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.
Sans Souci 303 ☘ Beachfront Studio Condo —Monthly Rental
Monthly Rental.A highly desirable 3rd Floor Beachfront Studio with Full kitchen above the Golden sands of Kaimana Beach located on the 'Gold Coast' area of Oahu.The condo offers a bright and clean kitchen, hard surface floors and an open floorplan that includes a...
Tucked away in the heart of nature, awaken each morning to the soothing sounds of birdsong.The Hau‘oli House is truly a house of joy—a place where friends and family come together to celebrate life. It’s a home where simply sitting outdoors fills you with peace,...
3 Suites Close to Waikiki Beach | Enjoy Morning Breakfast at Your Balcony
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 Luxury Escape: 2BR Upper Ocean View Villa – Hyatt Kaʻanapali
Elevate your Maui getaway with this 2-Bedroom Ocean View Villa – Upper Floor Band (Floors 9–12) at Hyatt Vacation Club at Kaʻanapali Beach, offering sweeping panoramic views of the Pacific and the luxury of one of Kaʻanapali’s most sought-after resorts. Ideal for...
Waikiki Shore Ocean View 2Bedroom 2Bath
This rare ocean view two bedroom, two bath condo offers a front row seat to Waikiki Beach. Located in the only condo building right on the shoreline, it’s perfect for up to six guests looking for space, comfort, and unbeatable beach access.Ocean View 2 Bedroom 2...
Aqua Aloha Surf Waikiki 410 Superior Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 410 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 335 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for...
Kapalua Golf Villas | Large Bedrooms | KBM Resorts | 3 Units, 4 Bedrooms | ML-2285
** 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...
Remodeled 1 bedroom Kihei gem close to beach
Welcome to Maui Vista 2121. This coastal remodeled 1st floor 1 bedroom condo is located in the heart of S. Kihei. This condo can accommodate 4 people & has everything needed to feel at home. Cross the street to get to Charley Young beach which connects to Kamaole I...
Ilikai Hotel, Beautiful Yacht Harbor & Ocean View. Sunsets every night!
Beautiful views of the yacht harbor overlooking the Pacific ocean can be enjoyed from this comfortable & classy condo. This spacious 1-bedroom is over 500 sq ft of comfortable living space is located on the 16th floor of the Ilikai Hotel. KITCHEN- Refrigerator-...
Spring Break Week Special 3/29-4/3! CityView Suite at the Hilton Grand Waikikian
Your home away from home! Help yourself to a healthy dose of vacation tranquility at the Grand Waikikian, a Hilton Grand Vacations Club. Presiding over the expansive Hilton Hawaiian Village® Waikiki Beach Resort, the Grand Waikikian takes vacation accommodations to a...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Exceptional Value | 3 Units, 6 Bedrooms | HK ML-1445
** 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...
Breathtaking ocean-view condo, with pool, hot tub, balcony, central AC, & WiFi
Lahaina Shores 202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Lahaina Shores Beach Resort proudly stands after the 2023 fire and has reopened following a full renovation. Guests...
Kaanapali Alii 2912 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________This stunning Maui ocean-view condo on the ninth floor features one bedroom and a fully enclosed den that comfortably serves as a second bedroom. From the private...
Marbella Lane - Blissful Studio in Makaha
Summary:Welcome to this 1 BR studio with kitchen and a private entrance located in a gated private community in the heart of the Makaha Valley The studio is elegantly decorated and perfectly situated to showcase the serene views of the ocean and the Puukea au Mountain...
Exclusive Oceanfront Access at Alaeloa #3
Modern Paradise Luxury at Alaeloa – Exclusive Oceanfront Access Welcome to your private sanctuary in the heart of Napili, just 5 minutes South of Kapalua and 10 minutes North of Kaanapali. This exclusive Oceanfront community is surrounded by lush tropical gardens and...
Ko Olina 2BR Villa at Marriott – Lagoons, Pools & Oahu Beachfront Stay
Experience relaxed island living in this spacious two-bedroom standard villa at Marriott’s Ko Olina Beach Club, located along Oʻahu’s beautiful western shoreline. Perfect for families or groups, this residence features a primary bedroom with a king bed and en-suite...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Beachfront Maui Ocean Club Resort+Amenities -2BR Suite
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢🌴🌺 Ideally located in the heart of Kaanapali Beach along the famous Kaanapali Beachwalk. It is right next to Kaanapali Point and mere minutes from the shops and restaurants of Whaler’s Village.Additional $500-$1000 SAVINGS available for 𝐅𝐢𝐧𝐝𝐢𝐧𝐠...
Spacious Studio Apt. with WiFi and A/C - Super close to Beach & Zoo
9th Floor Fully furnished Queen bed Studio just 2 mins walk from the golden sands of Waikiki Beach.Our 30 Day Rental offers free parking, WiFi & Cable, onsite laundry facilities and has partial ocean views.Located at the desirable Zoo / Kapiolani Park end of Waikiki,...
❤️PiH❤️ "Deep Blue Sea" ★ Ocean Front ★ Walk to Private Beach Club ★ Bikes
Brought to you by Paradise in Hawaii Luxury Homes"Deep Blue Sea" is a beautifully updated, second-story, single-level condo with two bedrooms, ideally located in the prestigious Mauna Lani Point community.Perched above the coastline, it offers sweeping views of the...
Marriott Kauai Beach Club Studio-Garden View
Description 🏖️Welcome to your serene island escape at Marriott's Kauai Beach Club! This Garden View Studio blends comfort and convenience with tropical beauty. Featuring a queen-sized Murphy bed, spacious living area, and private lanai with lush garden views, this suite...
Ocean View Owners Unit in 4 Star Wyndham Resort
Aloha! Enjoy the boutique-hotel ambiance of the Royal Garden Hotel and the beautiful Hawaiian tropical setting. It’s the perfect spot for your vacation, business trip, or a refreshing getaway.Our condo is located in the heart of Waikiki, just a short walk from the main...
Pili Mai 6J by Gather: Golf View Poipu Condo w/ Lanai, Pool, A/C, Hot Tub & Gym
Modern island living awaits at Pili Mai 6J, a bright and spacious condo overlooking the Kiahuna Golf Course in sunny Poipu. With fairway views, a covered lanai, and refined interiors, this 3-bedroom retreat offers the ease of a vacation condo with the comfort of a...
Waikiki Grand Hotel® 521—Honolulu Ocean side Studio Sleeps 3 w/ Kitchen & Pool
Legally permitted rental⛱ 🕶134 Kapahulu Ave 521🕶⛱🏝 This comfortable open plan Studio is great for couples wanting to save money on eating out whilst enjoying being located in one of Waikiki's hottest areasThe apartments' open-plan layout & full wall of double-glazed...
Discovery Bay Ocean View Studio, Near the Beach!
Enjoy the best of city living with scenic ocean views in this inviting studio on the 37th floor of Discovery Bay. Just steps from the beach, this spacious studio offers both comfort and convenience in the heart of Honolulu.Large windows showcase panoramic views of the...
Kiahuna Plantation Resort Royal Garden 1 Bedroom
Nestled near Kauai’s most iconic shoreline, this cozy one-bedroom cottage-style condo offers serene garden views and all the comforts you need. A perfect retreat for up to four guests looking to relax and reconnect. Royal Garden View 1 Bedroom • Fully equipped kitchen...
7th Fl Aloha Lani | Lanai | AC | Parking | Pool
Aloha and welcome! Relax in this beautifully renovated 1-bedroom, 1-bathroom condo at Aloha Lani, ideally located in the heart of Waikīkī. Updated in 2022 with brand-new furnishings, paint, and appliances, this home combines modern comfort with island charm—perfect for...
Ilikai Marina - Great Location in Waikiki! Stunning Sunset View, Fireworks on Friday!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 3/18 - 4/15/2026. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear...
Breathtaking Ocean Views! Peaceful Retreat/No Resort Fees.
Amazing ocean, marina and mountain views.. Enjoy the relaxing and peaceful resort lifestyle, in this one of a kind recently remodeled unit. Designer decorated, new flooring, upgraded appliances, kitchen and bathroom. Resort like amenities include fitness center,...
Kaanapali Alii 11012 Bedrooms | 2 Bathrooms | Sleeps 4 | Partial Ocean View________________________________________Discover the perfect blend of comfort and island-inspired style in this one-bedroom partial ocean view residence with a fully enclosed den that comfortably...
Island-Inspired Cozy Retreat - Free WIFI
Bright and inviting, this tropical-inspired studio features a cozy bed, vibrant island décor, soft lighting, and a peaceful ambiance. Floor-to-ceiling curtains open to city views and a private balcony, perfect for taking in the fresh air and sunshine. A relaxing,...
Winter Holiday Sale! Luxury Retreat in Kona with Saltwater Pool
Summary:Discover the ultimate family retreat in Kailua-Kona! This exquisite 5-bedroom house boasts a private pool, sauna, and stunning ocean views. Enjoy luxurious amenities, from the chef's kitchen to the kids' play area, and create lasting memories. Ideally located...
Malapua Hanalei - A Sweet Retreat TVNC#1352
New! Welcome to Malapua Hanalei, a charming island retreat just steps from the best of North Shore living.Known as “The Little Garden by the Sea”(Mala Puʻa Ma Ke Kai), this inviting home is nestled in the heart of Hanalei and offers the perfect blend of comfort,...
Discover Tropical Bliss: Marriott's Maui Ocean Club - 2 Bedroom oceanfront
Spread out with the whole family in this spacious two-bedroom suite.If you’re searching for the quintessential Hawaiian getaway, then this resort is quite the catch. If the sunshine, beaches, and glowing pools (many, many glowing pools) aren’t enough to sink the hook,...
HM24 Diamond Head, Ocean, & Canal Views Waikiki 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...
Family Retreat Near Akaka Falls – Sleeps 7 & BBQ
Escape to a lush tropical haven on Hawaii’s Big Island, where your coastal retreat is surrounded by nature’s best. Nestled just minutes from the stunning Hakalau Coast and the Botanical World Adventures. Surrounded by vibrant gardens, cascading waterfalls, and scenic...
Colony Surf Getaway: Elegant Condo, Designer Touches &Amazing Diamond Head Views
Welcome to Colony Surf Getaway by Gather, a spacious two-bedroom retreat perched high above Honolulu’s prestigious Gold Coast at Diamond Head. With sweeping views of the Pacific, Diamond Head, and the city skyline, this 1,500-square-foot residence is offered as 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...
Oceanfront, Sunsets, Whales, and Sea Turtles at Honuloha, Floor & Remodeled
Welcome to "Honuloha" unit 403 in Hale Ono Loa. A spectacular ocean front, top floor, 1 bedroom, 1 bathroom (plus sleeper sofa) condo. Honuloha is completely remodeled, offering an elevated space with modern amenities, and equipped chef's kitchen. Ocean views from your...
Oceanfront Bliss - Sealodge H6
Welcome to Sealodge H6 where you can enjoy stunning ocean views from this fully remodeled one-bedroom, one-bath condo on the bluff in Princeville. Fully renovated in April 2024, the condo feels fresh and new for your comfort. The unit offers unobstructed views from the...
Amaui Villa #5 - Breathtaking Ocean View Residence
Nestled in an exclusive enclave of Mauna Kea Resort, Amaui Villa 5 embodies Hawaiian luxury with breathtaking ocean views and thoughtfully crafted spaces. The gourmet kitchen, featuring premium appliances and natural stone countertops, flows seamlessly into the dining...
Luxury Getaway in Princeville! Swimming Pool, Full Kitchen!
Experience the beauty of Princeville at this resort located near the stunning Hanalei Bay. Enjoy easy access to nearby beaches and outdoor activities, making it an ideal destination for your Hawaiian getaway.This listing is for a room within a hotel.✦ Your room is 1661...
Ka’anapali Studio at Westin – Resort Pools, Beach Access & Island Comfor
Enjoy relaxed Maui living in this studio villa at Westin Ka’anapali Ocean Resort Villas, set along the world-famous sands of Ka’anapali Beach. Ideal for couples or solo travelers, the studio features a plush king bed, a comfortable sitting area, and a convenient...
Beautiful 3-bedroom house in soothing Naalehu for your getaway
Located in Naalehu, this adorable house offers a perfect retreat for guests seeking comfort and space. With three bedrooms featuring a king, queen, and twin bed, everyone can find their own cozy spot to relax. The three bathrooms each include a refreshing shower, making...
Best View in V Land! Incredible North Shore home!
The best view in V land! This incredible home is located right across the street from the coveted V Land beach oh Oahu's North Shore. With enough space to host your entire family/group this is the perfect stay for anyone looking to relax, enjoy the view, and experience...
Beautiful 3-bedroom house on fenced acre in Keeaau perfect for your getaway
Your vacation awaits at this three queen bedroom and two bathroom Hale on an acre of fenced land with plenty of space to relax and unwind after touring the wonders of the the big island of Hawaii. The tranquil setting invites you to enjoy peaceful mornings and restful...
Watch whales from your private lanai in this beautiful luxury ocean view home
Unwind in Papaikou at this high quality luxury house. With one bedroom featuring a king bed, guests can enjoy restful nights and peaceful mornings. The two bathrooms offer a superb mix of a jacuzzi soaking bathtub with ocean views, shower, and even a bidet, making your...
Awesome ocean front property in Maui, Hawaii!!
The penthouse condo is on the 12th floor of the Valley Isle Resort and has awesome views of the ocean and the island of Molokai.You can sit on the lanai and enjoy the view with your meal or your drink.Watch the Whales in season and turtles in the water below. Take the...
** 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...
Modern, Comfortable With Great Amenities! Washer/Dryer, Parking, WIFI included!
Stylish and comfortable with extra high 10' ceilings!Fully equipped and furnished condo with complete kitchen with dishwasher, built-in microwave, central A/C, and washer/dryer. The condo has a spacious tiled lanai to lounge and enjoy the bustling city & peek a boo...
Waikiki: Eat • Play • Love -Clean Comfortable Cute
Welcome to 134 Kapahulu Avenue. This delightful studio apartment located in the Waikiki Grand Hotel is perfect for your Hawaiian holiday. It is just a short stroll past shops and restaurants to the turquoise waters of Waikiki beach. Spend your vacation eating local...