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.
10th Fl Monte Vista | Parking | AC | Ala Wai View
The Space: This spacious 2-bedroom, 1.5-bathroom condo beside the Ala Wai Canal offers spectacular mountain and golf course vistas with hardwood floors throughout and modern amenities.Master Bedroom: Queen bed with window AC unit and mountain viewsSecond Bedroom: Two...
Kapalua Ridge Villa 1221 Ocean View 1 Bedroom
- Second floor villa with two bathrooms and two ocean view lanais- Carpet and tile floors throughout the villa- Golf course, ocean and the islands of Lanai and Molokai are all on view from this comfortable and tranquil villa- 20 stairs and 45 steps between reserved...
Ka'anapali Alii Unit 2142 Bedrooms | 2 Bathrooms | Sleeps 6 | Garden View________________________________________Welcome to Kaanapali Alii 214! This is a beautiful one-bedroom, two-bath garden view residence with a fully enclosed sleeping den that comfortably serves as...
The Grand Islander, a Hilton Grand Vacations Club - 1 Bedroom - Mountain View - 1DR
Mountain Escape at The Grand Islander – 1-Bedroom Mountain View Retreat Product Description 1 Bedroom • Mountain View • Sleeps 4 Unwind in elevated island comfort at The Grand Islander, a Hilton Grand Vacations Club, perfectly situated within the iconic Hilton Hawaiian...
Waikiki Banyan T1-19th Fl / King Size Bed
Please be informed that the Waikiki Banyan recreational deck and all associated amenities will be closed for renovation starting April 7, 2025. The renovation process is expected to take approximately 12 to 14 months.Notice - Recreation Deck Work (July 28 -...
** 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...
Prime Waikiki Spot! Outdoor Pool, Full Kitchen! Near Waikiki Beach!
Discover a serene oasis just steps from the iconic Waikiki Beach, where tranquility meets excitement. Explore nearby treasures such as the Royal Hawaiian Center and Diamond Head State Monument. Only a short drive from Daniel K. Inouye International Airport, this vibrant...
** 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...
Short walk to Kailua Beach across the street-Quiet AC's-Lg. Kitchen-Patio-Grill
Live the beach life! An opportunity to live across the street from Kailua Beach Park, with the perfect combination of sandy beach, large grassy areas, tall ironwood trees, and turquoise-blue waters. You will love this generous ground-level one-bedroom, one-bathroom...
Puka Pa 4 – Hualalai Luxury Estate
This new expansive estate in the Puka Pa neighborhood is located just 6 minutes to the heart of Hualalai. Five bedroom suites wrap up to 10 guests in bright, modern luxury, featuring natural wood and stone throughout. Expansive indoor and outdoor kitchens, vaulted...
Beachfront Studio | Walk to Kamaole Beach + Pools
Summary:Resort-Style Amenities Pools hot tub tennis court Ultra-Comfy Beds Guests love our deluxe mattresses Fast Wi-Fi 55 HDTV Work unwind seamlessly 1 000 in Local Coupons Dining rentals activities AI Travel Planner Custom itineraries for your stay Private Lanai Relax...
Wailea Ekahi Village 49C - 1 Bedroom Ocean View Condo
Wailea Ekahi Village 49C is a charming vacation rental located in one of the most popular Wailea vacation rental communities. This one-bedroom ocean-view condo offers a perfect blend of comfort, luxury, and tropical ambiance, making it an ideal destination for travelers...
Great location in Waikiki. Newly renovated 2 bedroom unit on the Penthouse floor
Best unit in the building. Fully renovated unit with brand new appliances, cabinets, counter tops, flooring and bathroom. Views of the fireworks from the enclosed balcony every Friday night. Swimming pool, barbecue area and 24 hour security. Grocery store across the...
Kiahuna Plantation Resort Partial Ocean 2 Bedroom
Enjoy partial ocean views and tropical breezes from this spacious split-level two-bedroom condo on Kauai’s most famous beach. Ideal for families or friends, it offers comfort, space, and a touch of the sea. Partial Ocean View 2 Bedroom 2 Bath• Fully equipped kitchen...
Kiahuna Plantation Resort 71 Ocean View 1 Bedroom
Enjoy sweeping ocean views and island comfort in this one-bedroom 2nd floor condo on Kauai’s most beloved beach. Ideal for relaxing getaways, it’s a perfect spot to unwind and take in the scenery. Unit 71 Ocean View 1 Bedroom 1 Bath• Fully equipped kitchen includes full...
Kiahuna Plantation at Poipu Beach - Ocean View
Newly remodeled historic plantation era Hawaiian style with breathtaking ocean views. The amazing view from both the upstairs and downstairs lanai looks out over the fresh water lagoon, a garden/lawn and the blue, blue ocean. Although it is only a minute’s walk to the...
Spacious Family Suite, Stunning Mountain View-1 Bd. Marriott's Ko Olina Beach
Cozy yet spacious. Intimate yet extensive. This one-bedroom features luxurious comfort for memories together and space to escape.Mountain View One Bedroom Villa, 1 King, Sofa bed, Full kitchen, Microwave, 920sqft/83sqm, Living/sitting area, Dining area, Separate dining...
Waikiki Corner Ocean & Diamond Head Studio
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch buildingEnjoy breathtaking Mountain View. Hotel quality sheets, pillows, and air conditioning await you.Excellent location right across from...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Top Floor | 2 Units, 3 Bedrooms | HK ML-1309
** 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...
38th Fl Waikiki Banyan | King | AC | Parking
The SpaceEscape to this 38th-floor corner/end unit featuring breathtaking views of the ocean, Diamond Head, and Honolulu’s sparkling skyline. Filled with natural light and cooled by gentle tradewinds, this private retreat is designed for comfort and relaxation after...
** 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...
Pu'ukole 28 – 4BR Hualalai Luxury Home & Guest House
This 4 bedroom, 4.5 bathroom home, features stunning views and unparalleled outdoor living. This secluded and tranquil retreat in the Puukole neighborhood is situated on the 13th hole of the Keolu golf course and features captivating and expansive ocean views. Sunsets...
Charming 2BR Retreat in Wahiawa Close to Botanical Gardens and Surf
PERFECT FOR:Surfers| Hikers | Couples | Families | Pet ownersSPACE HIGHLIGHTS:- 2BR with queen beds- Sleeps 4 - Full kitchen- Living area w/ fast WiFi- A/C throughout- In-unit washer & dryerUNBEATABLE LOCATION:- 25-30 mins drive to North Shore (Haleiwa, Pipeline, Sunset...
12th Floor Beachfront Studio at Sans Souci, Sleeps 4, Smart TV & WiFi access
Sans Souci Vacation Rentals12th Floor Ocean Front Beach Studio in Honolulu, HI!Monthly Vacation Rental on the Gold Coast of Oahu!1 Queen bed & a sofa bed studio will sleep up to 4 people.The unit boasts a complete kitchen and offers Wi-Fi & cable for your...
26F Partial Diamond Head & Ocean view Waikiki 1BR w/ 1 Free Parking!!
Your vacation getaway, just a quick stroll to the beach! This 1 Bedroom /1 Bath /1 Free PARKING included! Sleeps up to 4 guests. All 3 Brand NEW Beds (July 2022) - 2 x Full Bed in the Bedroom and 1 x Queen size sofaBed in the Living Room.Great location! Just two blocks...
Waikiki Beach one bedroom + lanai, free parking
Fully renovated in 2021, this stylish one bedroom is brand new and comes with a private lanai. The 22nd-floor unit comes with amazing mountain views and is one block away from the world-famous Waikiki Beach! Included: Fast free wifi, TV, central AC, full kitchen with...
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: Plantation-Style 2BR Retreat in Poipu
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...
** 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...
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...
Oceanfront Royal Mauian #515 - 2BR/2BA with Panoramic Views Near Kamaole Beaches
Royal Mauian #515 - Oceanfront Living with Upgraded ComfortRoyal Mauian #515 is a beautifully appointed two-bedroom, two-bathroom oceanfront condo offering sweeping, direct views of the Pacific. Located on the fifth floor, the unit provides an exceptional vantage point...
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, Charming Hawaiian Retreat in the heart of 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...
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....
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...
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...
** 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...