After exploring, relax by koi ponds or dip in the pool. Perfect for couples,...
Maui Ka’anapali Villas #515: One bedroom ocean view
Maui Ka’anapali Villas #515: One bedroom ocean view on N. Kaanapali Beach with Pool and Beach Access.This condominium is located on the 5th floor, and boasts magnificent ocean views. Sophisticatedly furnished with wood, tropical-themed elements, and art this suite was...
Beachfront Condo w/ Amazing Views in Makaha Beach
Near Surfing & Hiking | Corner Unit | Wraparound Lanai w/ Spectacular Sunset WatchingSweeping ocean views and coastal living await at this 1-bedroom, 1.5-bath condo in the Hawaiian Princess Resort! Located on a secured beach, this Waianae vacation rental is ideal for...
Newly renovated, secure, 2-bedroom apartment in beautiful Waikiki with AC
Aloha and welcome to your tropical escape in the heart of Waikiki! This newly renovated 2-bedroom condo offers the perfect blend of comfort, convenience, and island charm.Just steps to world-famous beaches, restaurants, and shopsPrivate lanai with stunning canal +...
Kiahuna Plantation Resort 232 Royal Garden View De
This charming one-bedroom condo features relaxing garden views and a warm, cottage-inspired feel. Ideally located near Kauai’s iconic shoreline, it’s a great choice for a calm and comfortable getaway. Unit 232 Royal Garden View 1 Bedroom 1 Bath• End unit with walk out...
Ocean Villa Emilie – Contemporary Luxury with Panoramic Views in Honolulu
Ocean Villa Emilie is a newly built architectural masterpiece on the oceanfront along Kalanianaole Highway in Honolulu. Designed with bold steel, glass, and sculptural concrete, this contemporary villa delivers a seamless fusion of modern luxury, panoramic views, and...
Palms at Wailea Garden Villas 1 Bedroom 2 Bath
A peaceful one-bedroom villa with lush garden views, located in Maui’s renowned Wailea Resort community. Perfect for a relaxing getaway, it features a full kitchen, open living space, and private lanai – just minutes from pristine beaches and championship golf.Garden...
ICC 30 Remodeled 2BD Cottage with Central AC across Kahekili Beach
International Colony Club 30 NEW LISTING Charming 2 BR Kaanapali Cottage with CENTRAL AC, Pool, Amazing West Maui Location with short walk to beach FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay: Whale...