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.
Stunning Partial Ocean Views - Kona Bali Kai 167
Kona Bali Kai 167: Explore downtown Kailua-Kona easily from this comfortable ocean-view location. Upon entry, guests will see the crisp blue views from the floor-to-ceiling glass doors. Tile flooring and charming light rattan furniture compliment the main living space....
Ocean Sanctuary Beachfront 1-bedroom Kihei, Maui
This charming condo offers breathtaking views of Maalaea Bay, West Maui Mountains, Kealia wetlands and bird sanctuary and out the front door, Haleakala, Makena and Molokini crater. Offering a 360 degree view from this 6th floor perch! Situated directly on Sugar beach...
Kukuiula Makai Cottage #12 By Parrish Kauai
Kukuiula Makai Cottage #12 is a charming cottage nestled in the heart of Poipu’s highly sought-after Kukuiula neighborhood. This single-story plantation-style retreat blends vintage Hawaiian charm with upscale modern comforts. Featuring two bedroom suites, this cottage...
Cozy 1-bedroom condo with AC, WiFi in lovely Wailea-Makena
This enchanting condo in Wailea-Makena is the perfect home base for your trip. With 1 bedroom featuring a cozy king bed and a stylish living room with a sofa bed, this awesome property is ideal for couples or small families. Open floor plan living area which opens to a...
Kapalua Golf Villas | 2 Free Rental Cars | KBM Resorts | Large Bedrooms | 2 Units, 4 Bedrooms | ML-1127
** 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...
21st Floor Condo With View of Ko'olau Mountains and the Ala Wai Canal by Koko Resort Vacation Rentals
Deluxe Mountain and Ala Wai View Corner Unit, Free Parking & Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. Experience breathtaking...
Luxury Beauty with Panoramic Ocean Views/Cul de Sac Privacy
Elegant 3000+ sq. ft. 3-bedroom 3.5 bath in great Location. Gorgeous kitchen with white cabinetry, stainless steel appliances, large breakfast area with sliding doors to deck and rear oasis. Large sun-drenched living room with incredible ocean views. Huge Main Suite...
New Listing! Comfort and Tranquility Awaits
Welcome to Napili Shores E239 – Your Maui Escape Starts Here! Experience the beauty and tranquility of Napili Shores in this bright and welcoming one-bedroom, one-bathroom condo that comfortably accommodates up to five guests. With peaceful garden views, thoughtful...
The Westin Nanea Ocean Villas, Ka'anapali
The Westin Nanea Ocean Villas, Ka'anapali is located between North Ka’anapali Beach and the mountains of West Maui.Westin Nanea offers furnished villas featuring flat-screen TVs, fully equipped kitchens and washer/dryer.Guests can enjoy a meal at the on-site restaurants...
Kaanapali Alii Residence 125
Kaanapali Alii 1252 Bedrooms | 2 Bathrooms | Sleeps 8 | Ocean Front________________________________________Kaanapali Alii 125 is a two-bedroom oceanfront second-floor condo that offers breathtaking ocean views from your private lanai, living room, and primary bedroom....
Kalani Kauai, Charming Hawaiian Retreat in Princeville
New! Welcome to Kalani Kauai, your beautifully remodeled island retreat in the heart of Princeville, Kaua‘i — where modern luxury meets timeless aloha charm.Nestled on Kaua‘i’s breathtaking North Shore, this stunning 3-bedroom + loft (loft sleeping area for teens and...
Beachfront in Haleiwa, Sea Turtles and Sunsets!
Welcome to one of the most unique beachfront homes on Oahu’s north shore. Located directly on the breathtaking Laniakea beach, this location is well-known for spotting Hawaii’s endangered green sea turtles along the shore! Laniakea is also a lovely beach for swimming...
Come Create Memories w/ Fun-filled Adventures at this Paradise! 2 Relaxing Units
The excitement of Waikiki Beach is at your doorstep at this Honolulu property!This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.✦ Each room is 390 sq. ft, equipped with complimentary toiletries, high definition...
Studio in delightful Kaua'i with fitness room, AC, pools
This wonderful studio in Kaui'a offers a king bed and a sofa bed, perfect for your getaway. Enjoy the convenience of 2 bathrooms with a relaxing bathtub and jetted bathtub. Feel at ease with amenities like a fitness room, iron, heating, hair dryer, and AC. Our place...
Fairways North 32 Four Bedroom
Nestled in the sought-after North Fairways of the prestigious Mauna Kea Beach Resort, this charming 4-bedroom residence offers the perfect Hawaii vacation experience. Enjoy breathtaking panoramic ocean views complemented by glimpses of Maui and the Kohala mountains....
Makena Surf F111 Beachfront Resort - 2 Bedroom Oceanfront Condo
Welcome to Makena Surf F111, a stunning ground floor oceanfront vacation condo that embodies the essence of tropical island relaxation. This spacious 1,510 sq. ft. suite features a quaint entryway that leads you into a beautifully furnished living space, complete with...
Casa Aloha
Gorgeous, newly constructed (2020) modern home with 2 Master suites(king beds), 1 BR w/Queen, and custom bunkbed room that sleeps 6 w/ freestanding tub and shower. Perfectly situated within Princeville and walking distance to park, grocery store/dining/shopping. Loaded...
Aqua Aloha Surf Waikiki 203 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 203 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, Sleeps 2, 175 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and...
Spacious 8BR w/Ocean Views, Sleeps 16 with AC in fabulous Kailua-Kona
This luxurious modern Hawaiian compound features two newly renovated, pristine homes — an ideal retreat for large families, extended group vacations, or friends traveling together. Nestled within the prestigious guard‑gated community of Kona Bay Estates, the property...
Golf Course View Waikoloa Colony Villas Townhouse with Pools, Gym & Beach Gear.
Enjoy a spacious and inviting two-bedroom townhouse located within the desired Waikoloa Beach Resort community. This meticulously cared for condo features magnificent mountain and wide-open golf course views. The garage is stocked with everything essential for a fun day...
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...
Oceanview Suite w. Garden | Maui B&B | Breakfast, BBQ & Free Parking
The Space:50% Off Grand Reopening Special! 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...
LS 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...
Westin Kaanapali Ocean North Resort Studio Villa
Located in Lahaina, this delightful hotel offers a peaceful retreat for guests. With a cozy living room featuring two futon beds and two king beds, this welcoming property provides ample space for relaxation. A fitness room, WiFi, and AC ensure guests have everything...
This is the ultimate paradise. The ocean view on the middle and upper floors offers a relaxing spot where you can enjoy the Hawaiian blue ocean and sky and relax with your partner and family in a quiet time.
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 Condo with 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...
Island Serenity Awaits: Studio Premium Villa at Westin Ka’anapali North
Escape to the tropical paradise of Maui with a stay in the Studio Premium Island View Villa at Westin Ka’anapali Ocean Resort Villas North—a perfect blend of luxury, relaxation, and family-friendly fun. Surrounded by lush island landscapes, this retreat is ideal for...
🏖️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 Residence 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...
🏝️😎🏄🏻♀️Maui is Calling-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...
Maui Sunset Getaway with Pool and Ocean View
Escape to paradise in this bright and airy 1-bedroom, 2-bath condo at Maui Sunset Resort. Perfect for couples or small families, the unit features a spacious living area, a fully equipped kitchen, and two bathrooms for added convenience. Step out onto your private lanai...
Honua Kai Konea | 3 Free Rental Cars | KBM Resorts | Top Floor | 3 Units, 5 Bedrooms | 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 Residence 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...
Oceanfront Studio at Lahaina Shores 417 – Stunning Ocean and 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...
Lodge at Kukui'ula Villa 8 - 4 Bedroom Villa - Platinum
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 | 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 | 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 – Stunning Ocean View | Onsite Staff & Daily Housekeeping
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...
Beachfront Maui B&B w. BBQ, Free Breakfast, AC & Sunset Views | Beach access
The Space:25% Off Grand Reopening Special! 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!...